GRYPHON HOLDINGS INC
SC 14D9, 1998-11-03
FIRE, MARINE & CASUALTY INSURANCE
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                       SECURITIES AND EXCHANGE COMMISSION
 
                             WASHINGTON, D.C. 20549
 
                            ------------------------
 
                                 SCHEDULE 14D-9
 
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               SOLICITATION/RECOMMENDATION STATEMENT PURSUANT TO
            SECTION 14(d)(4) OF THE SECURITIES EXCHANGE ACT OF 1934
 
                             GRYPHON HOLDINGS INC.
                           (NAME OF SUBJECT COMPANY)
 
                             GRYPHON HOLDINGS INC.
                      (NAME OF PERSON(S) FILING STATEMENT)
 
                          COMMON STOCK, $.01 PAR VALUE
                         (TITLE OF CLASS OF SECURITIES)
 
                                  400515 10 2
                     (CUSIP NUMBER OF CLASS OF SECURITIES)
 
                                STEPHEN A. CRANE
                     CHIEF EXECUTIVE OFFICER AND PRESIDENT
                             GRYPHON HOLDINGS INC.
                                 30 WALL STREET
                         NEW YORK, NEW YORK 10005-2201
                                 (212) 825-1200
   (NAME, ADDRESS AND TELEPHONE NUMBER OF PERSON AUTHORIZED TO RECEIVE NOTICE
        AND COMMUNICATIONS ON BEHALF OF THE PERSON(S) FILING STATEMENT)
 
                                   COPIES TO:
 
<TABLE>
<S>                                            <C>
               ROBERT M. COFFEE                            JOHN T. O'CONNOR, ESQ.
            SENIOR VICE PRESIDENT,                    MILBANK, TWEED, HADLEY & MCCLOY
        GENERAL COUNSEL AND SECRETARY                    ONE CHASE MANHATTAN PLAZA
            GRYPHON HOLDINGS INC.                      NEW YORK, NEW YORK 10005-2201
                30 WALL STREET                                 (212) 530-5000
        NEW YORK, NEW YORK 10005-2201
                (212) 825-1200
</TABLE>
 
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ITEM 1.  SECURITY AND SUBJECT COMPANY.
 
     The name of the subject company is Gryphon Holdings Inc., a Delaware
corporation (the "Company"). The principal executive offices of the Company are
located at 30 Wall Street, New York, New York 10005-2201. The class of equity
securities to which this statement relates is the common stock, $.01 par value,
of the Company (the "Common Stock"), including the associated Preferred Stock
Purchase Rights issued pursuant to the Rights Agreement, dated as of June 5,
1995, as amended on July 28, 1998 and October 22, 1998 (the "Rights Agreement"),
between the Company and State Street Bank and Trust Company, as Rights Agent
(the "Rights" and, together with the Common Stock, the "Shares").
 
ITEM 2.  TENDER OFFER OF THE BIDDER.
 
     This statement relates to the tender offer, disclosed in the Schedule
14D-1, dated October 20, 1998 (the "Schedule 14D-1"), of Markel Corporation, a
Virginia corporation ("Markel"), and its wholly-owned subsidiary MG Acquisition
Corp., a Delaware corporation ("MG" and, together with Markel, the "Bidder"), to
purchase all of the outstanding Shares at a price of $18.00 per Share, net to
the seller in cash upon the terms and subject to the conditions set forth in the
Bidder's Offer to Purchase, dated October 20, 1998 (the "Offer to Purchase"),
and the related Letter of Transmittal (which together constitute the "Offer").
The Offer to Purchase states that the principal executive offices of the Bidder
are located at 4551 Cox Road, Glen Allen, Virginia 23060-3382.
 
ITEM 3.  IDENTITY AND BACKGROUND.
 
     (a) The name and business address of the Company, which is the person
filing this statement, are set forth in Item 1 above.
 
     (b) Certain contracts, agreements, arrangements or understandings between
the Company and its executive officers, directors or affiliates are described in
the sections entitled "Compensation of Directors", "Report of the Compensation
Committee", "Executive Compensation", "Security Ownership of Certain Beneficial
Owners and Management -- Ownership of Common Stock by Management" and "Certain
Relationships and Related Transactions" in the Company's Proxy Statement for the
1998 Annual Meeting of Stockholders held on May 12, 1998 (the "Proxy
Statement"). A copy of the pertinent portions of the Proxy Statement is filed as
Exhibit 1 hereto, and such portions are incorporated herein by reference.
 
     On July 1, 1998, the Company entered into an employment agreement (the
"Dore Employment Agreement") with John A. Dore, an Executive Vice President of
the Company. Pursuant to the terms thereof, the term of Mr. Dore's employment
shall continue until terminated by either the Company or Mr. Dore on 30 days
prior written notice. The Dore Employment Agreement provides for (i) a base
salary of $300,000 per annum, (ii) an annual bonus in accordance with the
Company's annual bonus incentive plan for members of its senior management, and
(iii) options to purchase 45,000 shares of Common Stock under the Company's 1993
Stock Option Plan, 25% of which are incentive stock options and 75% of which are
non-qualified options. The Dore Employment Agreement further provides that if
the Company terminates Mr. Dore other than for "cause" or "disability" (in each
case, as defined therein) or if he resigns as a result of a "constructive
termination" (as defined therein), he will receive as severance pay, on a
monthly basis for a period of 12 months, his monthly base salary in effect
immediately prior to the date of termination; provided that if the termination
occurs within 24 months of a "change of control" (as defined therein), the
Company will pay Mr. Dore a single lump payment equal to 36 months of base
salary at the rate in effect immediately prior to the termination. A copy of the
Dore Employment Agreement is filed as Exhibit 2 hereto and is incorporated
herein by reference. The foregoing description is qualified in its entirety by
reference to the text of the Dore Employment Agreement.
 
     On July 14, 1998, the Company completed the acquisition of The First
Reinsurance Company of Hartford and its affiliate, Oakley Underwriting Agency,
from Dearborn Risk Management Inc. ("Dearborn"). The purchase consideration
consisted of $31.9 million of cash and 14,444 shares of cumulative convertible
preferred stock. John K. Castle, a Director of the Company, is the Chairman of
Castle Harlan, Inc., which
 
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manages a limited partnership that is a majority shareholder of Dearborn. The
Stock Purchase Agreement is filed as Exhibit 3 hereto and is incorporated herein
by reference.
 
     Except as described above or incorporated herein by reference, to the best
knowledge of the Company, as of the date hereof there exists no other material
contract, agreement, arrangement or understanding and no actual or potential
conflict of interest between the Company or its affiliates and (i) the Company's
executive officers, directors or affiliates, or (ii) the Bidder or its executive
officers, directors or affiliates.
 
ITEM 4.  THE RECOMMENDATION.
 
  (a) Recommendation of the Board of Directors.
 
     At a meeting held on November 2, 1998 (the "November 2 Board Meeting") the
Board of Directors of the Company (the "Board") recommended that stockholders
reject the Offer, based upon the Board's determination that the Offer is
inadequate and is not in the best interests of the Company and its stockholders.
After consideration of all relevant factors, including those discussed below,
the Board determined that the $18 per share amount of the Offer does not reflect
the value of the Company today or the longer-term values achievable by the
Company for all of its stockholders. ACCORDINGLY, THE BOARD RECOMMENDS THAT THE
COMPANY'S STOCKHOLDERS REJECT THE OFFER AND NOT TENDER ANY SHARES TO THE BIDDER.
 
     A form of the letter to stockholders communicating the Board's
recommendation and a form of the press release announcing such recommendation
are filed as Exhibits 4 and 5 hereto, respectively, and are incorporated herein
by reference.
 
  (b) Reasons for the Recommendation.
 
     In reaching the determination and recommendation discussed in paragraph (a)
above, the Board considered numerous factors, including, without limitation, the
following:
 
          (i) The Board's familiarity with the business, assets, financial
     condition, results of operations, business plans and current business
     strategy and future prospects of the Company, the nature of the industry in
     which the Company operates and the Company's competitive position in such
     industry.
 
          (ii) A presentation by the Company's management relating to the
     Company's financial performance and future prospects.
 
          (iii) The fact that the Company has had preliminary discussions with
     other parties who have indicated their potential interest in entering into
     a business combination with the Company.
 
          (iv) A presentation by Donaldson, Lufkin and Jenrette Securities
     Corporation ("DLJ"), financial advisor to the Company, concerning the
     financial aspects of the Bidder's Offer to Purchase.
 
          (v) The written opinion (the "DLJ Opinion") delivered on November 2,
     1998 by DLJ stating that, as of such date, the cash price of $18 per Share
     proposed to be paid to the Company's stockholders by the Bidder pursuant to
     the Offer is inadequate from a financial point of view.
 
     A copy of the DLJ Opinion, which sets forth the assumptions made and
     matters considered and the limitations of such opinion, is filed as Exhibit
     6 hereto. Stockholders are urged to read carefully the DLJ Opinion in its
     entirety.
 
          (vi) The depressing effect which the overall decline in the stock
     market has had on the trading price of the Shares.
 
          (vii) The Board's belief, based in part on the factors referred to in
     paragraphs (i) through (vi), that the per Share price of the Offer does not
     reflect either the true current value of the Company or the Company's
     longer-term value.
 
          (viii) The Board's belief that it is in the best interests of the
     stockholders at this time to evaluate alternatives to the offer, including
     investigating the possibility of an alternative transaction and remaining
     independent.
 
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          (ix) The numerous conditions to which the Offer is subject.
 
          (x) The Board's commitment to protecting the best interests of the
     Company and enhancing the value of the Company for the benefit of
     stockholders.
 
ITEM 5.  PERSONS RETAINED, EMPLOYED OR TO BE COMPENSATED.
 
     The Company has retained DLJ as its lead financial advisor with respect to
the Offer, pursuant to a letter agreement, dated August 18, 1998, as amended on
October 29, 1998 (the "DLJ Engagement Letter") , between the Company and DLJ.
Pursuant to the DLJ Engagement Letter, the Company agreed to pay DLJ: (a) if a
transaction is consummated, cash compensation as set forth below (the "DLJ
Advisory Fee"), (b) a fee of $500,000 at the time DLJ delivers to the Company or
the Board an opinion as to fairness or adequacy from a financial point of view,
irrespective of the conclusion reached therein, (c) an additional fee of
$100,000 at the time DLJ delivers to the Company or the Board an opinion
relating to a transaction with a party different from the party involved in a
transaction for which a prior opinion had been delivered, irrespective of the
conclusion reached therein, and (d) an additional fee of $50,000 for each
update, with the exception of the first update, of a prior opinion delivered by
DLJ (the "DLJ Opinion Fee"). In addition, the Company has agreed to reimburse
DLJ promptly for certain out-of-pocket expenses reasonably incurred by DLJ in
connection with the engagement thereunder, whether or not a transaction is
consummated, and to indemnify DLJ for certain liabilities and expenses arising
out of DLJ's engagement.
 
     The DLJ Advisory Fee shall be an amount equal to the greater of (x) $1.75
million or (y)(i) a fee of between one percent and five percent (based on the
per share value of the Common Stock) of the aggregate value of outstanding
Common Stock (treating any shares issuable upon exercise of options, warrants or
other rights of conversion as outstanding whether or not they are then in or out
of the money), plus (ii) one-half percent of the amount of any debt assumed,
acquired, remaining outstanding, retired or defeased or preferred stock redeemed
or remaining outstanding in connection with the transaction, less the DLJ
Opinion Fee.
 
     DLJ is a full service securities firm engaged in securities trading and
brokerage activities, as well as providing investment banking and financial
advisory services. In the ordinary course of its trading and brokerage
activities, DLJ or its affiliates may at any time actively trade or hold the
securities of the Company for their own account or for the account of customers
and, accordingly, may at any time hold a long or short position in such
securities.
 
     The Company has also retained Georgeson & Company Inc. to assist the
Company with its communications with stockholders with respect to, and to
provide other services to the Company in connection with, the Offer. The Company
will pay Georgeson & Company Inc. customary compensation for its services and
will reimburse Georgeson & Company Inc. for its reasonable out-of-pocket
expenses incurred in connection therewith.
 
     Except as set forth above, neither the Company nor any person acting on its
behalf has employed, retained or compensated any person to make solicitations or
recommendations to stockholders with respect to the Offer.
 
ITEM 6.  RECENT TRANSACTIONS AND INTENT WITH RESPECT TO SECURITIES.
 
     (a) No transactions in the Shares have been effected during the past 60
days by the Company or to the best of the Company's knowledge, by any executive
officer, director, affiliate or subsidiary of the Company.
 
     (b) To the best of the Company's knowledge, none of its executive officers,
directors, affiliates or subsidiaries presently intends to tender to the Bidder
pursuant to the Offer any Shares which are held of record or beneficially owned
by such persons or to otherwise sell any such Shares.
 
ITEM 7.  CERTAIN NEGOTIATIONS AND TRANSACTIONS BY THE SUBJECT COMPANY.
 
     (a) For the reasons discussed in Item 4 above, the Board has concluded that
the Offer is inadequate and not in the best interests of the Company and its
shareholders. At the November 2 Board Meeting, the Board
 
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further concluded that it was desirable and in the best interests of the Company
and its stockholders that management, with the assistance and advice of DLJ and
the Company's legal advisers, continue to develop and evaluate alternatives to
the Offer in order to maximize the value of the Company to its stockholders,
including the possibility of an alternative transaction and remaining
independent.
 
     Accordingly, the Company has undertaken negotiations, discussions, and
actions which relate to or would result in: (i) an extraordinary transaction
such as a merger or reorganization involving the Company or any of its
subsidiaries; (ii) a purchase, sale or transfer of a material amount of assets
by the Company or any of its subsidiaries; (iii) a tender offer for, or other
acquisition of securities by or of the Company; or (iv) a material change in the
present capitalization or dividend policy of the Company. In this regard, the
Company has had preliminary discussions with other parties regarding their
potential interest in a possible transaction involving the Company of the types
described above, and the Company has entered into confidentiality agreements
concerning the furnishing of confidential information to parties indicating an
interest in such a transaction and has responded to due diligence inquiries from
such parties. Although the Board has made no decision to sell the Company, the
Board will give careful consideration to any acquisition proposal that
appropriately reflects the Company's value. There can be no assurance that the
aforementioned activity will result in any transaction being recommended by the
Board or that any transaction which is recommended will be authorized or
consummated.
 
     The Board has determined that disclosure at this time with respect to the
parties to, and the possible terms of, any transactions or proposals of the type
referred to above in this Item 7 might jeopardize the institution or
continuation of any discussions or negotiations that the Company has conducted
or may conduct. Accordingly, the Board adopted a resolution at the November 2
Board Meeting instructing management not to disclose the possible terms of any
such transactions or proposals, or the parties thereto, unless and until an
agreement in principle relating thereto has been reached or, upon the advice of
counsel, as may otherwise be required by law.
 
     (b) To the best of the Company's knowledge, there are currently no
transactions, board resolutions, agreements in principle or signed contracts in
response to the Offer, other than as described herein, that relate to or would
result in one or more of the matters referred to in Item 7(a).
 
ITEM 8.  ADDITIONAL INFORMATION TO BE FURNISHED.
 
  a.  Delaware Litigation.
 
     On October 20, 1998, Markel commenced an action in the Court of Chancery of
the State of Delaware in and for New Castle County (the "Delaware Litigation"),
which names the Company and its Board as defendants. In the Delaware Litigation,
Markel seeks, among other things, (i) an injunction enjoining the Board from
adopting any defensive measure which has the effect of impeding, thwarting,
frustrating or interfering with the Offer; (ii) a declaration that the Rights
Agreement is invalid and that the adoption of the Rights Agreement constituted a
breach of fiduciary duty and violated Delaware law; and (iii) a declaration that
the Company's failure to render Section 203 of the Delaware General Corporation
Law ("Section 203") inapplicable to the Offer constitutes a breach of fiduciary
duty. The Company and the Board believe that they have meritorious defenses to
the Delaware Litigation and intend to defend the action on that basis. A copy of
the Complaint in the Delaware Litigation is filed as Exhibit 7 hereto, and is
incorporated herein by reference.
 
  b.  The Rights Agreement.
 
     Each Right entitles the registered holder to purchase from the Company one
one-hundredth of a share of Junior Participating Cumulative Preferred Stock, par
value $0.01 per share ("Preferred Shares") of the Company at a Purchase Price
(the "Purchase Price") of $50.00, subject to adjustment in certain
circumstances. The Rights will separate from the Common Stock and a
"Distribution Date" will occur upon the earlier of (i) ten business days
following a public announcement that a person or group of affiliated or
associated persons (an "Acquiring Person") has acquired beneficial ownership of
11.8% or more of the outstanding Common Stock (the "Share Acquisition Date"), or
(ii) ten business days (or such other specified or unspecified date as may be
determined by action of the Board of Directors of the Company)
 
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following the commencement or announcement of the intent to commence a tender
offer or exchange offer that would result in the Acquiring Person having
Beneficial Ownership of the percentage of outstanding Common Stock equal to or
greater than 11.8% of the outstanding Common Stock. Notwithstanding the
foregoing, an Acquiring Person does not include (A) the Company or any
subsidiary of the Company, (B) any employee benefit plan (including, but not
limited to, any employee stock ownership plan) of the Company or any Subsidiary
of the Company or any Person organized, appointed or established by the Company
or such Subsidiary as a fiduciary for or pursuant to the terms of any such
employee benefit plan or (C) any Person who would otherwise be an "Acquiring
Person" but for the good faith determination by the Board of Directors of the
Company that such Person has become an "Acquiring Person" inadvertently,
provided that such Person together with its Affiliates and Associates divest
themselves as promptly as practicable of beneficial ownership of a sufficient
number of Common Stock so that such Person together with its Affiliates and
Associates beneficially own less than 11.8% of the Common Stock then
outstanding. The Rights are not exercisable until the Distribution Date.
 
     At the November 2 Board Meeting, the Board resolved to delay any
"Distribution Date" under the Rights Agreement (the date after which, among
other things, separate certificates for the Rights are to be distributed) that
arises solely by virtue of the lapse of time following the commencement of the
Offer until such time as the Board, or any duly authorized committee thereof, by
subsequent resolution duly adopted prior to the Distribution Date (after taking
into account the resolution), shall designate.
 
     In the event that, after the Share Acquisition Date (a) the Company shall
merge with and into any Acquiring Person or any affiliate or associate thereof
or any other person in which such Acquiring Person, affiliate or associate has
an interest or any person acting on behalf of or in concert with such Acquiring
Person, affiliate or associate (an "Interested Stockholder") or, if in such
merger all holders of Common Stock (other than the Interested Stockholder) are
not treated alike, with any other person, (b) the Company shall consolidate with
or merge with any Interested Stockholder or, if in such merger or consolidation
all holders of Common Stock (other than the Interested Stockholder) are not
treated alike, with any other Person, and the Company shall be the continuing or
surviving corporation of such consolidation, or (c) the Company shall sell or
otherwise transfer in a merger or other business combination transaction, more
than 50% of its assets, cash flow or earning power to another person, the Rights
Agreement provides that each Right holder shall be entitled to receive, upon the
exercise thereof at the then current exercise price of the Right, that number of
shares of common stock of the acquiring company which at the time of such
transaction would have a market value (as defined in the Rights Agreement) equal
to twice the exercise price of the Right ("Flip-Over" Events).
 
     In the event that any person or group becomes an Acquiring Person, proper
provision shall be made so that each holder of a Right, other than rights
beneficially owned by the Acquiring Person (which will thereafter be void), will
thereafter have a right to receive, upon exercise thereof that number of Common
Stock having a market value of two times the exercise price of the Right
("Flip-In" Events). From and after the time a person becomes an Acquiring
Person, all Rights that are, or (under certain circumstances specified in the
Rights Agreement) were, beneficially owned by an Acquiring Person (or an
affiliate, associate or transferee thereof) will be null and void.
 
     At any time prior to the acquisition by a person or group of affiliated or
associated persons of Beneficial Ownership of an amount of outstanding Common
Stock equal to the Acquiring Person Percentage, the Board of Directors of the
Company may redeem the Rights in whole, but not in part, at a price of $.001 per
Right (the "Redemption Price"), payable in cash, Common Stock or any other form
of consideration deemed appropriate by the Board of Directors. The redemption of
the Rights may be effective at such time, on such basis and with such conditions
as the Board of Directors in its sole discretion may establish. Immediately upon
redemption of the Rights, the Rights will terminate and the only privilege of
the Rights holders will be to receive the $.001 redemption price.
 
     At any time after the acquisition by a person or group of affiliated or
associated persons of Beneficial Ownership an amount of outstanding Common Stock
equal to the Acquiring Person Percentage, the Board of Directors of the Company
may exchange the Rights (other than Rights owned by such person or group which
 
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have become void), in whole or in part, at an exchange ratio of one Common Share
per Right, appropriately adjusted to reflect any stock split, stock dividend or
similar transaction occurring after the date hereof (such exchange ratio being
hereinafter referred to as the "Exchange Ratio"). Notwithstanding the foregoing,
the Board of Directors shall not be empowered to effect such exchange at any
time after any person together with all affiliates and associates of such
person, becomes the beneficial owner of 50% or more of the Common Stock then
outstanding. Immediately upon the action of the Board of Directors of the
Company ordering the exchange of any Rights, the right to exercise such Rights
shall terminate and the only right thereafter of a holder of such Right shall be
to receive the number of Common Stock equal to the number of such Rights held by
such holder multiplied by the Exchange Ratio.
 
     Until a Right is exercised, the holder thereof, as such, will have no
rights as a shareholder of the Company, other than rights resulting from such
holder's ownership of Common Stock.
 
     At a meeting held on October 22, 1998, the Board of Directors clarified a
provision included in the definition of "Acquiring Person" and elsewhere in the
Rights Agreement. Pursuant to the Second Amendment thereto, the Rights Agreement
provides, as discussed more fully above, that the Rights will be exercisable and
will trade separately from the Common Stock if, following a ten business day
period, a person or group acquires beneficial ownership of 11.8% or more of the
shares of Common Stock then outstanding; or if, following a ten business period
(or such other specified or unspecified date as may be determined by action of
the Board of Directors of the Company), a person or group commences a tender or
exchange offer that would result in such person or group owning an amount of
shares of Common Stock that equals or exceeds 11.8% of the shares of Common
Stock then outstanding.
 
     This summary description of the Rights Agreement does not purport to be
complete and is qualified in its entirety by reference to the Rights Agreement
and the First Amendment thereto, which are filed with the Securities and
Exchange Commission as an exhibit to the Company's Registration Statement on
Form 8-A dated June 20, 1995 and Form 8-A/A dated August 7, 1998, respectively,
and to the Second Amendment thereto, which is filed as Exhibit 8 hereto, and
which is incorporated herein by reference.
 
  c.  Delaware Takeover Statute.
 
     The Offer is conditioned, among other things, upon the Bidder being
satisfied that the restrictions on business combinations contained in Section
203 have been complied with or are invalid or otherwise inapplicable to the
proposed merger set forth in the Offer to Purchase.
 
     Section 203 may have the effect of significantly delaying the Bidder's
ability to acquire the entire equity interest in the Company. In general,
Section 203 prevents an "interested stockholder" (defined generally as a person
with 15% or more of a corporation's outstanding voting stock) from engaging in a
"business combination" (as set forth below) with a Delaware corporation for
three years following the time such person became an interested stockholder,
unless: (i) before such person became an interested stockholder, the
corporation's Board of Directors approved the transaction in which the
interested stockholder became an interested stockholder or approved the business
combination; (ii) upon consummation of the transaction which resulted in the
interested stockholder becoming an interested stockholder, the interested
stockholder owned at least 85% of the voting stock of the corporation
outstanding at the time the transaction commenced (excluding stock held by
directors who are also officers and employee stock plans in which employee
participants do not have the right to determine confidentially whether shares
held subject to the plan will be tendered in a tender or exchange offer); or
(iii) at or subsequent to the time such person became an interested stockholder,
the business combination is approved by the corporation's Board of Directors and
authorized at a meeting of stockholders by an affirmative vote of the holders of
66 2/3% of the outstanding voting stock of the corporation not owned by the
interested stockholder.
 
     Under Section 203, the restrictions described above do not apply if, among
other things, the corporation, by action of its stockholders, adopts an
amendment to its certificate of incorporation or bylaws expressly electing not
to be governed by Section 203, provided that, in addition to any other vote
required by law, such amendment to the certificate of incorporation or bylaws
must be approved by the affirmative vote of a majority of the shares entitled to
vote. Further, such an amendment would not be effective until 12 months after
the
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adoption of such amendment and shall not apply to any business combination
between the corporation and any person who became an interested stockholder of
the corporation on or prior to the date of such adoption.
 
     Section 203 provides that during the three-year period following the date a
person becomes an interested stockholder, the corporation may not merge or
consolidate with an interested stockholder or any affiliate or associate
thereof, and also may not engage in certain other transactions with an
interested stockholder or any affiliate or associate thereof, including, without
limitation, (i) any sale, lease, exchange, mortgage, pledge, transfer or other
disposition of assets of the corporation (except proportionately as a
stockholder of the corporation) having an aggregate market value equal to 10% or
more of either the aggregate market value of all of the assets of the
corporation determined on a consolidated basis or the aggregate market value of
all the outstanding stock of the corporation, (ii) except as otherwise provided
in Section 203, any transaction which results in the issuance or transfer by the
corporation or by certain subsidiaries thereof of any stock of the corporation
or of such subsidiary to the interested stockholder, (iii) any transaction
involving the corporation or certain subsidiaries thereof which has the effect
of increasing the proportionate share of the stock of any class or series, or
securities convertible into the stock of any class or series, of the corporation
or any such subsidiary which is owned by the interested stockholder (except as a
result of immaterial changes due to fractional share adjustments or as a result
of any purchase or redemption of any shares of stock not caused, directly or
indirectly, by the interested stockholder), or (iv) any receipt by the
interested stockholder of the benefit, directly or indirectly (except
proportionately as a stockholder of such corporation), of any loans, advances,
guarantees, pledges or other financial benefits provided by or through the
corporation or certain subsidiaries thereof.
 
     The foregoing summary of Section 203 does not purport to be complete and is
qualified in its entirety by reference to the provisions of Section 203.
 
     Unless the Bidder satisfies the requirements of Section 203, the Bidder
would be unable to effect the proposed merger with the Company as contemplated
by the Offer for a period of three years and would be prevented from engaging in
certain transactions with the Company for such period.
 
  d.  Regulatory Filings.
 
     (i) Hart-Scott-Rodino Antitrust Improvements Act of 1976.  On October 20,
1998, Markel filed a Notification and Report Form with respect to the Offer
under the Hart-Scott-Rodino Antitrust Improvements Act of 1976, as amended (the
"HSR Act"). On October 30, 1998, the Company filed its Notification and Report
Form with respect to the Offer. Under the provisions of the HSR Act applicable
to the Offer, the purchase of shares pursuant to the Offer may not be
consummated until the expiration of the fifteenth calendar day waiting period
following Markel's filing under the HSR Act. Accordingly, assuming the filing
made by Markel was not deficient, the waiting period with respect to the Offer
will expire at 11:59 p.m., New York City time, on November 4, 1998, unless
Markel receives a request for additional information or documentary material or
the Antitrust Division and the Federal Trade Commission terminate the waiting
period prior thereto.
 
     (ii) Insurance Commission Filings.  The Offer is conditioned upon, among
other things, the Bidder receiving the approvals of the Insurance Commissions
under the Insurance Codes of California, Connecticut and Pennsylvania, which are
the United States jurisdictions in which the insurance companies owned or
otherwise controlled by the Company are domiciled. On October 19, 1998, the
Connecticut Insurance Commission, as urged by the Company, rejected the Bidder's
request for an exemption from the duty to file a Form A with respect to the
Bidder's earlier purchase of up to 11.7% of the Company and ordered that a Form
A be filed. On or about October 20, 1998, the Bidder filed a Form A with the
California, Connecticut and Pennsylvania Insurance Commissions, seeking approval
of the Bidder's acquisition of control of the Company. Except as noted below, to
date, the Company has not filed a response to any of the Form A filings.
 
     The Insurance Codes require that the relevant Insurance Commission approve
the application for acquisition of control of a domestic insurance company
unless that Insurance Commission determines that such application should be
disapproved on one or more prescribed regulatory grounds. The relevant Insurance
Codes provide for judicial review of an Insurance Commission order. The
California Insurance Code provides
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that the California Department of Insurance has 60 calendar days after a Form A
filing is complete to approve or disapprove the filing. The California
Department of Insurance may, at its discretion, hold public hearings regarding
the Form A filing. The Pennsylvania Insurance Code provides that the
Pennsylvania Department of Insurance must hold a public hearing if requested,
within 10 days of the filing, by either the acquiring or target company, and, if
not requested, may, at its discretion, hold a public hearing regarding the Form
A. On October 29, 1998, the Company requested a hearing with the Pennsylvania
Department of Insurance regarding the Form A. The Connecticut Insurance Code
provides that the Connecticut Insurance Commissioner is required to hold a
hearing within 30 days after the Commissioner determines that the Form A filing
is complete and no earlier than 20 days after notice to the applicant that the
filing is complete. The Connecticut Insurance Commissioner has 30 days from the
conclusion of the hearing to approve or disapprove the filing.
 
ITEM 9.  MATERIAL TO BE FILED AS EXHIBITS.
 
     The following Exhibits are filed herewith:
 
<TABLE>
<S>        <C>
Exhibit 1  Excerpts from the Proxy Statement of the Company, dated
           April 16, 1998.
Exhibit 2  Employment Agreement dated July 1, 1998 between Gryphon
           Holdings Inc. and Mr. John A. Dore.
Exhibit 3  Stock Purchase Agreement, dated as of February 9, 1998, by
           and between Gryphon Holdings Inc. and Dearborn Risk
           Management, Inc.
Exhibit 4  Letter to Stockholders, dated November 3, 1998.*
Exhibit 5  Press Release issued by the Company on November 3, 1998.
Exhibit 6  Opinion of Donaldson, Lufkin & Jenrette Securities
           Corporation, dated November 2, 1998.*
Exhibit 7  Complaint filed in the Court of the Chancery in the State of
           Delaware in and for New Castle County, Markel Corporation
           and MG Acquisition Corp. v. Gryphon Holdings Inc., et al
           (Civil Action No. 16723).
Exhibit 8  Second Amendment to the Rights Agreement, dated as of
           October 22, 1998, between the Company and State Street Bank
           and Trust Company, as Rights Agent.
</TABLE>
 
- ---------------
* Included in copies of the Schedule 14D-9 mailed to stockholders.
 
                                        8
<PAGE>   10
 
                                   SIGNATURE
 
     After reasonable inquiry and to the best of my knowledge and belief, I
certify that the information set forth in this statement is true, complete and
correct.
 
                                          GRYPHON HOLDINGS INC.
 
                                          By: /s/   STEPHEN A. CRANE
                                             -----------------------------------
                                             Name:  Stephen A. Crane
                                             Title: President and Chief
                                                    Executive Officer
 
Dated: November 3, 1998

<PAGE>   1

                    COMPENSATION OF DIRECTORS

     Directors of the Company who are employees of the Company or
its   affiliates   receive  no  directors'  fees.    Non-employee
Directors are paid an annual retainer of $20,000, plus $1,000 per
day  for  attendance at each Board of Directors meeting  and  for
attendance  at meetings of committees of the Board  of  Directors
occurring  on  days  other  than days  of  Board  meetings.   The
Chairmen  of the Audit Committee, the Compensation Committee  and
the  Investment  Committee receive an annual fee  of  $3,000  for
serving  in  such capacity.  The Chairman of the Board  receives,
effective as of January 1, 1996, an additional annual retainer of
$20,000  for  services  rendered in such capacity.   Non-employee
Directors  receive  $500  for  each  meeting  of  the  Board   of
Directors, and each meeting of its committees occurring  on  days
other  than days of Board meetings, in which they participate  by
telephone.  In addition, all Directors are reimbursed  for  their
reasonable travel expenses incurred in attending these meetings.

      Under  the  terms of the 1995 Non-Employee  Director  Stock
Option Plan (the "Directors' Plan"), each Director of the Company
who  is  not  an  employee of the Company or  its  affiliates  is
entitled to the grant, on the later of (i) May 12, 1995  or  (ii)
the date on which such Director is first elected to the Board, of
an  initial  option to purchase 10,000 shares  of  Common  Stock.
Options under the Directors' Plan are granted at the fair  market
value  of such shares on the date of grant and become exercisable
in   four  equal  annual  installments  commencing  on  the   day
immediately  preceding  the second anniversary  of  the  date  of
grant.  Options remain outstanding for ten years from the date of
grant,   unless  terminated  earlier  in  the  event  of   death,
disability,  retirement or other circumstances  detailed  in  the
Directors'  Plan.  On the fifth anniversary of the  date  of  the
initial  grant, and continuing on each subsequent anniversary  of
such  date during a Director's tenure on the Board, such Director
will  be granted an option to purchase an additional 2,000 shares
of  Common  Stock  or such lesser proportionate  amount  as  then
remains  available for grant.  An aggregate of 100,000 shares  of
Common  Stock have been authorized for issuance upon the exercise
of options under the terms of the Directors' Plan.
                                
                                
              REPORT OF THE COMPENSATION COMMITTEE

      The  Compensation  Committee, which  is  composed  of  four
independent   outside   Directors,   is   responsible   for   the
establishment  and review of the overall compensation  policy  of
the Company, the general oversight of the employee benefits plans
maintained  by the Company and the specific terms and  conditions
of employment of senior executives of the Company.

      It  is the overall policy of the Compensation Committee  to
align  the interests of management with those of the Shareholders
by  making a significant portion of executive compensation depend
upon  the  Company's  performance.   The  Company's  compensation
programs emphasize the following basic principles:

          Compensation should be linked to the creation of value for
     Shareholders, and executives should be encouraged to acquire
     ownership in the Company;

          Compensation programs should be designed  to  attract,
     motivate and retain executives with the requisite skills to
     effectively pursue the Company's strategic objectives; and

          Compensation programs should reward individual performance
     through an appropriate balance of base salary, annual bonus
     awards and long-term equity incentives.
<PAGE>   2

Compensation Program

      The  Company's executive compensation program  consists  of
three major components: base salary, annual bonus awards and long-
term  equity  incentives.  Each of these components supports  the
Company's  overall  compensation policy,  which  relates  pay  to
performance.

     Base Salary

      Amounts  paid in base salary, including periodic increases,
are   determined  primarily  by  the  scope  of  the  executive's
responsibilities, his performance and the salaries offered within
the  industry for comparable positions.  In connection  with  its
overall  evaluation  of the foregoing factors,  the  Compensation
Committee   draws   upon  its  members'  general   knowledge   of
compensation   practices  within  the  insurance  and   financial
services  industries and periodically reviews  compensation  data
regarding  other insurance companies, including a peer  group  of
comparably  sized  property  and  casualty  insurance   companies
established by the Compensation Committee specifically  for  this
purpose.

     Annual Bonus Awards

      Annual  bonus  awards earned by executives are  based  upon
their  achievement of performance objectives established  by  the
Compensation Committee at the beginning of each fiscal year  that
link  potential  bonus  awards  to  the  enhancement  of  Company
earnings  and overall profitability.  The Compensation  Committee
believes  that  the  use of predetermined performance  objectives
provides  an  excellent  link  between  the  value  created   for
Shareholders and the incentives paid to executives.

     Long-Term Equity Incentives

      Certain  executives  of the Company may  earn  equity-based
incentive awards, the ultimate value of which is related  to  the
long-term  performance of the Company's Common Stock.   Long-term
equity  incentives  may  take  the  form  of  stock  options   or
restricted stock.

     Stock options have been the principal vehicle of the Company
for  the  payment  of  long-term incentive  compensation.   Stock
options  granted  to  executives under the Company's  1993  Stock
Option  Plan  provide incentives to executives by giving  them  a
strong  economic  interest in building  value  for  Shareholders.
Stock   options   become  exercisable  in   annual   installments
commencing  two years after the date of grant, and  the  exercise
price  of  each option is the fair market value of the  Company's
Common  Stock  on  the  date of grant.  As a  result,  executives
benefit from options only through a rise over time in the  market
value of the underlying shares.

      Restricted  stock  also motivates executives  by  providing
incentives  tied to Shareholder value.  Restricted stock  granted
to  executives  under  the  Company's Restricted  Stock  Plan  is
subject  to  restrictions on its transfer that  lapse  in  annual
installments  commencing two years following the date  of  grant.
Accordingly,  the ultimate value of restricted  stock  awards  is
linked  to the performance of the Company's Common Stock over  an
extended period.

      Long-term equity incentives are granted by the Compensation
Committee  based  upon an executive's position  and  his  or  her
ability  to contribute to the future performance of the  Company.
The  Compensation  Committee is responsible for  determining  the
form and terms of all such awards.


<PAGE>   3

Compensation of the Chief Executive Officer

     The overall compensation of the Chief Executive Officer (the
"CEO")  reflects the Compensation Committee's evaluation  of  (i)
the Company's performance as measured by operating, financial and
strategic objectives, viewed from both a short-term and  a  long-
term  perspective,  (ii)  the  CEO's  individual  performance  in
pursuing the foregoing objectives and (iii) the compensation paid
to  chief  executive officers of other companies of similar  size
and   complexity   in   the  insurance  and  financial   services
industries.

      Mr.  Crane's  base  salary  for  1997  was  $330,000.   The
Compensation Committee determined this figure based upon a review
of  the  compensation paid to CEOs of other insurance  companies,
including a peer group of comparably sized property and  casualty
insurance  companies  established by the  Compensation  Committee
specifically  for  this  purpose.   The  Compensation   Committee
considered  the  Company's  overall performance  as  measured  by
operating,  financial  and  strategic objectives  established  in
connection with annual bonus awards for 1997 and determined  that
no  such awards would be granted to any of the executive officers
of  the Company for 1997.  The Committee also determined that  no
additional  long-term incentive awards would  be  granted  during
1997 to the executive officers of the Company.

Internal Revenue Code Section 162(m)

      Section  162 (m) of the Internal Revenue Code of  1986,  as
amended  (the  "Code"), generally disallows a  tax  deduction  to
public companies for compensation over $1 million paid to the CEO
or  to  any  of  the other highly compensated executive  officers
named   in  the  Company's  annual  proxy  statement.  Qualifying
"performance-based compensation" and compensation  paid  pursuant
to  plans  or  agreements  adopted or entered  into  prior  to  a
company's  initial public offering of securities or  subsequently
approved by its shareholders will not be subject to the foregoing
deduction  limitation,  if  certain requirements  are  met.   The
Compensation Committee believes that the compensation to be  paid
in  1998  to  any  of the Company's executive officers  will  not
exceed the foregoing deduction limitation.

      The  Company  has  established and  maintains  compensation
programs that align the interests of management with those of the
Shareholders  and that comply with the principles  set  forth  in
this   report.   The  Compensation  Committee  intends  to   take
appropriate actions consistent with such principles to avoid  the
unnecessary loss of future deductions under Section 162(m) of the
Code.

                     COMPENSATION COMMITTEE
                  Robert R. Douglass, Chairman
                         Hadley C. Ford
                      Richard W. Hanselman
                         Joe M. Rodgers
                                


<PAGE>   4
                     EXECUTIVE COMPENSATION
      The  following information relates to the annual and  long-
term  compensation  paid by the Company and its  subsidiaries  in
connection with the three fiscal years ending December 31,  1997,
1996  and 1995 to the Chief Executive Officer of the Company  and
the  three other executive officers of the Company whose earnings
exceeded $100,000 for the fiscal year ended December 31, 1997.
<TABLE>
<CAPTION>
                                                       Long-Term
                               Annual Compensation     Compensation Awards
                                                       Securities
                                                       Underlying  All Other
Name and Principal Position Year  Salary   Bonus       Options     Compensation(3)
<S>                         <C>   <C>      <C>         <C>         <C>
Stephen A. Crane            1997  $330,000 $      0         0      $18,768
President & 
  Chief Executive Officer   1996   330,000        0    25,000       18,794
                            1995   300,000  300,000         0       18,880

John F. Iannucci (1)        1997   257,500        0         0       19,932
Executive Vice President    1996   245,000        0    20,000       19,890
                            1995   235,000  263,313(2)      0       19,440

Robert M. Coffee            1997   148,750        0         0       14,948
Senior Vice President &     1996   140,000        0     5,000       14,077
  General Counsel           1995   132,500   32,500         0       10,263

Robert P. Cuthbert          1997   193,833        0         0       14,831
Senior Vice President &     1996   188,000        0     5,000       14,940
  Chief Financial Officer   1995   180,000  108,000         0       11,686
</TABLE>
_____________________

(1)  Mr. Iannucci resigned on December 31, 1997 as an officer and
     Director of the Company and its subsidiaries.

(2)  In  accordance  with the terms of the Annual Incentive  Plan
     for   Key  Employees  of  Gryphon  Holdings  Inc.  and   its
     Subsidiaries,  the  portion of  the  bonus  payable  to  Mr.
     Iannucci for 1995 that exceeded his base salary for 1995 was
     paid  to  him  in shares of Common Stock.  Accordingly,  Mr.
     Iannucci  received 1,500 shares of Common Stock  based  upon
     the  fair  market value of the shares on March 4, 1996,  the
     date  of the award.  These shares, which are not subject  to
     forfeiture, may not be sold or otherwise transferred by  Mr.
     Iannucci  pending  the  lapse  of  a  restriction  on  their
     transfer.  This restriction will lapse with respect  to  25%
     of  the shares on the second anniversary of the date of  the
     award and with respect to an additional 25% of the shares on
     each  of the next three anniversaries of such date.  Pending
     the lapse of this restriction, Mr. Iannucci enjoys all other
     rights of a Shareholder of the Company with respect to  such
     shares.

(3)  These   amounts  for  1997,  1996  and  1995,  respectively,
     represent  (i)  premiums paid by the Company for  term  life
     insurance policies as follows: Mr. Crane $1,440, $1,440  and
     $1,440;   Mr.  Coffee  $991, $1,207 and $881;  Mr.  Cuthbert
     $839,  $870 and $766; Mr. Iannucci $1,440, $1,320 and  $864;
     (ii) contributions by the Company under the Gryphon Holdings
     401(k)  & Profit Sharing Plan as follows: Mr. Crane $13,992,
     $14,070  and  $14,076;   Mr.  Coffee  $13,957,  $12,870  and
     $9,382; Mr. Cuthbert  $13,992, $14,070 and $10,920; and  Mr.
     Iannucci  $13,992, $14,070 and $14,076; and (iii) the  value
     attributed  to the use of a Company automobile  as  follows:
     Mr.  Crane  $3,336,  $3,364 and $3,364;  and,  Mr.  Iannucci
     $4,500, $4,500 and $4,500.


<PAGE>   5

      During  the Company's last fiscal year ending December  31,
1997,  no  options, stock appreciation rights or other long  term
incentive  awards were granted to, or exercised by,  any  of  the
persons named in the Summary Compensation Table set forth on page
8.  The  following table sets forth for each person named in  the
Summary Compensation Table the specified information with respect
to all options outstanding on December 31, 1997.

<TABLE>
        
                           FISCAL YEAR-END OPTION VALUES
<CAPTION>
                    Number of Securities       Value of Unexercised
                    Underlying Unexercised     In-the-Money
                    Options at Fiscal          Options at Fiscal
                    Year-End                   Year-End(1)
Name                Exercisable Unexercisable  Exercisable Unexercisable
<S>                 <C>         <C>            <C>         <C>
Stephen A. Crane    56,250      43,750         $210,938    $70,313
John F. Iannucci    37,500      32,500          140,625     46,875
Robert M. Coffee     7,500       7,500           24,825     24,825
Robert P. Cuthbert  15,000      15,000           34,650     34,650
</TABLE>
_____________________


(1)  Based on $16.75 per share, which was the closing price of
     the Common Stock on NASDAQ on December 31, 1997.



<PAGE>   6

                         PERFORMANCE GRAPH
                                
     
     
  SECURITY OWNERSHIP OF CERTAIN BENEFICIAL OWNERS AND MANAGEMENT

Ownership of Common Stock by Management

      The  following  table  sets  forth  as  of  April  2,  1998
information  concerning the ownership of Common  Stock   by  each
Director,  by  each  executive  officer  named  in  the   Summary
Compensation Table and by all executive officers and Directors of
the Company as a group, together with their respective percentage
ownership of the outstanding Common Stock.
<TABLE>
              MANAGEMENT OWNERSHIP OF COMMON STOCK
<CAPTION>
                                
                          Shares of      Shares upon exercise               Percent of
Name of Beneficial Owner  Common Stock   of Stock Options(1)   Total(2)     Class
<S>                       <C>            <C>                   <C>          <C> 
Stephen A. Crane          82,664         56,250                138,914      2.1%
John F. Iannucci          46,338 (3)          0                 46,338 (3)   *
Robert M. Coffee           6,403          7,500                 13,903       *
Robert P. Cuthbert        20,909         22,500                 43,409       *
Robert M. Baylis          10,000          2,500                 12,500       *
Franklin L. Damon          3,500          5,000                  8,500       *
Robert R. Douglass         5,000          5,000                 10,000       *
David H. Elliott           2,000          5,000                  7,000       *
Hadley C. Ford            12,000          5,000                 17,000       *
Richard W. Hanselman       3,000          5,000                  8,000       *
Joe M. Rodgers             1,000 (4)      5,000                  6,000 (4)   *
George L. Yeager           1,000          5,000                  6,000       *
All Directors and 
   Executive Officers as a  
   Group (12 persons)    193,814        123,750                317,564      4.7%

*  less than 1%.
</TABLE>
______________________

(1)  Represents  beneficial  ownership  of  shares  that  may  be
     acquired  by  the  exercise  of  stock  options  which   are
     currently exercisable or exercisable within sixty days.

(2)  The  amounts  of Common Stock and stock options beneficially
     owned  are  reported  on  the basis of  regulations  of  the
     Securities    and   Exchange   Commission   governing    the
     determination of beneficial ownership of securities.

(3)  Includes  500  shares  held  by  Mr.  Iannucci's  wife   and
     100 shares held by Mr. Iannucci as trustee for his grandson.

(4)  These  shares  are  held  by  JMR Investments,  a  Tennessee
     general  partnership of which Mr. Rodgers' wife is a general
     partner and the majority owner.

     Except  as otherwise noted above, the Company believes  the
beneficial  holders listed above have sole voting and  investment
power  regarding  the  shares  of Common  Stock  shown  as  being
beneficially owned by them.


<PAGE>   7

         CERTAIN RELATIONSHIPS AND RELATED TRANSACTIONS

Severance Agreements

      The Company has entered into severance agreements with each
of  Messrs.  Crane, Iannucci, and Cuthbert, under which  each  is
entitled to between 6 months and 12 months of salary continuation
payments,  as determined by the Board, in the event  that  he  is
terminated  without "cause" or for disability, or  resigns  as  a
result  of  constructive termination.  Under the terms  of  these
agreements, as well as a similar severance agreement between  the
Company and Mr. Coffee, in the event that a person acquires  more
than  20%  of  the  Company's outstanding voting securities,  and
within  24 months thereafter the executive is terminated  without
"cause" or for disability or the executive suffers a constructive
termination,  as  defined in such agreements,  the  executive  is
entitled  to  a lump sum payment equal to 36 months of  his  then
current salary.

Indemnification Agreements

      The Company's Certificate of Incorporation provides for the
indemnification  of the Company's officers and Directors  to  the
fullest extent permitted by the Delaware General Corporation  Law
(the  "DGCL")  in  connection  with  services  provided  by  such
individuals to or on behalf of the Company.  As permitted by  the
Certificate  of  Incorporation and  the  DGCL,  the  Company  has
entered  into  indemnification  agreements  with  each   of   its
executive  officers and Directors that detail the  procedures  by
which such individuals will be entitled to indemnification in the
event  they become involved in any proceeding in connection  with
such services.

Acquisition of First Re
      On  February  9,1998,  the Company  entered  into  a  stock
purchase  agreement with Dearborn to buy all of  the  issued  and
outstanding  shares (the "Shares") of capital  stock  of  certain
subsidiaries of Dearborn, including First Re.  In connection with
the  purchase of the Shares, the Company has agreed to elect,  as
soon as practicable following the acquisition of the Shares, John
K.  Castle,  the Chairman of Castle Harlan, Inc., or  such  other
person  nominated  by Castle Harlan, Inc. and acceptable  to  the
Board  of Directors (the "Castle Harlan Nominee"), as a  Class  I
Director of the Company to serve until the Annual Meeting of  the
Shareholders in 2000, at which time the Board of Directors  shall
recommend  a  Castle  Harlan Nominee to the Shareholders  of  the
Company  for election as a Class I Director.  At each  subsequent
Annual  Meeting of Shareholders of the Company at which the  term
of  the Castle Harlan Nominee is to expire or a vacancy caused by
the  cessation of service of the Castle Harlan Nominee is  to  be
filled,  the  Board  of Directors shall recommend  a  replacement
Castle Harlan Nominee to Shareholders of the Company for election
as  a  Class  I Director and shall use all reasonable efforts  to
cause  the  election of such nominee to the Board  of  Directors.
The  foregoing arrangement is subject to termination  in  various
circumstances  outlined  in an agreement  between   the  Company,
Dearborn and Castle Harlan Partners II, L.P.,  a shareholder of
Dearborn.   In  a  separate agreement  with  John  A.  Dore,  the
President  and Chief Executive Officer of First Re,  the  Company
has  agreed  to increase the number of Directors of  the  Company
following the acquisition of the Shares from ten to eleven and to
elect Mr. Dore to the Board of Directors of the Company.
                                

<PAGE>   1
                                                                       Exhibit 2


                              EMPLOYMENT AGREEMENT



         EMPLOYMENT AGREEMENT dated July 1, 1998, between Gryphon Holdings Inc.,
a Delaware corporation (the "Company"), and Mr. John A. Dore (the "Executive").


         WHEREAS, the Company wishes to secure for itself and its subsidiaries
the services of the Executive as a key senior executive officer, and the
Executive desires to serve in the employ of the Company upon the terms and
conditions hereinafter provided.


         NOW THEREFORE BE IT AGREED AS FOLLOWS:

1.       Employment, Duties and Acceptance.

         1.1.     Employment by the Company. The Company hereby agrees that upon
                  the acquisition of all of the issued and outstanding capital
                  stock of The First Reinsurance Company of Hartford ("First
                  Re"), it will employ the Executive, for itself and its
                  subsidiaries, to serve as an Executive Vice President of the
                  Company, as Vice Chairman of Gryphon Insurance Group Inc.
                  ("GIG") and as President and CEO of First Re, Oakley
                  Underwriting Agency, Inc. ("Oakley") and F/I Insurance Agency,
                  Incorporated ("F/I"). In his role as Vice Chairman of GIG, the
                  Executive will be the senior executive in charge of a Chicago
                  based profit center that will have exclusive authority within
                  GIG for all non-program professional liability business,
                  except for Architects' and Engineers' E&O business. In
                  addition, the Executive shall perform such other executive
                  duties for the Company and its subsidiaries not inconsistent
                  with the Executive's foregoing positions as he may be
                  authorized or directed to perform from time to time by the
                  Company.

         1.2.     Acceptance of Employment by the Executive. The Executive
                  agrees to accept such employment and shall render the services
                  described above. The Executive shall devote his full business
                  time and energies to the business of the Company and those of
                  its subsidiaries and to faithfully and diligently perform his
                  duties hereunder, subject to illness, vacations and personal
                  affairs consistent with Company policies for its executives
                  generally. The preceding sentence shall not preclude Executive
                  from serving on the Board of Directors (or comparable
                  governing body) of other business enterprises or from
                  participating in the affairs of any governmental, educational
                  or other charitable institutions with the prior permission of
                  the Company (permission to serve on the Boards of Directors
                  listed on Exhibit A hereto having already been given by the
                  Company).

         1.3.     Place of Employment. The Executive's place of employment shall
                  be at 55 West Monroe Street, Chicago, Illinois 60603 or such
                  other location of the principal office of the aforementioned
                  profit center in the Chicago metropolitan area, subject to
                  such travel as the rendering of the services hereunder may
                  require. Office space, furnishings, support staff and
                  facilities and other office amenities will be provided by the
                  Company for the Executive's place of employment at least
                  comparable to those provided to the Executive at the
                  aforementioned address prior to commencement of this
                  Employment Agreement.

         1.4.     Service as Director. During the term of his employment
                  hereunder, the Executive shall be, and serve as, a member of
                  the Board of Directors of each of the Company's subsidiaries
                  listed in Section 1.1 and the Company agrees to elect or
                  appoint, or cause the election or appointment, of Executive to
                  membership on such Boards of Directors as needed to carry out
                  the foregoing commitment. In addition, the Executive will be
                  elected as soon as practical after the date hereof to the
                  Board of Directors of the Company. Upon the expiration of the
                  Executive's initial term as a Director of the Company and
<PAGE>   2
                  each term thereafter, so long as the Executive remains
                  employed hereunder, the Company shall cause the Executive to
                  be included in the slate of nominees recommended that year by
                  the Board for election as Directors of the Company by the
                  shareholders.

2.       Term of Employment. The term of the Executive's employment under this
         Employment Agreement shall commence on the date of the acquisition of
         First Re, Oakley and F/I by the Company (the "Commencement Date") and
         shall continue until terminated by either party on thirty days prior
         written notice (the "Term").

3.       Compensation

         3.1.     Salary. As compensation for all services to be rendered
                  pursuant to this Employment Agreement, the Company shall pay
                  the Executive, during the Term, a base salary of $300,000 per
                  annum, payable in installments in accordance with the payroll
                  policies of the Company as in effect from time to time for its
                  executives generally, less such deductions as shall be
                  required to be withheld by applicable law and regulations. The
                  foregoing base salary may be increased from time to time at
                  the discretion of the Board of Directors of the Company.

         3.2.     Annual Bonus. In addition to the salary set forth in Section
                  3.1 hereof, the Executive shall be entitled to participate in
                  the Company's annual bonus incentive plan for members of its
                  senior management subject to the terms and conditions of such
                  plan.

         3.3.     Stock Options. Promptly following the acquisition of First Re,
                  Oakley and F/I by the Company, the Executive shall be granted,
                  subject to the approval of the Compensation Committee of the
                  Company, options to purchase 45,000 shares of Common Stock of
                  the Company under the Company's 1993 Stock Option Plan, as
                  amended. Twenty-five percent (25%) of the foregoing options
                  shall be incentive stock options and seventy-five percent
                  (75%) shall be non-qualified options.

         3.4.     Benefits. The Executive shall be permitted during the Term, to
                  participate in any life insurance, health, disability, pension
                  and other benefit programs which may be available to other
                  executives of the Company generally, on the same terms and
                  subject to the same conditions as such other executives. The
                  Executive shall be entitled to paid vacation and all customary
                  holidays each year during the Term in accordance with the
                  Company's policies as the same may be modified from time to
                  time on the same terms as other executives, except to the
                  extent that First Re elects to maintain separate though
                  comparable programs for its employees. In such event,
                  Executive shall participate in such programs. For purposes of
                  the foregoing benefits, any service requirements relative to
                  such benefits shall treat employment service with Dearborn
                  Risk Management Inc. or First Re prior to your employment
                  hereunder as the equivalent of service with the Company.

         3.5.     Expenses. Subject to such policies as may from time to time be
                  established by the Company's Board of Directors for the
                  Company's executives generally, the Company shall pay or
                  reimburse the Executive for all reasonable expenses actually
                  incurred or paid by the Executive during the Term in the
                  performance of the Executive's services under this Employment
                  Agreement upon presentation of expense statements or vouchers
                  or such other supporting information as it may require of
                  other senior executive officers of the Company. The Company
                  also will provide the Executive, at Company expense, with (i)
                  a new car, leased by the Company (with an equivalent purchase
                  price of not more than $50,000) or, at Executive's choice,
                  (ii) a car currently under lease to First Re and acceptable to
                  the Executive, with the Company paying in either case all
                  related gasoline, maintenance and insurance expenses. The
                  Company will reimburse the Executive during


                                       2
<PAGE>   3
                  the Term for his membership dues in the clubs listed on
                  Exhibit B or such other clubs as may be substituted by mutual
                  agreement of the parties for the original clubs.

4.       Definitions. For the purpose of Section 5 of this Agreement, the
         following terms shall be defined as follows:

         4.1.     Cause. "Cause" means:

                  A.       the determination by a majority of the Board of
                           Directors of the Company (the "Board"), other than
                           the Executive, that the Executive has failed to
                           perform his duties to the Company (other than as a
                           result of death or Disability, as hereinafter
                           defined), which failure amounts to an intentional and
                           extended neglect of the Executive's duties hereunder;

                  B.       the commission by the Executive of an act of fraud or
                           embezzlement against the Company or the determination
                           by a majority of the Board of Directors, other than
                           the Executive, that the Executive has willfully taken
                           actions injurious to the business or prospects of the
                           Company; or

                  C.       the Executive's conviction of any felony or a
                           misdemeanor involving moral turpitude.

         4.2.     Constructive Termination. "Constructive Termination" means the
                  occurrence of one or more of the following events: (i) without
                  the Executive's express written consent, the assignment to the
                  Executive of any duties or the reduction of the Executive's
                  duties, either of which results in a significant diminution in
                  the Executive's position or responsibilities with the Company,
                  GIG, First Re or Oakley in effect immediately prior to such
                  assignment, or the removal of the Executive from such position
                  and responsibilities; (ii) a material reduction by the Company
                  in the base compensation of the Executive as in effect
                  immediately prior to such reduction or a material reduction by
                  the Company in the kind or level of employee benefits to which
                  the Executive is entitled immediately prior to such reduction
                  with the result that the Executive's overall benefits package
                  is significantly reduced, unless any such reduction applies
                  generally to all employees at the Executive's level; (iii) the
                  relocation of the Executive to a facility or a location more
                  than fifty (50) miles from the Executive's then present
                  location, without the Executive's express written consent; or
                  (iv) any purported termination by the Company for which the
                  grounds relied upon are not valid; provided that, in each
                  case, the Executive has given the Company written notice
                  stating the Executive's intention to resign for reason of
                  Constructive Termination citing the reason(s), and the Company
                  has not cured the Constructive Termination within fifteen (15)
                  days after receipt of such notice.

         4.3.     Disability. "Disability" means that the Executive is unable by
                  reason of accident or illness (including mental illness) to
                  perform the material duties of the Executive's regular
                  position with the Company and is not expected to recover from
                  such disability within a reasonable period of time. If at any
                  time the Executive or the Company claims that the Executive is
                  disabled, a physician acceptable to both the Company and the
                  Executive (which acceptance will not be unreasonably withheld)
                  will be appointed by the Company to examine the Executive. The
                  Executive will cooperate fully with the physician. If the
                  physician determines that the Executive is disabled, the
                  physician will certify to the Company that the Executive is
                  disabled. The physician's determination will be conclusive.
                  The Company will pay the physician's fee.

         4.4.     Person. "Person" means an individual, partnership, joint stock
                  company, corporation, trust or unincorporated organization, a
                  government or agency or political subdivision


                                       3
<PAGE>   4
                  thereof, or any "person" as such term is used in Sections
                  13(d) and 14(d) of the Securities Exchange Act of 1934.


         4.5.     Change in Control. "Change in Control" shall be deemed to
                  occur when any Person is or becomes the "beneficial owner" (as
                  defined in Rule 13d-3 under the Securities Exchange Act of
                  1934), directly or indirectly, of securities of the Company
                  representing twenty percent (20%) or more of the Company's
                  then outstanding voting stock.

5.       Termination Benefits. Upon the Executive's termination of employment,
         the Executive shall be entitled to receive severance and other benefits
         as follows:

         5.1.     Severance Pay.

                  A.       Involuntary Termination; Constructive Termination. If
                           the Company terminates the Executive's employment
                           other than for Cause or Disability, or if the
                           Executive resigns as a result of a Constructive
                           Termination, then, in lieu of any severance benefits
                           to which the Executive may otherwise be entitled
                           under any Company severance plan or program, the
                           Executive shall be entitled to severance benefits as
                           follows:

                           (i)      Except as provided in subsection 5.1.A.(ii)
                                    hereof, the Company will make monthly
                                    payments to the Executive as severance pay
                                    for a period of six (6) to twelve (12)
                                    months (the exact number of months to be
                                    determined by the Board of Directors at the
                                    time of termination) from the date of
                                    termination, provided, that the Executive as
                                    a condition of such payments complies with
                                    the Executive's obligations under Section 6
                                    hereof. Each monthly payment will be equal
                                    to one (1) month of the Executive's base
                                    salary at the rate in effect immediately
                                    prior to the date of termination and will be
                                    paid on or before the first day of the
                                    month.

                           (ii)     Subsection 5.1.A.(i) notwithstanding, if the
                                    date of termination of employment occurs
                                    within twenty-four (24) months after a
                                    Change in Control, the Company will pay the
                                    Executive, in a single lump sum, an amount
                                    equal to 36 months base salary, at the rate
                                    in effect immediately prior to the date of
                                    termination, such amount to be paid within
                                    30 days after such date of termination;
                                    provided, however, that in the event the
                                    Company's independent auditors determine
                                    that such payments would be treated as
                                    "excess parachute payments" within the
                                    meaning of Section 280G of the Internal
                                    Revenue Code of 1986, or any successor
                                    provision, such payments shall be reduced by
                                    the minimum amount necessary to avoid such
                                    treatment. The amount of any such reduction
                                    shall be calculated by the Company's
                                    independent auditors and such calculations
                                    shall be provided, in writing, to the
                                    Executive not later than 20 days after the
                                    date of termination of employment.

                  B.       Other Termination. If the Executive's employment
                           terminates for any reason other than as described in
                           Section 5.1.A. above, including by reason of the
                           Executive's death, Disability, termination by the
                           Company for Cause or resignation other than for
                           Constructive Termination, then the Executive shall be
                           entitled to receive severance, if any, and any other
                           benefits only as may then be established under the
                           Company's existing severance and benefit plans and
                           policies at the time of such termination.


                                       4
<PAGE>   5
         5.2.     Health and Life Insurance. If the Executive's employment
                  terminates as described in subsection 5.1.A.(i) above, the
                  Executive will receive Company-paid medical and life insurance
                  as provided to such Executive immediately prior to the
                  Executive's termination of employment. If the Executive's
                  medical and life insurance coverage included the Executive's
                  dependents immediately prior to the Executive's termination,
                  such dependents shall also be covered at the Company's
                  expense. Company-paid coverage referred to above shall
                  continue as long as the monthly payments continue under
                  subsection 5.1.A.(i). For purposes of the continuation health
                  coverage required under Section 4980B of the Internal Revenue
                  Code of 1986, as amended ("COBRA"), the date of the
                  "qualifying event" giving rise to the Executive's COBRA
                  election period (and that of the Executive's "qualifying
                  beneficiaries") shall be the date of termination.

         5.3.     No Mitigation. The Executive shall not be required to mitigate
                  the amount of any payment contemplated by this Employment
                  Agreement (whether by seeking new employment or in any other
                  manner). The Executive's payments under this Agreement shall
                  not be affected by payments received from any future employer,
                  except that the Company's obligation to provide medical and
                  life insurance under Section 5.2. shall terminate to the
                  extent the Executive receives substantially equivalent
                  benefits from another employer.

6.       Confidentiality; Covenant Not to Solicit.

         6.1.     Acknowledgment. The Executive acknowledges that (i) the
                  Company, which for the purposes of this Section 6 includes all
                  of the subsidiaries and affiliates of the Company, whether now
                  existing or as may be acquired, formed or incorporated during
                  the Executive's employment hereunder, is engaged in the
                  business of property and casualty insurance and reinsurance
                  and may become engaged during the period during which the
                  Executive is employed by the Company in certain other
                  businesses through the acquisition thereof or otherwise
                  (collectively the "Business"); (ii) the Business is conducted
                  throughout the United States and Canada; (iii) his work for
                  the Company has given him, and will continue to give him,
                  access to trade secrets of, and confidential information
                  concerning, the Company; and (iv) the agreements and covenants
                  contained in this Section 6 are essential to protect the
                  Business and goodwill of the Company.


         6.2.     Confidential Information. During the term of the Executive's
                  employment with the Company and for the period ending two
                  years thereafter, the Executive shall keep secret and retain
                  in strictest confidence, and shall not use for the benefit of
                  himself or others, all confidential matters of the Company
                  (other than such matters in the public domain and other than
                  general knowledge of the Executive relating to the Business),
                  including without limitation, trade secrets, client lists,
                  details of client or consultant contracts, pricing policies,
                  operational methods, marketing plans or strategies, product
                  development techniques or plans, business acquisition plans,
                  new personnel acquisition plans and research projects of the
                  Company learned by the Executive heretofore or hereafter. All
                  memoranda, notes, lists, records and other documents or papers
                  (and copies thereof), including such items stored in computer
                  memories, on microfiche or by any other means, made or
                  compiled by or on behalf of the Executive, or made available
                  to the Executive relating to the Company, are and shall be the
                  Company's property and shall be delivered to the Company
                  promptly upon the termination of the Executive's employment
                  (whether such termination is for Cause or otherwise) or at any
                  other time on request of the Company.

         6.3.     Non-Solicitation. During the term of the Executive's
                  employment with the Company and for a period ending two years
                  thereafter, the Executive shall not: (i) solicit or initiate
                  any other action which is intended to induce any other
                  employee of the Company to


                                       5
<PAGE>   6
                  terminate employment with the Company, or (ii) solicit, or
                  disclose to any person the identity of, any of the Company's
                  clients, customers, policyholders, vendors, consultants or
                  agents in order to induce any such party to terminate its
                  existing business relationship with the Company.

7.       Enforcement. In the event of the breach by the Executive of any of the
         provisions of Section 6, the Company, in addition to other rights and
         remedies existing in its favor, may apply to any court of law or equity
         of competent jurisdiction for specific performance and/or injunctive
         relief in order to enforce, or prevent any violations of, the
         provisions hereof.

8.       Employment At-Will. The Executive shall be deemed an "At-Will" employee
         of the Company. Nothing in this Agreement shall be construed to confer
         upon the Executive any right with respect to continuation of employment
         by the Company, nor shall it interfere in any way with the Company's
         right to terminate the Executive's employment at any time, with or
         without Cause.

9.       Successors and Assigns. This Agreement and the rights and obligations
         of the parties hereto will bind and inure to the benefit of any
         successor or successors of the Company by reorganization, merger or
         consolidation and any assignee of all or substantially all of its
         business and properties which assignee shall as a condition of such
         assignment assume all of the Company's obligations hereunder. This
         Agreement shall be binding upon and inure to the benefit of the heirs,
         executors, administrators and successors or assignees of the parties
         hereto; provided, however, that neither this Agreement nor any rights
         or benefits hereunder may be assigned by the Company or by the
         Executive without the prior written consent of the other party.

10.      Severability. Whenever possible, each provision of this Agreement will
         be interpreted in such a manner as to be effective and valid under
         applicable law, but if any provision of this Agreement is held to be
         invalid, illegal or unenforceable in any respect under any applicable
         law or rule in any jurisdiction, such invalidity, illegality, or
         unenforceability will not affect any other provision, but this
         Agreement will be reformed, construed and enforced in such jurisdiction
         as if such invalid, illegal or unenforceable provision had never been
         contained herein.

11.      Notices. Unless otherwise provided herein, any notice, request,
         instruction or other document to be given hereunder by any party to the
         other shall be in writing and delivered in person or by courier,
         telegraphed, telexed or by facsimile transmission (in each such case to
         be effective on the date of receipt) or mailed by certified mail,
         postage prepaid, return receipt requested (such mailed notice to be
         effective on the date such receipt is acknowledged), as follows:

                           (a) If to the Executive:


                                   c/o The First Reinsurance Company of Hartford
                                           55 W. Monroe Street
                                           Chicago, IL 60603
                                           Facsimile: 312-357-3525


                           (b) If to the Company:


                                    Gryphon Holdings Inc.
                                            30 Wall Street
                                            New York, NY 10005
                                            Attn.:  Robert M. Coffee, Esq.
                                            Facsimile: 212-825-0200


or to such other place as either party may designate by written notice to the
other.


                                       6
<PAGE>   7
12.      Waivers. If either party should waive any breach of any provision of
         this Agreement, he or it will not thereby be deemed to have waived any
         preceding or succeeding breach of the same or any other provision of
         this Agreement.

13.      Complete Agreement: Amendments. This Agreement is the entire agreement
         of the parties with respect to the subject matter hereof and may not be
         amended, except by written instrument approved by resolution of the
         Board of Directors of the Company and executed by the parties.

14.      Headings. The headings of the sections hereof are inserted for
         convenience only. They are not a part of nor do they affect the meaning
         of the sections.

15.      Governing Law. This Agreement will be interpreted and enforced in
         accordance with the laws of the State of Illinois as applied to
         agreements between Illinois residents made and performed within
         Illinois.


IN WITNESS WHEREOF, the parties have executed this Agreement as of the date
first written above.


                                   GRYPHON HOLDINGS INC.





                                   By:
                                       ----------------------------------------
                                          Stephen A. Crane
                                          President & Chief Executive Officer


                                   EXECUTIVE:






                                  ---------------------------------------------
                                  John A. Dore


                                       7

<PAGE>   1
                                                                     Exhibit 3 

- ------------------------------------------------------------------------------
- ------------------------------------------------------------------------------
                                                                     





                           STOCK PURCHASE AGREEMENT

                                by and between

                        Dearborn Risk Management, Inc.

                                     and

                            Gryphon Holdings Inc.

                         Dated as of February 9, 1998






- ------------------------------------------------------------------------------
- ------------------------------------------------------------------------------
<PAGE>   2
                               TABLE OF CONTENTS

<TABLE>
<CAPTION>
                                                                              Page
                                                                              ----
<S>             <C>                                                           <C>
ARTICLE I       DEFINITIONS.................................................    1
      1.1       Defined Terms...............................................    1
      1.2       Other Defined Terms.........................................    8

ARTICLE II      PURCHASE AND SALE OF STOCK..................................   10
      2.1       Transfer of Stock...........................................   10
      2.2       Purchase Price..............................................   10
      2.3       Payment of the Purchase Price...............................   10
      2.4       Delivery of the Shares......................................   10
      2.5       Closing; Closing Date.......................................   10
      2.6       Purchase Price Adjustment...................................   11
      2.7       Escrow......................................................   14
      2.8       Conversion, Sale and Exchange of Escrow
                 Shares.....................................................   14
      2.9       Release of Escrow Shares....................................   17
      2.10      Interest....................................................   18
      2.11      No Constructive Distribution................................   18

ARTICLE III     REPRESENTATIONS AND WARRANTIES OF SELLER....................   19
      3.1       Organization................................................   19
      3.2       Authorization...............................................   19
      3.3       Conflict or Violation.......................................   20
      3.4       Consents and Approvals......................................   20
      3.5       Capital Stock...............................................   20
      3.6       Subsidiaries................................................   21
      3.7       Absence of Certain Changes or Events........................   22
      3.8       Assets......................................................   24
      3.9       Intellectual Property.......................................   24
      3.10      Tangible Property...........................................   25
      3.11      Real Property...............................................   25
      3.12      Leased Real Property........................................   26
      3.13      Computer Software...........................................   27
      3.14      Year 2000...................................................   27
      3.15      Contracts and Commitments...................................   27
      3.16      Reinsurance and Retrocessions...............................   28
      3.17      Statutory Statements........................................   29
      3.18      Financial Statements........................................   29
      3.19      Undisclosed Liabilities.....................................   30
      3.20      Solvency....................................................   30
      3.21      Legal Matters...............................................   30
      3.22      Investments.................................................   31
      3.23      Reserves; Statutory Capital; NAIC IRIS
                 Ratios.....................................................   32
      3.24      Compliance with Law; Permits and Licenses...................   33
      3.25      Written Insurance Policies; Regulatory
                 Filings....................................................   34
      3.26      Employees and Agents........................................   34
      3.27      Premium Balances Receivable.................................   35
      3.28      Employee Benefit Plans; ERISA...............................   36
      3.29      Transactions with Certain Persons...........................   37
      3.30      Taxes.......................................................   38
      3.31      Insurance...................................................   40
      3.32      Environmental Laws..........................................   41
</TABLE>


                                        i

<PAGE>   3


<TABLE>
<S>             <C>                                                           <C>
      3.33      Preferred Shares............................................   42
      3.34      Collective Bargaining; Labor Disputes;
                Compliance..................................................   42
      3.35      No Brokers..................................................   42
      3.36      Absence of a Seller Material Adverse Effect.................   42
      3.37      No Other Agreements.........................................   43

ARTICLE IV      REPRESENTATIONS AND WARRANTIES OF BUYER.....................   43
      4.1       Organization of Buyer.......................................   43
      4.2       Authorization...............................................   43
      4.3       Conflict or Violation.......................................   43
      4.4       Consents and Approvals......................................   44
      4.5       Capital Stock...............................................   44
      4.6       SEC Reports; Company Financial Statements...................   45
      4.7       No Brokers..................................................   46
      4.8       Legal Matters...............................................   46
      4.9       Compliance with Law; Permits and Licenses...................   46
      4.10      Absence of a Buyer Material Adverse Effect..................   47

ARTICLE V       ADDITIONAL AGREEMENTS OF SELLER AND BUYER...................   47
      5.1       Maintenance of Business and Preservation of
                Permits and Services........................................   47
      5.2       Additional Financial Statements.............................   48
      5.3       Investigation...............................................   48
      5.4       Regulatory Matters; Third Party Consents....................   50
      5.5       Notification of Certain Matters.............................   51
      5.6       Exclusivity.................................................   51
      5.7       Cooperation; Accounting and Other Matters...................   52
      5.8       Investment Portfolio........................................   53
      5.9       Use of Name.................................................   53
      5.10      Intercompany Payments.......................................   53
      5.11      Maintenance of Records......................................   54
      5.12      Repayment of Indebtedness and Release of
                 Liens......................................................   55
      5.13      Employees...................................................   55
      5.14      Additional Insurance Coverage...............................   55
      5.15      Satisfaction of Obligations to Employees....................   55
      5.17      Escrow Agreement............................................   56
      5.18      Distribution of Homestead Shares............................   56
      5.19      Corinthian Policies.........................................   56
      5.20      Further Assurances..........................................   57

ARTICLE VI      CONDITIONS TO SELLER'S OBLIGATIONS..........................   57
      6.1       Representations, Warranties, and Covenants..................   57
      6.2       Opinion of Counsel..........................................   58
      6.3       Certificates................................................   58
      6.4       Ratings.....................................................   58
      6.5       Filing of Certificate of Designation........................   58
      6.6.      New Jersey Surety Bond......................................   58

ARTICLE VII     CONDITIONS TO BUYER'S OBLIGATIONS...........................   58
      7.1       Representations, Warranties and Covenants...................   58
      7.2       Opinion of Counsel..........................................   59
      7.3       Certificates................................................   59
      7.4       Records.....................................................   59
      7.5       Ratings.....................................................   59
      7.6       Intercompany Agreements.....................................   59
</TABLE>


                                       ii
<PAGE>   4


<TABLE>
<S>             <C>                                                           <C>
      7.7       Resignation of Directors and Officers.......................   59
      7.8       Employment Agreement........................................   59
      7.9       Additional Insurance Coverage...............................   59
      7.10      1997 Reserve Report.........................................   60

ARTICLE VIII    CONDITIONS OF BUYER AND SELLER..............................   60
      8.1       No Litigation, Injunction or Restraint......................   60
      8.2       Consents....................................................   60

ARTICLE IX      SURVIVAL OF REPRESENTATIONS, WARRANTIES,
                COVENANTS AND AGREEMENTS; INDEMNIFICATION...................   61
      9.1       Survival....................................................   61
      9.2       Indemnification.............................................   61
      9.3       Indemnification Procedures..................................   62
      9.4       Net Indemnity...............................................   63
      9.5       Limits on Indemnification...................................   64
      9.6       Absence of Limits...........................................   64
      9.7       Satisfaction of Seller's Obligations........................   64

ARTICLE X       TAX MATTERS.................................................   64
      10.1      Codess.338(h)(10) Election..................................   64
      10.2      Termination of Prior Tax Sharing Agreements.................   65
      10.3      Pre-Closing Taxes...........................................   66
      10.4      Tax Periods Beginning Before and Ending
                 After the Closing Date.....................................   66
      10.5      Cooperation on Tax Matters..................................   68
      10.6      Transfer Taxes..............................................   68
      10.7      Tax Indemnification.........................................   68
      10.8      Audits......................................................   68
      10.9      Net Indemnity...............................................   69

ARTICLE XI      MISCELLANEOUS...............................................   69
      11.1      Termination.................................................   69
      11.2      Obligations Upon Termination................................   70
      11.3      Non-Competition; Non-Solicitation of
                 Employees..................................................   70
      11.4      The Program.................................................   71
      11.5      No Third Party Beneficiaries................................   72
      11.6      Assignment..................................................   72
      11.7      Notices.....................................................   72
      11.8      Choice of Law...............................................   73
      11.9      Entire Agreement; Amendments and Waivers....................   73
      11.10     Counterparts................................................   73
      11.11     Invalidity..................................................   74
      11.12     Expenses....................................................   74
      11.13     Publicity...................................................   74
      11.14     Corinthian Business.........................................   75
      11.15     Transfer of Certain Employees...............................   75
      11.16     New Jersey Surety Bond......................................   76
      11.17     Interpretation..............................................   76
      11.18     Severability................................................   76
      11.19     Specific Performance........................................   77
      11.20     No Prejudice................................................   77
</TABLE>


                                       iii
<PAGE>   5
                                    EXHIBITS


Exhibit A               Form of Certificate of Designation of Series
                        A 4.0% Cumulative Convertible Preferred Stock

Exhibit B               Form of Registration Rights Agreement

Exhibit C               Form of Shareholders' Agreement

Exhibit D               Form of Escrow Agreement

Exhibit E               Form of Press Release


                                       iv
<PAGE>   6
                            STOCK PURCHASE AGREEMENT

            This Stock Purchase Agreement (this "Agreement"), dated as of
February 9, 1998, is by and between Gryphon Holdings Inc., a Delaware
corporation ("Buyer"), and Dearborn Risk Management, Inc., a Delaware
corporation ("Seller").


                              W I T N E S S E T H:

            WHEREAS, Seller owns, beneficially and of record, the Shares (as
defined herein); and

            WHEREAS, Buyer desires to purchase from Seller, and Seller desires
to sell to Buyer, all of the Shares, upon the terms and subject to the
conditions of this Agreement.

            NOW, THEREFORE, in consideration of the mutual covenants and
promises contained herein, and for other good and valuable consideration the
receipt and sufficiency of which are hereby acknowledged, the parties hereto
agree as follows:


                                    ARTICLE I

                                   DEFINITIONS

                  1.1   Defined Terms.  As used herein, the terms below shall
have the following meanings:

            "Affiliate" shall mean any Person that, directly or indirectly,
through one or more intermediaries controls, is controlled by or is under common
control with the Person specified.

            "Agreement" shall mean this Stock Purchase Agreement, together with
all Schedules and Exhibits referenced herein.

            "Applicable Law" shall mean any domestic or foreign federal, state
or local statute, law, ordinance, code, rule, regulation, order, writ,
injunction, judgment, decree or award applicable, as indicated by the context,
to Seller, any Transferred Company, Buyer or any of their respective
Subsidiaries, properties, assets, officers, directors, employees or agents.

            "Bankruptcy Event" shall mean the receipt by Seller, Buyer or any of
their respective Affiliates of notice from the Insurance Commissioner of the
Commonwealth of Pennsylvania indicating that the Commissioner intends to
commence a


                                        1
<PAGE>   7
Delinquency Proceeding with respect to Homestead or any act of the Commissioner
so commencing any Delinquency Proceeding.

            "Business Day" shall mean any day other than a Saturday, Sunday or
day on which banking institutions in The City of New York are permitted or
obligated by law to close.

            "Buyer Confidentiality Agreement" shall mean the Confidentiality
Agreement, dated July 10, 1997, executed by Buyer for the benefit of Seller.

            "Buyer Material Adverse Effect" shall mean (i) a material adverse
effect on the assets, liabilities, business, condition (financial or other) or
prospects of Buyer and its Subsidiaries taken as a whole or (ii) an event that
would prevent or materially delay the performance by Buyer of its obligations
under this Agreement or would materially interfere with the ability of Buyer to
consummate the transactions contemplated hereby.

            "CHII" shall mean Castle Harlan Partners II, L.P., a Delaware
limited partnership.

            "Code" shall mean the Internal Revenue Code of 1986, as amended from
time to time.

            "Common Stock" shall mean the common stock, par value $.01 per
share, of Buyer.

            "Consolidated Group" shall mean any consolidated, combined, unitary
or similar group for any federal, state, local or foreign tax purpose, of which
any Transferred Company or any Subsidiary thereof is or was a member but only
with respect to taxable periods in which the Transferred Company or its
Subsidiary is included as a member.

            "Contracts" (or "Contract" as the context may require) shall mean
all agreements, contracts, commitments and undertakings, indentures, notes,
bonds, loans, instruments, leases, mortgages or other binding arrangements.

            "Convention Statements" shall mean the audited annual convention
statements of First Re for the years ended December 31, 1994 through 1996 and
the quarterly convention statements of First Re for the quarterly periods ended
March 31, 1997, June 30, 1997 and September 30, 1997, each as filed with the
Department of Insurance of the State of Connecticut.

            "Convertible Preferred Stock" shall mean the Series A 4.0%
Cumulative Convertible Preferred Stock of Buyer having


                                        2
<PAGE>   8
substantially those rights, preferences, limitations, qualifications and
designations set forth in Exhibit A.

            "Corinthian" shall mean Corinthian Management, Inc., a New Jersey
corporation.

            "Corinthian Business" shall mean warranty or extended warranty
programs of Corinthian relating to automobiles or consumer goods.

            "Corinthian Business Contingent Payment" shall mean the number of
shares of preferred stock of Buyer having, except as set forth on Schedule
11.14, the same rights, preferences, limitations, qualifications and
designations as the Convertible Preferred Stock and having the value calculated
by reference to, and paid in accordance with, the procedures set forth on
Schedule 11.14.

            "Delinquency Proceeding" shall mean a "delinquency proceeding" as
that term is defined in Section 40-11-103 of Chapter 11 of the Pennsylvania
Insurance Code.

            "Disclosure Schedule" shall mean the schedule delivered by Seller to
Buyer which sets forth exceptions to the representations and warranties
contained in Article III hereof and certain other information called for by
Article III hereof and other provisions of this Agreement.

            "Encumbrances" shall mean any claim, lien, pledge, option, right of
first refusal, preemptive right, charge, easement, security interest,
right-of-way, encumbrance or other rights of third parties.

            "Environmental Laws" shall mean any statute, rule, regulation,
ordinance, code, order, judgment, writ, injunction or decree which relates to or
otherwise imposes liability or standards of conduct concerning environmental
protection, health and safety of persons, discharges, emissions, releases or
threatened releases of any noises, odors or Hazardous Materials into ambient
air, water or land, or otherwise relating to the manufacture, processing,
generation, distribution, use, treatment, storage, disposal, cleanup, transport
or handling of Hazardous Materials, including the Comprehensive Environmental
Response, Compensation and Liability Act, as amended by the Superfund Amendments
and Reauthorization Act, as amended, the Occupational Safety and Health Act, as
amended, the Resource Conservation and Recovery Act, as amended, the Toxic
Substances Control Act, as amended, the Federal Water Pollution Control Act, as
amended, the Clean Water Act, as amended, any so-called "Superlien" law, and any
other similar federal, state or local law.


                                        3
<PAGE>   9
            "Environmental Permits" shall mean all Permits required under any
Environmental Law.

            "F/I Insurance" shall mean F/I Insurance Agency, Incorporated, an
Illinois corporation.

            "First Re" shall mean The First Reinsurance Company of Hartford, a
Connecticut-domiciled insurance company.

            "GAAP" shall mean generally accepted accounting principles used in
the United States as in effect at the time any applicable financial statements
were prepared, applied on a consistent basis.

            "Governmental Authority" shall mean any nation or government, any
state or other political subdivision thereof, any entity exercising executive,
legislative, judicial, regulatory or administrative functions of or pertaining
to government, including any governmental authority, agency, department, board,
commission or instrumentality of the United States, any foreign government, any
state of the United States or any political subdivision thereof, and any court
or tribunal of competent jurisdiction, and any governmental or non-governmental
self-regulatory organization, agency or authority.

            "Hazardous Material" shall mean any (i) hazardous substance, toxic
substance, hazardous waste or pollutant (as such terms are defined by or within
the meaning of any Environmental Law), (ii) material or substance which is
regulated or controlled as a hazardous substance, toxic substance, pollutant or
other regulated or controlled material, substance or matter pursuant to any
Environmental Law, (iii) petroleum, crude oil or fraction thereof, (iv)
asbestos-containing material, (v) polychlorinated biphenyls, (vi) lead-based
paint or (vii) radioactive material.

            "Homestead" shall mean Homestead Insurance Company, a
Pennsylvania-domiciled insurance company.

            "HSR Act" shall mean the Hart-Scott-Rodino Antitrust Improvements
Act of 1976, as amended.

            "Knowledge of Buyer" shall mean actual knowledge after reasonable
inquiry of any officer of Buyer.

            "Knowledge of Seller" shall mean actual knowledge after reasonable
inquiry of any individual listed on the Disclosure Schedule.

            "Material Adverse Effect" shall mean a Buyer Material Adverse Effect
or a Seller Material Adverse Effect, as applicable.


                                        4
<PAGE>   10
            "Net Unpaid Losses and LAE" shall mean "unpaid losses and loss
expenses" net of "reinsurance recoverables," as those terms are used in
accordance with GAAP (it being understood that, in accordance with GAAP, "unpaid
losses and loss expenses" includes losses incurred but not reported and are
presented net of salvage and subrogation rights).

            "Oakley" shall mean Oakley Underwriting Agency, Inc., an Illinois
corporation.

            "Other Transaction Documents" shall mean, to the extent applicable
to the relevant party, the Registration Rights Agreement, the Shareholders'
Agreement, the Certificate of Designations pertaining to the Convertible
Preferred Stock and the Escrow Agreement.

            "Permits" shall mean all licenses, permits, orders, consents,
approvals, registrations, authorizations, qualifications and filings under all
federal, state, local or foreign laws and with all Governmental Authorities and
all industry or other non-governmental self-regulatory organizations.

            "Person" shall mean any individual, partnership (limited or
general), joint venture, corporation, company, limited liability company, trust,
association, unincorporated organization, Governmental Authority or other
entity.

            "Preferred Shares" shall mean 14,444 shares of Convertible Preferred
Stock.

            "Program" shall mean any of the following insurance programs written
prior to the Closing Date by Homestead and any other such programs mutually
agreed in writing by Buyer and Seller: (i) B&S Workers' Compensation; (ii) B&S
Employers' Liability; (iii) Ringwood Auto; (iv) InterCorp Coin Dealers; (v)
Ringwood Miscellaneous E&O Lawyers; (vi) Universal; (vii) Southwest; (viii)
SMIS; (ix) Freberg; (x) Rigdon Consultants; (xi) American Acupuncture; (xii) St.
Croix GL; (xiii) Market Access HC; and (xiv) Intellectual Properties.

            "Program Business" shall mean any contract of insurance or
reinsurance relating to any Program which, prior to the Closing Date, was bound
by Homestead Services, Inc., as underwriting manager, and written by Homestead
and which, after the Closing Date and on or prior to the first anniversary of
the Closing Date, is either bound by Oakley or insured or reinsured by First Re.

            "Program Contingent Payment" shall mean an amount of cash or, at the
election of Seller in accordance with the procedures set forth on Schedule 2.2
hereto, a number of shares


                                        5
<PAGE>   11
of preferred stock of Buyer having, except as set forth on Schedule 2.2, the
same rights, preferences, limitations, qualifications and designations as the
Convertible Preferred Stock and having the value calculated by reference to, and
paid in accordance with, the procedures set forth on such Schedule 2.2.

            "Records" shall mean all records (including, without limitation, all
corporate minute books, organizational documents and stock transfer books) and
original documents which pertain to or are utilized primarily by a Transferred
Company or any Subsidiary of a Transferred Company to administer, reflect,
monitor, evidence or record information relating to the business or conduct of
any Transferred Company or any Subsidiary of a Transferred Company and all such
records and original documents, including all such records maintained on
electronic or magnetic media, or in any electronic database system of a
Transferred Company or any Subsidiary of a Transferred Company, or necessary to
comply with any Applicable Law with respect to the business of a Transferred
Company or any Subsidiary of a Transferred Company.

            "Registration Rights Agreement" shall mean the Registration Rights
Agreement among Seller and Buyer, in substantially the form attached as Exhibit
B.

            "SAP" shall mean the statutory accounting practices prescribed or
permitted by the Department of Insurance of the State of Connecticut.

            "Section 2.6 Shares" shall mean that number of Preferred Shares
equal to the lesser of (a) the aggregate number of Preferred Shares less the
aggregate number of Indemnity Escrow Shares and (b) that number of Preferred
Shares convertible into shares of Common Stock having an aggregate value (based
on a per share Common Stock price of $16.50) of $3 million.

            "Securities Act" shall mean the Securities Act of 1933, as amended,
and the rules and regulations promulgated thereunder.

            "Seller Confidentiality Agreement" shall mean the Confidentiality
Agreement, dated as of July 10, 1997, executed by Seller for the benefit of
Buyer.

            "Seller Material Adverse Effect" shall mean (i) a material adverse
effect on the assets, liabilities, business, condition (financial or other) or
prospects of the Transferred Companies and their Subsidiaries taken as a whole
or (ii) an event that would prevent or materially delay the performance by
Seller of its obligations under this Agreement or would materially interfere
with the ability of Seller to consummate the transactions contemplated hereby.


                                        6
<PAGE>   12
            "Shareholders' Agreement" shall mean the Shareholders' Agreement
among Seller, Buyer and CHII, in substantially the form attached as Exhibit C.

            "Shares" shall mean all of the issued and outstanding shares of
capital stock of First Re, Oakley and F/I Insurance.

            "Subsidiaries" (or "Subsidiary" as the context may require) shall
mean each entity as to which a Person, directly or indirectly, has the power to
(i) vote, or to exercise a controlling influence with respect to, 50% or more of
the securities of any class of such entity the holders of which are ordinarily,
in the absence of contingencies, entitled to vote for the election of directors
(or persons performing similar functions) of such entity or (ii) direct or cause
the direction of the management and policies of such entity, whether by contract
or otherwise.

            "Tangible Assets" shall mean, with respect to any Person, all of the
assets of such Person excluding those assets which would be characterized as
"intangible assets" in accordance with Accounting Principles Board Opinion 17
and Accounting Research Bulletin 43 Chapter 5.

            "Tax" (or "Taxes" as the context may require) shall mean (i) any
federal, foreign, state or local income, business, alternative or add-on minimum
tax, gross income, gross receipts, sales, use, ad valorem, value added,
transfer, transfer gains, net worth, franchise, profits, license, social
security, withholding, payroll, employment, salaries, interest, unemployment,
disability, production, excise, severance, stamp, capital stock, estimated,
occupation, premium, property (real or personal), environmental or windfall
profit tax, custom, duty or other tax, levy, governmental fee or other like
assessment or charge of any kind whatsoever, together with any interest,
penalty, addition to tax or additional amount imposed by any governmental or
taxing authority and (ii) any liability of the relevant Person or any subsidiary
of the relevant Person for the payment of any amounts of the type described in
(i) as a result of being a member of an affiliated, consolidated, combined or
unitary group, or being a party to any agreement or arrangement whereby
liability of the relevant Person or any subsidiary of the relevant Person for
payment of such amounts was determined or taken into account with reference to
the liability of any other Person.

            "Tax Return" shall mean any return, declaration, report, claim for
refund, or information return or statement relating to Taxes, including any
schedule or attachment thereto, and including any amendment thereof.


                                        7
<PAGE>   13
            "Trade Secrets" shall mean the trade secrets, know-how, proprietary
computer programs and systems, concepts, methods, reports, data, customer lists,
mailing lists, business plans or other proprietary information relating to the
Transferred Companies and their Subsidiaries.

            "Transaction Costs" shall mean the amount of the customary and
reasonable costs and expenses (including, without limitation, any customary
discounts, fees and commissions of brokers and underwriters and reasonable
attorneys' fees and expenses) which are actually incurred in connection with the
disposition of shares of Common Stock which are issued upon conversion of any
Escrow Shares pursuant to the terms hereof and the Escrow Agreement.

            "Transfer Agent" shall mean State Street Bank and Trust
Company.

            "Transferred Companies" (or "Transferred Company" as the context may
require) shall mean First Re, Oakley and F/I Insurance.

                  1.2 Other Defined Terms. The following terms shall have the
meanings defined for such terms in the Sections set forth below:


<TABLE>
<CAPTION>
Term                                                           Section
- ----                                                           -------
<S>                                                            <C>
Actions                                                        3.21(a)
Additional Tax                                                 10.1(a)
Adjusted Excess Amount                                         2.6(e)(i)
Agent                                                          3.26(c)(i)
Allocations                                                    10.1(b)
A.M. Best                                                      5.5(b)(i)
Bankruptcy Claim                                               2.8(d)
Book Value                                                     2.6(b)
Book Value Deficiency                                          2.6(e)(ii)
Buyer                                                          Preamble
Buyer Indemnitee                                               9.2
Buyer 2.6 Shares                                               2.6(e)(ii)
Buyer's Accountants                                            2.6(c)
Buyer SEC Documents                                            4.6
Cash Consideration                                             2.2(a)
Closing                                                        2.5
Closing Agreement                                              3.30(h)
Closing Balance Sheet                                          2.6(a)
Closing Date                                                   2.5
Company Returns                                                3.30(a)
Corinthian Employees                                           11.14(a)
Corinthian Reinsurance Agreement                               5.19
Election                                                       10.1(a)
</TABLE>


                                        8
<PAGE>   14
<TABLE>
<CAPTION>
Term                                                           Section
- ----                                                           -------
<S>                                                            <C>
ERISA                                                          3.28(a)
Escrow Agent                                                   2.7
Escrow Agreement                                               2.7
Escrow Shares                                                  2.7
Exchange Act                                                   4.6
First Re 1996 Balance Sheet                                    3.18(a)
GAAP Financial Statements                                      3.18(a)
Homestead Employees                                            3.26(b)
Indemnity Claim                                                2.8(c)
Indemnity Claim Amount                                         2.8(c)
Indemnified Person                                             9.3(a)
Indemnifying Person                                            9.3(a)
Indemnity Escrow Shares                                        2.7
Independent Accounting Firm                                    2.6(c)
Intellectual Property                                          3.9(a)
IRIS                                                           3.23(d)
Leased Real Property                                           3.12(a)
Leases                                                         3.12(a)
Liabilities                                                    3.19(a)
Licensed Software                                              3.13
Losses                                                         9.2
Material Contracts                                             3.15(a)
NAIC                                                           3.23(d)
1997 Reserves                                                  3.23(a)
1997 Reserve Report                                            5.16(b)
Owned Software                                                 3.13
Plans                                                          3.28(a)
Pre-Book Value Indemnity Claims                                2.9(a)
Post-Closing Tax Return                                        10.4(b)
Pre-Closing Consolidated Tax Returns                           10.3
Pre-Closing Separate Tax Returns                               10.3
Pre-Closing Tax Returns                                        10.3
Pre-Closing Taxes                                              10.3
Preliminary Actuarial Report                                   3.23(a)
Prohibited Transactions                                        5.6(a)
Purchase Price                                                 2.2
Required time                                                  10.1(a)
Retained Section 2.6 Shares                                    2.9(a)
Sale                                                           2.8(c)
Scheduled Investments                                          3.22(a)
SEC                                                            4.6
Seller                                                         Preamble
Seller Indemnitee                                              9.2
Seller's Accountants                                           2.6(a)
Seller's Post-Closing Taxes                                    10.4(a)
Stock Purchase Price                                           2.2(b)
Straddle Period                                                10.4(a)
Surety Bond                                                    11.16(a)
Tangible Property                                              3.10
</TABLE>


                                        9
<PAGE>   15
<TABLE>
<CAPTION>
Term                                                           Section
- ----                                                           -------
<S>                                                            <C>
Tax Ruling                                                     3.30(h)
Transfer Taxes                                                 10.6
Transferred Employees                                          3.26(a)
</TABLE>

                                   ARTICLE II

                           PURCHASE AND SALE OF STOCK

            2.1 Transfer of Stock. Upon the terms and subject to the conditions
contained herein, at the Closing, Seller shall sell, transfer and deliver to
Buyer, and Buyer shall purchase, acquire and accept from Seller, all of the
Shares, for the Purchase Price specified in Section 2.2.

            2.2 Purchase Price. The purchase price of the Shares (the "Purchase
Price") shall consist of: (a) $31,900,000 in cash (the "Cash Consideration"),
(b) the Preferred Shares (subject to adjustment pursuant to Section 2.6, the
"Stock Purchase Price") and (c) the Program Contingent Payment. The Program
Contingent Payment, if any, shall be determined by reference to, and shall be
paid in accordance with, the procedures set forth on Schedule 2.2 hereto.

            2.3 Payment of the Purchase Price. At the Closing, with respect to
the Purchase Price, Buyer shall (a) pay to Seller the Cash Consideration by wire
transfer of immediately available funds to an account designated in writing by
Seller to Buyer at least three Business Days prior to the Closing Date and (b)
deliver to Seller stock certificates representing the Preferred Shares
registered in the name of Seller or any permitted designee of Seller (less the
aggregate number of Escrow Shares, which shall be delivered to the Escrow Agent
registered in the name of the Escrow Agent).

            2.4 Delivery of the Shares. At the Closing, Seller shall deliver to
Buyer stock certificates representing the Shares, free and clear of any
Encumbrances (except Encumbrances arising as a result of any action taken by
Buyer or any of its Affiliates), duly endorsed in blank or accompanied by stock
powers duly executed in blank, in proper form for transfer, and with all
appropriate stock transfer tax stamps affixed.

            2.5 Closing; Closing Date. The closing of the sale and purchase of
the Shares contemplated hereby (the "Closing") shall take place at the offices
of LeBoeuf, Lamb, Greene & MacRae, L.L.P., 125 West 55th Street, New York, New
York 10019 at 10:00 a.m., local time, as soon as practicable, but in no event
more than five Business Days after all conditions to Closing contemplated hereby
have been satisfied or waived (other than


                                       10
<PAGE>   16
those conditions designating instruments, certificates or other documents to be
delivered at the Closing), or at such other time or date as Buyer and Seller
shall agree upon in writing. The time and date on which the Closing occurs is
referred to herein as the "Closing Date."

            2.6 Purchase Price Adjustment. The Stock Purchase Price shall be
subject to adjustment as specified in this Section 2.6.

            (a) As soon as practicable following the Closing Date, and in no
event later than 60 days following the Closing Date, Seller shall deliver to
Buyer an accurate and correct copy of a balance sheet of First Re as of the
close of business on the Business Day immediately preceding the Closing Date
(the "Closing Balance Sheet"), together with a report thereon of Deloitte &
Touche LLP, independent accountants for Seller ("Seller's Accountants"), stating
that the Closing Balance Sheet fairly presents the consolidated financial
position of First Re as of such date in accordance with GAAP. In no event later
than 50 days following the Closing Date, Seller shall deliver to Buyer a
substantially complete draft of the Closing Balance Sheet.

            (b) Utilizing the Closing Balance Sheet and subject to the other
provisions of this Section 2.6(b), the "Book Value" of First Re shall equal the
excess of total Tangible Assets over total liabilities reflected on the Closing
Balance Sheet. If the Closing Balance Sheet includes a valuation allowance
against deferred income taxes and such valuation allowance exists because the
consolidated financial statements of Seller at December 31, 1997 contain a
similar valuation allowance, then the valuation allowance of First Re on the
Closing Balance Sheet shall be excluded for the purpose of determining Book
Value, subject to the provisions of Section 2.6(c). Further, the Book Value
shall be adjusted to exclude the value of any shares of the capital stock of
Homestead owned by First Re as of the Business Day immediately preceding the
Closing Date. Seller shall deliver to Buyer, simultaneously with the delivery of
the Closing Balance Sheet, a certificate of the chief financial officer of
Seller which includes the calculation of Book Value and certifies that such
calculation has been made in accordance with the procedures set forth in this
Section 2.6(b).

            (c) Except as otherwise provided in this Section 2.6(c), the
calculation of Book Value delivered by Seller to Buyer shall be final, binding
and conclusive on the parties hereto. Buyer may dispute any amounts reflected on
the Closing Balance Sheet to the extent that the net effect of such disputed
amounts in the aggregate would be to cause Book Value to be less than $35
million; provided, however, that Buyer shall notify Seller in writing of each
disputed item, specifying the amount


                                       11
<PAGE>   17
thereof in dispute and setting forth, in detail, the basis for such dispute, at
any time during the 20 days immediately following the date on which Seller
delivered to Buyer the Closing Balance Sheet; and provided, further, that Buyer
may not dispute any amount reflected on the Closing Balance Sheet to the extent
such amount was calculated on the same basis as used in preparing the First Re
1996 Balance Sheet, if the amount set forth on the First Re 1996 Balance Sheet
was determined by Seller's Accountants to have been calculated in accordance
with GAAP. In the event of such a dispute, accountants designated by Buyer
("Buyer's Accountants") and Seller's Accountants shall attempt to reconcile any
disputed amounts, and any resolution by them as to any such amounts shall be
final, binding and conclusive on the parties. If Buyer's Accountants and
Seller's Accountants are unable to reach a resolution with respect to any
disputed amount within 10 Business Days following Buyer's written notice of
dispute to Seller, Buyer's Accountants and Seller's Accountants shall submit for
resolution the amounts remaining in dispute to a nationally recognized
independent public accounting firm mutually acceptable to Buyer and Seller (the
"Independent Accounting Firm"), as an expert and not an arbitrator, which shall,
within 30 Business Days of such submission, determine and report to Seller and
Buyer upon such remaining disputed amounts, and such report shall be final,
binding and conclusive on Seller and Buyer. The fees and disbursements of the
Independent Accounting Firm shall be allocated between Buyer and Seller in the
same proportion that the aggregate amount of such remaining disputed amounts so
submitted to the Independent Accounting Firm that is unsuccessfully disputed by
each (as finally determined by the Independent Accounting Firm) bears to the
total amount of such remaining disputed amounts so submitted.

            (d) (i) If the final determination of Book Value exceeds
$35,000,000, the amount of such excess shall be added to the Stock Purchase
Price; and

            (ii) If the final determination of Book Value is less than
      $35,000,000, the amount of such deficiency shall be deducted from the
      Stock Purchase Price.

            (e) Within five Business Days after the final determination of Book
Value:

            (i) if the final determination of Book Value exceeds $35 million,
      (A) subject to Section 2.9(a), Buyer and Seller shall jointly instruct the
      Escrow Agent to promptly deliver to Seller the certificate representing
      the Section 2.6 Shares and (B) Buyer shall issue to Seller that number of
      shares of Convertible Preferred Stock equal to (x) the Adjusted Excess
      Amount (as defined below) divided by (y) 1,000. For purposes of this
      Section 2.6(e)(i), "Adjusted


                                       12
<PAGE>   18
      Excess Amount" shall be equal to (I) the amount by which the Book Value
      exceeds $35 million divided by (II).81; or

            (ii) if the final determination of Book Value is less than $35
      million (the "Book Value Deficiency"), subject to Section 2.8(b)(i), Buyer
      and Seller shall jointly instruct the Escrow Agent, pursuant to the terms
      of the First Escrow Agreement, to promptly deliver to the Transfer Agent
      the certificate representing the Section 2.6 Shares. Buyer shall instruct
      the Transfer Agent to issue to the Escrow Agent upon its presentation of
      the certificate representing the Section 2.6 Shares (A) a certificate
      representing that number of Section 2.6 Shares ("Buyer 2.6 Shares")
      convertible into the number of shares of Common Stock having an aggregate
      value (based on a per share Common Stock price of $16.50) equal to the sum
      of (x) the Book Value Deficiency and (y) the estimated Transaction Costs
      (as determined in accordance with the penultimate sentence of this Section
      2.6(e)(ii)) and (B) a certificate representing the remaining Section 2.6
      Shares, if any. As part of the instructions to be provided to the Escrow
      Agent pursuant to this Section 2.6(e)(ii), Buyer and Seller shall jointly
      instruct, subject to Section 2.9(a), the Escrow Agent to deliver to Seller
      the certificate representing the remaining Section 2.6 Shares, if any. The
      Escrow Agent shall hold the Buyer 2.6 Shares until directed in writing by
      Buyer to convert such shares into shares of Common Stock and to deliver
      the certificate representing such shares of Common Stock to a specified
      third party or parties in connection with the sale of such shares of
      Common Stock. The proceeds received from such sale shall be retained by
      and be the sole and exclusive property of Buyer to the extent that such
      proceeds equal the sum of the Book Value Deficiency and the Transaction
      Costs incurred by Buyer. Any proceeds exceeding such amount shall be
      promptly delivered by Buyer to Seller. The estimated Transaction Costs
      shall be estimated by Buyer in good faith, and Buyer hereby agrees to
      provide in writing to Seller evidence, reasonably satisfactory to Seller,
      of the Transaction Costs incurred by Buyer. To the extent that the sum of
      the Book Value Deficiency and the Transaction Costs incurred by Buyer
      exceeds the aggregate value (based on a per share Common Stock price of
      $16.50) of the shares of Common Stock issuable upon conversion of the
      Section 2.6 Shares, Buyer may satisfy such excess through a Sale of
      Indemnity Escrow Shares in accordance with the provisions of Section 2.8
      hereof and the Escrow Agreement.

            (f) During the preparation of the Closing Balance Sheet and the
determination of Book Value therefrom by Seller and the period of any dispute
referred to in Section 2.6(c), Buyer shall provide Seller's Accountants full
access to the books,


                                       13
<PAGE>   19
records, facilities and employees of First Re and shall cooperate fully with
Seller's Accountants, to the extent required by Seller's Accountants in order to
prepare the Closing Balance Sheet and to investigate the basis for any such
dispute; provided, however, that any such investigation shall be conducted in
such a manner as not to interfere unreasonably with the business and operations
of First Re. Employees of Buyer and Buyer's Accountants shall be entitled to
access to Seller's Accountants' work papers prepared in connection with the
Closing Balance Sheet, subject to Buyer and Buyer's Accountants executing in
advance any customary agreement required by Seller's Accountants, and shall be
entitled to discuss such work papers with Seller's Accountants.

            2.7 Escrow. At the Closing, Buyer, Seller and an escrow agent
selected by Buyer and Seller (the "Escrow Agent") shall execute and deliver an
escrow agreement, substantially in the form attached as Exhibit D hereto (the
"Escrow Agreement"). Under the terms of the Escrow Agreement, Buyer shall
deposit at Closing with the Escrow Agent (a) the Section 2.6 Shares and (b) that
number of Preferred Shares (the "Indemnity Escrow Shares," and together with the
Section 2.6 Shares, the "Escrow Shares") convertible into shares of Common Stock
having an aggregate value (based on the book value of Buyer as set forth in the
audited consolidated balance sheet of Buyer as of December 31, 1997 prepared in
accordance with GAAP) of $9 million. The Escrow Shares shall be held by the
Escrow Agent for the benefit of Buyer solely as collateral security for any
obligations of Seller under Sections 2.6 and 9.2 hereof, and distributed by the
Escrow Agent pursuant to the terms and provisions of this Agreement and the
Escrow Agreement.

            2.8 Conversion, Sale and Exchange of Escrow Shares. (a) Except as
set forth in Section 2.8(b) and Section 9.7, the obligations of Seller in
respect of the escrow arrangements contemplated by this Agreement shall be
satisfied through the conversion of Escrow Shares into shares of Common Stock
and the sale of such shares of Common Stock.

            (b)(i) Seller may, in its sole discretion, satisfy the obligation it
may have to Buyer under Section 2.6 in cash. If Seller satisfies such obligation
in full in cash, then Buyer and Seller shall jointly instruct the Escrow Agent
to deliver to Seller the certificate representing the Section 2.6 Shares.

            (ii) Seller may, at any time, in its sole discretion, elect to
      substitute cash for all or part of the Indemnity Escrow Shares by
      delivering such cash to the Escrow Agent. If Seller elects to substitute
      cash for all of the Indemnity Escrow Shares then held by the Escrow Agent,
      the amount of cash required to be delivered by Seller to the Escrow Agent


                                       14
<PAGE>   20
      shall be equal to $9 million less the aggregate amount (excluding
      Transaction Costs) of claims previously satisfied through the conversion
      of Indemnity Escrow Shares and the sale of the shares of Common Stock
      issued upon conversion of such Indemnity Escrow Shares. If the Seller
      elects to substitute cash for part but not all of the Indemnity Escrow
      Shares then held by the Escrow Agent, the number of Indemnity Escrow
      Shares that shall be delivered by the Escrow Agent to Seller upon receipt
      of the cash to be substituted shall equal that number of Indemnity Escrow
      Shares convertible into shares of Common Stock having an aggregate value
      (based on the book value of Buyer as set forth in the audited consolidated
      balance sheet of Buyer as of December 31, 1997 prepared in accordance with
      GAAP) equal to the amount of such cash. Any substitution contemplated by
      this Section 2.8(b) shall be effected by joint instructions delivered to
      the Escrow Agent by Buyer and Seller.

            (c) If Buyer has a claim against Seller pursuant to Section 9.2 or
the last sentence of Section 2.6(e)(ii) (each, an "Indemnity Claim"), Buyer and
Seller shall instruct the Escrow Agent, subject and pursuant to the terms of the
Escrow Agreement, to deliver to Buyer, cash, if any, held by the Escrow Agent
pursuant to the terms of the Escrow Agreement in an amount equal to the amount
of such Indemnity Claim. To the extent that the cash held by the Escrow Agent
under the Escrow Agreement is less than the Indemnity Claim, Seller shall,
subject to the limitations contained in Section 2.8(d), promptly, and in any
event within 30 days (unless a registration statement is to be filed pursuant to
which such Sale is to be conducted or such registration statement has not yet
been declared effective, in which case Seller shall promptly), arrange for a
sale (a "Sale") of the number of shares of Common Stock having an aggregate
sales price equal to the amount of such Indemnity Claim (including any interest
that is, or will be, due in respect thereof) plus the estimated Transaction
Costs less the amount of cash, if any, received by Buyer from the Escrow Agent
in respect of such Indemnity Claim. Once the Sale is arranged, Seller and Buyer
shall jointly instruct the Escrow Agent in writing to deliver to Buyer or the
Transfer Agent for conversion that number of Indemnity Escrow Shares or, subject
to Section 2.9(a), Retained Section 2.6 Shares which are convertible into the
number of shares of Common Stock to be sold pursuant to the immediately
preceding sentence and to deliver the certificate representing such shares of
Common Stock to the specified third party or parties. The proceeds from the Sale
related to the Indemnity Claim shall be delivered by the specified third party
or parties to the Escrow Agent. The Escrow Agent shall be instructed to deliver
to Buyer the portion of such proceeds equal to the amount of the Indemnity Claim
(including any interest that is due in


                                       15
<PAGE>   21
respect thereof) plus any Transaction Costs incurred by Buyer less the amount of
cash, if any, previously received by Buyer pursuant to the Escrow Agreement in
respect of the Indemnity Claim (the "Indemnity Claim Amount"). After
distributing such proceeds to Buyer, the Escrow Agent shall be instructed to
deliver to Seller that portion of the remaining proceeds equal to the
Transaction Costs incurred by Seller. Each of Buyer and Seller agrees to provide
in writing to the other party evidence, reasonably satisfactory to such other
party, of the Transaction Costs incurred by it. Any proceeds from the Sale not
distributed to either Buyer or Seller in accordance with the foregoing shall be
held by the Escrow Agent until distributed by it pursuant to the terms and
provisions of the Escrow Agreement.

            (d) Any Sale required to be made by Seller shall be made pursuant to
an effective registration statement filed under the Securities Act or without
registration under the Securities Act pursuant to an exemption thereunder.
During the one-year period immediately following the Closing Date, Seller shall
only be required to sell shares of Common Stock issued upon conversion of any
Escrow Shares pursuant to an effective registration statement, and, unless Buyer
agrees to pay the applicable Transaction Costs (other than discounts, fees and
commissions of brokers or underwriters the payment of which shall be the sole
responsibility of Seller), Seller shall not be required to arrange a Sale during
such period until the aggregate amount of claims which Buyer has pursuant to
Section 9.2 and the last sentence of Section 2.6(e)(ii) exceeds $1 million. At
any time on or after the earlier of the first anniversary of the Closing Date or
the date on which the aggregate amount of such claims exceeds $1 million, Buyer
may file and maintain the effectiveness of a shelf registration statement to
facilitate resales by Seller of shares of Common Stock issuable upon conversion
of Indemnity Escrow Shares, and all costs incurred by Buyer in connection with
the resale shelf registration statement or the sale of any shares of Common
Stock pursuant thereto shall constitute Transaction Costs to the extent
customary and reasonable. Seller (i) shall not be required during any calendar
month to sell, other than pursuant to an underwritten public offering, shares of
Common Stock which were issued upon conversion of any Indemnity Escrow Shares
having an aggregate sales price greater than $400,000 (based upon the average of
the high and low trading prices of shares of Common Stock on The Nasdaq National
Market for the last 15 trading days of the immediately preceding calendar
month), and (ii) may, in its sole discretion, determine the timing of any shares
to be sold during any given calendar month so long as such shares are sold
within such calendar month.

            (e) Seller hereby agrees to indemnify Buyer against, and to hold
Buyer harmless from, any Losses incurred by Buyer which arise in connection with
the sale of any shares of Common


                                       16
<PAGE>   22
Stock issued upon conversion of any Escrow Shares as a result of the gross
negligence or wilful misconduct of Seller. Buyer hereby agrees to indemnify
Seller against, and to hold Seller harmless from, any Losses incurred by Seller
which arise in connection with the sale of any shares of Common Stock issued
upon conversion of any Escrow Shares as a result of the gross negligence or
wilful misconduct of Buyer.

            (f) Buyer and Seller covenant to deliver to the Escrow Agent joint
instructions consistent with the terms of this Agreement and the Escrow
Agreement as shall be necessary to give effect to the escrow arrangements
provided for herein and therein. Further, in connection with any sale of shares
of Common Stock issued upon conversion of any Escrow Shares, Buyer and Seller
shall execute any Contracts or other instruments (including, without limitation,
any underwriting, agency or similar agreements) which are customary for the type
of sale pursuant to which the shares of Common Stock are sold and shall take
such further actions as may be reasonably required to effect such sale.

            (g) Seller and Buyer hereby agree that the Escrow Agent shall have
the authority to deliver to Buyer or the Transfer Agent for conversion, and to
cause the conversion of, any Escrow Shares which are required to be converted
into shares of Common Stock pursuant to the terms of this Agreement and the
Escrow Agreement, to the extent converted in accordance with the written
instructions provided for hereunder or in the Escrow Agreement, and to deliver
such shares of Common Stock to the specified third party or parties in
accordance with the terms of this Agreement and the Escrow Agreement.

            2.9 Release of Escrow Shares. (a) If, on or prior to the date Book
Value is finally determined pursuant to Section 2.6, Buyer has submitted to the
Seller and the Escrow Agent claims for indemnification made pursuant to Section
9.2 ("Pre-Book Value Indemnity Claims") in an aggregate amount in excess of $3
million (including any estimated or actual Transaction Costs related thereto),
then the number of Section 2.6 Shares, if any, which are required to be
delivered to Seller pursuant to Section 2.6(e) shall be reduced by that number
of Section 2.6 Shares (the "Retained Section 2.6 Shares") convertible into the
number of shares of Common Stock having an aggregate value (based on a per share
Common Stock price of $16.50) equal to the difference between the aggregate
amount of the Pre-Book Value Indemnity Claims (including any estimated or actual
Transaction Costs related thereto) and $3 million. The Retained Section 2.6
Shares shall be available to satisfy Pre-Book Value Indemnity Claims to the
extent that the aggregate amount of such claims (including any Transaction Costs
related thereto) exceeds $3 million and, to the extent not so used, shall be
promptly released to the Seller.


                                       17
<PAGE>   23
            (b) Promptly, and in any event within five Business Days, after
March 31, 1999, the Escrow Agent, upon joint written instructions from Buyer and
Seller, which shall be timely provided, shall deliver to Seller that number of
Indemnity Escrow Shares, if any, convertible into shares of Common Stock having
an aggregate value (based on the book value of Buyer as set forth in the audited
consolidated balance sheet of Buyer as of December 31, 1997 prepared in
accordance with GAAP) equal to (i) $3 million less (ii) an aggregate amount
equal to (A) the aggregate amount distributed to Buyer by the Escrow Agent on or
prior to March 31, 1999 in respect of Indemnity Claims (including the
Transaction Costs related thereto) and (B) the aggregate amount of Indemnity
Claims which have been submitted to the Escrow Agent on or prior to such date
and which either remain, as of such date, unresolved or are resolved but with
respect to which no payment has been made by the Escrow Agent to Buyer as of
such date.

            (c) Notwithstanding any other provision of this Agreement to the
contrary, Buyer and Seller hereby agree that any Escrow Shares required to be
delivered by the Escrow Agent to Seller pursuant to either Section 2.6(e) or
Section 2.9(b) shall not be delivered to Seller, and shall be retained by the
Escrow Agent pursuant to the terms of the Escrow Agreement, if a Bankruptcy
Event has occurred on or prior to the date or dates, as the case may be, on
which such Escrow Shares, if any, are required to be delivered to Seller,
pursuant to either such section and, to the extent not used to satisfy claims
arising out of such Bankruptcy Event, shall be promptly released to the Seller.

            (d) To the extent not otherwise contemplated by Section 2.6 or this
Section 2.9, all Escrow Shares shall be released in accordance with the terms of
the Escrow Agreement.

            2.10 Interest. Any amount owed by Seller to Buyer hereunder which
remains unpaid for any reason, including, without limitation, because of the
restrictions set forth in Section 2.8(d) hereof, shall bear interest at a rate
equal to 5% per annum; provided, however, that no interest shall accrue with
respect to the amount of any Book Value Deficiency. Such interest shall be
calculated daily on the basis of a year of 365 days and the actual number of
days elapsed and shall be payable at the same time as the unpaid amount to which
it relates is paid.

            2.11 No Constructive Distribution. Buyer and Seller agree that
neither party shall take the position for any Tax purpose, including, without
limitation, under Section 305 of the Code and the Treasury Regulations
thereunder, that Seller (or any other holder of the Preferred Shares) is or will
be required to


                                       18
<PAGE>   24
include in its income any amount in respect of any constructive distribution on
the Preferred Shares.


                                   ARTICLE III

                    REPRESENTATIONS AND WARRANTIES OF SELLER

            Seller hereby represents and warrants to Buyer as follows:

            3.1 Organization. (a) Seller is a corporation duly organized,
validly existing and in good standing under the laws of the State of Delaware
and has full corporate power and authority to own, operate and lease its
properties and to conduct its business as it is presently being conducted and to
enter into and to perform its obligations under this Agreement and under the
Other Transaction Documents.

            (b) Each of the Transferred Companies and their Subsidiaries is a
corporation duly organized, validly existing and in good standing under the laws
of its state of incorporation and has full corporate power and authority to own,
operate and lease its properties and to conduct its business as it is presently
being conducted and to enter into and to perform its obligations under this
Agreement. Each of the Transferred Companies and their Subsidiaries is duly
qualified and licensed as a foreign corporation to conduct the business
conducted by it and is in good standing in each jurisdiction in which such
qualification or licensing is necessary under Applicable Law. The Disclosure
Schedule sets forth an accurate and complete list of all Subsidiaries of each
Transferred Company, and for each of the Transferred Companies and their
Subsidiaries, the Disclosure Schedule contains the jurisdiction of incorporation
of such company and a complete and accurate list of each jurisdiction in which
such company is qualified or licensed to do business as a foreign corporation.

            3.2 Authorization. The execution, delivery and performance of this
Agreement and the Other Transaction Documents by Seller or any of its
Subsidiaries and the consummation of the transactions contemplated hereby and
thereby have been duly and validly authorized by all necessary corporate action
on the part of Seller or such Subsidiary, as the case may be, and no other
corporate proceedings on the part of Seller or any of its Subsidiaries are
necessary to authorize this Agreement and the Other Transaction Documents and
the transactions contemplated hereby and thereby. Each of this Agreement and the
Other Transaction Documents has been or, on or prior to the Closing, will be
duly executed and delivered by Seller or such Subsidiary, as the case may be,
and, assuming the due execution by the other


                                       19
<PAGE>   25
parties hereto and thereto, constitutes or, on or prior to the Closing, will
constitute the legal, valid and binding obligation of Seller or such Subsidiary,
as the case may be, enforceable against it in accordance with its terms, except
as enforceability may be limited by applicable bankruptcy, insolvency,
reorganization, or similar laws affecting creditors' rights generally and by
general principles of equity.

            3.3 Conflict or Violation. Except as set forth on the Disclosure
Schedule, neither the execution and delivery of this Agreement or the Other
Transaction Documents nor the consummation of the transactions contemplated
hereby or thereby, including the underwriting by First Re or Buyer or any of
Buyer's Affiliates of any policies of insurance or reinsurance previously
underwritten by Homestead, will result in (a) a violation of or a conflict with
any provision of the certificate of incorporation or bylaws of Seller,
Homestead, any Transferred Company or any Subsidiary of any Transferred Company,
(b) a breach of, or a default under, any term or condition of, or otherwise
cause any impairment of, any Contract, indebtedness, Encumbrance, franchise,
Permit, authorization or concession to which Seller, Homestead, any Transferred
Company or any Subsidiary of any Transferred Company is a party or is subject or
by which any of their respective assets or properties are bound, (c) a violation
by Seller, Homestead, any Transferred Company or any Subsidiary of any
Transferred Company of any Applicable Law, (d) the imposition of any material
Encumbrance or other restriction on the business of any Transferred Company or
any Subsidiary of any Transferred Company or on any of their respective assets
or properties or on the Program Business, or (e) any right of termination,
cancellation or acceleration under any Contract to which any Transferred Company
or any Subsidiary of any Transferred Company is a party or by or to which it or
any of their respective assets or properties may be bound or subject.

            3.4 Consents and Approvals. Except as set forth on the Disclosure
Schedule, no consent, approval or authorization of, or declaration, filing or
registration with, any Governmental Authority, or any other Person, is required
to be made or obtained by Seller, any Transferred Company or any Subsidiary of
any Transferred Company on or prior to the Closing Date in connection with the
execution, delivery and performance of this Agreement or any Other Transaction
Document or the consummation of the transactions contemplated hereby or thereby,
including the underwriting by First Re or Buyer or any of Buyer's Affiliates of
any policies of insurance or reinsurance previously underwritten by Homestead.

            3.5 Capital Stock. (a) The authorized capital stock of First Re
consists of 100,000 shares of common stock, par value $35 per share, of which
99,991 shares are issued and outstanding.


                                       20
<PAGE>   26
The authorized capital stock of Oakley consists of 100,000 shares of common
stock, par value $1 per share, of which 1,000 shares are issued and outstanding.
The authorized capital stock of F/I Insurance consists of 10,000 shares of
common stock, par value $1 per share, of which 1,000 shares are issued and
outstanding.

            (b) All of the Shares have been duly authorized and validly issued,
are fully paid and non-assessable and represent the only shares of capital stock
of First Re, Oakley and F/I Insurance which are issued and outstanding. Except
as set forth on the Disclosure Schedule, no shares of capital stock of any of
First Re, Oakley and F/I Insurance are held in treasury. Except as set forth on
the Disclosure Schedule, Seller owns, of record and beneficially, all of the
Shares free and clear of any Encumbrances, including, without limitation, any
agreement, understanding or restriction affecting the voting rights or other
incidents of record or beneficial ownership pertaining to the Shares. There are
no subscriptions, options, warrants, calls, commitments, preemptive rights or
other rights of any kind outstanding for the purchase of, nor any securities
convertible or exchangeable for, any equity interests of any of First Re, Oakley
and F/I Insurance. Except as set forth on the Disclosure Schedule, there are no
restrictions upon the voting or transfer of any of the Shares pursuant to the
certificate of incorporation or bylaws of any of First Re, Oakley and F/I
Insurance or any Contract to which Seller or any of its Affiliates is a party or
by which Seller or any of its Affiliates is bound. Upon consummation of the
transactions contemplated by this Agreement, Buyer will acquire from Seller good
and marketable title to the Shares, free and clear of any Encumbrances (except
Encumbrances arising as a result of any action taken by Buyer or any of its
Affiliates).

            3.6 Subsidiaries. The Disclosure Schedule contains, for each
Subsidiary of each Transferred Company, the number of issued and outstanding
shares of capital stock of such Subsidiary and the percentage ownership interest
of the respective Transferred Company in such Subsidiary. All outstanding shares
of capital stock of such Subsidiaries have been duly authorized and validly
issued and are fully paid and non-assessable. All such outstanding shares are
owned by the Transferred Companies and/or one or more of their Subsidiaries free
and clear of any Encumbrances, including, without limitation, any agreement,
understanding or restriction affecting the voting rights or other incidents of
record or beneficial ownership pertaining to such shares. There are no
subscriptions, options, warrants, calls, commitments, preemptive rights or other
rights of any kind outstanding for the purchase of, nor any securities
convertible or exchangeable for, any equity interests of any of such
Subsidiaries. There are no restrictions upon the voting or transfer of any of
the shares of capital stock of such


                                       21
<PAGE>   27
Subsidiaries pursuant to the respective Subsidiary's certificate of
incorporation or bylaws or any Contract to which the Seller or any of its
Affiliates is a party or by which the Seller or any of its Affiliates is bound.
The Disclosure Schedule sets forth a complete and accurate list of all Contracts
pursuant to which the Seller or any of its Affiliates is obligated or required,
under any circumstance, to make contributions to the capital of any such
Subsidiary. Except as set forth on the Disclosure Schedule, none of the
Transferred Companies owns, directly or indirectly, any shares of the capital
stock of any Subsidiary of Seller.

            3.7 Absence of Certain Changes or Events. Except as set forth in the
Disclosure Schedule, since January 1, 1997, none of the Transferred Companies or
any of their Subsidiaries has:

            (a) declared or paid or set aside dividends or other distributions
on its capital stock;

            (b) issued, redeemed, sold or disposed of, or created any obligation
to issue, redeem, sell or dispose of, any shares of the capital stock of any
Transferred Company or any Subsidiary of any Transferred Company (whether
authorized but unissued or held in treasury) or issued any option, warrant or
other right to acquire any shares of its capital stock;

            (c) effected any stock split, reclassification or combination;

            (d) adopted a plan of complete or partial liquidation, dissolution,
restructuring, recapitalization or other reorganization;

            (e) amended or modified its certificate of incorporation or bylaws
(or equivalent charter documents);

            (f) merged or consolidated with any corporation or other entity;

            (g) entered into, adopted, modified or amended in any material
respect any written employment, severance, consulting, "change of control",
"parachute payment", bonus, incentive compensation, deferred compensation,
profit sharing, stock option, stock purchase, employee benefit, welfare benefit
or other Contract, plan or arrangement providing for compensation or benefits to
any Transferred Employee or directors or stockholders which would have effect
after the Closing Date;

            (h) incurred or contracted for any capital expenditures in excess of
$25,000 in the aggregate;


                                       22
<PAGE>   28
            (i) amended, terminated or waived any right of value material to its
business, other than with respect to the settlement of insured claims in the
ordinary course of business in a manner consistent with past practice;

            (j) revalued any portion of its assets, properties or business;

            (k) materially changed any of its underwriting standards, claim
processing and payment policies, reinsurance programs or any of its other
business policies, including, without limitation, reserving, advertising,
marketing, pricing, purchasing, personnel, sales or budget policies;

            (l) made any wage or salary increase or bonus, or increase in any
other direct or indirect compensation, for or to any of its officers, directors,
employees, consultants or agents or any accrual for or Contract to make or pay
the same;

            (m) made any loan or advance to any of its officers, directors,
employees, consultants, agents or other representatives (other than travel
advances made in the ordinary course of business in a manner consistent with
past practice) or made any other loan or advance;

            (n) made any payment or commitment to pay severance or termination
pay to any of its officers, directors, employees, consultants, agents or other
representatives;

            (o) entered into any lease (as lessor or lessee); sold, abandoned or
made any other disposition of any of its investments or other assets, properties
or business other than in the ordinary course of business consistent with past
practice; granted or suffered any Encumbrance on any of its assets, properties
or business; entered into, amended or terminated any Contract to which it is a
party or by or to which it or its assets, properties or business are bound or
subject, except in the ordinary course of business in a manner consistent with
past practice; or entered into or amended any Contract pursuant to which it
agrees to indemnify any person or to refrain from competing with any person;

            (p) incurred or assumed any Liability other than in the ordinary
course of business consistent with past practice, or issued any debt securities
or assumed, guaranteed, endorsed or otherwise as an accommodation became
responsible for Liabilities of any other person;

            (q) failed to pay any creditor any amount owed to such creditor when
due (after the expiration of any applicable grace


                                       23
<PAGE>   29
periods), other than any amount being contested in good faith which does not
exceed $5,000;

            (r) other than in the ordinary course of business consistent with
past practice, made any acquisition of all or any part of the assets,
properties, capital stock or business of any other Person;

            (s) other than in the ordinary course of business consistent with
past practice, amended, terminated or entered into any other material
transaction;

            (t) changed any of its accounting methods or practices (including,
without limitation, with respect to establishment of reserves for unearned
premiums, losses (including, without limitation, incurred but not reported
losses) and loss adjustment expenses, or with respect to depreciation or
amortization policies or rates adopted by it); or

            (u) entered into any Contract to do any of the foregoing.

            3.8 Assets. Except as set forth on the Disclosure Schedule, each of
the Transferred Companies and their Subsidiaries owns (or leases in the case of
leased assets), and has good and marketable title to (or, in the case of leased
assets, valid leasehold interests in), all of the material assets necessary for
the operation of its business as now operated. None of such assets is subject to
any Encumbrance, except for Encumbrances which in the aggregate do not
materially detract from the value of the asset subject thereto or interfere with
the present use of such asset.

            3.9 Intellectual Property. (a) To the knowledge of Seller, the
Transferred Companies and their Subsidiaries own, free and clear of any
Encumbrances, or have valid and enforceable rights or licenses to use, the
trademarks, service marks, trade names, copyrights and other intellectual
property listed on the Disclosure Schedule, which are the only trademarks,
service marks, trade names, copyrights or other intellectual property that are
material to the business of the Transferred Companies and their Subsidiaries
(collectively, the "Intellectual Property"). To the Knowledge of Seller, none of
the Transferred Companies or their Subsidiaries has received notice that any of
them is infringing any trademarks, service marks, trade names, copyrights or any
application pending therefor. None of the Transferred Companies or their
Subsidiaries is a party to any proceeding asserting that any third party is
infringing on the Intellectual Property, and, to the Knowledge of the Seller, no
third party is infringing on the Intellectual Property.


                                       24
<PAGE>   30
            (b) Seller and its Affiliates (other than the Transferred Companies
and their Subsidiaries) have no right or title to or interest in the
Intellectual Property and the Trade Secrets and other proprietary rights used in
the business of any Transferred Company or any Subsidiary of any Transferred
Company.

            3.10 Tangible Property. The Disclosure Schedule sets forth all
interests owned or claimed by the Transferred Companies and their Subsidiaries
(including, without limitation, options) as of January 1, 1998 in or to the
equipment, furniture, leasehold improvements, fixtures, vehicles, structures,
any related capitalized items and other tangible property which are treated by
any of the Transferred Companies or any Subsidiary of any Transferred Company as
depreciable or amortizable property and are ascribed a value on the books of the
applicable Transferred Company or Subsidiary of a Transferred Company in excess
of $5,000 (collectively, the "Tangible Property"). Since January 1, 1998, none
of the Transferred Subsidiaries or any of their Subsidiaries has acquired any
Tangible Property other than in the ordinary course of business and consistent
with past practice. The Tangible Property is in good operating condition and
repair, ordinary wear and tear excepted, and none of the Transferred Companies
or any of their Subsidiaries has received written notice that any of the
Tangible Property is in violation of any existing statute, law, or any health,
safety or other ordinance, code or regulation. The Tangible Property is owned by
the Transferred Companies and their Subsidiaries free and clear of any
Encumbrance.

            3.11 Real Property. Except as set forth in the Disclosure Schedule,
none of the Transferred Companies or any of their Subsidiaries owns any land,
buildings or other interests of any kind in any real property (regardless of
where located). The Disclosure Schedule includes a list and description of all
such real property owned by the Transferred Companies and their Subsidiaries.
Such real property is owned by the applicable Transferred Company or Subsidiary
free and clear of any Encumbrance, except for liens for current taxes not yet
due and payable or which do not materially detract from the value thereof or the
use to which such property is presently subject. The Disclosure Schedule also
includes a list of all leases of equipment to which any of the Transferred
Companies or any Subsidiary of any Transferred Company is a party that obligate
the Transferred Company or any such Subsidiary to expend more than $25,000
during any fiscal year. Neither any Transferred Company or any Subsidiary of any
Transferred Company nor, to the Knowledge of Seller, any other party is in
default of a material provision under such leases, nor has any notice of default
with respect to such leases been received.


                                       25
<PAGE>   31
            3.12 Leased Real Property. (a) All real property leased by any
Transferred Company or any Subsidiary of any Transferred Company (the "Leased
Real Property") is listed on the Disclosure Schedule. All leases currently in
effect relating to the Leased Real Property, together with all amendments and
modifications thereto (the "Leases"), are listed on the Disclosure Schedule.

            (b) Except as described on the Disclosure Schedule, none of the
Transferred Companies or any of their Subsidiaries is in default under any of
the material terms and provisions of any of the Leases or has received any
written notice of any default.

            (c) To the Knowledge of Seller, there are no outstanding defaults on
the part of the landlord or lessor of a material provision under any Lease.

            (d) Except as set forth on the Disclosure Schedule, none of the
Transferred Companies or any of their Subsidiaries has exercised any option to
extend the term of any Lease or to terminate any Lease, except to the extent
that such extension or termination has already come into effect.

            (e) Except as described on the Disclosure Schedule, none of the
Transferred Companies or any of their Subsidiaries has entered into any
subleases relating to the Leased Real Property or granted any licenses or
occupancy rights with respect to the Leased Real Property.

            (f) None of the Transferred Companies or any of their Subsidiaries
has granted or created any Encumbrances on the Leased Real Property, including,
without limitation, leasehold mortgages of the Leased Real Property.

            (g) The use and occupancy of the Leased Real Property by any
Transferred Company or any Subsidiary of any Transferred Company is in
compliance with all Applicable Laws, including, without limitation, those
governing zoning, subdivision, land development access, erosion and drainage
control, sewage collection and disposal, use, occupancy, building, fire,
safety, access and environmental matters. None of Seller, any Transferred
Company or any Subsidiary of any Transferred Company has received any written
notice from any Governmental Authority advising of a violation of any applicable
building code, zoning, subdivision, land development or land use laws,
regulations or ordinances or any other applicable local, state or federal laws,
regulations or ordinances.

            (h) Seller has neither Knowledge of nor received any notice of any
existing or proposed assessments for public improvements imposed or to be
imposed upon the Leased Real


                                       26
<PAGE>   32
Property which will remain unpaid at Closing, except for escalation adjustments
in relation to any prior assessments, which escalation adjustments are listed on
the Disclosure Schedule.

            (i) The Permits listed on the Disclosure Schedule include all
Permits which are required for the present use and occupancy of the Leased Real
Property by the Transferred Companies and their Subsidiaries, and each, to the
Knowledge of Seller, has been duly issued.

            3.13 Computer Software. Seller has set forth on the Disclosure
Schedule a complete and accurate list of all computer software programs used in
the conduct of the businesses of the Transferred Companies and their
Subsidiaries, other than commercial off-the-shelf software where no license
agreement was executed. The Disclosure Schedule sets forth whether each such
computer software program is (i) owned by any of the Transferred Companies or
their Subsidiaries (the "Owned Software") or (ii) licensed or sub-licensed (to
the extent known) by any of the Transferred Companies or their Subsidiaries from
a third party ("Licensed Software"). With respect to Owned Software and Licensed
Software, there are no Actions pending or, to the Knowledge of Seller,
threatened against any of the Transferred Companies or any of their Subsidiaries
with respect to any such software. The Owned Software is owned free and clear of
any Encumbrances by the Transferred Companies and their Subsidiaries, and the
Transferred Companies and their Subsidiaries have valid and enforceable rights
or licenses to use the Licensed Software.

            3.14 Year 2000. Each of the Transferred Companies and their
Subsidiaries has established a strategic plan and provided Buyer with an
accurate and complete copy of such plan and a schedule of the amount of capital
and resources reasonably believed to be necessary to institute software systems
so that such Transferred Company or such Subsidiary will not experience invalid
or incorrect results or abnormal software operation related to calendar year
2000.

            3.15 Contracts and Commitments. (a) The Disclosure Schedule sets
forth a complete and accurate list of all Contracts to which a Transferred
Company or any of its Subsidiaries is a party (excluding policies of insurance
or reinsurance issued by First Re in the ordinary course of business) or by
which any of their respective assets is bound which involve an amount in excess
of $25,000 or are otherwise material to the business of any Transferred Company
or any Subsidiary of any Transferred Company (the "Material Contracts"). Each of
the Material Contracts is a legal, valid and binding obligation of either a
Transferred Company or one of its Subsidiaries enforceable against such
Transferred Company or such Subsidiary, as the case


                                       27
<PAGE>   33
may be, and, to the Knowledge of Seller, against the other parties thereto, in
accordance with its respective terms, except as enforceability may be limited by
applicable bankruptcy, insolvency, reorganization, or similar laws affecting
creditors' rights generally and by general principles of equity. Neither Seller,
any Transferred Company nor any Subsidiary of any Transferred Company has
received written notice of a cancellation of or an intent to cancel any Material
Contract. There exists no breach of or event of default related to any Material
Contract on the part of any Transferred Company or any of its Subsidiaries, or,
to the Knowledge of Seller, on the part of any other party to any Material
Contract.

            (b) Except as set forth in the Disclosure Schedule, none of the
Transferred Companies or any of their Subsidiaries is a party to any Contract:
(i) containing covenants limiting the freedom of a Transferred Company or any of
its Subsidiaries to engage in any line of business in any geographic area or to
compete with any Person or to incur indebtedness for borrowed money; (ii)
containing "change of control" or similar provisions; (iii) containing
provisions providing for the indemnification by any Transferred Company or any
Subsidiary of a Transferred Company of any Person; (iv) relating to the
employment of Transferred Employees and other Contracts with directors or
Transferred Employees of any Transferred Company or any Subsidiary of a
Transferred Company which cannot be terminated by the Transferred Company or the
respective Subsidiary upon notice of 60 days or less without penalty or premium;
(v) relating to patent, trademark, service mark, trade name, and copyright and
franchise licenses, royalty agreements or similar Contracts; (vi) forming joint
ventures; (vii) under which any Transferred Company or any of its Subsidiaries
has guaranteed the obligations of any Person (other than insurance or
reinsurance provided by First Re pursuant to insurance or reinsurance agreements
entered into by First Re in the ordinary course of business in a manner
consistent with past practice); or (viii) with any Governmental Authority
affecting the business of any Transferred Company or any Subsidiary of any
Transferred Company and not made in the ordinary course of business.

            3.16 Reinsurance and Retrocessions. The Disclosure Schedule sets
forth an accurate and complete list of (a) all reinsurance and retrocession
treaties and agreements in force as of the date of this Agreement to which the
Transferred Companies or any of their Subsidiaries is a party and (b) any
terminated or expired treaty or agreement under which there remains any
outstanding liability from one reinsurer with respect to paid or unpaid case
reserves in excess of $50,000, and, for each such treaty or agreement, the
effective date of such treaty or agreement and the termination date if such
treaty or agreement has a definite termination date. All such treaties or
agreements


                                       28
<PAGE>   34
set forth in the Disclosure Schedule are in full force and effect to the
respective dates noted on the Disclosure Schedule, and neither any Transferred
Company nor any Subsidiary of a Transferred Company is in default in any respect
as to any provision of any reinsurance or retrocession treaty or agreement or
has failed to meet the underwriting standards required for any business
reinsurance thereunder. No such agreement contains any provision providing that
the other party thereto may terminate such agreement by reason of the
transactions contemplated by this Agreement; and, to the Knowledge of Seller,
the financial condition of any other party to any such agreement is not so
impaired that a default thereunder may reasonably be anticipated.

            3.17 Statutory Statements. Seller has previously furnished to Buyer
accurate and complete copies of the Convention Statements. The Convention
Statements present fairly the admitted assets, liabilities and surplus of First
Re at the end of each of the periods then ended, and the results of its
operations and changes in its surplus for each of the periods then ended, in
conformity with SAP. Each of the Convention Statements was correct in all
material respects when filed and there were no material omissions therefrom. To
the Knowledge of Seller, no deficiency has been asserted in writing by any
Governmental Authority with respect to any of the Convention Statements.

            3.18 Financial Statements. (a) Seller has previously furnished Buyer
with a copy of the unaudited consolidating financial statements for Seller and
each of the Transferred Companies, individually, as of and for the year ended
December 31, 1996, which were supplied to Seller by Seller's Accountants and
which contain the balance sheet of First Re as of such date (the "GAAP Financial
Statements"). The balance sheet of First Re included in the GAAP Financial
Statements (the "First Re 1996 Balance Sheet") fairly presents in all material
respects the financial position of First Re and its Subsidiaries as of its date
and the statement of operations included in the GAAP Financial Statements fairly
presents in all material respects the results of operations of First Re and its
Subsidiaries for the period therein set forth, in each case in accordance with
GAAP.

            (b) The monthly unaudited financial statements contained in the
Disclosure Schedule for each of the Transferred Companies and its Subsidiaries
were prepared in the ordinary course of business in accordance with GAAP and
fairly present the financial position of the respective Transferred Company and
its Subsidiaries as of the date thereof and the results of operations of the
respective Transferred Company and its Subsidiaries for the period therein set
forth, subject to normal year-end adjustments, consistent with past practice,
and the omission of footnote disclosure.


                                       29
<PAGE>   35
            3.19 Undisclosed Liabilities. (a) Since January 1, 1997, except for
(i) those Liabilities or items set forth on the Disclosure Schedule, (ii) any
Liability incurred in the ordinary course of business consistent with past
practice since such date which does not individually exceed $25,000 or, in the
aggregate with all other Liabilities incurred in the ordinary course of business
since such date, exceed $100,000 and (iii) any Liabilities (other than
extracontractual Liabilities) incurred in the ordinary course of business and
consistent with past practice under any policy of insurance or reinsurance
issued by First Re which have not had, and are not reasonably expected to have,
a Seller Material Adverse Effect, none of the Transferred Companies or any of
their Subsidiaries has incurred or become liable for, directly or indirectly,
any indebtedness, liability, claim, loss, damage, deficiency, obligation or
responsibility, fixed or unfixed, choate or inchoate, liquidated or
unliquidated, secured or unsecured, accrued, absolute, contingent or otherwise
("Liabilities").

            (b) First Re has paid in full all guaranty fund assessments required
by any Governmental Authority to be paid by it prior to the date of this
Agreement. As of the date of this Agreement, except as set forth on the
Disclosure Schedule and except as and to the extent reserved against in the
Convention Statements or disclosed in the notes thereto, First Re has not
received any guarantee fund assessments.

            3.20 Solvency. (a) No circumstance currently exists which would
permit the Insurance Commissioner of the Commonwealth of Pennsylvania to
commence a Delinquency Proceeding against Homestead. To the Knowledge of Seller,
no event has occurred, or is reasonably likely to occur, that (whether with
notice or lapse of time or both) could reasonably be expected to cause a
Delinquency Proceeding to be commenced against Homestead by the Insurance
Commissioner of the Commonwealth of Pennsylvania. Seller has no current
intention of taking any action which could reasonably be expected to result in
the commencement of a Delinquency Proceeding against Homestead.

            (b) No circumstance currently exists which would permit the
Insurance Commissioner of the State of Connecticut to commence a "delinquency
proceeding" (as that term is defined in Section 38(a)-905 of Chapter 704c of the
Connecticut Insurance Code) against First Re. To the knowledge of Seller, no
event has occurred, or is reasonably likely to occur, that (whether with notice
or lapse of time or both) could reasonably be expected to cause a "delinquency
proceeding" to be commenced against First Re by the Insurance Commissioner of
the State of Connecticut.

            3.21 Legal Matters. (a) Except as set forth on the Disclosure
Schedule, there is no action, order, writ, injunction,


                                       30
<PAGE>   36
judgment or decree outstanding or suit, litigation, proceeding, labor dispute,
arbitral action, investigation or reported claim, excluding claims under
insurance or reinsurance policies not involving pending or threatened litigation
(collectively, "Actions"), pending or, to the Knowledge of Seller, threatened
against or relating to (i) any Transferred Company or any Subsidiary of any
Transferred Company or any of their respective properties or assets, (ii) any
benefit plan for officers, employees or agents of any Transferred Company or any
Subsidiary of any Transferred Company or any fiduciary or administrator thereof
or (iii) the transactions contemplated by this Agreement, including the
underwriting by First Re or Buyer or any of Buyer's Affiliates of any policies
of insurance or reinsurance previously underwritten by Homestead. None of the
Transferred Companies or any of their Subsidiaries is in default with respect to
any judgment, order, writ, injunction or decree of any Governmental Authority,
and there are no unsatisfied final non-appealable judgments against any
Transferred Company or any Subsidiary of any Transferred Company. The Disclosure
Schedule sets forth a true and complete list of all pending litigation which
does not relate to any liability arising from insurance policies or similar
instruments issued by First Re.

            (b) The Disclosure Schedule lists all pending claims arising from
insurance or reinsurance policies issued by First Re for which amounts reserved
exceed $100,000.

            (c) All insurance or reinsurance claims that have become payable by
First Re, and are not currently in the course of being settled in good faith by
the relevant party, have been paid, or provided for, in accordance with the
terms of the insurance or reinsurance policy under which they arose.

            3.22 Investments. (a) The Disclosure Schedule sets forth a true and
complete list of all bonds, stocks (other than the capital stock of the
Subsidiaries of the Transferred Companies), mortgages and other investments of
any type owned by any of the Transferred Companies or any of their Subsidiaries
as of the date hereof (collectively, the "Scheduled Investments"). A Transferred
Company or a Subsidiary of a Transferred Company has good and marketable title
to each of the Scheduled Investments. As of the Closing Date, none of the
Transferred Companies will own any shares of the capital stock of Homestead or
any other Affiliate (other than the capital stock of the Transferred Companies
and their Subsidiaries).

            (b) Except as set forth on the Disclosure Schedule, none of the
Scheduled Investments is currently in default in the payment of principal or
interest, and, to the knowledge of Seller, no event has occurred which
reasonably would be expected to result in a diminution of the value of any
nonpublicly traded


                                       31
<PAGE>   37
security owned by any Transferred Company or any Subsidiary of any Transferred
Company.

            (c) There are no Encumbrances on any of the Scheduled Investments,
except for (i) those Scheduled Investments deposited with Governmental
Authorities, as indicated on the Disclosure Schedule, (ii) Encumbrances which do
not materially detract from the value of the Scheduled Investments subject
thereto and (iii) assets pledged to secure assumed reinsurance contract
obligations which assets are listed on the Disclosure Schedule.

            (d) None of Seller, any Transferred Company or any Subsidiary of any
Transferred Company has taken, or omitted to take, any action which would result
in any Transferred Company or any Subsidiary of any Transferred Company being
unable to enforce the terms of any Scheduled Investment or which would cause any
Scheduled Investment to be subject to any valid offset, defense or counterclaim
against the right of such Transferred Company or such Subsidiary to enforce the
terms of such Scheduled Investment.

            (e) Since January 1, 1997, none of the Transferred Companies or any
of their Subsidiaries has (i) purchased or otherwise invested in, or committed
to purchase or otherwise invested in, any interest in real property (including
without limitation any extension of credit secured by a mortgage or deed of
trust), (ii) purchased or otherwise invested in, or committed to purchase or
otherwise invest in, bonds, notes, debentures or other evidences of indebtedness
rated lower than "Baa-" by Moody's Investors Service Inc. or "BBB-" by Standard
& Poor's Corporation at the time of purchase, (iii) entered into any Contract
with any Affiliate with respect to the purchase or other acquisition, sale or
other disposition or allocation of any Scheduled Investment or (iv) entered into
any Contract with respect to any foreign investments.

            3.23 Reserves; Statutory Capital; NAIC IRIS Ratios. (a) The
insurance reserving practices and policies of First Re have not changed since
December 31, 1996. The reserves carried on the statutory financial statements of
First Re for the year ended December 31, 1997 for losses (including incurred but
not reported losses), loss adjustment expenses, claims, uncollectible
reinsurance and similar purposes (the "1997 Reserves") are reasonable and are in
compliance with the requirements for reserves established by the Insurance
Department of the State of Connecticut, were determined in accordance with
generally accepted actuarial standards consistently applied, and are fairly
stated in all material respects in accordance with sound actuarial standards.
Seller has delivered to Buyer an accurate and complete copy of the preliminary
actuarial report prepared by Tillinghast (the "Preliminary Actuarial Report")
relating to the


                                       32
<PAGE>   38
adequacy and reasonableness of the 1997 Reserves. All information and data
provided by Seller or First Re to Tillinghast in connection with its preparation
of the Preliminary Actuarial Report were true, correct and complete, and neither
Seller nor First Re has any information which would lead Seller or First Re to
believe that the conclusions set forth in the Preliminary Actuarial Report,
including, without limitation, the conclusion relating to the amount of the 1997
Reserves, are inaccurate.

            (b) Since December 31, 1997, no reduction has occurred in First Re's
reserves for Net Unpaid Losses and LAE other than reductions relating to the
payment or settlement of insurance claims or the collection of salvage or
subrogation, in either case in the ordinary course of business and consistent
with past practice.

            (c) Seller has made available to Buyer as of the date hereof, and
will have made available to Buyer as of the Closing Date, all information in
Seller's or First Re's possession material to an evaluation of the adequacy of
the statutory reserves of First Re as of the Closing Date for losses (including
incurred but not reported losses), loss adjustment expenses, claims,
uncollectible reinsurance and similar purposes.

            (d) To the Knowledge of Seller, for the year ended December 31,
1997, the relevant financial relationships specified under the Insurance
Regulatory Information System ("IRIS") of the National Association of Insurance
Commissioners ("NAIC") of First Re were all within the usual ranges specified by
IRIS.

            3.24 Compliance with Law; Permits and Licenses. (a) Each of the
Transferred Companies and their Subsidiaries is in compliance with all
Applicable Laws. None of Seller, any Transferred Company, any Subsidiary of any
Transferred Company or Homestead has received any written notice to the effect
that any such Person is not in compliance with any Applicable Laws and, to the
Knowledge of Seller, there are no currently existing circumstances that are
likely to result in any such Person being in violation of any Applicable Laws.

            (b) Each of the Transferred Companies and their Subsidiaries holds
all Permits necessary for the ownership and conduct of its business in each of
the jurisdictions in which it conducts or operates its business, and, with
respect to First Re, in which First Re will issue and renew any policy of
insurance relating to the Program Business, and such Permits are in full force
and effect. Except as set forth on the Disclosure Schedule, the consummation of
the transactions contemplated by this Agreement or the Other Transaction
Documents will not result in any revocation, cancellation or suspension of any
such Permit,


                                       33
<PAGE>   39




and there are no pending or, to the Knowledge of Seller, threatened Actions with
respect to revocation, cancellation, suspension or nonrenewal thereof, and, to
the Knowledge of Seller, there has occurred no event which (whether with notice
or lapse of time or both) will result in such a revocation, cancellation,
suspension or nonrenewal thereof.

                  (c) The Disclosure Schedule includes an accurate and complete
list of all final examination reports received by Seller from any Governmental
Authority with respect to any Transferred Company or any Subsidiary of any
Transferred Company, including, without limitation, First Re. Except for
generally applicable legal requirements and as set forth on the Disclosure
Schedule, there are no agreements or understandings between any Transferred
Company or any Subsidiary of any Transferred Company and any Governmental
Authority with respect to the payment of dividends or the maintenance of any
reserves.

                  3.25 Written Insurance Policies; Regulatory Filings. (a) All
policies and contracts of insurance and reinsurance entered into or issued, as
the case may be, by First Re, or which are being entered into or issued by First
Re as of the date hereof, are in compliance, and at their respective dates of
issuance were in compliance, in all material respects, with all Applicable Laws
and, to the extent required under Applicable Law, are on forms either approved
by the appropriate Governmental Authorities in the jurisdictions where issued or
which have been filed with and not objected to by such Governmental Authorities
within the period provided for objection. Any premium rates with respect to
insurance or reinsurance policies or contracts currently issued by First Re
which are required to be filed with or approved by any Governmental Authorities
have been so filed or approved in accordance with Applicable Law, and such
premiums charged thereon conform thereto.

                  (b) The Disclosure Schedule sets forth an accurate and
complete list of all underwriting management agreements to which any Transferred
Company or any Subsidiary of a Transferred Company is a party.

                  3.26 Employees and Agents. (a) The Disclosure Schedule sets
forth an accurate and complete list of all employees of each of the Transferred
Companies and their Subsidiaries (the "Transferred Employees"), together with
each such employee's position and present salary or compensation arrangement and
amount of the last increase thereof. All Contracts between any Transferred
Employee and Seller or any of its Affiliates are listed on the Disclosure
Schedule. On the Closing Date, the Transferred Employees will be the only
employees of the Transferred Companies and their Subsidiaries.


                                       34
<PAGE>   40
                  (b) The Disclosure Schedule sets forth as of the date hereof
an accurate and complete list of all employees of Homestead who may become,
subject to Section 5.13, employees of Oakley in connection with the underwriting
by First Re or Buyer or any of Buyer's Affiliates of policies of insurance or
reinsurance previously underwritten by Homestead (the "Homestead Employees"),
together with each such employee's position and present salary or compensation
arrangement and amount of the last increase thereof. All Contracts between any
Homestead Employee and Seller or any of its Affiliates are listed on the
Disclosure Schedule.

                  (c) (i) The Disclosure Schedule sets forth an accurate and
complete list of all agents, brokers and other Persons through whom First Re has
placed or sold insurance since January 1, 1995 (each, an "Agent"), including a
list of any Contract with any such Agent. To the Knowledge of Seller, each Agent
is duly licensed (to the extent that such licenses are required) in the
jurisdictions where the Agent places or sells such insurance for First Re, and
each Agent is duly authorized and appointed by First Re pursuant to any
applicable insurance laws. All Contracts between any Agent and First Re are in
compliance in all material respects with any applicable insurance laws. To the
Knowledge of Seller, no Agent is the subject of, or party to, any disciplinary
action or proceeding under any applicable insurance laws.

                   (ii) Except as set forth on the Disclosure Schedule, no Agent
         represented more than 5% of the gross premiums written by First Re or
         Oakley during the year ended December 31, 1996 or the nine months ended
         September 30, 1997.

                  (iii) To the Knowledge of Seller, no Agent intends to
         terminate or materially change their relationships with First Re as a
         result of the transactions contemplated by this Agreement.

                  3.27 Premium Balances Receivable. The premium balances
receivable of First Re as reflected in the Convention Statements, to the extent
uncollected on the date hereof, are valid and existing and represent monies due,
and First Re has made reserves reasonably considered adequate for receivables
not collectible in the ordinary course of business, and (subject to the
aforesaid reserves) are subject to no refunds or other adjustments and to no
defenses, rights of setoff, assignments, restrictions, Encumbrances or
conditions enforceable by third parties on or affecting any thereof. The
Disclosure Schedule sets forth a list of each premium balance receivable in
excess of $5,000 which is more than 90 days past due as of January 1, 1998
(showing as to each such receivable, the amount thereof and the date due).


                                       35
<PAGE>   41
                  3.28 Employee Benefit Plans; ERISA. (a) Each "employee benefit
plan" (as defined in Section 3(3) of the Employee Retirement Income Security Act
of 1974, as amended ("ERISA")), bonus, deferred compensation, stock option or
other written Contract relating to employment or fringe benefits for employees,
maintained or contributed to by any Transferred Company or any Subsidiary of any
Transferred Company (collectively, the "Plans") is listed on the Disclosure
Schedule, is in substantial compliance with any and all Applicable Laws and has
been administered and operated in all material respects in accordance with its
terms.

                  (b) Each Plan which is intended to be "qualified" within the
meaning of Section 401(a) of the Code, has received a favorable determination
letter from the Internal Revenue Service and no event has occurred and no
condition exists which could reasonably be expected to result in the revocation
of any such determination. No Plan is subject to Title IV of ERISA, Part 3 of
Subtitle B of Title I of ERISA or the minimum funding requirements of Section
412 of the Code. Other than with respect to the Plans, neither Seller nor any of
its Affiliates has any Liability under any employee benefit plan, bonus,
deferred compensation, stock option or other written Contract relating to
employment or fringe benefits for employees.

                  (c) Neither Seller, any Affiliate of the Seller nor any other
"disqualified person" or "party in interest" (as defined in Section 4975(e)(2)
of the Code and Section 3(14) of ERISA, respectively) has engaged in any
transaction in connection with any Plan that could reasonably be expected to
result in the imposition of a material penalty pursuant to Section 502(i) of
ERISA, damages pursuant to Section 409 of ERISA or a tax pursuant to Section
4975(a) of the Code. None of Seller or any of its Affiliates has maintained any
Plan (other than a Plan which is intended to be "qualified" within the meaning
of Section 401(a) of the Code) which provides benefits with respect to employees
or former employees of any Transferred Company or any Subsidiary of any
Transferred Company following their termination of service with such Transferred
Company or such Subsidiary (other than as required pursuant to Section 601 of
ERISA).

                  (d) No individual shall accrue or receive additional benefits,
service or accelerated rights to payment of benefits as a direct result of the
transactions contemplated by this Agreement. No material Liability, audit or
Action has been incurred, made, commenced or, to the Knowledge of Seller,
threatened, by or against Seller or any of its Affiliates with respect to any
Plan (other than for benefits payable in the ordinary course).


                                       36
<PAGE>   42
                  (e) No Plan is a "multiemployer plan" (as defined in Section
4001(a)(3) of ERISA), and neither any Transferred Company nor any Subsidiary of
any Transferred Company has been obligated to contribute to any multiemployer
plan. No material Liability has been, or could reasonably be expected to be,
incurred under Title IV of ERISA (other than for benefits payable in the
ordinary course or Pension Benefit Guaranty Corporation insurance premiums) or
Section 412(f) or (n) of the Code by any entity required to be aggregated with
any Transferred Company or any Subsidiary of any Transferred Company pursuant to
Section 4001(b) of ERISA and/or Section 414(b) or (c) of the Code (and the
regulations promulgated thereunder) with respect to any "employee pension
benefit plan" (as defined in Section 3(2) of ERISA) which is not a Plan.

                  (f) With respect to each Plan, Seller has delivered or made
available to Buyer complete and accurate copies of the following documents, as
applicable, for each respective Plan: (i) all Plan documents, with all
amendments thereto; (ii) the current summary plan description with any
applicable summaries of material modifications thereto as well as any other
material employee communications; (iii) all current trust agreements and/or
other documents establishing Plan funding arrangements; (iv) the most recent
Internal Revenue Service determination letter and, if a request for such a
letter has been filed and is currently pending with the Internal Revenue
Service, a copy of such filing; (v) the three most recently prepared Forms 5500;
(vi) the three most recently prepared actuarial valuation reports; (vii) the
most recently prepared financial statements; and (viii) all material related
Contracts, including without limitation, insurance contracts, service provider
agreements and investment management and investment advisory agreements.

                  3.29 Transactions with Certain Persons. (a) Neither any
officer, director or employee of Seller, any Transferred Company or any
Subsidiary of any Transferred Company nor, to the Knowledge of Seller, any
member of any such Person's immediate family is presently a party to any
material transaction with either a Transferred Company or any Subsidiary of a
Transferred Company, including, without limitation, any Contract or other
arrangement (i) providing for the furnishing of material services by, (ii)
providing for the rental of material real or personal property from, or (iii)
otherwise requiring material payments to (other than for services as officers,
directors or employees of such Transferred Company or such Subsidiary) any such
Person.

                  (b) The Disclosure Schedule identifies (i) all Contracts or
other arrangements in existence or effect as of the date hereof between any
Transferred Company or any Subsidiary of any Transferred Company, on the one
hand, and Seller or any of its Affiliates (other than the Transferred Companies
and their

                                       37
<PAGE>   43
Subsidiaries), on the other hand, and (ii) any payments, reimbursements and
other distributions of any nature whatsoever made since January 1, 1997 by any
Transferred Company or any Subsidiary of any Transferred Company, on the one
hand, to Seller or any of its Affiliates (other than the Transferred Companies
and their Subsidiaries), on the other hand. All such payments, reimbursements
and other distributions were made in compliance with any Applicable Laws and the
terms of any applicable Contracts.

                  (c) Except as set forth on the Disclosure Schedule, since
January 1, 1997, Seller and each Transferred Company and/or any of its
Subsidiaries have not settled any intercompany trade receivables and payables,
other than in the ordinary course of business consistent with past practice.

                  (d) Except as set forth on the Disclosure Schedule, since
January 1, 1997, Seller has not changed any of its policies or procedures
applicable to creation or settlement of intercompany charges with any
Transferred Company or any Subsidiary of any Transferred Company. Except as set
forth on the Disclosure Schedule, since January 1, 1997, Seller has allocated
expenses among its Affiliates (including the Transferred Companies and their
Subsidiaries) in a fair and reasonable manner.

                  3.30 Taxes. For purposes of this Section 3.30, any reference
to a Transferred Company shall include any corporation which merged or was
liquidated with and into the Transferred Company.

                  (a) All Tax Returns which are required to be filed by, or with
respect to, a Transferred Company or any Subsidiary thereof on or prior to the
Closing Date (the "Company Returns") have been, or will be, timely filed.

                  (b) The Company Returns are true, complete and accurate in all
material respects.

                  (c) All Taxes due and payable by or with respect to each
Transferred Company and its Subsidiaries (whether or not shown on any Tax
Return) have been, or prior to the Closing Date will be, timely paid.

                  (d) There is no claim, audit or Action now pending or, to the
Knowledge of Seller, threatened against a Transferred Company or any of its
Subsidiaries with respect to any Tax for which the Transferred Company or its
Subsidiaries could be liable.


                                       38
<PAGE>   44
                  (e) Neither a Transferred Company nor any Subsidiary thereof
is delinquent in the payment of any Tax.

                  (f) No extension or waiver of the statute of limitations
period applicable to any Taxes or any Company Return, which period (after giving
effect to such extension or waiver) has not yet expired, has been granted by or
with respect to any Transferred Company or any Subsidiary thereof.

                  (g) The statute of limitations for the assessment of all
income, employment or premiums Taxes has expired for all applicable Tax Returns
of the Transferred Companies and their Subsidiaries or those Tax Returns have
been examined by the appropriate taxing authorities for all periods through
January 31, 1993, and no deficiency for any such Taxes has been proposed,
asserted or assessed against a Transferred Company or any Subsidiary thereof
that has not been resolved or paid in full.

                  (h) No Tax Ruling has been received and no Closing Agreement
has been entered into by or with respect to a Transferred Company or any
Subsidiary thereof that would have a continuing adverse effect after the Closing
Date. "Tax Ruling" shall mean a written ruling of a taxing authority relating to
Taxes. "Closing Agreement" shall mean a written and legally binding agreement
with a taxing authority relating to Taxes. There are no requests for rulings or
determinations in respect of any Tax pending between a Transferred Company or
any Subsidiary thereof and any taxing authority.

                  (i) Neither a Transferred Company nor any Subsidiary thereof
is a party to any Tax allocation or sharing agreement other than a Tax
Allocation Agreement between Seller and its Subsidiaries. Neither a Transferred
Company nor any Subsidiary thereof is currently under any obligation to pay any
amounts as a result of being party, or having been party, to any Tax sharing
agreement other than the Tax Allocation Agreement between Seller and its
Subsidiaries.

                  (j) Neither a Transferred Company nor any Subsidiary thereof
is currently under any express or implied obligation to indemnify any other
person for Taxes other than under the Tax Allocation Agreement between the
Seller and its Subsidiaries.

                  (k) There are no Encumbrances for Taxes upon the assets of any
Transferred Company or any Subsidiary thereof.

                  (l) Neither a Transferred Company nor any Subsidiary thereof
will be required to include any adjustment in taxable income for any tax period
ending after the Closing Date under Section 481(a) of the Code (or any similar
provision of the Tax laws of any jurisdiction) as a result of a voluntary change
in

                                       39
<PAGE>   45
method of accounting for a taxable period ending before, or beginning before and
ending after, the Closing Date or pursuant to the provisions of any agreement
entered into with any taxing authority with regard to the Tax liability of the
Transferred Company or any Subsidiary thereof and, to the Knowledge of Seller,
the Internal Revenue Service has not proposed any such adjustment or change in
accounting method.

                  (m) All Taxes which a Transferred Company or any Subsidiary
thereof is required by law to withhold, collect and pay over with respect to
amounts paid or owing to any employee, independent contractor, creditor,
stockholder or other third party have been duly withheld or collected, and have
been paid over to the proper authorities to the extent due and payable within
the time and in the manner prescribed by law, rules and regulations relating to
the payment and withholding of Taxes.

                  (n) Neither a Transferred Company nor any Subsidiary thereof
has filed (or will file prior to Closing) a consent pursuant to Section 341(f)
of the Code or has agreed to have Section 341(f)(2) of the Code apply to any
disposition of a "subsection (f) asset" (as that term is defined in Section
341(f)(4) of the Code) owned by the Transferred Company or any Subsidiary
thereof.

                  (o) Neither a Transferred Company nor any Subsidiary thereof
is a party to any Contract that would result, separately, or in the aggregate,
in the payment of any "excess parachute payments" within the meaning of Section
280G of the Code.

                  (p) No power of attorney currently in force has been granted
by any Transferred Company or any Subsidiary thereof concerning any Tax matter.

                  (q) Seller, the Transferred Companies and their Subsidiaries
have made available to Buyer complete and accurate copies of all Tax Returns
relating to Taxes based on net income, and any amendments thereto, filed by or
on behalf of Seller, the Transferred Companies and their Subsidiaries for the
years ended 1996, 1995 and 1994.

                  (r) No property of a Transferred Company or any Subsidiary
thereof is property that the Transferred Company or Subsidiary or any other
party to this transaction is or will be required to treat as being owned by
another person pursuant to the provisions of Section 168(f)(8) (as in effect
prior to its amendment by the Tax Reform Act of 1986) or is "tax-exempt use
property" within the meaning of Section 168 of the Code.

                  3.31     Insurance.  The Disclosure Schedule sets forth, as
of the date hereof, an accurate and complete list of all policies

                                       40
<PAGE>   46
of insurance relating to the assets, properties, business, operations,
employees, officers or directors of the Transferred Companies and their
Subsidiaries. The Disclosure Schedule also describes each pending claim under
any of such policies of more than $10,000 and sets forth the aggregate amounts
paid out under each such policy through the date hereof. Such policies are valid
and binding in accordance with their terms and are in full force and effect and
insure against risks and liabilities customary for the businesses in which the
Transferred Companies and their Subsidiaries are engaged. Neither Seller nor any
Transferred Company or any of its Subsidiaries has received a notice of
cancellation or nonrenewal of any such policy and, to the Knowledge of Seller,
no state of facts exists which might form the basis for termination of any such
policy. Each of the Transferred Companies and their Subsidiaries has, or has
made or will make provision for, insurance coverage consistent with current
practices through the Closing Date. None of the insurance policies for the
benefit of the Transferred Companies and their Subsidiaries is in default, and
neither Seller nor any Transferred Company nor any Subsidiary of a Transferred
Company has failed to give any notice or present any claim thereunder in due or
timely fashion or as required by any of such insurance policies so as to
jeopardize full recovery under such policies. Seller or the Transferred
Companies and their Subsidiaries paid or will pay all premiums payable for
periods through the Closing Date with respect to such insurance policies.

                  3.32 Environmental Laws. To the Knowledge of Seller, except as
set forth on the Disclosure Schedule: (i) each of the Transferred Companies and
each of its Subsidiaries is in compliance with all applicable Environmental
Laws, and possesses and is in compliance with all Environmental Permits required
under such laws for the conduct of its business and operations, (ii) there are
no past, present or future events, conditions, circumstances, practices, plans
or legal requirements that would reasonably be expected to prevent any
Transferred Company or any of its Subsidiaries from, or increase the burden on
any Transferred Company or any of its Subsidiaries in, complying with applicable
Environmental Laws or obtaining, renewing or complying with all Environmental
Permits required under such laws for the conduct of its business and operations,
and (iii) there are and have been no conditions at any property owned, operated
or otherwise used by any Transferred Company or any of its Subsidiaries now or
in the past, or at any other location, that would reasonably be expected to give
rise to Liability of any Transferred Company or any of its Subsidiaries under
any Environmental Law.


                                       41
<PAGE>   47
                  3.33 Preferred Shares. The Preferred Shares to be acquired
under this Agreement will be acquired by Seller for its own account and not for
the purpose of a public distribution. Seller will refrain from transferring or
otherwise disposing of any of the Preferred Shares acquired by it, or any
interest therein, in such manner as to violate any registration provision of the
Securities Act or any applicable state securities law regulating the disposition
thereof or any provision of the Shareholders' Agreement. Seller agrees that the
certificates representing the Preferred Shares have not been registered under
the Securities Act or any state securities laws, and that no interest therein
may be transferred or otherwise disposed of in violation of the provisions
thereof.

                  3.34 Collective Bargaining; Labor Disputes; Compliance. No
general work stoppage or other significant labor dispute with respect to any
Transferred Company or any Subsidiary of any Transferred Company is pending or,
to the Knowledge of Seller, threatened, and no application for certification of
a collective bargaining agent is pending or, to the Knowledge of Seller,
threatened with respect to the business of any Transferred Company or any
Subsidiary of any Transferred Company. No employees of any Transferred Company
or any Subsidiary of any Transferred Company are covered by a collective
bargaining agreement. Each of the Transferred Companies and their Subsidiaries
has complied in all material respects with all Applicable Laws relating to the
employment and safety of labor, including provisions relating to wages, hours,
benefits, collective bargaining, the payment of social security and similar
Taxes, and all Applicable Laws regarding occupational safety and health with
respect to employees employed by it.

                  3.35 No Brokers. Except as set forth on the Disclosure
Schedule, none of Seller or any of its Affiliates has employed, or is subject to
any valid claim of, any broker, finder, consultant or other intermediary in
connection with the transactions contemplated by this Agreement. Seller is
solely responsible for any payment, fee or commission that may be due to any of
the Persons listed on the Disclosure Schedule in connection with the
transactions contemplated hereby.

                  3.36 Absence of a Seller Material Adverse Effect. Except as
set forth on the Disclosure Schedule, since January 1, 1997, there has been no
event or occurrence which has had, or would reasonably be expected to have,
individually or in the aggregate, a Seller Material Adverse Effect; provided,
however, to the extent such effect results from any of the following, such
effect shall not be considered a Seller Material Adverse Effect: (a) general
conditions applicable to the economy of the United States, including changes in
interest rates, and (b) conditions generally affecting the property and casualty
insurance industry.

                                       42
<PAGE>   48
                  3.37 No Other Agreements. None of Seller or any of its
Affiliates has any Contract, absolute or contingent, with any other Person to
sell the capital stock, assets or business of any Transferred Company or any
Subsidiary of any Transferred Company or to effect any merger, consolidation or
other reorganization of any Transferred Company or any Subsidiary of any
Transferred Company or to enter into any agreement with respect thereto.


                                   ARTICLE IV

                     REPRESENTATIONS AND WARRANTIES OF BUYER

           Buyer hereby represents and warrants to Seller as follows:

                  4.1 Organization of Buyer. Each of Buyer and its Subsidiaries
is a corporation duly organized, validly existing and in good standing under the
laws of its state of incorporation and has full corporate power and authority to
own, operate and lease its properties and to conduct its business as it is
presently being conducted. Buyer has full corporate power and authority to enter
into and to perform its obligations under this Agreement and under the Other
Transaction Documents.

                  4.2 Authorization. The execution, delivery and performance of
this Agreement and the Other Transaction Documents and the consummation of the
transactions contemplated hereby and thereby have been duly and validly
authorized by all necessary corporate action on the part of Buyer, and no other
corporate proceedings on the part of Buyer are necessary to authorize this
Agreement and the Other Transaction Documents and the transactions contemplated
hereby and thereby. Each of this Agreement and the Other Transaction Documents
has been or will be duly executed and delivered by Buyer and, assuming the due
execution by the other parties hereto and thereto, constitutes or will
constitute the legal, valid and binding obligation of Buyer, enforceable against
it in accordance with its terms, except as enforceability may be limited by
applicable bankruptcy, insolvency, reorganization, or similar laws affecting
creditors' rights generally and by general principles of equity.

                  4.3 Conflict or Violation. Neither the execution and delivery
of this Agreement or any Other Transaction Document, nor the consummation of the
transactions contemplated hereby or thereby, will result in (a) a violation of
or a conflict with any provision of the certificate of incorporation or bylaws
of Buyer or any of its Subsidiaries, (b) a breach of, or a default under, any
term or condition of, or otherwise cause any impairment of, any Contract,
indebtedness, Encumbrance, franchise, Permit, authorization or concession to
which Buyer or any of its

                                       43
<PAGE>   49
Subsidiaries is a party or is subject or by which any of their respective assets
or properties are bound, (c) a violation by Buyer or any of its Subsidiaries of
any Applicable Law, (d) other than those Encumbrances or restrictions which
arise in connection with any financing arrangement undertaken by Buyer in
connection with the transactions contemplated hereby, the imposition of any
material Encumbrance or other restriction on the business of Buyer or any of its
Subsidiaries or on any of their respective assets, or (e) any right of
termination, cancellation or acceleration under any Contract to which Buyer or
any of its Subsidiaries is a party or by or to which it or any of their
respective assets or properties may be bound or subject.

                  4.4 Consents and Approvals. Except as set forth on Schedule
4.4, no consent, approval or authorization of, or declaration, filing or
registration with, any Governmental Authority, or any other Person, is required
to be made or obtained by Buyer or any of its Subsidiaries on or prior to the
Closing Date in connection with the execution, delivery and performance of this
Agreement or any Other Transaction Document or the consummation of the
transactions contemplated hereby or thereby. At such time as all conditions to
the transactions to be consummated hereby have otherwise been satisfied, no vote
of the holders of any class or series of Buyer's capital stock not theretofore
obtained will be necessary or required (under Applicable Law or otherwise) to
approve this Agreement and the transactions contemplated hereby.

                  4.5 Capital Stock. (a) The authorized capital stock of Buyer
consists of 15,000,000 shares of Common Stock of which 6,688,340 shares (as such
number may be adjusted for any shares of Common Stock issued in respect of the
options and warrants set forth on Schedule 4.5 which are exercised between the
date hereof and Closing) are issued and outstanding, and 1,000,000 shares of
preferred stock, par value $.01 per share, none of which are issued and
outstanding and 30,000 of which have been designated Convertible Preferred
Stock.

                  (b) All of the issued and outstanding shares of Common Stock
have been duly authorized and validly issued, are fully paid and non-assessable
and represent the only shares of capital stock of Buyer which are issued and
outstanding. Except with respect to the Convertible Preferred Stock and as set
forth on Schedule 4.5, there are no subscriptions, options, warrants, calls,
commitments, preemptive rights or other rights of any kind outstanding for the
purchase of, nor any securities convertible or exchangeable for, any equity
interests of Buyer. Except as contemplated by the Registration Rights Agreement,
no Person has any registration rights with respect to any securities of the
Buyer or any of its Subsidiaries.


                                       44
<PAGE>   50
                  (c) The Preferred Shares will, when issued and delivered
pursuant to Sections 2.3 and 2.7, be duly authorized, validly issued, fully paid
and non-assessable, and free and clear of any Encumbrances (except Encumbrances
arising as a result of any action taken by Seller or any of its Affiliates or
which arise as a result of the escrow arrangements contemplated by Sections 2.3,
2.6, 2.7, 2.8 and 2.9 hereof).

                  (d) On the Closing Date, the number of shares of Common Stock,
sufficient for issuance to effect the conversion of all of the Preferred Shares,
will be reserved by Buyer. Following the Closing Date, Buyer will, at any time,
have reserved the number of shares of Common Stock sufficient for issuance to
effect the conversion of the Preferred Shares outstanding at such time. The
shares of the Common Stock issuable upon conversion of the Preferred Shares
will, when issued and delivered, be duly authorized, validly issued, fully paid
and non-assessable, and free and clear of any Encumbrances (except Encumbrances
arising as a result of any action taken by Seller or any of its Affiliates or
which arise as a result of the escrow arrangements contemplated by Sections 2.3,
2.6, 2.7, 2.8 and 2.9 hereof).

                  (e) Except as contemplated by the Shareholders' Agreement, to
the Knowledge of Buyer, there are no voting trusts or other written agreements
or understandings with respect to the voting of shares of the capital stock of
Buyer.

                  3.6 SEC Reports; Company Financial Statements. Since January
1, 1995, Buyer has timely filed all reports, schedules, registration statements,
definitive proxy statements or information statements and all other documents,
together with any amendments required to be made thereto, required to be filed
with the Securities and Exchange Commission ("SEC") under the Securities Act, or
the Securities Exchange Act of 1934, as amended (the "Exchange Act") (as such
documents have since the time of their filing been amended, the "Buyer SEC
Documents"). As of their respective dates, the Buyer SEC Documents complied in
all material respects with the requirements of the Securities Act or the
Exchange Act, as applicable, and the rules and regulations of the SEC thereunder
applicable to such Buyer SEC Documents, and none of the Buyer SEC Documents
contained any untrue statement of a material fact or omitted to state a material
fact required to be stated therein or necessary to make the statements therein,
in light of the circumstances under which they were made, not misleading. The
financial statements of Buyer included in the Buyer SEC Documents comply as to
form in all material respects with applicable accounting requirements and with
the published rules and regulations of the SEC with respect thereto, have been
prepared in accordance with GAAP applied on a consistent basis during the
periods involved (except as may be indicated therein

                                       45
<PAGE>   51
or in the notes thereto or in the case of unaudited statements as may be
permitted by Form 10-Q) and fairly present (subject, in the case of the
unaudited financial statements, to normal, recurring audit adjustments) the
consolidated financial position of Buyer and its Subsidiaries as at the dates
thereof and the consolidated results of their operations, changes in
stockholders' equity and cash flows for the periods then ended.

                  4.7 No Brokers. Except as set forth on Schedule 4.7, none of
Buyer or any of its Affiliates has employed, or is subject to any valid claim
of, any broker, finder, consultant or other intermediary in connection with the
transactions contemplated by this Agreement. Buyer is solely responsible for any
payment, fee or commission that may be due to any of the Persons listed on
Schedule 4.7 in connection with the transactions contemplated hereby.

                  4.8 Legal Matters. Except as described in the Buyer SEC
Documents, there are no Actions pending or, to the Knowledge of Buyer,
threatened against or relating to Buyer or any of its Subsidiaries or their
respective properties or assets that individually or in the aggregate could
reasonably be expected to have a Buyer Material Adverse Effect. Except as
described in the Buyer SEC Documents, neither Buyer nor any of its Subsidiaries
is in default with respect to any judgment, order, writ, injunction or decree of
any Governmental Authority applicable to it or to its respective properties or
assets, which default constitutes, or could reasonably be expected to
constitute, a Buyer Material Adverse Effect.

                  4.9 Compliance with Law; Permits and Licenses. (a) Except as
described in the Buyer SEC Documents, each of the Buyer and its Subsidiaries is
in compliance with all Applicable Laws. None of the Buyer or any of its
Subsidiaries has received any written notice to the effect that any of Buyer or
any of its Subsidiaries is not in compliance with any such Applicable Laws and,
to the Knowledge of Buyer, there are no currently existing circumstances that
are reasonably likely to result in violations of any such Applicable Laws.

                  (b) Except as described in the Buyer SEC Documents, each of
the Buyer and its Subsidiaries holds all Permits necessary for the ownership and
conduct of its business in each of the jurisdictions in which it conducts or
operates its business, and such Permits are in full force and effect. The
consummation of the transactions contemplated by this Agreement or the Other
Transaction Documents will not result in any revocation, cancellation or
suspension of any such Permit, and there are no pending or, to the Knowledge of
Buyer, threatened Actions with respect to revocation, cancellation, suspension
or nonrenewal thereof, and, to the Knowledge of Buyer, there has

                                       46
<PAGE>   52
occurred no event which (whether with notice or lapse of time or both) will
result in such a revocation, cancellation, suspension or nonrenewal thereof.

                  4.10 Absence of a Buyer Material Adverse Effect. Except as
disclosed in the Buyer SEC Documents, since January 1, 1997, there has been no
event or occurrence which has had, or could reasonably be expected to have,
individually or in the aggregate, a Buyer Material Adverse Effect; provided,
however, to the extent such effect results from any of the following, such
effect shall not be considered a Buyer Material Adverse Effect: (a) general
conditions applicable to the economy of the United States, including changes in
interest rates, (b) conditions generally affecting the property and casualty
insurance industry, or (c) conditions or effects resulting from Buyer's
participation in the transactions contemplated hereby.


                                    ARTICLE V

                              ADDITIONAL AGREEMENTS
                               OF SELLER AND BUYER

                  5.1 Maintenance of Business and Preservation of Permits and
Services. From the date of this Agreement until the earlier of the Closing or
the termination of this Agreement in accordance with Section 11.1, Seller shall:

                  (a) cause each of the Transferred Companies and their
Subsidiaries to conduct its business in the ordinary course and consistent with
past practice and to use reasonable commercial efforts to (i) preserve intact
its business organization, (ii) preserve the goodwill and business relationships
with suppliers, customers, licensees, licensors, agents, reinsurers and all
others having business relationships with it, (iii) keep available the services
of its respective present officers, employees, consultants and agents, (iv)
defend and protect its assets from infringement or usurpation, (v) perform all
of its obligations under all Contracts relating to or affecting its assets or
its business, (vi) conduct its business in such a manner so that the
representations and warranties contained in Article III hereof shall continue to
be true, complete and accurate on and as of the Closing Date with the same force
and effect as if made on and as of the Closing Date in a manner so as to satisfy
the condition set forth in Section 7.1, (vii) maintain its books, accounts and
records in the usual manner consistent with past practice and (viii) comply in
all material respects with all Applicable Laws; and


                                       47
<PAGE>   53
                  (b) not permit any Transferred Company or any Subsidiary of
any Transferred Company to undertake any of the actions specified in Section 3.7
hereof.

                  5.2 Additional Financial Statements. (a) From the date hereof
to the Closing Date, Seller shall prepare, and promptly deliver to Buyer,
monthly unaudited financial statements for each of the Transferred Companies and
its Subsidiaries in scope and detail reasonably satisfactory to Buyer. Such
financial statements will have been prepared in the ordinary course of business
on a basis consistent with the financial statements referenced in Section
3.18(b) and will present fairly the information contained therein.

                  (b) Promptly after they become available, Seller shall furnish
to Buyer all statutory statements of First Re for any calendar years or quarters
ending after September 30, 1997 but prior to the Closing Date. Such statutory
statements shall have been prepared on a basis consistent with the Convention
Statements, and, with respect to the financial statements included therein, in
accordance with SAP.

                  (c) From the date hereof to the Closing Date, Seller will (i)
provide to Buyer a monthly management report in scope and detail reasonably
satisfactory to Buyer; (ii) provide to Buyer a monthly statement of investments
in detail reasonably satisfactory to Buyer and (iii) provide to Buyer a monthly
list of all claims paid under any insurance or reinsurance policy issued by
First Re in excess of $10,000. Each such report or statement shall present
fairly the information set forth therein in accordance with accounting policies
and procedures consistent with past practice.

                  (d) From the date hereof to the Closing Date, Buyer shall
prepare, and promptly deliver to Seller, monthly unaudited consolidated
financial statements for Buyer and its Subsidiaries. Such financial statements
will have been prepared in the ordinary course of business in accordance with
GAAP and will present fairly the information contained therein.

                  5.3 Investigation. (a) From the date hereof through the
Closing Date, Seller shall, and shall cause each of the Transferred Companies
and their Subsidiaries to, allow Buyer and its authorized agents and
representatives complete access, upon reasonable notice and during normal
business hours, to all Contracts and information of or relating to the assets,
Liabilities, operations, personnel and other aspects of the business of Seller
and its Subsidiaries in connection with the Buyer's investigation of matters
related to the transactions contemplated by this Agreement and Buyer's
examination of the condition of the Seller and its Subsidiaries in order to
verify

                                       48
<PAGE>   54
the representations and warranties of Seller hereunder; provided, however, that
any information obtained from Seller or any of its Affiliates in connection with
such investigation and examination shall be deemed to be subject to the Buyer
Confidentiality Agreement; and provided, further, that Buyer's investigation
shall be conducted in such a manner as not to interfere unreasonably with the
business and operations of Seller and its Subsidiaries. Seller shall cause its
employees and the employees of its Subsidiaries to provide reasonable assistance
to Buyer in connection with its investigation and examination. No investigation
or examination pursuant to this Section 5.3(a) shall affect any representations
or warranties of Seller or the conditions to the obligations of Seller.
Notwithstanding any right of Buyer to investigate and examine the affairs of the
Transferred Companies and their Subsidiaries and notwithstanding any knowledge
of facts determined or determinable by Buyer pursuant to such investigation or
examination, Buyer has the right to rely fully upon the representations,
warranties, covenants and agreements of Seller contained in this Agreement.

                  (b) From the date hereof through the Closing Date, Buyer shall
allow Seller and its authorized agents and representatives access, upon
reasonable notice and during normal business hours, to all Contracts and
information of or relating to the assets, Liabilities and operations of Buyer
and its Subsidiaries which are located at the principal office of Buyer in New
York, New York in connection with Seller's examination of the condition of Buyer
and its Subsidiaries in order to verify the representations and warranties of
Seller hereunder; provided, however, that, to the extent any information
reasonably requested by Seller or any of its agents or representatives is not
available at Buyer's principal office in New York, New York, Buyer hereby agrees
to use its commercially reasonable efforts to obtain and make such information
available to Seller or such agent or representative. Any examination by Seller
or any of its agents or representatives conducted pursuant to this Section
5.3(b) shall be conducted in such a manner as to not interfere unreasonably with
the business and operations of Buyer and its Subsidiaries and any information
obtained in connection with such examination shall be subject to the Seller
Confidentiality Agreement. Buyer shall cause the officers of Buyer to provide
reasonable assistance to Seller in connection with its examination. No
investigation or examination pursuant to this Section 5.3(b) shall affect any
representation or warranty of Buyer or the conditions to the obligations of
Buyer. Notwithstanding any right of Seller to investigate and examine the
affairs of Buyer and its Subsidiaries and notwithstanding any knowledge of facts
determined or determinable by Seller pursuant to such investigation or
examination, Seller has the right to fully rely upon the representations,
warranties, covenants and agreements of Buyer contained in this Agreement.

                                       49
<PAGE>   55
                  5.4 Regulatory Matters; Third Party Consents. (a) From the
date hereof through the Closing Date, Buyer and Seller shall cooperate with each
other and use their respective commercially reasonable efforts promptly to
prepare and file all necessary documentation with, and to obtain as promptly as
practicable all Permits of, all third parties and Governmental Authorities which
are necessary or advisable to consummate the transactions contemplated by this
Agreement, including, without limitation, any filings under the HSR Act or in
connection with the underwriting by First Re or Buyer or any of Buyer's
Affiliates of any policies of insurance or reinsurance previously underwritten
by Homestead. Buyer and Seller shall have the right to review in advance, and
shall consult with the other on, in each case subject to any laws relating to
the exchange of information, all the information relating to Seller, any
Transferred Company and any Subsidiary of a Transferred Company or Buyer, as the
case may be, and any of their respective Affiliates (other than any stockholder
of Seller), which appear in any filing made with, or written materials submitted
to, any third party or any Governmental Authority in connection with the
transactions contemplated by this Agreement. The parties hereto agree that they
will consult with each other with respect to the obtaining of all Permits of all
third parties and Governmental Authorities necessary or advisable to consummate
the transactions contemplated by this Agreement, including, without limitation,
the underwriting by First Re or Buyer or any of Buyer's Affiliates of any
policies of insurance or reinsurance previously underwritten by Homestead, and
each party shall keep the other apprised of the status of matters relating to
completion of the transactions contemplated herein, including, without
limitation, the underwriting by First Re or Buyer or any of Buyer's Affiliates
of any policies of insurance or reinsurance previously underwritten by
Homestead. The party responsible for any such filing shall promptly deliver to
the other party evidence of the filing of all applications, filings,
registrations and notifications relating thereto, and the filing of any
supplement, amendment or item of additional information in connection therewith.
The party responsible for a filing shall also promptly deliver to the other
party a copy of each material notice, order, opinion and other item of
correspondence received by such filing party from any Governmental Authority in
respect of any such application. In exercising the foregoing rights and
obligations, Buyer and Seller shall act reasonably and as promptly as
practicable.

                  (b) From the date hereof through the Closing Date, Buyer and
Seller shall, upon request, furnish each other with all information concerning
themselves and their Subsidiaries, directors, officers and stockholders and such
other matters as may be reasonably necessary in connection with any statement,

                                       50
<PAGE>   56
filing, notice or application made by or on behalf of Buyer or Seller, as the
case may be, or any of its respective Affiliates, to any Governmental Authority
in connection with the transactions contemplated by this Agreement.

                  (c) From the date hereof through the Closing Date, Buyer and
Seller shall promptly advise each other upon receiving any communication from
any Governmental Authority whose consent or approval is required for
consummation of the transactions contemplated by this Agreement, including,
without limitation, the underwriting by First Re or Buyer or any of Buyer's
Affiliates of any policies of insurance or reinsurance previously underwritten
by Homestead, which causes such party to believe that there is a reasonable
likelihood that the requisite consent or approval will not be obtained or that
the receipt of such consent or approval will be materially delayed.

                  5.5 Notification of Certain Matters. (a) From the date hereof
through the Closing Date, each of Seller and Buyer shall give prompt written
notice to the other party of (i) the occurrence, or failure to occur, of any
event or existence of any condition that has caused or could reasonably be
expected to cause any of its representations or warranties contained in this
Agreement to be untrue or inaccurate in any material respect and (ii) any
failure on its part to comply with or satisfy, in any material respect, any
covenant, condition or agreement to be complied with or satisfied by it
hereunder.

                  (b) From the date hereof through the Closing Date, (i) Seller
shall promptly inform Buyer of any communication (whether oral or written)
received by Seller or First Re or any of their Affiliates from A.M. Best Company
Inc. ("A.M. Best") which expressly provides that A.M. Best will downgrade First
Re's claims paying ability rating or that A.M. Best is reviewing such rating for
a potential downgrade and (ii) Buyer shall inform Seller of any communication
(whether oral or written) received by Buyer from A.M. Best which expressly
provides that A.M. Best will downgrade Buyer's claims paying ability rating.

                  5.6 Exclusivity.  From the date hereof through the Closing
Date:

                  (a) Seller and each of its Affiliates shall cease any
discussions or negotiations with any third party regarding (i) any merger, sale
of assets not in the ordinary course of business, acquisition, business
combination, change of control, bulk reinsurance transaction or other similar
transaction involving any Transferred Company or any Subsidiary of any
Transferred Company, (ii) any purchase or other acquisition by any Person of any
shares of the capital stock of any Transferred Company or any Subsidiary of any
Transferred Company, or

                                       51
<PAGE>   57
(iii) any sale or issuance by any Transferred Company or any Subsidiary of any
Transferred Company of any shares of its capital stock (collectively,
"Prohibited Transactions");

                  (b) None of Seller, the Transferred Companies or any of their
Subsidiaries shall, nor shall any of them authorize or permit any of their
respective directors, officers, employees, representatives, agents or Affiliates
to, directly or indirectly, solicit, initiate, encourage, respond favorably to,
permit or condone inquiries or proposals from, or provide any confidential
information to, or participate in any discussions or negotiations with, any
Person (other than Buyer and its directors, officers, employees, representatives
and agents) concerning a Prohibited Transaction;

                  (c) Seller shall promptly advise Buyer of, and communicate to
Buyer the terms and conditions of (but not the identity of the Person making),
any bona fide inquiry or proposal received concerning a Prohibited Transaction;
and

                  (d) Seller shall use its best efforts to enforce the terms of
any confidentiality or standstill agreements with third parties relating to any
Transferred Company or any Subsidiary of any Transferred Company or any of the
business, assets or employees of any of the foregoing and to require any such
third party to return any confidential information regarding any of the
foregoing which they may have obtained pursuant to any such agreement. All of
Seller's rights in and to such confidentiality and standstill agreements shall
be assigned to Buyer upon the occurrence of the Closing.

                  5.7 Cooperation; Accounting and Other Matters. Prior to the
Closing Date, Seller shall, and Seller shall cause each of the Transferred
Companies and their Subsidiaries, and the officers, employees, accountants and
other representatives of such companies to, cooperate with Buyer in respect of
any proposed public offering or private placement of securities, or arrangement
of financing by Buyer, the proceeds of which are to be used to finance a portion
of the Purchase Price of the Shares by Buyer, and, without limitation of the
foregoing, shall cause to be prepared, at Buyer's expense, such financial
statements of the Transferred Companies and their Subsidiaries as may be
required by the rules and regulations of the Commission promulgated under the
Securities Act. Seller shall also use its commercially reasonable efforts to
cause its independent public accountants who were responsible for preparing any
such financial statements to deliver, at Buyer's expense, any "cold comfort" or
similar letters as are customary in connection with the proposed offering of
securities by Buyer.


                                       52
<PAGE>   58
                  5.8 Investment Portfolio. From the date hereof through the
Closing Date, Seller shall cause each of the Transferred Companies and their
Subsidiaries not to change its investment managers or alter its investment
guidelines or criteria (accurate and complete copies of which have been provided
by Seller to Buyer) without the prior written approval of Buyer.

                  5.9 Use of Name. On the Closing Date, Seller shall execute an
assignment to Buyer and the Transferred Companies and their Subsidiaries of all
rights held by Seller or any of its Affiliates (other than the Transferred
Companies and their Subsidiaries), and each of the Transferred Companies shall
execute an assignment to Seller of all rights held by such Transferred Company
or any Subsidiary of such Transferred Company, to all of the logos, names, marks
or other proprietary rights, if any, used primarily or exclusively in the
business of (a) the Transferred Companies and their Subsidiaries or (b) Seller
and its Affiliates (other than the Transferred Companies and their
Subsidiaries), as the case may be, in form reasonably satisfactory to counsel
for the Person receiving each acknowledgment.

                  5.10 Intercompany Payments. (a) Notwithstanding any other
provision of this Agreement to the contrary, except as set forth in Section
5.10(b) or on the Disclosure Schedule, from the date hereof through the Closing
Date, the Seller shall not permit any of the Transferred Companies and their
Subsidiaries to make any payments, reimbursements or any other distributions of
any nature whatsoever, other than any payment, reimbursement or distribution
relating to payroll or which otherwise does not individually exceed $5,000 or in
the aggregate, with all other payments, reimbursements and distributions, exceed
$100,000, to the Seller or any of its Affiliates (other than the Transferred
Companies and their Subsidiaries) without the prior written consent of Buyer.
Any expenses allocated by Seller during the period from the date hereof through
the Closing Date to the Transferred Companies and their Subsidiaries shall be
allocated in a fair and reasonable manner.

                  (b) All outstanding intercompany account balances (other than
those relating to Taxes and those under or relating to reinsurance contracts and
arrangements) between any Transferred Company and any of its Subsidiaries, on
the one hand, and Seller and any of its Affiliates (other than such Transferred
Company and its Subsidiaries), on the other hand, as of the Closing shall be
settled in accordance with the financial terms of such intercompany accounts
(but irrespective of the terms of payment of such intercompany accounts) in the
manner provided in this Section 5.10. At least five Business Days prior to the
Closing, Seller shall prepare and deliver to Buyer a statement

                                       53
<PAGE>   59
setting out in reasonable detail the calculation of all such intercompany
account balances based upon the latest available financial information as of
such date and, to the extent reasonably requested by Buyer, provide Buyer with
supporting documentation to verify the underlying intercompany charges and
transactions. All such intercompany account balances shall be paid in full in
cash at the time of or prior to the Closing. All intercompany accounts relating
to Taxes shall be governed by Article 10.

                  (c) As promptly as practicable, but no later than 30 days
after the Closing Date, Seller shall cause to be prepared and delivered to Buyer
a statement setting out in reasonable detail the calculation of such
intercompany account balances as of the Closing Date (giving effect to any
settlement under Sections 5.10(a) and (b) and any other payments). Buyer and
Seller shall cooperate in the preparation of any such calculation including the
provision of supporting documentation to verify the underlying intercompany
charges, transactions and payments. If Buyer disagrees with Seller's calculation
of such intercompany balances Buyer may, within 20 days after delivery of such
statement, deliver a notice to Seller disagreeing with such calculation and
setting forth Buyer's calculation of such amount. If Buyer and Seller are unable
to resolve such disagreement within 10 days thereafter, any remaining disputed
intercompany balances shall be resolved by an Independent Accounting Firm, which
resolution shall be final, binding and conclusive on Buyer and Seller. The net
amount of any such intercompany balance shall be paid in cash promptly
thereafter, together with interest thereon from and including the Closing Date
to but excluding the date of payment at a rate equal to 5% per annum. Such
interest shall be payable at the same time as the payable to which it relates
and shall be calculated daily on the basis of a year of 365 days and the actual
number of days elapsed. The fees and disbursements of the Independent Accounting
Firm shall be allocated between Buyer and Seller in the same proportion that the
aggregate amount of remaining disputed intercompany balances so submitted to the
Independent Accounting Firm that is unsuccessfully disputed by each (as finally
determined by the Independent Accounting Firm) bears to the total amount of such
remaining disputed intercompany balances so submitted.

                  (d) Buyer and Seller agree that any adjustments made pursuant
to Section 2.6 and this Section 5.10 shall be made without duplication.

                  5.11 Maintenance of Records. Through the Closing, each of the
Transferred Companies shall maintain the Records in all material respects in the
same manner and with the same care that the Records have been maintained prior
to the execution of this Agreement. From and after the Closing, each of the
parties

                                       54
<PAGE>   60
shall permit the other party reasonable access to any applicable Records in its
possession, and the right to duplicate such Records, to the extent that the
requesting party has a reasonable business purpose for requesting such access or
duplication. Each party hereto shall notify the other party of any extension of
any applicable statute of limitations related to such Records and neither party
shall permit the destruction of any such Records without obtaining the prior
written consent of the other party. Notwithstanding any other provision of this
Section 5.11, access to any Records may be denied to the requesting party if the
other party is required under Applicable Law to deny such access.

                  5.12 Repayment of Indebtedness and Release of Liens. At the
Closing, Seller shall, to the extent required to enable the Shares to be sold
free and clear of all Encumbrances, cause to be paid in full or defeased all
obligations of Seller or any of its Affiliates under the debt instruments set
forth on the Disclosure Schedule, which debt instruments constitute all of the
debt instruments of Seller or any of its Subsidiaries relating to indebtedness
for borrowed money, and shall obtain such other required consents, releases or
waivers to enable the Shares to be sold free and clear of all Encumbrances which
relate to such debt instruments.

                  5.13 Employees. From the date hereof through the Closing,
Seller hereby agrees to cause the Transferred Companies and their Subsidiaries
not to employ any Person, other than the Transferred Employees, unless Buyer has
consented in writing to the employment of the applicable Person by the
applicable Transferred Company or Subsidiary.

                  5.14 Additional Insurance Coverage. Prior to Closing, Seller
shall extend, at Seller's expense, the current directors and officers insurance
coverage and errors and omissions insurance coverage of Seller for a period of
two years following the Closing Date to indemnify John Dore for any Losses
arising from any acts or omissions of Mr. Dore prior to the Closing in
connection with his employment by or his provision of services to Seller or any
of its Subsidiaries (including the Transferred Companies).

                  5.15 Satisfaction of Obligations to Employees. On or prior to
Closing, Seller shall pay any and all payments which directly or indirectly have
accrued, increased, vested or accelerated, or will accrue, increase, vest or
accelerate, as a result of the transactions contemplated by this Agreement under
any Contract between any Transferred Employee, on the one hand, and Seller or
any of its Affiliates, on the other hand, including any Contract relating to any
options or warrants to purchase any of the capital stock of Seller or any of its
Affiliates. Seller agrees that neither Buyer nor any of its Affiliates
(including,

                                       55
<PAGE>   61
after the Closing Date, the Transferred Companies and their Subsidiaries) shall
have any Liability as a result of the consummation of the transactions
contemplated by this Agreement or otherwise to any Transferred Employee or to
Seller or any of its Affiliates with respect to any options or warrants to
purchase, or any other securities convertible into or exchangeable for, any
shares of the capital stock of Seller or any of its Affiliates.

                  5.16 Reserves. (a) From the date hereof through the Closing,
Seller shall not, and shall cause First Re not to, release any of First Re's
reserves for Net Unpaid Losses and LAE other than in connection with the payment
or settlement of insurance claims or the collection of salvage or subrogation,
in either case in the ordinary course of business and consistent with past
practice.

                  (b) Prior to the Closing, Seller shall deliver to Buyer an
accurate and complete copy of the final actuarial report prepared by Tillinghast
(the "1997 Reserve Report") relating to the adequacy and reasonableness of the
1997 Reserves. Seller shall cause First Re to report on its convention statement
for the year ended December 31, 1997, as filed with the Department of Insurance
of the State of Connecticut, 1997 Reserves that are at least $3.05 million in
excess of the point amount of 1997 Reserves that Tillinghast recommended in the
1997 Reserve Report be reported by First Re in such convention statement.

                  5.17  Escrow Agreement.  At Closing, Buyer and Seller
shall execute and deliver the Escrow Agreement.

                  5.18 Distribution of Homestead Shares. Prior to the Closing
Date, Seller shall cause all shares of the capital stock of Homestead owned by
First Re to be distributed as a dividend to Seller.

                  5.19 Corinthian Policies. On or prior to the Closing, Seller
shall use its commercially reasonable efforts to cause First Re to enter into an
indemnity reinsurance agreement (the "Corinthian Reinsurance Agreement") with a
reinsurance company having a claims paying ability rating of at least "A"
(Excellent) by A.M. Best, which agreement shall indemnify First Re against and
hold it harmless from any and all Liabilities or Losses arising out of or
relating to that Contingent Liability Policy (FRN-48027) dated December 1, 1996
in which First Re is the insurer, Corinthian Management Inc./Corinthian
Management Risk Purchasing Group is the insured, and Dimension Service
Corporation and Amerigard Corporation are additional named insureds. Buyer and
Seller agree that (i) Seller shall pay that portion of the premium payable with
respect to the Corinthian Reinsurance Agreement up to the first $50,000, (ii)
Buyer shall

                                       56
<PAGE>   62
pay, if applicable, that portion of the premium exceeding $50,000 up to an
aggregate amount, including the amount paid by Seller, of $75,000 and (iii) in
addition to the amount paid by Seller pursuant to clause (i) of this Section
5.19, Seller shall pay that portion of the premium in excess of $75,000.
Notwithstanding anything in this Section 5.19 to the contrary, to the extent
that the premium with respect to the Corinthian Reinsurance Agreement exceeds
$75,000, Seller shall have no obligation to cause First Re to enter into the
Corinthian Reinsurance Agreement.

                  5.20 Further Assurances. In addition to the actions required
to be taken, and the Contracts and other documents and papers specifically
required to be delivered, pursuant to this Agreement, each of the parties hereto
shall execute such Contracts and other documents and papers and take such
further actions as may be reasonably required to carry out the provisions hereof
and the transactions contemplated hereby. Each such party shall, on or prior to
the Closing Date, use its commercially reasonable efforts to fulfill or obtain
the fulfillment of the conditions precedent to the consummation of the
transactions contemplated hereby, including the execution and delivery of any
documents, certificates, instruments or other papers that are reasonably
required for the consummation of the transactions contemplated hereby.


                                   ARTICLE VI

                       CONDITIONS TO SELLER'S OBLIGATIONS

                  In addition to the conditions set forth in Article VIII, the
obligations of Seller to consummate the transactions contemplated hereby on the
Closing Date are subject to the satisfaction on or prior to the Closing Date of
each of the following conditions, any of which may be waived by Seller to the
extent permitted by law:

                  6.1 Representations, Warranties, and Covenants. All
representations and warranties of Buyer contained in this Agreement shall be
true and correct in all material respects (other than those representations and
warranties which are qualified by materiality, which shall be true and correct
in all respects) on and as of the Closing Date as if such representations and
warranties were made on and as of the Closing Date (except for any
representation or warranty made or given as of a specified date, which shall
have been true and correct in all material respects (unless qualified by
materiality, in which case it shall be true and correct in all respects) as of
such specified date, and except for any changes expressly permitted by Seller),
and Buyer shall have performed and complied with in all

                                       57
<PAGE>   63
material respects all agreements and covenants required by this Agreement to the
performed by it on or prior to the Closing Date. Buyer shall have delivered to
Seller at Closing a certificate signed by any executive officer of Buyer to the
foregoing effect.

                  6.2 Opinion of Counsel. Seller shall have received, from
counsel to Buyer reasonably acceptable to Seller, opinions of counsel in
customary form which are reasonably acceptable to Seller.

                  6.3 Certificates. Seller shall have received from Buyer such
certificates of the respective officers of Buyer and others to evidence
compliance with the conditions set forth in this Article VI as may be reasonably
requested by Seller.

                  6.4 Ratings. Buyer's claims paying ability rating from A.M.
Best shall not be less than "A-" (Excellent).

                  6.5 Filing of Certificate of Designation. Prior to Closing,
Buyer shall have filed the Certificate of Designation of the Convertible
Preferred Stock with the Secretary of State of the State of Delaware.

                  6.6. New Jersey Surety Bond. Seller shall have received
evidence from Buyer in form and substance reasonably satisfactory to Seller that
Seller has been, or, upon Closing, will be, released from all of its obligations
as a guarantor in connection with the Surety Bond.


                                   ARTICLE VII

                        CONDITIONS TO BUYER'S OBLIGATIONS

                  In addition to the conditions set forth in Article VIII, the
obligations of Buyer to consummate the transactions contemplated hereby are
subject to the satisfaction on or prior to the Closing Date of each of the
following conditions, any of which may be waived by Buyer to the extent
permitted by law:

                  7.1 Representations, Warranties and Covenants. All
representations and warranties of Seller contained in this Agreement shall be
true and correct in all material respects (other than those representations and
warranties which are qualified by materiality, which shall be true and correct
in all respects) on and as of the Closing Date as if such representations and
warranties were made on and as of the Closing Date (except for any
representation or warranty made or given as of a specified date which shall have
been true and correct in all material respects (unless qualified by materiality,
in which case it shall be true and correct in all respects) as of such

                                       58
<PAGE>   64
specified date, and except for any changes expressly permitted by Buyer), and
Seller shall have performed and complied with in all material respects all
agreements and covenants required by this Agreement to be performed by it on or
prior to the Closing Date. Seller shall have delivered to Buyer at Closing a
certificate signed by any executive officer of Seller to the foregoing effect.

                  7.2 Opinion of Counsel. Buyer shall have received from counsel
to Seller reasonably acceptable to Buyer, opinions of counsel in customary form
which are reasonably acceptable to Buyer.

                  7.3 Certificates. Buyer shall have received from Seller such
certificates of the respective officers of Seller and others to evidence
compliance with the conditions set forth in this Article VII as may be
reasonably requested by Buyer.

                  7.4 Records. Buyer shall have received at Closing the Records
to the extent not located at the offices of the Transferred Companies and their
Subsidiaries.

                  7.5 Ratings. First Re's claims paying ability rating from A.M.
Best shall not be less than "A-" (Excellent). A.M. Best shall not have given
notice to Seller or First Re that it is reviewing such rating for a potential
downgrade.

                  7.6 Intercompany Agreements. All Contracts between any of the
Transferred Companies and their Subsidiaries, on the one hand, and Seller or any
of its Affiliates (other than the Transferred Companies and their Subsidiaries),
on the other hand, shall have been terminated in accordance with their terms.

                  7.7 Resignation of Directors and Officers. Each Person who is
a director of any Transferred Company or any Subsidiary of any Transferred
Company shall have resigned such directorship to the extent requested in writing
by Buyer. Additionally, each Person who is an officer of any Transferred Company
or any Subsidiary of any Transferred Company whose principal employment is not
as an officer of a Transferred Company or a Subsidiary of a Transferred Company
shall resign such office.

                  7.8 Employment Agreement. The employment agreement between
Buyer and John Dore executed on the date hereof shall be in effect on the
Closing Date, and, as of the Closing Date, Mr. Dore shall not have indicated to
Buyer that he will not, or is unable to, perform his obligations under such
agreement.

                  7.9 Additional Insurance Coverage.  Seller shall have obtained
the policies of insurance covering John Dore as required

                                       59
<PAGE>   65
by Section 5.14 and shall have delivered to Buyer accurate and complete copies
of such policies.

                  7.10 1997 Reserve Report. Buyer shall have received an
accurate and complete copy of the 1997 Reserve Report, and (i) the amount of the
redundancy of the 1997 Reserves as reflected in the 1997 Reserve Report shall
not be less than $3.05 million and (ii) Buyer shall be reasonably satisfied with
the accuracy of the 1997 Reserve Report.


                                  ARTICLE VIII

                         CONDITIONS OF BUYER AND SELLER

                  The obligations of each of Buyer and Seller to consummate the
transactions contemplated hereby are subject to the satisfaction on or prior to
the Closing Date of each of the following conditions, any of which may be waived
by either party, as to itself, to the extent permitted by law:

                  8.1 No Litigation, Injunction or Restraint. No order,
injunction or decree issued by any Governmental Authority or other legal
restraint or prohibition preventing the consummation of the transactions
contemplated by this Agreement shall be in effect. No proceeding initiated by
any Governmental Authority or any third party seeking an injunction against any
of the transactions contemplated by this Agreement shall be pending. No statute,
rule, regulation, order, injunction or decree shall have been enacted, entered,
promulgated or enforced by any Governmental Authority which prohibits, restricts
or makes illegal the consummation of any of the transactions contemplated by
this Agreement.

                  8.2 Consents. (a) All Permits required to be obtained prior to
the Closing from any Governmental Authority or third party in connection with
the consummation of the transactions contemplated hereby shall have been
obtained without any terms, limitations or conditions which would, individually
or in the aggregate, have a Material Adverse Effect, and such Permits shall be
in full force and effect and all statutory waiting periods in respect thereof
shall have expired.

                  (b) The waiting period prescribed by the HSR Act shall have
expired or been terminated.

                  8.3 Other Agreements. The respective parties thereto shall
have entered into (a) the Shareholders' Agreement, (b) the Registration Rights
Agreement and (c) the Escrow Agreement.



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<PAGE>   66
                                   ARTICLE IX

                    SURVIVAL OF REPRESENTATIONS, WARRANTIES,
                    COVENANTS AND AGREEMENTS; INDEMNIFICATION

                  9.1 Survival. (a) The representations and warranties of the
parties set forth in Sections 3.1, 3.2, 3.5, 4.1, 4.2 and 4.5 shall survive the
Closing without limitation as to time. The representations and warranties of
Seller set forth in Section 3.20(a) shall survive the Closing until the second
anniversary of the Closing Date. The representations and warranties of Seller
set forth in Sections 3.28, 3.30 and 3.32 and Article X shall survive the
Closing until the expiration of the applicable statute of limitations or
extensions thereof with respect to the subject matter thereof. All other
representations and warranties of the parties contained herein shall expire on
March 31, 1999. Any representation or warranty shall survive the time it would
otherwise terminate pursuant to this Section 9.1 to the extent that notice of an
inaccuracy or a breach thereof giving rise to a claim of indemnification shall
have been given by a party thereto prior to the expiration of such time pursuant
to this Section 9.1, but only to the extent of the claim so asserted.

                  (b) All covenants and agreements made by the parties to this
Agreement which contemplate performance following the Closing shall survive the
Closing. All other covenants and agreements shall not survive the Closing and
shall terminate as of the Closing to the extent that such covenants were
performed in accordance with their terms.

                  9.2 Indemnification. Subject to the limitations set forth in
Sections 9.1, 9.4 and 9.5, Seller shall indemnify Buyer and its directors,
officers, employees and Affiliates (including, after the Closing, any
Transferred Company or any Subsidiary of any Transferred Company), and their
respective successors and assigns (each, a "Buyer Indemnitee"), against, and
hold each Buyer Indemnitee harmless from, any damage, claim, loss, Liability or
expense, including, without limitation, interest, penalties and reasonable
attorneys' fees (collectively, "Losses"), based upon, arising out of or
otherwise in respect of (i) any breach by Seller of any of its representations
or warranties contained herein (other than the representations and warranties
contained in Section 3.30 or Article X), (ii) any breach by Seller of any of its
covenants or agreements contained herein (other than the covenants and
agreements contained in Article X), (iii) (A) any Delinquency Proceeding with
respect to Homestead or (B) the underwriting by First Re or Buyer or any of
Buyer's Affiliates of any policies of insurance or reinsurance previously
underwritten by Homestead (whether based upon, arising out of or otherwise in
respect of a Delinquency Proceeding, or otherwise) and (iv) if prior to the
Closing, the Corinthian

                                       61
<PAGE>   67
Reinsurance Agreement is not in full force and effect, any policies of insurance
or reinsurance issued by First Re relating to the Corinthian Business. Subject
to Sections 9.1, 9.4 and 9.5, Buyer shall indemnify Seller and its directors,
officers, employees and Affiliates (including, prior to the Closing, any
Transferred Company or any Subsidiary of any Transferred Company), and their
respective successors and assigns (each, a "Seller Indemnitee"), against, and
hold each Seller Indemnitee harmless from, any Losses based upon, arising out of
or otherwise in respect of any breach by Buyer of any of its representations,
warranties, covenants or agreements contained herein. The term "Losses" as used
in this Article IX is not limited to matters asserted by third parties against
any Person entitled to be indemnified under this Article IX, but includes Losses
incurred or sustained by any Buyer Indemnitee or Seller Indemnitee in the
absence of third party claims.

                  9.3 Indemnification Procedures. (a) Upon any Person entitled
to be indemnified under this Article IX (the "Indemnified Person") becoming
aware of a fact, condition or event for which indemnification is provided under
this Article IX, the Indemnified Person will with reasonable promptness notify
the Person from whom indemnification is sought (the "Indemnifying Person") in
writing of such fact, condition or event, but in any event within 15 days after
such Indemnified Person has actual knowledge of the facts constituting the basis
for indemnification; provided, that the failure to provide such notice shall not
prejudice the Indemnified Person's right to indemnification hereunder except to
the extent that the Indemnifying Person is actually prejudiced thereby. If such
fact, condition or event is the assertion of a claim by a third party, the
Indemnifying Person will be entitled to participate in or take charge of the
defense against such claim; provided, that the Indemnifying Person and its
counsel shall proceed with diligence and in good faith with respect thereto.
Notwithstanding the Indemnifying Person's election to assume the defense or
investigation of such claim, the Indemnified Person shall have the right to
employ separate counsel and to participate in the defense or investigation of
such claim, action or proceeding, and the Indemnifying Person shall bear the
expense of one firm of such separate counsel, if (i) use of counsel of the
Indemnifying Person's choice would give rise to a conflict of interest, (ii) the
Indemnifying Person shall not have employed counsel to represent the Indemnified
Person within a reasonable time after notice of the assertion of any such claim
or institution of any such action or proceeding or (iii) the Indemnifying Person
shall authorize the Indemnified Person in writing to employ separate counsel at
the expense of the Indemnifying Person. An Indemnifying Person who is not
entitled to, or elects not to, assume the defense of a claim will not be

                                       62
<PAGE>   68
obligated to pay the fees and expenses of more than one counsel for all
Indemnified Persons with respect to such claim.

                  (b) Neither the Indemnified Person nor the Indemnifying Person
shall make any settlement of any claim which would give rise to liability on the
part of the Indemnifying Person under this Article IX without the prior written
consent of the other, which consent shall not be unreasonably withheld, provided
that an Indemnified Person shall not be required to consent to any settlement
involving the imposition of equitable remedies or involving the imposition of
any material obligations on such Indemnified Person other than financial
obligations for which such Indemnified Person will be indemnified hereunder. No
Indemnifying Person shall consent to entry of any judgment or shall enter into
any settlement which does not include as an unconditional term thereof the
giving by the claimant or plaintiff to the Indemnified Person of a release from
all liability in respect to such claim or litigation. Whenever the Indemnified
Person or the Indemnifying Person receives a firm offer to settle a claim for
which indemnification is sought under this Article IX, it shall promptly notify
the other of such offer. If the Indemnifying Person refuses to accept such offer
within 20 Business Days after receipt of such offer (or of notice thereof), such
claim shall continue to be contested and, if such claim is within the scope of
the Indemnifying Person's indemnity contained in this Article IX, the
Indemnified Person shall be indemnified pursuant to the terms hereof. If the
Indemnifying Person notifies the Indemnified Person in writing that the
Indemnifying Person desires to accept such offer, but the Indemnified Person
refuses to accept such offer within 20 Business Days after receipt of such
notice, the Indemnified Person may continue to contest such claim and, in such
event, the total maximum liability of the Indemnifying Person to indemnify or
otherwise reimburse the Indemnified Person hereunder with respect to such claim
shall be limited to and shall not exceed the amount of such offer, plus
reasonable out-of-pocket costs and expenses (including reasonable attorneys'
fees and disbursements) to the date of notice that the Indemnifying Person
desires to accept such offer, provided that this sentence shall not apply to any
settlement of any claim involving the imposition of equitable remedies or to any
settlement imposing any material obligations on such Indemnified Person other
than financial obligations for which such Indemnified Person will be indemnified
hereunder.

                  9.4 Net Indemnity. The amount of any Losses from and against
which any Indemnifying Party is liable to indemnify, reimburse, defend and hold
harmless any Indemnified Party pursuant to Section 9.2 shall be reduced by any
insurance or other recoveries or any Tax benefit that such Indemnified Party
realizes or may realize as a result of or in connection with such Loss (after
giving effect to the net effect of any

                                       63
<PAGE>   69
indemnification payment) and increased by any Taxes such Indemnified Party
incurs or may incur in respect of indemnification for such Loss.

                  9.5 Limits on Indemnification. (a) Neither Seller nor Buyer
shall have any right to seek indemnification under this Agreement until Losses
which would otherwise be indemnifiable hereunder (which, for purposes of such
calculation, shall exclude any Loss which does not individually exceed $4,000)
have been incurred by such party and its Affiliates, directors, officers,
employees, representatives and agents, and their respective successors and
assigns, in an aggregate amount exceeding $275,000 (after insurance or other
recoveries and on an after-tax basis), whereupon such party shall be entitled to
receive indemnification payments in full, including the amounts constituting
such $275,000 in aggregate; provided, however, that no party shall have the
right to be indemnified under this Agreement for any Loss which individually
does not exceed $4,000.

                  (b) Any claim for indemnification which Buyer may have against
Seller pursuant to Section 9.2(i), (iii) or (iv) shall only be satisfied through
(i), subject to Section 2.8(b)(ii), a sale of shares of Common Stock issuable
upon conversion of the Escrow Shares pursuant to the terms hereof and the Escrow
Agreement and (ii) pursuant to Section 9.7 hereof.

                  9.6 Absence of Limits. Notwithstanding anything in this
Agreement to the contrary, Seller's obligations under Section 2.6 and Section
9.2(ii) shall be unlimited and, without limiting the generality of the
foregoing, shall not be limited to the aggregate amount of proceeds resulting
from the sale of the shares of Common Stock issuable upon conversion of the
Escrow Shares and the Program Contingent Payment.

                  9.7 Satisfaction of Seller's Obligations. In addition to and
not in limitation of any rights that Buyer may have under the Escrow Agreement
or otherwise, in order to satisfy any claim Buyer has against Seller under this
Article IX or pursuant to the last sentence of Section 2.6(e)(ii), Buyer shall
have the right to offset any such claim against any Program Contingent Payment.


                                    ARTICLE X

                                   TAX MATTERS

                  10.1 Code ss. 338(h)(10) Election. (a) At Buyer's request and
subject to Buyer's payment of Additional Tax (defined below) at the Required
Time (defined below), Seller and Buyer shall cooperate to take, and will take,
all actions necessary and appropriate to effect a timely proper election under
Code

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<PAGE>   70
ss. 338(h)(10) and the regulations promulgated thereunder with respect to the
purchase of the Shares (the "Election"), and to file their federal income tax
returns and, to the extent permissible, their state and local income tax
returns, on a basis consistent with the Election. "Additional Tax" is the amount
necessary to reimburse Seller, on an after-tax basis, for (i) the Taxes incurred
by Seller or its Affiliates as a result of making the Election which Seller or
its Affiliates would not have incurred absent the Election as shown on a
schedule provided by Seller to Buyer prior to the Closing Date and (ii) one-half
of any Taxes that were not taken into account in the preceding clause (i) and
that result from making the Election, but only to the extent (A) such Taxes
result from changes in the "adjusted grossed-up basis" or the allocation thereof
from those agreed to pursuant to Section 10.1(b) or (B) Seller was not aware of
the imposition of such Taxes at the time the computation of the amount in the
preceding clause (i) was made and the failure of Seller to be aware of such
imposition was not due to Seller's negligence. Calculations made on an after-tax
basis shall be made assuming the maximum marginal statutory rates applicable to
the recipient for the relevant taxable year for federal, state and local income
tax purposes, after taking into account deductions attributable to the
imposition of any Taxes that give rise to deductions for federal income tax
purposes, which deductions would similarly be calculated on the basis of the
maximum marginal statutory rates for which such deductions were available for
the relevant taxable year. "Required Time" refers to the date 10 days before
Seller is required to pay any Additional Tax.

                  (b) In connection with the Election, prior to the Closing
Date, Seller and Buyer shall act together in good faith to (i) determine and
agree upon the amount of the "adjusted grossed-up basis" of the Shares and (ii)
agree upon the proper allocations (the "Allocations") of the "adjusted
grossed-up basis" of the Shares among the assets of the Transferred Companies in
accordance with Treas. Reg. ss.1.338(h)(10)-1(e)(5) and Code ss.338(b)(5) and
the Treasury Regulations promulgated thereunder. In the event that the parties
are unable to agree upon such Allocations within 30 days prior to Closing, the
parties shall jointly select and request an Independent Accounting Firm to
prepare the Allocations as promptly as possible. Seller, Buyer and the
Transferred Companies shall file all Tax Returns (including amended returns and
claims for refund) and information reports in a manner consistent with the
Allocations and shall not take a position inconsistent with the Allocations in
any Action or proceeding.

                  10.2  Termination of Prior Tax Sharing Agreements.  Any tax
sharing agreements, arrangements, policies or guidelines, formal or informal,
express or implied, that may exist between

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<PAGE>   71
the Transferred Companies and any Subsidiary, on the one hand, and Seller or any
Affiliate of Seller, on the other, shall terminate, and any obligations to make
payments under any such agreement or arrangement shall be cancelled, immediately
prior to the Closing.

                  10.3 Pre-Closing Taxes. Seller's Consolidated Group shall
timely (including the time generally allowed for extensions) prepare and file
all consolidated federal income tax returns and any required state or local
consolidated or combined income or franchise tax returns that include the
Transferred Companies and their Subsidiaries ("Pre-Closing Consolidated Tax
Returns"). Seller's Consolidated Group shall timely prepare and file (or cause
to be so prepared and filed) all other Tax Returns required by law other than
Pre-Closing Consolidated Tax Returns, covering the Transferred Companies and
each Subsidiary thereof, for all taxable periods ending on or before the Closing
Date ("Pre-Closing Separate Tax Returns"; Pre-Closing Consolidated Tax Returns
and Pre-Closing Separate Tax Returns are hereinafter collectively referred to as
"Pre-Closing Tax Returns"). Seller will allow Buyer an opportunity to review and
comment upon such Pre-Closing Tax Returns (including any amended Pre-Closing Tax
Returns) to the extent that they relate to the Transferred Companies. Seller
will take no position on such Pre-Closing Tax Returns that would adversely
affect the Transferred Companies after the Closing Date without the written
approval of Buyer, which shall not be unreasonably withheld. Seller's
Consolidated Group shall timely pay or cause to be paid all Taxes related to
Pre-Closing Tax Returns ("Pre-Closing Taxes").

                  10.4 Tax Periods Beginning Before and Ending After the Closing
Date. (a) Buyer shall prepare or cause to be prepared and file or cause to be
filed any Tax Returns of the Transferred Companies and their Subsidiaries for
Tax periods which begin before the Closing Date and end after the Closing Date
(each a "Straddle Period"). With respect to such periods, Seller shall be
responsible for an amount equal to Seller's allocable portion of such Taxes
("Seller's Post-Closing Taxes") in accordance with this Section 10.4. Seller's
Post-Closing Taxes shall be:

                    (i) in the case of any real or personal property Tax, an
         amount equal to the Tax for the entire period multiplied by a fraction
         the numerator of which is the number of days in the period for which
         such Taxes are paid ending on the Closing Date and the denominator of
         which is the number of days in the entire period; or

                   (ii) in the case of any other Tax, the amount that would be
         payable by the Transferred Companies and their Subsidiaries if the
         taxable year ended on the Closing Date. For purposes of this clause
         (ii), exemptions, allowances or

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<PAGE>   72
         deductions that are calculated on an annual basis shall be apportioned
         on a daily basis between the portion of the period before and after the
         Closing Date.

                  (b) At least 30 days prior to the filing of any Tax Return of
the Transferred Companies or their Subsidiaries for any taxable periods ending
after the Closing Date (a "Post-Closing Tax Return") which includes any Seller's
Post-Closing Taxes, Buyer shall provide Seller with a copy of the return along
with Buyer's calculation of Seller's Post-Closing Taxes related thereto. Unless
Seller disagrees with Buyer's calculation, within 30 days of receipt of these
items, Seller shall pay to Buyer an amount equal to the excess of Seller's
Post-Closing Taxes over the sum of (i) the amount paid by Seller in respect of
Taxes in respect of Straddle Periods prior to the Closing Date and (ii) the
amount shown as a liability on the Closing Balance Sheet in respect of Straddle
Periods. If Seller disagrees with Buyer's calculation of Seller's Post-Closing
Taxes, Seller may instead deliver a notice to Buyer disagreeing with such
calculation and setting forth Seller's calculation of such amount or amounts,
along with the amount Seller calculated as Seller's Post-Closing Taxes. Any such
notice of disagreement shall specify those items or amounts as to which Seller
disagrees and Seller shall be deemed to have agreed with all other items and
amounts of Seller's Post-Closing Taxes.

                  (c) If a notice of disagreement shall be delivered pursuant to
Section 10.4(b), the parties hereto shall, during the 15 days following such
delivery, use their best efforts to reach agreement on the disputed items or
amounts. If, during such period, the parties are unable to reach such agreement,
they shall promptly thereafter select an Independent Accounting Firm and request
that such firm promptly review the disputed items or amounts for the purpose of
calculating Seller's Post-Closing Taxes. Such Independent Accounting Firm shall
deliver to Seller and Buyer, as promptly as practicable, a report setting forth
such calculation or calculations. Such report shall be final, conclusive and
binding upon the parties hereto, and Seller shall pay to Buyer an amount equal
to the excess of Seller's Post-Closing Taxes as calculated by such Independent
Accounting Firm over the sum of (i) the amount paid by Seller in respect of
Taxes in respect of Straddle Periods prior to the Closing Date and (ii) the
amount shown as a liability on the Closing Balance Sheet in respect of Straddle
Periods within five business days after receipt of such report. The cost of such
review and report shall be borne equally by Seller and Buyer.

                  (d) If the sum of (i) the amount paid by Seller in respect of
Taxes in respect of Straddle Periods prior to the Closing Date and (ii) the
amount shown as a liability on the Closing Balance Sheet in respect of Straddle
Periods exceeds the

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<PAGE>   73
amount of Seller's Post-Closing Taxes, Buyer shall promptly pay such excess to
Seller.

                  10.5 Cooperation on Tax Matters. Buyer, Seller, the
Transferred Companies and their Subsidiaries shall cooperate fully, as and to
the extent reasonably requested by Buyer or Seller, in connection with the
filing of Tax Returns pursuant to this Article X and any audit, litigation or
other proceeding with respect to Taxes. Such cooperation shall include the
retention and (upon the other party's request) the provision of records and
information which are reasonably relevant to any such audit, litigation or other
proceeding and making employees available on a mutually convenient basis to
provide additional information and explanation of any material provided
hereunder. Buyer and Seller agree (a) to retain all books and records with
respect to Tax matters pertinent to the Transferred Companies and their
Subsidiaries relating to any taxable period beginning before the Closing Date
until the expiration of the statute of limitations (and, to the extent notified
by the Transferred Companies or Seller, any extensions thereof) of the
respective taxable periods, and to abide by all record retention agreements
entered into with any taxing authority, and (b) to give the other party
reasonable written notice prior to transferring, destroying or discarding any
such books and records and, if the other party so requests, the Transferred
Companies and their Subsidiaries or Seller, as the case may be, shall allow the
other party to take possession of such books and records.

                  10.6 Transfer Taxes. All transfer, documentary, sales, use,
stamp, registration and other such Taxes and fees, including any penalties and
interest ("Transfer Taxes") incurred in connection with this Agreement shall be
paid by Seller when due (other than Additional Taxes payable by Buyer in
accordance with Section 10.1(a)), and Seller will, at its own expense, file all
necessary Tax Returns and other documentation with respect to all such transfer,
documentary, sales, use, stamp, registration and other Taxes and fees.

                  10.7 Tax Indemnification. After the Closing Date, Seller will
indemnify and hold harmless Buyer, the Transferred Companies and their
Subsidiaries from and against any and all Losses resulting from, arising out of
or relating to (a) Pre- Closing Taxes, (b) Seller's Post-Closing Taxes, (c) any
breach of a representation or warranty included in Section 3.30 and (d) Transfer
Taxes described in Section 10.6.

                  10.8 Audits. Seller will allow the Transferred Companies and
their counsel to participate (at their own expense) in any audits of Pre-Closing
Consolidated Tax Returns to the extent that such returns relate to the
Transferred Companies or any of their Subsidiaries. Seller will not settle any
such audit

                                       68
<PAGE>   74
in a manner which would adversely affect a Transferred Company or any Subsidiary
thereof after the Closing Date without the prior written consent of Buyer, which
consent shall not be unreasonably withheld. Buyer will allow Seller and its
counsel to participate (at its own expense) in any audits of Post-Closing Tax
Returns of the Transferred Companies or their Subsidiaries. Buyer will not
settle any such audit in a manner which would adversely affect Seller without
the prior written consent of Seller, which consent shall not be unreasonably
withheld.

                  10.9 Net Indemnity. The amount of indemnity required to be
paid pursuant to this Article 10 shall be reduced by any Tax benefit that the
recipient realizes or may realize as a result of or in connection with the Tax
giving rise to such payment and increased by any Taxes such recipient incurs or
may incur in respect of indemnification for such Tax. Unless otherwise required
by Applicable Law, Buyer and Seller agree to treat any amount received in
respect of the indemnification provisions set forth in Article 9 or 10 as an
adjustment to the Purchase Price.


                                   ARTICLE XI

                                  MISCELLANEOUS

                  11.1 Termination. (a) This Agreement may be terminated and the
transactions contemplated hereby abandoned on or prior to the Closing Date only
as follows:

                             (i)  by written consent of Buyer and Seller;

                           (ii) at the election of either Buyer or Seller, if
         the Closing Date shall not have occurred on or before July 31, 1998,
         provided that no party shall be entitled to terminate this Agreement
         pursuant to this Section 11.1(a)(ii) if such party's failure to fulfill
         any obligation under this Agreement has been the cause of, or resulted
         in, the failure of the Closing to occur on or before such date;

                           (iii) by either Buyer or Seller if a court of
         competent jurisdiction shall have issued an order, decree or ruling
         permanently restraining, enjoining or otherwise prohibiting the
         transactions contemplated by this Agreement, and such order, decree,
         ruling or other action shall have become final and unappealable; or

                            (iv) by either Buyer or Seller if a condition to its
         obligation to perform becomes incapable of fulfillment. Notwithstanding
         the foregoing, the right to terminate this

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<PAGE>   75
         Agreement pursuant to this Section 11.1(a)(iv) shall not be available
         to any party if its condition to perform became incapable of
         fulfillment due to its failure to fulfill any obligation under this
         Agreement.

                  (b) The termination of this Agreement shall be effectuated by
the delivery of a written notice of such termination from the party terminating
this Agreement to the other party.

                  11.2 Obligations Upon Termination. In the event that this
Agreement shall be terminated pursuant to Section 11.1, all obligations of the
parties hereto under this Agreement shall terminate and there shall be no
liability of any party hereto to any other party except (a) as set forth in
Section 11.12 and (b) that nothing herein will relieve any party from liability
for breach of this Agreement. Notwithstanding any other provision herein to the
contrary, each of the Buyer Confidentiality Agreement and the Seller
Confidentiality Agreement shall survive any termination pursuant to Section 11.1
and remain in full force and effect in accordance with its respective terms.

                  11.3 Non-Competition; Non-Solicitation of Employees. (a)
Seller covenants and agrees that neither it nor any of its Subsidiaries shall
divulge or make use of any Trade Secrets or other confidential information of
the Transferred Companies or any of their Subsidiaries other than (i) to
disclose such secrets and information to Buyer or its Affiliates or (ii) as
required by law.

                  (b) In furtherance of the sale of the Shares to Buyer
hereunder and more effectively to protect the value and goodwill of the assets
and businesses of the Transferred Companies and their Subsidiaries, Seller
covenants and agrees that, for a period ending on the fourth anniversary of the
Closing Date, neither Seller nor any of its Affiliates shall solicit any agents,
brokers or other Persons through whom First Re places or sells insurance as of
the Closing Date or through whom any of the Program Business is placed or sold
as of the Closing Date by Homestead without the express written consent of
Buyer, but only to the extent that such solicitation is in respect of insurance
placed or sold by First Re on the Closing Date or any of the Program Business.

                  (c) For a period commencing on the date hereof through the
fourth anniversary of the Closing Date, neither Seller nor any of its Affiliates
(other than the Transferred Companies and their Subsidiaries) shall directly or
indirectly solicit to employ any officer or employee of any Transferred Company
or any Subsidiary of any Transferred Company in any capacity whatsoever without
the express written consent of Buyer.

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<PAGE>   76
                  (d) Seller recognizes that the provisions of this Section 11.3
are reasonable and necessary for Buyer's protection. Accordingly, Seller agrees
that Buyer shall be entitled, in addition to any other remedy to which Buyer may
be entitled at law or in equity, to an injunction or injunctions to prevent
breaches of the provisions of this Section 11.3 and to enforce specifically the
terms and provisions hereof in any action instituted in any court of the United
States or any state thereof having subject matter jurisdiction.

                  (e) If any provision of this Section 11.3 is held
unenforceable because of the scope or duration of its applicability, the court
making such determinations shall have the power to modify such scope or duration
and such provisions shall then be applicable in such modified form.

                  11.4 The Program. (a) Notwithstanding anything herein to the
contrary and subject to Section 11.4(b), Buyer shall have the right to, in its
sole discretion, and shall have no Liability or obligation to Seller in the
event that, Buyer shall at any time after the Closing, cause First Re or any
Subsidiary of Buyer to (i) discontinue the renewal or issuance, in whole or in
part, of policies of insurance relating to the Program Business and (ii) cede
any or all Liabilities with respect to such policies to any Person.

                  (b) Prior to discontinuing any Program, Buyer shall cause
First Re or any Affiliate of First Re renewing or issuing policies of insurance
or reinsurance in connection with such Program to offer in writing to assist an
insurance company Affiliate of Seller designated by Seller, subject to any
Applicable Laws, in soliciting the insureds under such Program and all
applicable brokers to renew with such Affiliate; provided, however, that if such
Affiliate of Seller, within 10 Business Days following receipt by it of such
offer, does not notify First Re or such Affiliate of First Re of its election to
accept such offer, First Re or such Affiliate of First Re may, without any
further obligation to Seller pursuant to this Section 11.4 or otherwise,
discontinue such Program. Notwithstanding the immediately preceding sentence,
if, subsequent to Closing, First Re or any Affiliate of First Re enters into an
arrangement with any Person prior to April 1, 2003 (other than to Buyer, Seller
or any of their respective Affiliates) pursuant to which Buyer or any Affiliate
of Buyer (i) transfers the renewal rights to any Program or (ii) solicits any
insureds under such Program or any applicable brokers to renew with such Person,
Buyer shall pay to Seller an amount equal to 50% of any consideration received
by Buyer or any of its Affiliates in connection with such arrangement.


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<PAGE>   77
                  11.5 No Third Party Beneficiaries. Nothing in this Agreement
is intended or shall be construed to give any person, other than the parties
hereto, any legal or equitable right, remedy or claim under or in respect of
this Agreement or any provision contained herein.

                  11.6 Assignment. Neither this Agreement nor any of the rights
or obligations hereunder may be assigned by Seller without the prior written
consent of Buyer, or by Buyer without the prior written consent of Seller,
except that before or after the Closing Buyer shall have the right, without such
consent, to assign to a Subsidiary of Buyer its rights and obligations under
this Agreement, provided that no such assignment shall relieve Buyer of its
obligations hereunder. Subject to the foregoing, this Agreement shall be binding
upon and inure to the benefit of the parties hereto and their respective
successors and permitted assigns.

                  11.7 Notices. Unless otherwise provided herein, any notice,
request, instruction or other document to be given hereunder by any party to the
other shall be in writing and delivered in person or by courier, telegraphed,
telexed or by facsimile transmission (in each such case to be effective on the
date of receipt) or mailed by certified mail, postage prepaid, return receipt
requested (such mailed notice to be effective on the date such receipt is
acknowledged), as follows:

                  (a)     If to Seller, to:

                          Dearborn Risk Management, Inc.
                          55 West Monroe St.
                          Suite 2700
                          Chicago, Illinois  60603
                          Attention:  Lonnie Steffen
                          Facsimile:  312-357-3525

                          With a copy to each of:

                          Castle Harlan, Inc.
                          150 East 58th Street
                          37th Floor
                          New York, New York  10155
                          Attention:  Jeffrey M. Siegel
                                      Robert C. Wages
                          Facsimile:  212-207-8042


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<PAGE>   78
                          Schulte Roth & Zabel LLP
                          900 Third Avenue
                          New York, New York  10022
                          Attention:  Marc Weingarten, Esq.
                                      Michael R. Littenberg, Esq.
                          Facsimile:  212-593-5955

                  (b)     If to Buyer, to:

                          Gryphon Holdings Inc.
                          30 Wall Street
                          New York, New York  10005
                          Attention:  Robert M. Coffee, Esq.
                          Facsimile:  212-825-0200

                          With a copy to:

                          LeBoeuf, Lamb, Greene & MacRae, L.L.P.
                          125 West 55th Street
                          New York, New York  10019
                          Attention:  Peter R. O'Flinn, Esq.
                          Facsimile:  212-424-8500

or to each other place and with such other copies as either party may designate
by written notice to the other.

                  11.8 Choice of Law. THIS AGREEMENT SHALL BE CONSTRUED,
INTERPRETED AND THE RIGHTS OF THE PARTIES DETERMINED IN ACCORDANCE WITH THE
INTERNAL LAWS OF THE STATE OF NEW YORK, WITHOUT REGARD TO THE CONFLICT OF LAW
PRINCIPLES THEREOF.

                  11.9 Entire Agreement; Amendments and Waivers. This Agreement
constitutes the entire agreement among the parties pertaining to the subject
matter hereof and supersedes all prior agreements, understandings, negotiations
and discussions, whether oral or written, of the parties; provided, however,
that each of the Buyer Confidentiality Agreement and the Seller Confidentiality
Agreement shall remain in full force and effect in accordance with its terms. No
supplement, modification or waiver of this Agreement shall be binding unless
executed in writing by the parties hereto. No waiver of any of the provisions of
this Agreement shall be deemed or shall constitute a waiver of any other
provision hereof, nor shall such waiver constitute a continuing waiver unless
otherwise expressly provided.

                  11.10 Counterparts. This Agreement may be executed in
counterparts, each of which shall be deemed an original, but all of which
together shall constitute one and the same instrument.


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<PAGE>   79

                  11.11 Invalidity. In the event that any one or more of the
provisions contained in this Agreement or in any other instrument referred to
herein, shall, for any reason, be held to be invalid, illegal or unenforceable
in any respect, such invalidity, illegality or unenforceability shall not affect
any other provision of this Agreement or any other such instrument.

                  11.12 Expenses. Seller and Buyer will each be liable for its
own costs and expenses, including, without limitation, the costs and expenses of
any of its independent advisors, actuaries, accountants and counsel, incurred in
connection with the negotiation, preparation and execution of this Agreement and
the performance of the transactions contemplated hereby.

                  11.13 Publicity. (a) Buyer and Seller hereby agree that the
press release to be issued by Buyer upon the initial execution and delivery of
this Agreement shall be in the form attached as Exhibit E hereto. Each of Buyer
and Seller further agrees that, until such date as such party issues its initial
press release or makes its initial public announcement following the Closing,
such party will obtain the approval of the other party (which approval shall not
be unreasonably withheld) prior to making any press release or announcement
relating to this Agreement or the transactions contemplated hereby, except (i)
where such release or statement is required by Applicable Law or pursuant to any
listing agreement with, or the rules or regulations of, any securities exchange
or any other regulatory requirement, in which case the disclosing party shall
endeavor to provide the other party with as much prior notice of the content of
such release or announcement as is reasonably practicable under the
circumstances and to incorporate any comments received by such other party into
such release or announcement to the extent consistent with Applicable Law or
such other securities exchange or other regulatory requirement, and (ii) for any
release or announcement by Buyer which contains substantially the same
information contained in the press release attached hereto.

                  (b) Except as set forth in Section 11.13(a), each of Seller
and Buyer agrees to notify the other party prior to issuing any press release or
making any public announcement concerning this Agreement or the transactions
contemplated hereby after the Closing, and will attempt to obtain the reasonable
approval of the other party prior to making such release or announcement, except
where such release or statement is required by Applicable Law or pursuant to any
listing agreement with, or the rules or regulations of, any securities exchange
or any other regulatory requirement, in which case the disclosing party shall
endeavor to provide the other party with as much prior notice of the content of
such release or announcement as is reasonably practicable under the
circumstances.


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<PAGE>   80
                  11.14 Corinthian Business. (a) Following the Closing, subject
to Section 11.14(b), Buyer shall cause First Re or another Subsidiary of Buyer
to promptly establish a business similar to the Corinthian Business. In this
regard, certain employees of Corinthian and its Affiliates which are involved in
the Corinthian Business ("Corinthian Employees") may be retained as employees or
consultants by First Re or such other Subsidiary. At the request of Buyer,
Seller will, and shall cause each of its Subsidiaries to, release any Corinthian
Employee from any Contracts or other arrangements which may restrict, limit or
impair such employee's retention by First Re or such other Subsidiary or the
ability of First Re or such other Subsidiary to compete with Corinthian.

                  (b) Buyer shall have no obligation under Section 11.14(a) or
otherwise with respect to conducting a business similar to the Corinthian
Business, unless, prior to Closing, Seller shall have delivered to Buyer a
forecast of after-tax net income (determined in accordance with GAAP) for such
business for the 12 month period immediately following the Closing Date,
certified as to its reasonableness by John Dore, which forecasts after-tax net
income for such period in excess of $100,000.

                  (c) In consideration for any action taken by Seller and its
Affiliates in connection with the implementation by First Re or another
Subsidiary of Buyer of a business similar to the Corinthian Business, Buyer
shall pay to Seller, in accordance with the procedures set forth on Schedule
11.14 hereto, the Corinthian Business Contingent Payment, if any.

                  (d) Notwithstanding anything herein to the contrary, Buyer
shall have the right to, in its sole discretion, and shall have no Liability or
obligation to Seller in the event that, Buyer shall at any time after the
Closing cause First Re or any Subsidiary of Buyer to discontinue, for good faith
business reasons, any business being conducted by it or to be conducted by it
pursuant to this Section 11.14.

                  11.15 Transfer of Certain Employees. With respect to those
individuals set forth on the Disclosure Schedule, if Buyer determines, at any
time after Closing, in its reasonable discretion, that the services of any of
such individuals or their successors are necessary for the conduct of the
business of any of the Transferred Companies and their Subsidiaries, then, at
Buyer's request, Seller shall cause such individual or such individual's
successor, to the extent then employed by Seller, to provide, at Seller's
expense, to Buyer or any of its Affiliates any assistance during such employee's
normal working hours relating to such business as is reasonably requested by
Buyer. Further, if Buyer determines, at any time after the Closing, in its
reasonable discretion, that it is necessary to employ any of


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<PAGE>   81
such individuals or their successors in connection with the business of any of
the Transferred Companies and their Subsidiaries, then, at Buyer's request,
Seller will, and shall cause each of its Subsidiaries to, release such
individual or such individual's successor from any Contracts or other
arrangements with such individual or such individual's successor which may
restrict, limit or impair such employee's retention by Buyer or any of its
Affiliates or the ability of Buyer or any of its Affiliates to compete with
Seller or any of its Affiliates.

                  11.16 New Jersey Surety Bond. (a) At Closing, Buyer agrees to
execute and deliver any Contracts and other documents and take such further
actions as may be reasonably required to release Seller from any obligations
Seller may have as a guarantor in connection the Surety Bond (No. 188966) issued
by The Insurance Company of the State of Pennsylvania Surety to the Department
of Insurance of the State of New Jersey in connection with the licensing of
First Re to transact the business of insurance in the State of New Jersey (the
"Surety Bond").

                  (b) Following Closing, Buyer shall use its commercially
reasonably efforts to obtain from the Department of Insurance of the State of
New Jersey a waiver of the requirement that First Re maintain the Surety Bond.
If Buyer obtains such waiver and, as a result of the subsequent cancellation of
the Surety Bond, receives a refund of any premium paid in connection with the
issuance of the Surety Bond, Buyer shall remit promptly after receipt thereof
the amount of such refund to Seller.

                  11.17 Interpretation. When reference is made in this Agreement
to Sections, Exhibits or Schedules, such reference is to the Sections, Exhibits
or Schedules of this Agreement unless otherwise indicated. The table of contents
and headings contained in this Agreement are for reference purposes only and
shall not affect in any way the meaning or interpretation of this Agreement.
Whenever the words "include," "includes" or "including" are used in this
Agreement, they shall be deemed to be followed by the words "without
limitation." The phrases "the date of this Agreement," "the date hereof" and
terms of similar import, unless the context otherwise requires, shall be deemed
to refer to the date set forth in the first paragraph of this Agreement. The
words "hereof", "herein", "hereby" and other words of similar import refer to
this Agreement as a whole unless otherwise indicated. Whenever the singular is
used herein, the same shall include the plural, and whenever the plural is used
herein, the same shall include the singular, where appropriate.

                  11.18 Severability. Any term or provision of this Agreement
which is invalid or unenforceable in any jurisdiction shall, as to that
jurisdiction, be ineffective to the extent of such invalidity or
unenforceability without rendering invalid or



                                       76
<PAGE>   82
unenforceable the remaining terms and provisions of this Agreement or affecting
the validity or enforceability of any of the terms or provisions of this
Agreement in any other jurisdiction. If any provision of this Agreement is so
broad as to be unenforceable, that provision shall be interpreted to be only so
broad as is enforceable.

                  11.19 Specific Performance. Each of the parties hereto
acknowledges and agrees that the other parties hereto would be irreparably
damaged in the event any of the provisions of this Agreement were not performed
in accordance with their specific terms or were otherwise breached. Accordingly,
each of the parties hereto agrees that they each shall be entitled to an
injunction or injunctions to prevent breaches of the provisions of this
Agreement and to enforce specifically this Agreement and the terms and
provisions hereof in any action instituted in any court of the United States or
any state thereof having subject matter jurisdiction, in addition to any other
remedy to which any of the parties may be entitled, at law or in equity.

                  11.20 No Prejudice. This Agreement has been jointly prepared
by the parties hereto and the terms hereof shall not be construed in favor of or
against any party on account of its participation in such preparation.



                                       77
<PAGE>   83
                  IN WITNESS WHEREOF, each of the parties hereto has executed
this Agreement, or has caused this Agreement to be duly executed on its
respective behalf by its respective officers thereunto duly authorized, as of
the day and year first above written.


                                            GRYPHON HOLDINGS INC.



                                            By:/s/ Stephen A. Crane            
                                               Name:  Stephen A. Crane
                                               Title: President and CEO


                                            DEARBORN RISK MANAGEMENT, INC.



                                            By:/s/ Lonnie Steffen              
                                               Name:  Lonnie Steffen
                                               Title:







                                       78
<PAGE>   84
                                    EXHIBIT A

                          CERTIFICATE OF DESIGNATION OF
              SERIES A 4.0% CUMULATIVE CONVERTIBLE PREFERRED STOCK
                            OF GRYPHON HOLDINGS INC.

             Pursuant to Section 151 of the General Corporation Law
                            of the State of Delaware


                  Gryphon Holdings Inc., a corporation organized and existing by
virtue of the General Corporation Law of the State of Delaware (the "Company"),
does hereby certify that the following resolution was duly adopted by action of
the Board of Directors of the Company at a meeting held on [               ].

                  RESOLVED, that pursuant to the authority expressly granted to
and vested in the Board of Directors of the Company by the provisions of Article
Fourth of the Amended and Restated Certificate of Incorporation of the Company,
and pursuant to Section 151(g) of the General Corporation Law of the State of
Delaware, the Board of Directors hereby creates a series of preferred stock, par
value $.01 per share, of the Company and hereby states the designation and
number of shares, and fixes the relative rights, preferences and limitations
thereof, as follows:

1.       DESIGNATION AND AMOUNT.

         1.1 The shares of such series shall be designated as the "Series A 4.0%
Cumulative Convertible Preferred Stock" (the "Series A Preferred Stock") and the
number of shares constituting such
series shall be 30,000.

         1.2 The Series A Preferred Stock shall rank, with respect to voting
powers, preferences and relative, participating, optional and other special
rights of the shares of such series and the qualifications, limitations and
restrictions thereof, including, without limitation, with respect to the payment
of dividends and the distribution of assets, whether upon liquidation or
otherwise, (i) equally with respect to all other series of Parity Stock (as
defined in Section 9), (ii) after all shares of any class or series of Senior
Stock (as defined in Section 9), and (iii) prior to all shares of Junior Stock
(as defined in Section 9).

2.       DIVIDENDS.

         2.1 Subject to the rights of the holders of any shares of Senior Stock,
the holders of shares of Series A Preferred Stock, in preference to the holders
of any shares of Junior Stock, shall be entitled to receive, when, as and if
declared by the Board of Directors out of funds of the Company legally available
therefor, 



<PAGE>   85
cash dividends on each outstanding share of Series A Preferred Stock, payable
quarterly, in arrears, at an annual rate of 4.0% of the Liquidation Preference
(the "Dividend Rate"). Dividends payable for each full dividend period will be
computed by dividing (x) the product of (i) the Liquidation Preference and (ii)
the Dividend Rate by (y) four and shall be payable on each Dividend Payment
Date, to the holders of record of Series A Preferred Stock at the close of
business on the Dividend Record Date applicable to such Dividend Payment Date,
commencing on the First Dividend Payment Date. Such dividends shall be
cumulative from the First Dividend Payment Date. Dividends on the Series A
Preferred Stock which are not declared and paid when due will compound quarterly
on each Dividend Payment Date at the Dividend Rate. Dividends payable for any
partial dividend period shall be computed on the basis of actual days elapsed
over a 360-day year consisting of twelve 30-day months. Dividends paid on the
shares of Series A Preferred Stock in an amount less than the total amount of
such dividends at the time accrued and payable on such shares shall be allocated
pro rata on a share-by-share basis among all such shares at the time
outstanding.

         2.2 Holders of shares of Series A Preferred Stock shall not be entitled
to any dividends in excess of full cumulative dividends, as herein provided, on
the Series A Preferred Stock. No interest, or sum of money in lieu of interest,
shall be payable in respect of any dividend payment or payments on the Series A
Preferred Stock which may be in arrears (it being understood that the
compounding of unpaid dividends shall not constitute interest or money in lieu
of interest).

         2.3 Whenever quarterly dividends payable on shares of Series A
Preferred Stock are in arrears, thereafter and until all accrued and unpaid
dividends, whether or not declared, on the outstanding shares of Series A
Preferred Stock shall have been paid in full or declared and set apart for
payment, the Company shall not: (i) declare or pay dividends, or make any other
distributions, on any shares of Junior Stock other than dividends or
distributions payable in Junior Stock ; or (ii) declare or pay dividends, or
make any other distributions, on any shares of Parity Stock, except (1)
dividends or distributions payable in Junior Stock and (2) dividends or
distributions paid ratably on the Series A Preferred Stock and all Parity Stock
on which dividends are payable or in arrears, in proportion to the total amounts
to which the holders of all shares of the Series A Preferred Stock and such
Parity Stock are then entitled.

         2.4 Whenever quarterly dividends payable on shares of Series A
Preferred Stock are in arrears, thereafter and until all Accumulated Dividends,
whether or not declared, on the outstanding shares of Series A Preferred Stock
shall have been paid in full or declared and set apart for payment, the Company
shall not: (i) redeem or purchase or otherwise acquire for consideration any
shares of Junior Stock or Parity Stock; or (ii) purchase or 



                                       A-2
<PAGE>   86
otherwise acquire for consideration any shares of Series A Preferred Stock.


3.       OPTIONAL REDEMPTION.

         3.1 At any time and from time to time ON OR AFTER [FIRST DAY OF THE
FIRST FULL MONTH AFTER THE THIRD ANNIVERSARY OF THE CLOSING TO BE INSERTED],
2001, the Company may, at its sole option, redeem, out of funds legally
available therefor, all or any part of the outstanding shares of Series A
Preferred Stock, by payment of cash in the manner specified in Section 4 hereof
during the quarterly periods commencing on [FIRST DAY OF THE FIRST FULL MONTH
AFTER THE THIRD ANNIVERSARY OF THE CLOSING TO BE INSERTED] for the amount
(expressed as a percentage of the Liquidation Preference thereof) set forth
below opposite such quarters, plus any Accumulated Dividends and Accrued
Dividends thereon to the redemption date.



              Quarter
            Commencing*                           Redemption Price Per Share
            -----------                           --------------------------
         Year 4, Quarter 1                                  93.22
         Year 4, Quarter 2                                  94.31
         Year 4, Quarter 3                                  95.43
         Year 4, Quarter 4                                  96.55
         Year 5, Quarter 1                                  97.69
         Year 5, Quarter 2                                  98.84
         Year 5, Quarter 3                                  100.00

         *[NOTE: ACTUAL YEARS AND QUARTERS WILL BE INSERTED AT CLOSING. THE
         REDEMPTION PERIOD WILL BEGIN ON THE FIRST DAY OF THE FIRST FULL MONTH
         FOLLOWING THE THIRD ANNIVERSARY OF THE CLOSING AND THE FIRST QUARTER
         SHALL BE THE THREE MONTH PERIOD BEGINNING ON SUCH DAY. FOR EXAMPLE, IF
         THE CLOSING WERE TO OCCUR ON JANUARY 31, 1998 THE FIRST QUARTERLY
         PERIOD WOULD COMMENCE ON FEBRUARY 1, 2001.]

4.       PROCEDURE FOR REDEMPTION.

         4.1 In the event the Company shall elect to redeem shares of Series A
Preferred Stock pursuant to Sections 3 or 5 hereof, notice of such redemption
shall be given by first-class mail to each record holder of the shares to be
redeemed, at such holder's address as the same appears on the books of the
Company, in either case not less than 30 nor more than 60 days prior to the
redemption date. Each such notice shall state (i) the time and date as of 


                                       A-3
<PAGE>   87
which the redemption shall occur; (ii) the total number of shares of Series A
Preferred Stock to be redeemed and, if fewer than all the shares held by such
holder are to be redeemed (in the case of a redemption pursuant to Section 3),
the number of such shares to be redeemed from such holder; (iii) the redemption
price; (iv) the place or places where certificates for such shares are to be
surrendered for payment of the redemption price; and (v) that dividends on the
shares to be redeemed will cease to accrue on such redemption date unless the
Company defaults in the payment of the redemption price.

         4.2 On or before any redemption date, each holder of shares of Series A
Preferred Stock to be redeemed shall surrender the certificate or certificates
representing such shares of Series A Preferred Stock to the Company, in the
manner and at the place designated in the notice of redemption, and on the
redemption date, the full redemption price, payable in cash, for such shares of
Series A Preferred Stock shall be paid or delivered to the person whose name
appears on such certificate or certificates as the owner thereof, and the shares
represented by each surrendered certificate shall be returned to authorized but
unissued shares of preferred stock of any or no series. Upon surrender (in
accordance with the notice of redemption) of the certificate or certificates
representing any shares to be so redeemed (properly endorsed or assigned for
transfer, if the Company shall so require and the notice of redemption shall so
state), such shares shall be redeemed by the Company at the redemption price. If
fewer than all the shares represented by any such certificate are to be
redeemed, a new certificate shall be issued representing the unredeemed shares,
without costs to the holder thereof together with the amount of cash, if any, in
lieu of fractional shares.

         4.3 Unless the Company defaults in the payment in full of the
redemption price, dividends on the Series A Preferred Stock called for
redemption shall cease to accrue on the redemption date, and all rights of the
holders of such shares redeemed shall cease to have any further rights with
respect thereto on the redemption date, other than to receive the redemption
price without interest.

         4.4 In the event that fewer than all the outstanding shares of Series A
Preferred Stock are to be redeemed, the shares to be redeemed shall be
determined pro rata, as determined by the Company.

5.       CHANGE OF CONTROL.

         5.1 Upon the occurrence of a Change of Control at any time on or after
[CLOSING DATE TO BE INSERTED] and prior to [FIRST DATE OF OPTIONAL REDEMPTION TO
BE INSERTED], 2001, the Company may, at its sole option, redeem, out of funds
legally available therefor, all of the outstanding shares of Series A Preferred
Stock by payment of cash in the manner specified in Section 4 hereof during the
quarterly periods commencing on [CLOSING DATE TO BE INSERTED] for 


                                       A-4
<PAGE>   88
the amount (expressed as a percentage of the Liquidation Preference thereof) set
forth below opposite such quarters.




                                      A-5
<PAGE>   89
          Quarter Commencing*                        Redemption Price Per Share
          ------------------                         --------------------------
           Year 1, Quarter 1                                    81.00
           Year 1, Quarter 2                                    81.95
           Year 1, Quarter 3                                    82.92
           Year 1, Quarter 4                                    83.90
           Year 2, Quarter 1                                    84.88
           Year 2, Quarter 2                                    85.88
           Year 2, Quarter 3                                    86.89
           Year 2, Quarter 4                                    87.92
           Year 3, Quarter 1                                    88.95
           Year 3, Quarter 2                                    90.00
           Year 3, Quarter 3                                    91.06
           Year 3, Quarter 4                                    92.13

                  *[NOTE: ACTUAL YEARS AND QUARTERS WILL BE INSERTED AT CLOSING.
                  THE REDEMPTION PERIOD WILL BEGIN ON THE FIRST DAY FOLLOWING
                  THE CLOSING AND THE FIRST QUARTER SHALL INCLUDE THE THREE
                  MONTH PERIOD BEGINNING ON THE FIRST DAY OF THE MONTH
                  IMMEDIATELY FOLLOWING THE CLOSING AND THE NUMBER OF DAYS
                  BETWEEN THE CLOSING AND THE FIRST DAY OF SUCH MONTH.]

Upon the occurrence of a Change of Control at any time on or after [FIRST
OPTIONAL REDEMPTION DATE TO BE INSERTED], 2001, the Company may, at its sole
option, exercise its right of redemption under Section 3. This Section 5 shall
similarly apply to successive Changes of Control.

6.       VOTING.

         6.1 The holders of the Series A Preferred Stock shall be entitled to
notice of all stockholders' meetings in accordance with the Company's By-laws,
and except as otherwise required by law or hereinafter provided, the holders of
the Series A Preferred Stock shall be entitled to vote on all matters submitted
to the stockholders for a vote (whether at a meeting of stockholders or, to the
extent permitted by the Company's Certificate of Incorporation, by written
consent) together with the holders of the Common Stock as a single class, and
each share of Series A Preferred Stock shall be entitled to one vote for each
share of


                                      A-6
<PAGE>   90
Common Stock that would be issuable upon conversion of such share on the record
date for determining eligibility to participate in the action being taken.

         6.2 If on any date a total of five quarterly dividends on the Series A
Preferred Stock have fully accrued but as of such date have not been paid in
full (a "Dividend Default"), the holders of shares of Series A Preferred Stock
shall have the right, voting together as a single class, to elect one director,
which director may but need not be an officer of the Company, to the Board of
Directors. For the taking of any action as provided in this Section 6.2 by the
holders of shares of the Series A Preferred Stock, each such holder shall have
one vote for each share of such stock standing in his or her name on the
transfer books of the Company as of any record date fixed for such purpose or,
if no such date be fixed, at the close of business on the Trading Day (as
defined in Section 9) next preceding the day on which notice is given, or if
notice is waived, at the close of business on the Trading Day next preceding the
day on which the meeting is held. Such right of the holders of shares of Series
A Preferred Stock to vote for the election of such director to the Board of
Directors may be exercised at any annual meeting of stockholders or at any
special meeting of stockholders called for such purpose as hereinafter provided
or at any adjournment thereof, until dividends in default and all other Accrued
Dividends on the outstanding shares of Series A Preferred Stock shall have been
paid in full, at which time the term of office of the director so elected shall
terminate automatically. So long as such right to vote continues, the Secretary
of the Company may call, and upon the written request of the holders of record
of a majority of the outstanding shares of Series A Preferred Stock addressed to
the Secretary at the principal office of the Company shall call, a special
meeting of the holders of such shares for the election of such director as
provided herein. Such meeting shall be held within 15 days after delivery of
such request to the Secretary, at the place and upon the notice provided by law
and in the Company's By-laws for the holding of meetings of stockholders of the
Company. No such special meeting or adjournment thereof shall be held on a date
less than 15 days before an annual meeting of stockholders or any special
meeting in lieu thereof. If at any such annual or special meeting or any
adjournment thereof the holders of a majority of the then outstanding shares of
Series A Preferred Stock entitled to vote in such election shall be present or
represented by proxy, then the authorized number of directors shall be increased
by one, and the holders of the Series A Preferred Stock shall be entitled to
elect the additional director. The absence of a quorum of the holders of any
other class or series of capital stock of the Company at any such annual or
special meeting shall not affect the exercise by the holders of the Series A
Preferred Stock of such voting rights. A director so elected shall serve until
the next annual meeting or until his or her successor shall be elected and shall
qualify, unless the term of office of the person so elected as director shall
have terminated under the circumstances set forth in the third sentence of this
Section 6.2. If the director so 


                                      A-7
<PAGE>   91
elected by the holders of the Series A Preferred Stock as a class shall cease to
serve as a member of the Board of Directors before his or her term shall expire,
the holders of the Series A Preferred Stock then outstanding and entitled to
vote for such director may at a special meeting of such holders called as
provided above, elect a successor to hold office for the unexpired term of the
director whose place shall be vacant. After the holders of the Series A
Preferred Stock shall have exercised their right to elect the director pursuant
to the terms of this Section 6.2, the authorized number of directors shall not
be increased or decreased, regardless of the terms of any shares of Junior
Stock, or decreased, regardless of the terms of any other stock of the Company,
except by a class vote of the holders of the Series A Preferred Stock as
provided above. The rights of the holders of the Series A Preferred Stock to
elect the director pursuant to the terms of this Section 6.2 shall not be
adversely affected by the voting or other rights applicable to any other
security of the Company. Notwithstanding anything to the contrary in this
Section 6.2, the director elected or appointed pursuant to this Section 6.2 as a
result of a Dividend Default shall not be elected or appointed if the Company is
advised in writing by its outside counsel (which counsel rendering such advice
shall not have been found to be unacceptable in the reasonable judgment of the
holders of a majority of the outstanding shares of the Series A Preferred Stock)
that such director would not be qualified under the Company's Certificate of
Incorporation or By-Laws or any applicable statutory or regulatory standards to
serve as a director of the Company or if the Company otherwise reasonably
objects to such director because such director either (i) is a director or
officer of a direct competitor of the Company (which shall be deemed not to
include Dearborn) or (ii) has engaged in any adverse conduct that would require
disclosure under Item 7 of Schedule 14A promulgated under the Exchange Act, in
which case the holders of the Series A Preferred Stock shall withdraw such
director and elect or nominate a replacement therefor (which replacement would
be subject to the requirements of this sentence). Any such objection by the
Company must be made no later than fourteen (14) days after the holders of the
Series A Preferred Stock identify such director to the Company.

         6.3 So long as any shares of Series A Preferred Stock remain
outstanding, unless a greater percentage shall then be required by law, the
Company shall not, without the affirmative vote of the holders of a majority of
the outstanding shares of Series A Preferred Stock voting separately as one
class, amend the Certificate of Incorporation so as to affect adversely the
specified rights, preferences, privileges or voting rights of holders of shares
of Series A Preferred Stock. The holders of at least a majority of the
outstanding shares of Series A Preferred Stock, voting separately as one class,
may waive compliance with any provision of this Certificate of Designations. In
exercising the voting rights set forth in this Section 6.3, each share of Series
A Preferred Stock shall be entitled to one vote.




                                      A-8
<PAGE>   92
         6.4 The Company may create, authorize or issue any shares of Senior
Stock, Junior Stock or Parity Stock or increase or decrease the amount of
authorized capital stock of any class other than the Series A Preferred Stock,
without the consent of the holders of Series A Preferred Stock, voting
separately as a class, and in taking such actions the Company shall not be
deemed to have affected adversely the rights, preferences, privileges or voting
rights of holders of shares of Series A Preferred Stock; provided that the
Company shall not decrease the authorized Common Stock to an extent that would
prevent conversion of shares of the Series A Preferred Stock as contemplated
herein.

7.       LIQUIDATION RIGHTS.

         7.1 In the event of any liquidation, dissolution or winding-up of the
Company, whether voluntary or involuntary, the holders of the shares of Series A
Preferred Stock shall be entitled to receive out of the assets of the Company
available for distribution to stockholders the Liquidation Preference plus
Accumulated Dividends and Accrued Dividends thereon in preference to the holders
of, and before any distribution is made on, any Junior Stock, including, without
limitation, on any Common Stock.

         7.2 The merger or consolidation of the Company into or with any other
corporation, or the merger or consolidation of any other corporation into or
with the Company, shall not be deemed to be a liquidation, dissolution or
winding up, voluntary or involuntary, for the purposes of this Section 7. Both
(i) a sale of all or substantially all of the assets of the Company, and (ii)
any distribution by the Company to its stockholders of substantially all of its
assets shall be deemed to be a liquidation for the purposes of this Section 7.

         7.3 After the payment to the holders of the shares of Series A
Preferred Stock of full preferential amounts provided for in this Section 7, the
holders of Series A Preferred Stock as such shall have no right or claim to any
of the remaining assets of the Company.

         7.4 In the event the assets of the Company available for distribution
to the holders of shares of Series A Preferred Stock upon any liquidation,
dissolution or winding up of the Company, whether voluntary or involuntary,
shall be insufficient to pay in full all amounts to which such holders are
entitled pursuant to Section 7.1, no such distribution shall be made on account
of any shares of any Parity Stock upon such liquidation, dissolution or winding
up unless proportionate distributable amounts shall be paid on account of the
shares of Series A Preferred Stock, ratably, in proportion to the full
distributable amounts for which holders of all Series A Preferred Stock and
Parity Stock are entitled upon such liquidation, dissolution or winding up.




                                      A-9
<PAGE>   93
8.       CONVERSION.

         8.1 Each holder of Series A Preferred Stock shall have the right, at
its option, at any time and from time to time from the Issue Date to convert,
subject to the terms and provisions of this Section 8, any or all of such
holder's shares of Series A Preferred Stock. In such case, the shares of Series
A Preferred Stock shall be converted into such number of fully paid and
nonassessable shares of Common Stock as is equal, subject to Section 8.7, to the
product of the number of shares of Series A Preferred Stock being so converted
multiplied by the quotient of (a) the Liquidation Preference plus any
Accumulated Dividends and any Accrued Dividends to and including the date of
conversion divided by (b) the Conversion Price (as defined below) then in
effect, except that with respect to any share which shall be called for
redemption such right shall terminate at the close of business on the date of
redemption of such share, unless the Company shall default in performance or
payment due upon exchange or redemption thereof. The Conversion Price shall be
$22.44, subject to adjustment as set forth in Section 8.3.

         The conversion right of a holder of Series A Preferred Stock shall be
exercised by the holder by the surrender of the certificates representing shares
to be converted to the Company at any time during usual business hours at its
principal place of business or the offices of its duly appointed transfer agent
for the Series A Preferred Stock to be maintained by it, accompanied by written
notice that the holder elects to convert all or a portion of the shares of
Series A Preferred Stock represented by such certificate and specifying the name
or names (with address) in which a certificate or certificates for shares of
Common Stock are to be issued and, if so required by the Company or its duly
appointed transfer agent for the Series A Preferred Stock, by a written
instrument or instruments of transfer in form reasonably satisfactory to the
Company or its duly appointed transfer agent for the Series A Preferred Stock
duly executed by the holder or its duly authorized legal representative and any
transfer tax stamps or funds therefor, if required pursuant to Section 8.9.
Immediately prior to the close of business on the date of receipt by the Company
or its duly appointed transfer agent for the Series A Preferred Stock of notice
of conversion of shares of Series A Preferred Stock, each converting holder of
Series A Preferred Stock shall be deemed to be the holder of record of Common
Stock issuable upon conversion of such holder's Series A Preferred Stock
notwithstanding that the share register of the Company shall then be closed or
that certificates representing such Common Stock shall not then be actually
delivered to such person. Upon notice from the Company, each holder of Series A
Preferred Stock so converted shall promptly surrender to the Company, at any
place where the Company shall maintain a transfer agent for its Series A
Preferred Stock, certificates representing the shares so converted, duly
endorsed in blank or accompanied by proper instruments of transfer. On the date
of any conversion, all rights with respect to the shares of Series A Preferred
Stock so converted, including the 




                                      A-10
<PAGE>   94
rights, if any, to receive notices, will terminate, except only the rights of
holders thereof to (i) receive certificates for the number of shares of Common
Stock into which such shares of Series A Preferred Stock have been converted;
(ii) the payment of any Accumulated Dividends or Accrued Dividends thereon; and
(iii) exercise the rights to which they are entitled as holders of Common Stock.

         If the last day for the exercise of the conversion right shall not be a
Business Day, then such conversion right may be exercised on the next preceding
Business Day.

         8.2 When shares of Series A Preferred Stock are converted pursuant to
this Section 8, all Accumulated Dividends and all Accrued Dividends (whether or
not declared or currently payable) on the Series A Preferred Stock so converted
to (and not including) the date of conversion shall be immediately due and
payable.

         8.3 The Conversion Price shall be subject to adjustment as follows,
provided that the following adjustment provisions shall be applied to the extent
that any such provision is not duplicative with respect to any other adjustment
contemplated by this Section 8.3:

                  i. In case the Company shall at any time or from time to time
         (i) make a redemption payment or pay a dividend (or other distribution)
         payable in shares of Common Stock on any class of capital stock (which,
         for purposes of this Section 8.3 shall include, without limitation, any
         dividends or distributions in the form of options, warrants or other
         rights to acquire capital stock) of the Company (other than the
         issuance of shares of Common Stock in connection with the conversion of
         Series A Preferred Stock or the issuance of shares of Common Stock
         pursuant to options granted to employees of the Company or its
         subsidiaries pursuant to employee benefit plans approved by the Board
         of Directors of the Company); (ii) subdivide the outstanding shares of
         Common Stock into a larger number of shares; (iii) combine the
         outstanding shares of Common Stock into a smaller number of shares;
         (iv) issue any shares of its capital stock in a reclassification of the
         Common Stock; or (v) pay a dividend or make a distribution to all
         holders of shares of Common Stock (other than a dividend or
         distribution paid or made to holders of shares of Series A Preferred
         Stock in the manner provided in Section 8.2) pursuant to a stockholder
         rights plan, "poison pill" or similar arrangement then, and in each
         such case, the Conversion Price in effect immediately prior to such
         event shall be adjusted (and any other appropriate actions shall be
         taken by the Company) so that the holder of any share of Series A
         Preferred Stock thereafter surrendered for conversion shall be entitled
         to receive the number of shares of Common Stock that such holder would
         have owned or would have been entitled to receive upon or by reason of
         any of the events described above, had such share of Series A Preferred
         Stock 



                                      A-11
<PAGE>   95
         been converted immediately prior to the occurrence of such event. An
         adjustment made pursuant to this Section 8.3(a) shall become effective
         retroactively (A) in the case of any such dividend or distribution, to
         the day immediately following the close of business on the record date
         for the determination of holders of the capital stock of the Company
         entitled to receive such dividend or distribution or (B) in the case of
         any such subdivision, combination or reclassification, to the close of
         business on the day upon which such corporate action becomes effective.

                  ii. In case the Company shall at any time or from time to time
         issue or sell shares of Common Stock (or securities convertible into or
         exchangeable for shares of Common Stock, or any options, warrants or
         other rights to acquire shares of Common Stock or options granted to
         employees of the Company or its subsidiaries pursuant to employee
         benefit plans approved by the Board of Directors of the Company) to
         holders of its Common Stock at a price per share less than the Market
         Value for the period ending on the date of issuance (treating the price
         per share of any security convertible or exchangeable or exercisable
         into Common Stock as equal to (i) the sum of the price for such
         security convertible, exchangeable or exercisable into Common Stock
         plus any additional consideration payable (without regard to any
         anti-dilution adjustments) upon the conversion, exchange or exercise of
         such security into Common Stock divided by (ii) the number of shares of
         Common Stock initially underlying such convertible, exchangeable or
         exercisable security), other than (A) issuances or sales for which an
         adjustment is made pursuant to another paragraph of this Section 8.3,
         (B) issuances of shares of Common Stock or securities exercisable or
         convertible into Common Stock pursuant to mergers, acquisitions,
         consolidations, exchanges, reorganizations or combinations, (C)
         issuances that are subject to certain triggering events (until such
         time as such triggering events occur) or (D) options granted to
         employees of the Company or its subsidiaries pursuant to employee
         benefit plans approved by the Board of Directors of the Company, then,
         and in each such case, the Conversion Price then in effect shall be
         adjusted by dividing the Conversion Price in effect on the day
         immediately prior to such record date by a fraction (I) the numerator
         of which shall be the sum of the number of shares of Common Stock
         outstanding on such record date plus the number of additional shares of
         Common Stock issued or to be issued (or the maximum number into which
         such convertible or exchangeable securities initially may convert or
         exchange or for which such options, warrants or other rights initially
         may be exercised) and (II) the denominator of which shall be the sum of
         the number of shares of Common Stock outstanding on such record date
         plus the number of shares of Common Stock which the aggregate
         consideration for the total number of such additional shares of Common
         Stock so issued (or into which such convertible or



                                      A-12
<PAGE>   96
         exchangeable securities may convert or exchange or for which such
         options, warrants or other rights may be exercised plus the aggregate
         amount of any additional consideration initially payable upon
         conversion, exchange or exercise of such security) would purchase at
         the Market Value for the period ending on the date of conversion;
         provided, that if the holders of Series A Preferred Stock are offered
         the opportunity to participate in any such offering on a pro rata basis
         with the holders of Common Stock and decline to participate or if the
         holders of Series A Preferred Stock are entitled to receive such
         options, warrants or other rights upon conversion at any time of their
         shares of Series A Preferred Stock, then in either such case, no
         adjustment shall be made pursuant to this Section 8.3(b). Such
         adjustment shall be made whenever such shares, securities, options,
         warrants or other rights are issued, and shall become effective
         retroactively to a date immediately following the close of business on
         the record date for the determination of stockholders entitled to
         receive such shares, securities, options, warrants or other rights;
         provided, however, that the determination as to whether an adjustment
         is required to be made pursuant to this Section 8.3(b) shall only be
         made upon the issuance of such shares or such convertible or
         exchangeable securities, options, warrants or other rights, and not
         upon the issuance of the security into which such convertible or
         exchangeable security converts or exchanges, or the security underlying
         such option, warrants or other right; provided further, that if any
         convertible or exchangeable securities, options, warrants or other
         rights (or any portions thereof) which shall have given rise to an
         adjustment pursuant to this Section 8.3(b) shall have expired or
         terminated without the exercise thereof and/or if by reason of the
         terms of such convertible or exchangeable securities, options, warrants
         or other rights there shall have been an increase or increases, with
         the passage of time or otherwise, in the price payable upon the
         exercise or conversion thereof, then the Conversion Price hereunder
         shall be readjusted (but to no greater extent than originally adjusted)
         with respect to any shares of Series A Preferred Stock not previously
         converted into Common Stock on the basis of (1) eliminating from the
         computation any additional shares of Common Stock corresponding to such
         convertible or exchangeable securities, options, warrants or other
         rights as shall have expired or terminated; (2) treating the additional
         shares of Common Stock, if any, actually issued or issuable pursuant to
         the previous exercise of such convertible or exchangeable securities,
         options, warrants or other rights as having been issued for the
         consideration actually received and receivable therefor; and (3)
         treating any of such convertible or exchangeable securities, options,
         warrants or other rights which remain outstanding as being subject to
         exercise or conversion on the basis of such exercise or conversion
         price as shall be in effect at the time.



                                      A-13
<PAGE>   97
                  iii. In case the Company shall at any time or from time to
         time (i) make a distribution to all holders of shares of its Common
         Stock consisting exclusively of cash (excluding any cash portion of
         distributions referred to in (a) above, or cash distributed upon a
         merger or consolidation to which Section 8.7 below applies), that, when
         combined together with (A) all other such all-cash distributions made
         within the then-preceding 12 months in respect of which no adjustment
         has been made and (B) any cash and the fair market value of other
         consideration paid or payable in respect of any tender offer by the
         Company or any of its subsidiaries for shares of Common Stock concluded
         within the then-preceding 12 months in respect of which no adjustment
         has been made, in the aggregate exceeds 5% of the Company's market
         capitalization (defined as the product of the Market Value for the
         period ending on the record date of such distribution times the number
         of shares of Common Stock then outstanding) on the record date of such
         distribution, (ii) complete a tender or exchange offer by the Company
         or any of its subsidiaries for shares of Common Stock that involves an
         aggregate consideration that, together with (A) any cash and other
         consideration payable in a tender or exchange offer by the Company or
         any of its subsidiaries for shares of Common Stock expiring within the
         then-preceding 12 months in respect of which no adjustment has been
         made and (B) the aggregate amount of any such all-cash distributions
         referred to in (i) above to all holders of shares of Common Stock
         within the then-preceding 12 months in respect of which no adjustments
         have been made, exceeds 5% of the Company's market capitalization on
         the expiration of such tender offer or (iii) make a distribution to all
         holders of its Common Stock consisting of evidences of indebtedness,
         shares of its capital stock other than Common Stock or assets
         (including securities, but excluding those dividends, rights, options,
         warrants and distributions referred to in (i) and (ii) above), then,
         and in each such case, the Conversion Price then in effect shall be
         adjusted by dividing the Conversion Price in effect immediately prior
         to the date of such distribution by a fraction (I) the numerator of
         which shall be the Market Value for the period ending on the record
         date referred to below and (II) the denominator of which shall be such
         Market Value less then the fair market value (as determined by the
         Board of Directors of the Company) of the portion of the cash,
         evidences of indebtedness, securities or other assets so distributed,
         applicable to one share of Common Stock (but such denominator not to be
         less than one); provided, however, that no adjustment shall be made
         with respect to any distribution of rights to purchase securities of
         the Company if the holder of shares of Series A Preferred Stock would
         otherwise be entitled to receive such rights upon conversion at any
         time of shares of Series A Preferred Stock into shares of Common Stock
         unless such rights are subsequently redeemed by the Company, in which
         case such redemption shall be treated for purposes of this Section
         8.3(c) as a dividend on the Common Stock. Such adjustment shall be made
         whenever any such distribution is


                                      A-14
<PAGE>   98
         made and shall become effective retroactively to a date immediately
         following the close of business on the record date for the
         determination of stockholders entitled to receive such distribution.

                  iv. Notwithstanding anything herein to the contrary, no
         adjustment under this Section 8.3 need be made to the Conversion Price
         unless such adjustment would require an increase or decrease of at
         least 1% of the Conversion Price then in effect. Any lesser adjustment
         shall be carried forward and shall be made at the time of and together
         with the next subsequent adjustment, which, together with any
         adjustment or adjustments so carried forward, shall amount to an
         increase or decrease of at least 1% of such Conversion Price.

                  v. The Company reserves the right to make such reductions in
         the Conversion Price in addition to those required in the foregoing
         provisions as it considers advisable in order that any event treated
         for Federal income tax purposes as a dividend of stock or stock rights
         will not be taxable to the recipients. In the event the Company elects
         to make such a reduction in the Conversion Price, the Company will
         comply with the requirements of Rule 14e-1 under the Exchange Act, and
         any other securities laws and regulations thereunder if and to the
         extent that such laws and regulations are applicable in connection with
         the reduction of the Conversion Price.

         8.4 If the Company shall take a record of the holders of its Common
Stock for the purpose of entitling them to receive a dividend or other
distribution, and shall thereafter and before the distribution to stockholders
thereof legally abandon its plan to pay or deliver such dividend or
distribution, then thereafter no adjustment in the Conversion Price then in
effect shall be required by reason of the taking of such record.

         8.5 Upon any increase or decrease in the Conversion Price, then, and in
each such case, the Company promptly shall deliver to each registered holder of
Series A Preferred Stock a certificate signed by an authorized officer of the
Company, setting forth in reasonable detail the event requiring the adjustment
and the method by which such adjustment was calculated and specifying the
increased or decreased Conversion Price then in effect following such
adjustment.

         8.6 No fractional shares or scrip representing fractional shares of
Common Stock shall be issued upon the conversion of any shares of Series A
Preferred Stock. If more than one share of Series A Preferred Stock shall be
surrendered for conversion at one time by the same holder, the number of full
shares of Common Stock issuable upon conversion thereof shall be computed on the
basis of the aggregate Liquidation Preference of the shares of Series A
Preferred Stock so surrendered. If the conversion of any share or 




                                      A-15
<PAGE>   99
shares of Series A Preferred Stock results in a fraction, an amount equal to
such fraction multiplied by the last reported sale price of the Common Stock on
the Nasdaq at the close of business on the Trading Day next preceding the day of
conversion shall be paid to such holder in cash by the Company.

         8.7 In case of any (i) capital reorganization or reclassification or
other change of outstanding shares of Common Stock, or, (ii) subject to Section
5, any Change of Control (other than a Change of Control in which the Company is
the resulting or surviving Person and which does not result in any
reclassification or change of outstanding Common Stock) (the events in the
foregoing clauses (i) and (ii) being referred to in this Section 8.7 as a
"Transaction"), each share of Series A Preferred Stock then outstanding shall,
without the consent of any holder of Series A Preferred Stock, become
convertible only into the kind and amount of shares of stock or other securities
(of the Company or another issuer) or property or cash receivable upon such
Transaction by a holder of the number of shares of Common Stock into which such
share of Series A Preferred Stock could have been converted immediately prior to
such Transaction after giving effect to any adjustment event. The provisions of
this Section 8.7 and any equivalent thereof in any such certificate similarly
shall apply to successive Transactions. The provisions of this Section 8.7 shall
be the sole right of holders of Series A Preferred Stock in connection with any
Transaction (other than any voting rights provided for herein and any rights set
forth in Section 5 with respect to a Change of Control) and such holders shall
have no separate vote thereon.

         8.8 The Company shall at all times reserve and keep available for
issuance upon the conversion of the Series A Preferred Stock, such number of its
authorized but unissued shares of Common Stock as will from time to time be
sufficient to permit the conversion of all outstanding shares of Series A
Preferred Stock, and shall take all action required to increase the authorized
number of shares of Common Stock if at any time there shall be insufficient
authorized but unissued shares of Common Stock to permit such reservation or to
permit the conversion of all outstanding shares of Series A Preferred Stock.

         8.9 The issuance or delivery of certificates for Common Stock upon the
conversion of shares of Series A Preferred Stock shall be made without charge to
the converting holder of shares of Series A Preferred Stock for such
certificates or for any tax in respect of the issuance or delivery of such
certificates or the securities represented thereby, and such certificates shall
be issued or delivered in the respective names of, or in such names as may be
directed by, the holders of the shares of Series A Preferred Stock converted;
provided, however, that the Company shall not be required to pay any tax which
may be payable in respect of any transfer involved in the issuance and delivery
of any such certificate in a name other than that of the holder of the shares of
Series A Preferred Stock converted, and the Company shall not be 



                                      A-16
<PAGE>   100
required to issue or deliver such certificate unless or until the Person or
Persons requesting the issuance or delivery thereof shall have paid to the
Company the amount of such tax or shall have established to the reasonable
satisfaction of the Company that such tax has been paid.

9. DEFINITIONS. As used herein, the following terms shall have the following
meanings:

         9.1 "Accrued Dividends" shall mean, with respect to any share of Series
A Preferred Stock, as of any date, the accrued and unpaid dividends on such
share from and including the most recent Dividend Payment Date (or from [FOURTH
ANNIVERSARY OF CLOSING DATE TO BE INSERTED], 2002, in the case of dividends
payable on the First Dividend Payment Date) to but not including such date.

         9.2 "Accumulated Dividends" shall mean, with respect to any share of
Series A Preferred Stock, as of any date, the aggregate accumulated and unpaid
dividends on such share from the First Dividend Payment Date until the most
recent Dividend Payment Date prior to such date. There shall be no Accumulated
Dividends with respect to any share of Preferred Stock prior to the First
Dividend Payment Date.

         9.3 "Affiliate" shall have the meaning ascribed to it, on the date
hereof, under Rule 405 of the Securities Act of 1933, as amended.

         9.4 "Board of Directors" shall mean the Board of Directors of the
Company or, with respect to any action to be taken by the Board of Directors,
any committee of the Board of Directors duly authorized to take such action.

         9.5 "Business Day" shall mean any day other than a Saturday, Sunday or
other day on which commercial banks in The City of New York are authorized or
required by law or executive order to close.

         9.6 "Change of Control" shall mean (i) when (A) the Company
consolidates with or merges into any other person or directly or indirectly
conveys, transfers or leases all or substantially all of its assets to any
person in one transaction or a series of related transactions, or (B) any person
merges into the Company, in either event pursuant to a transaction in which (1)
any securities of the Company entitled to vote generally for the election of
directors or securities convertible into such securities that are outstanding
immediately prior to the effectiveness thereof are reclassified or changed into
or exchanged for cash, securities or other property and (2) a significant change
in the composition of the Board of Directors of the Company is effected; (ii)
when any "person" or "group" is or becomes the "beneficial owner," directly or
indirectly, of more than 50% of the total voting power, in the aggregate,
normally entitled to vote in the election of directors of the Company; or (iii)
when, during any period of 12 consecutive months after the Issue Date,
individuals who at the beginning of 



                                      A-17
<PAGE>   101
any such 12-month period constituted the Board of Directors of the Company
(together with any new directors whose election by such Board or whose
nomination for election by the stockholders of the Company was approved by a
vote of a majority of the directors then still in office who were either
directors at the beginning of such period or whose election or nomination for
election was previously so approved) cease for any reason to constitute a
majority of the Board of Directors of the Company then in office.

                  For purposes of the definition of "Change of Control," (i) the
terms "person" and "group" shall have the meaning used for purposes of Rules
13d-3 and 13d-5 of the Exchange Act, as in effect on the Issue Date, whether or
not applicable and (ii) the term "beneficial owner" shall have the meaning used
in Rules 13d-3 and 13d-5 under the Exchange Act as in effect on the original
date of issuance of the Preferred Stock, whether or not applicable, except that
a "person" shall be deemed to have "beneficial ownership" of all shares that any
such person has the right to acquire, whether such right is exercisable
immediately or only after the passage of time or upon the occurrence of certain
events.

         9.7 "Common Stock" shall mean the common stock, par value $.01 per
share, of the Company, or any other class of stock resulting from successive
changes or reclassifications of such common stock consisting solely of changes
in par value, or from par value to no par value, or as a result of a
subdivision, combination, or merger, consolidation or similar transaction in
which the Company is a constituent corporation.

         9.8 "Dividend Payment Date" shall mean [FIRST DAY OF THE MONTH
IMMEDIATELY FOLLOWING THE CLOSE OF EACH APPLICABLE QUARTERLY DIVIDEND PERIODS TO
BE INSERTED] of each year, commencing on the
First Dividend Payment Date.

         9.9 "Dividend Record Date" shall mean, with respect to each Dividend
Payment Date, a date not more than 60 days nor less than 10 days preceding a
Dividend Payment Date, as shall be fixed by the Board of Directors.

         9.10 "Exchange Act" shall mean the Securities Exchange Act of 1934, as
amended, and the rules and regulations promulgated thereunder.

         9.11 "First Dividend Payment Date" shall mean [FIRST DAY OF THE THIRD
MONTH IMMEDIATELY FOLLOWING THE INITIAL DIVIDEND ACCRUAL
DATE TO BE INSERTED], 2002.

         9.12 "Issue Date" shall mean [CLOSING DATE TO BE INSERTED], 1998, the
original date of issuance of the Series A Preferred Stock.

         9.13 "Junior Stock" shall mean the Common Stock and the shares of any
other class or series of stock of the Company created on or 



                                      A-18
<PAGE>   102
after the Issue Date that, by the terms of the Amended and Restated Certificate
of Incorporation of the Company or of the instrument by which the Board of
Directors, acting pursuant to authority granted in the Amended and Restated
Certificate of Incorporation, shall fix the relative rights, preferences and
limitations thereof, shall be junior to the Series A Preferred Stock in respect
of the right to receive dividends or to participate in any other distribution of
assets.

         9.14 "Liquidation Preference" shall mean, with respect to each share of
Series A Preferred Stock, $1,000.

         9.15 "Market Value" shall mean the average closing price of the Common
Stock on the Nasdaq for a five consecutive trading day period.

         9.16 "Nasdaq" shall mean the Nasdaq Stock Market or, in the event the
Nasdaq Stock Market is not the principal stock exchange on which the Common
Stock is then traded or quoted, any principal successor stock exchange or
nationally recognized market where the Common Stock is listed or included.

         9.17 "Parity Stock" shall mean the shares of any class or series of
stock of the Company created on or after the Issue Date that, by the terms of
the Amended and Restated Certificate of Incorporation of the Company or of the
instrument by which the Board of Directors, acting pursuant to authority granted
in the Amended and Restated Certificate of Incorporation, shall fix the relative
rights, preferences and limitations thereof shall, in the event that the stated
dividends thereon are not paid in full, be entitled to share ratably with the
Series A Preferred Stock in the payment of dividends, including accumulations,
if any, in accordance with the sums or other consideration which would be
payable on such shares if all dividends were declared and paid in full, or
shall, in the event that the amounts payable thereon in liquidation are not paid
in full, be entitled to share ratably with the Series A Preferred Stock in any
other distribution of assets in accordance with the sums or other consideration
which would be payable in such distribution if all sums payable were discharged
in full.

         9.18 "Person" shall mean any individual, limited liability company,
corporation, general partnership, limited partnership, limited liability
partnership, joint venture, association, joint-stock company, trust,
unincorporated organization or government or any agency or political subdivision
thereof.

         9.19 "Senior Stock" shall mean any capital stock of the Company ranking
senior (either as to dividends or upon liquidation, dissolution or winding up)
to the Series A Preferred Stock.

         9.20 "Trading Day" shall mean a day on which Nasdaq is open for the
transaction of business or, if the Common Stock is not listed or admitted to
trading on any national securities exchange, 



                                      A-19
<PAGE>   103
any day other than a Saturday, Sunday, or a day on which banking institutions in
the State of New York are authorized or obligated to close.

10.      OTHER PROVISIONS.

         10.1 With respect to any notice to a holder of shares of Series A
Preferred Stock required to be provided hereunder, neither failure to mail such
notice, nor any defect therein or in the mailing thereof, to any particular
holder shall affect the sufficiency of the notice or the validity of the
proceedings referred to in such notice with respect to the other holders or
affect the legality or validity of any distribution, rights, warrant,
reclassification, consolidation, merger, conveyance, transfer, dissolution,
liquidation or winding up, or the vote upon any such action. Any notice which
was mailed in the manner herein provided shall be conclusively presumed to have
been duly given whether or not the holder receives the notice.

         10.2 Shares of Series A Preferred Stock issued and reacquired will be
retired and canceled promptly after reacquisition thereof and, upon compliance
with the applicable requirements of Delaware law, have the status of authorized
but unissued shares of preferred stock of the Company undesignated as to series
and may with any and all other authorized but unissued shares of preferred stock
of the Company be designated or redesignated and issued or reissued, as the case
may be, as part of any series of preferred stock of the Corporation, except that
any issuance or reissuance of shares of Series A Preferred Stock must be in
compliance with this Certificate of Designations.

         10.3 The shares of Series A Preferred Stock shall be issuable in whole
shares.

         10.4 All notices periods referred to herein shall commence on the date
of the mailing of the applicable notice.

IN WITNESS WHEREOF, the Company has caused this certificate to be signed and
attested this ______ day of _________, 1998.

                                            GRYPHON HOLDINGS INC.


                                            By: ____________________________
                                               Name:
                                               Title:

Attest: _________________________
            Name:
            Title:




                                      A-20
<PAGE>   104
                                    EXHIBIT B




- --------------------------------------------------------------------------------


- --------------------------------------------------------------------------------










                          REGISTRATION RIGHTS AGREEMENT


                                  BY AND AMONG

                              GRYPHON HOLDINGS INC.

                                       AND

                         DEARBORN RISK MANAGEMENT, INC.,






                          DATED AS OF ________ __, 1998










- --------------------------------------------------------------------------------


- --------------------------------------------------------------------------------
<PAGE>   105
                                TABLE OF CONTENTS

<TABLE>
<CAPTION>
                                                                                                                 Page

<S>                                                                                                             <C>  
ARTICLE 1.........................................................................................................1
         DEFINITIONS..............................................................................................1

ARTICLE 2.........................................................................................................4
         DEMAND REGISTRATION......................................................................................4
                  2.1 Request for Registration....................................................................4
                  2.2 Number of Registrations; Expenses...........................................................5
                  2.3 Effective Registration Statement............................................................5
                  2.4 Selection of Underwriters...................................................................6
                  2.5 Pro Rata Participation in Requested
                      Registration................................................................................6

ARTICLE 3.........................................................................................................6
         INCIDENTAL REGISTRATION..................................................................................6
                  3.1 Registration of Shares......................................................................6
                  3.2 Expenses....................................................................................7
                  3.3 Priority in Incidental Registrations........................................................7
                  3.4 Selection of Underwriters...................................................................7

ARTICLE 4.........................................................................................................8
         REGISTRATION PROCEDURES..................................................................................8
                  4.1  Preparation of Filings.....................................................................8
                  4.2  Data From Holders of Registrable Securities...............................................10
                  4.3  Discontinuance of Use of Prospectus.......................................................11
                  4.4  Underwriting Agreement....................................................................11

ARTICLE 5........................................................................................................12
         INDEMNIFICATION.........................................................................................12
                  5.1 Company's Indemnification..................................................................12
                  5.2 Seller's Indemnification...................................................................13
                  5.3 Indemnification Procedure..................................................................13
                  5.4 Contribution...............................................................................14
                  5.5  Indemnification Payments..................................................................15

ARTICLE 6........................................................................................................15
         RULE 144 ...............................................................................................15

ARTICLE 7........................................................................................................15
         MISCELLANEOUS PROVISIONS................................................................................15
                  7.1 Amendments.................................................................................15
                  7.2 Successors.................................................................................15
                  7.3 Applicable Law.............................................................................16
                  7.4 Counterparts...............................................................................16
                  7.5 Entire Agreement...........................................................................16
                  7.6 Severability...............................................................................16
                  7.7 Waiver and Consent.........................................................................16
                  7.8 Descriptive Headings.......................................................................16
                  7.9 Nominees for Beneficial Owners.............................................................16
                  7.10Notices....................................................................................17
</TABLE>


                                       -i-
<PAGE>   106
                          REGISTRATION RIGHTS AGREEMENT

                  This Registration Rights Agreement is entered into as of this
[___]th day of [_________], 1998 by and among Gryphon Holdings Inc., a Delaware
corporation (the "Company"), and Dearborn Risk Management, Inc., a Delaware
corporation ("Dearborn").

                  WHEREAS, the Company and Dearborn are parties to that certain
Stock Purchase Agreement, dated as of February 9, 1998 (the "Stock Purchase
Agreement"), pursuant to which, among other things, the Company has agreed to
purchase from Dearborn, and Dearborn has agreed to sell to the Company, all of
the issued and outstanding shares of capital stock of certain subsidiaries of
Dearborn;

                  WHEREAS, under the terms and subject to the conditions of the
Stock Purchase Agreement, in partial consideration for the purchase of the
Shares, the Company has agreed to issue to Dearborn 14,444 shares (the
"Preferred Shares") of Preferred Stock (as defined herein); and

                  WHEREAS, the execution and delivery of this Agreement by the
parties hereto is a condition precedent to the Closing of the transactions
contemplated by the Stock Purchase Agreement.

                  NOW, THEREFORE, in consideration of the foregoing and the
mutual covenants and agreements set forth below, the parties hereto agree as
follows:


                                    ARTICLE 1

                                   DEFINITIONS

                  For purposes of this Agreement, the following terms shall have
the following meanings:

                  "Agreement" shall mean this Registration Rights Agreement as
the same may be amended or modified from time to time hereafter.

                  "Commission" shall mean the United States Securities and
Exchange Commission (or any other federal agency then administering the
Securities Act).

                  "Common Stock" shall mean the common stock, par value $.01 per
share, of the Company.

                  "Company" shall have the meaning set forth in the first
paragraph of this Agreement.

                  "Company Board" shall mean the Board of Directors of the
Company.
<PAGE>   107
                  "Company Party" shall have the meaning set forth in
Section 5.2 of this Agreement.

                  "Dearborn" shall have the meaning set forth in the first
paragraph of this Agreement.

                  "Exchange Act" shall mean the Securities Exchange Act of 1934,
as amended, or any successor federal statute, and the rules and regulations of
the Commission thereunder, all as shall be in effect from time to time.

                  "Indemnified Party" shall have the meaning set forth in
Section 5.3 of this Agreement.

                  "Indemnifying Party" shall have the meaning set forth in
Section 5.3 of this Agreement.

                  "NASD" shall mean the National Association of Securities
Dealers, Inc.

                  "Nasdaq" shall mean The NASDAQ National Market or any
successor stock market.

                  "Other Holders" shall have the meaning set forth in
Section 2.1 of this Agreement.

                  "Person" shall mean any individual, partnership (limited or
general), corporation, company, limited liability company, joint venture, trust,
association, unincorporated organization, government or department or agency
thereof or other entity.

                  "Preferred Shares" shall have the meaning set forth in the
third paragraph of this Agreement.

                  "Preferred Stock" shall mean the Series A 4.0% Cumulative
Convertible Preferred Stock of the Company.

                  "Registrable Securities" shall mean (i) the shares of Common
Stock into which the Preferred Shares have been or may be converted and (ii) any
other securities issued or issuable with respect to any shares of Common Stock
referred to in the foregoing subdivision by way of stock dividend or split or in
connection with a combination of shares, recapitalization, merger, consolidation
or other reorganization or otherwise; provided, however, that such securities
shall cease to be Registrable Securities if and when (a) a registration
statement with respect to the disposition of such securities shall have become
effective under the Securities Act and such securities shall have been disposed
of pursuant to such effective registration statement, (b) such securities shall
have been otherwise transferred, if new certificates or other evidences of
ownership for such securities not bearing a legend restricting further transfer
and not subject to any stop transfer order or other restrictions on transfer
shall have been delivered


                                      B-2
<PAGE>   108
by the Company, and subsequent dispositions of such securities shall not require
registration or qualification of such securities under the Securities Act, or
(c) such securities shall have ceased to be outstanding.

                  "Registration Expenses" shall mean all expenses incident to
the Company's performance of or compliance with its obligations under this
Agreement, including, without limitation, all Commission, NASD, stock exchange
or Nasdaq registration and filing fees and expenses, fees and expenses of
compliance with applicable state securities or "blue sky" laws (including,
without limitation, reasonable fees and disbursements of counsel for the
underwriters in connection with "blue sky" qualifications of the Registrable
Securities), printing expenses, messenger and delivery expenses, the fees and
expenses incurred in connection with the listing of securities to be registered
on each securities exchange or national market system on which such securities
are listed, fees and disbursements of counsel for the Company and all
independent certified public accountants (including the expenses of any annual
audit and "cold comfort" letters required by or incident to such performance and
compliance), the fees and disbursements of underwriters customarily paid by
issuers or sellers of securities (including the fees and expenses of any
"qualified independent underwriter" required by the NASD), the reasonable fees
and expenses of any special experts retained by the Company in connection with
such registration, and fees and expenses of other Persons retained by the
Company (but excluding any underwriting discounts or commissions or transfer
taxes, if any, attributable to the sale of Registrable Securities by holders of
such Registrable Securities other than the Company and any fees and
disbursements of counsel retained by such holders).

                  "Requesting Holders" shall have the meaning set forth in
Section 2.1 of this Agreement.

                  "Securities Act" shall mean the Securities Act of 1933, as
amended, or any similar federal statute, and the rules and regulations of the
Commission thereunder, all as shall be in effect from time to time.

                  "Seller" shall have the meaning set forth in Section 5.1
of this Agreement.

                  "Seller Party" shall have the meaning set forth in Section 5.1
of this Agreement.

                  "Shareholder" shall mean any holder of Registrable
Securities.

                  "Voting Securities" shall mean, at any time, the aggregate of
(i) the outstanding shares of Common Stock and (ii) the shares of Common Stock
issuable in respect of any other securities of the Company outstanding at such
time.


                                      B-3
<PAGE>   109
                                    ARTICLE 2

                               DEMAND REGISTRATION

                  2.1 Request for Registration. At any time and from time to
time after the date which is six months from the date hereof, upon the written
request of one or more Shareholders holding in the aggregate Registrable
Securities representing not less than five percent of the Voting Securities
(such Shareholders being referred to as the "Requesting Holders") that the
Company effect the registration under the Securities Act of those Registrable
Securities held by such Requesting Holders which are specified in such request
(which request may specify an underwritten offering), the Company shall within
10 days give written notice of such requested registration to all other holders
of Registrable Securities, if any (the "Other Holders"). For a period of 15 days
following delivery of such notice, each Other Holder, if any, may request in
writing that the Company also register part or all of its Registrable Securities
(the number of Registrable Securities to be registered shall be specified in
such request) and the Company may decide to register for its own account or that
of Other Holders Common Stock and/or any other securities of the same type and
class as the Registrable Securities to be registered by the Requesting Holders.
Subject to the provisions of this Article 2, the Company shall use its best
efforts to cause the prompt registration under the Securities Act of (i) the
Registrable Securities that the Requesting Holders have requested the Company to
register and (ii) all other securities of the Company that the Company has
determined to register or that the Company has been requested to register by the
Other Holders, and in connection therewith, subject to Section 2.3, shall
prepare and file on such form as the Company in its reasonable discretion shall
determine is appropriate to effect such registration under the Securities Act.

                  Notwithstanding the foregoing, the Company shall not be
required to file a registration statement in any of the following situations:

                  (a) if the number of Registrable Securities to be registered
         pursuant to the requests of Shareholders does not exceed two percent of
         the Voting Securities;

                  (b) during any period of time (not to exceed 90 days with
         respect to each request) when the Company is "in registration" with
         respect to a public offering and, in the judgment of the managing
         underwriter thereof, the requested filing would have an adverse effect
         on the public offering;

                  (c) during any period of time (not to exceed 90 days with
         respect to each request) when the Company is in possession of material
         non-public information that it deems is in its best interest not to
         disclose publicly; or

                                      B-4
<PAGE>   110
                  (d) during the 90 day period following the effectiveness of
         any previous registration statement filed at the request of a
         Shareholder or otherwise.

                  The right of the Company not to file a registration statement
pursuant to paragraphs (b) through (d) above may not be exercised for more than
an aggregate of 180 days in any twelve-month period.

                  2.2 Number of Registrations; Expenses. The Company shall not
be obligated to effect more than two registrations in the aggregate pursuant to
requests from Requesting Holders under Section 2.1. The Company shall pay all
Registration Expenses in connection with each registration that the Company is
obligated to effect pursuant to this Section 2.2; provided, that, the Company
shall not be required to pay the Registration Expenses of any registration
proceeding begun pursuant to this Section 2.2, the request of which has been
subsequently withdrawn by the Requesting Holders and the Other Holders, unless
the holders of a majority of the Registrable Securities agree that such request
will constitute a demand registration pursuant to this Section 2.2. In
connection with any registration pursuant to this Article 2, each Shareholder
shall pay (i) all underwriting discounts and commissions and transfer taxes, if
any, relating to the sale or disposition of such Shareholder's Registrable
Securities and (ii) its pro rata share (based upon the number of Registrable
Securities sold by all Shareholders) of any fees and expenses of counsel to the
Shareholders incurred in connection with such registration.

                  2.3 Effective Registration Statement. A registration requested
pursuant to Section 2.1 shall not be deemed to have been effected (i) unless the
registration statement relating thereto has become effective under the
Securities Act, (ii) if after it has become effective, such registration is
interfered with by any stop order, injunction or other order or requirement of
the Commission or other governmental agency or court for any reason or reasons
not primarily attributable to any Shareholder and has not promptly thereafter
become effective, or (iii) if the conditions to closing specified in the
underwriting agreement, if any, entered into in connection with such
registration are not satisfied or waived, other than primarily by reason of a
failure on the part of any Shareholder.

                  2.4 Selection of Underwriters. The underwriter or underwriters
for a requested registration pursuant to Section 2.1 shall be jointly selected
by the Company and the holders holding at least a majority of the Registrable
Securities to be registered.

                  2.5 Pro Rata Participation in Requested Registration. If a
requested registration pursuant to this Article 2 involves an underwritten
offering and the managing underwriter advises the Company in writing (with a
copy to each holder of Registrable Securities requesting registration) that, in
its opinion, the

   
                                      B-5
<PAGE>   111
number of securities requested to be included in such registration (including
securities of the Company which are not Registrable Securities) exceeds the
number which can be sold in such offering within a price range reasonably
acceptable to the holders of a majority (by number of shares) of the Registrable
Securities requested to be included in such registration, the Company will
include in such registration, to the extent of the number which the Company is
so advised can be sold in such offering, (i) first, Registrable Securities
requested to be included in such registration by the Requesting Holders pro rata
among such Requesting Holders on the basis of the number of Registrable
Securities which are requested to be registered by them, (ii) second,
Registrable Securities requested to be included in such registration by Other
Holders pro rata among such Other Holders on the basis of the number of
Registrable Securities which are requested to be registered by them, and (iii)
third, other securities of the Company proposed by the Company to be included in
such registration for its own account or for the account of any of its officers,
directors or employees.

                                    ARTICLE 3

                             INCIDENTAL REGISTRATION

                  3.1 Registration of Shares. If at any time after the date
hereof the Company proposes to register any of its securities under the
Securities Act (other than in respect of a registration on Form S-4, S-8 or
successor or similar forms or pursuant to Article 2), the Company shall give
prompt written notice to all registered holders of Registrable Securities of its
intention to do so and of such holder's rights under this Article 3. Upon the
written request of any such holder provided to the Company within 20 days after
the receipt of any such notice (which request shall specify the Registrable
Securities intended to be disposed of by such holder), the Company will include
in such registration under the Securities Act all Registrable Securities which
the Company has been so requested to register by the holder or holders thereof;
provided, however, that if, at any time after giving written notice of its
intention to register any securities and prior to the effective date of the
registration statement filed in connection with such registration, the Company
shall determine for any reason not to register or to delay registration of such
securities, the Company may, at its election, give written notice of such
determination to each holder of Registrable Securities requesting registration
and (i) in the case of a determination not to register, shall be relieved of its
obligation to register any Registrable Securities in connection with such
registration (but not from any obligation of the Company to pay the Registration
Expenses in connection therewith), and (ii) in the case of a determination to
delay registering, shall be permitted to delay registering any Registrable
Securities for the same period as the delay in registering such other
securities. No registration effected under this Section 3.1 shall relieve the
Company of its

                                      B-6
<PAGE>   112
obligation to effect any registration upon request under Article 2.


                  3.2 Expenses. The Company shall pay all Registration Expenses
in connection with the registration of Registrable Securities requested pursuant
to Section 3.1. In connection with any registration pursuant to this Article 3,
each Shareholder shall pay (i) all underwriting discounts and commissions and
transfer taxes, if any, relating to the sale or disposition of such
Shareholder's Registrable Securities and (ii) its pro rata share (based upon the
number of Registrable Securities sold by all Shareholders) of any fees and
expenses of counsel to the Shareholders incurred in connection with such
registration.

                  3.3 Priority in Incidental Registrations. If the managing
underwriter of any underwritten offering pursuant to this Article 3 shall inform
the Company in writing (with a copy to the holder or holders of Registrable
Securities requesting registration) of its belief that the distribution of all
or a specified number of Registrable Securities requested to be included in such
registration would materially adversely affect such offering, then the Company
will include in such registration, to the extent of the number which the Company
is so advised can be sold in such offering, (i) first, all securities proposed
by the Company to be sold for its own account, (ii) second, on a pro rata basis
(A) such Registrable Securities requested to be included in such registration by
the holders thereof, and (B) all securities proposed by the Company to be sold
for the account of any of its officers, directors or employees, in each case on
the basis of the number of securities which are requested to be registered by
them, and (iii) third, for the account of any other Person.

                  3.4 Selection of Underwriters. If a registration pursuant to
Section 3.1 involves an underwritten offering, the underwriter or underwriters
thereof shall be selected by the Company.


                                    ARTICLE 4

                             REGISTRATION PROCEDURES

                  4.1 Preparation of Filings. If and whenever the Company is
required to use its best efforts to effect the registration of any Registrable
Securities under the Securities Act as provided in Articles 2 and 3, the Company
will promptly:

                  (a) prepare and, within 60 days after the end of the period
         within which requests for registration may be given to the Company,
         file with the Commission the requisite registration statement to effect
         such registration and thereafter use its best efforts to cause such
         registration statement to become effective; provided, however, that the
         Company may discontinue any registration of its securities which are
         not Registrable Securities (and, under the



                                      B-7
<PAGE>   113
         circumstances specified in Section 3.1, its securities which are
         Registrable Securities) at any time prior to the effective date of the
         registration statement relating thereto;

                  (b) prepare and file with the Commission such amendments, post
         effective amendments and supplements to such registration statement and
         the prospectus used in connection therewith as may be necessary to keep
         such registration statement effective and to comply with the provisions
         of the Securities Act with respect to the disposition of all securities
         covered by such registration statement for (i) in the case of a
         registration under Article 2, 90 days or, subject to applicable law,
         such shorter period as all Registrable Securities have been sold and
         (ii) in the case of a registration under Article 3, such period of
         time, subject to applicable law, as the Company determines;

                  (c) furnish to each seller of Registrable Securities covered
         by such registration statement, upon written request, such number of
         conformed copies of such registration statement and of each such
         amendment and supplement thereto (in each case including all exhibits),
         such number of copies of the prospectus contained in such registration
         statement (including each preliminary prospectus and any summary
         prospectus) and any other prospectus filed under Rule 424 under the
         Securities Act, in conformity with the requirements of the Securities
         Act, and such other documents, as such seller may reasonably request;

                  (d) use its best efforts (i) to register or qualify all
         Registrable Securities and other securities covered by such
         registration statement under the securities or "blue sky" laws of such
         States of the United States of America where an exemption is not
         available and as the sellers of Registrable Securities covered by such
         registration statement shall reasonably request, (ii) to keep such
         registration or qualification in effect for so long as such
         registration statement remains in effect, and (iii) to take any other
         action which may be reasonably necessary or advisable to enable such
         sellers to consummate the disposition in such jurisdictions of the
         securities to be sold by such sellers, except that the Company shall
         not for any such purpose be required to qualify generally to do
         business as a foreign corporation in any jurisdiction wherein it would
         not but for the requirements of this subsection (d) be obligated to be
         so qualified or to consent to general service of process in any such
         jurisdiction;

                  (e) use its best efforts to cause all Registrable Securities
         covered by such registration statement to be registered with or
         approved by such other Federal or state governmental agencies or
         authorities as may be necessary to



                                      B-8
<PAGE>   114
         enable the sellers thereof to consummate the intended
         disposition of such Registrable Securities;

                  (f) furnish, upon written request, to each seller of
         Registrable Securities a signed counterpart, addressed to each such
         seller, of

                           (i)  an opinion of outside counsel for the Company,
                  and

                           (ii) a "comfort" letter signed by the independent
                  public accountants who have certified the Company's financial
                  statements included or incorporated by reference in such
                  registration statement,

         covering substantially the same matters with respect to such
         registration statement (and the prospectus included therein) and, in
         the case of clause (i), the related offering, and, in the case of the
         accountants' comfort letter, with respect to events subsequent to the
         date of such financial statements, as are customarily covered in
         opinions of issuer's counsel and in accountants' comfort letters
         delivered to the underwriters in underwritten public offerings of
         securities (and dated the dates such opinions and comfort letters are
         customarily dated) and, in the case of the accountants' comfort letter,
         such other financial matters, and, in the case of the legal opinion,
         such other legal matters, as the sellers holding at least a majority of
         the Registrable Securities covered by such registration statement or
         the underwriters may reasonably request;

                  (g) notify each seller of Registrable Securities covered by
         such registration statement (i) at any time when a prospectus relating
         thereto is required to be delivered under the Securities Act, upon the
         Company's discovery that, or upon the happening of any event as a
         result of which, the prospectus included in such registration
         statement, as then in effect, includes an untrue statement of a
         material fact or omits to state any material fact required to be stated
         therein or necessary to make the statements therein not misleading in
         the light of the circumstances under which they were made, and at the
         request of any such seller promptly prepare and furnish to it a
         reasonable number of copies of a supplement to or an amendment of such
         prospectus as may be necessary so that, as thereafter delivered to the
         purchasers of such securities, such prospectus shall not include an
         untrue statement of a material fact or omit to state a material fact
         required to be stated therein or necessary to make the statements
         therein not misleading in the light of the circumstances under which
         they were made; and (ii) of the issuance by the Commission of any stop
         order suspending the effectiveness of such registration statement or
         the initiation or threatening of any proceedings for that purpose, and
         shall use all reasonable efforts to

   
                                      B-9
<PAGE>   115
         obtain as soon as possible the lifting of any stop order that might be
         issued suspending the effectiveness of such registration statement;

                  (h) otherwise use its best efforts to comply with all
         applicable rules and regulations of the Commission, and make available
         to its security holders, as soon as reasonably practicable, an earnings
         statement covering the period of at least 12 months, but not more than
         18 months, beginning with the first full calendar month after the
         effective date of such registration statement, which earnings statement
         shall satisfy the provisions of Section 11(a) of the Securities Act,
         and promptly furnish to each such seller of Registrable Securities a
         copy of any amendment or supplement to such registration statement or
         prospectus;

                  (i) provide and cause to be maintained a transfer agent and
         registrar for all Registrable Securities covered by such registration
         statement from and after a date not later than the effective date of
         such registration statement; and

                  (j) prior to the effective date of any applicable registration
         statement, use its best efforts to list, subject to official notice of
         issuance, all Registrable Securities covered by such registration
         statement on any national securities exchange (including NASDAQ) on
         which Registrable Securities covered by such registration statement are
         then listed.

                  4.2 Data From Holders of Registrable Securities. Each seller
of Registrable Securities as to which any registration is being effected shall
furnish to the Company such information regarding such seller and the
distribution of such securities as the Company may from time to time reasonably
request. Prior to any filing of a registration statement or any amendment
thereto, or the distribution of any supplement, the Company shall provide any
holders of Registrable Securities covered thereby reasonable notice of such
filing or preparation in order to provide such holders reasonable time to comply
with the requirements of the preceding sentence and the Company shall thereafter
provide such holders with a reasonable opportunity to review and comment on any
information pertaining to such holders in the form to be included in the
registration statement, amendment thereto or prospectus supplement. Upon the
request of any such holder, the Company shall amend or supplement the
registration statement or prospectus, or modify the applicable draft thereof, to
the extent necessary to correct any material misstatement of, or material
omission from, the information pertaining to such holder.

                  4.3 Discontinuance of Use of Prospectus. Each holder of
Registrable Securities agrees by acquisition of such Registrable Securities
that, upon receipt of any notice from the Company of the happening of any event
of the kind described in Section 4.1(g),


                                      B-10
<PAGE>   116
such holder will forthwith discontinue such holder's disposition of Registrable
Securities pursuant to the registration statement relating to such Registrable
Securities until such holder's receipt of the copies of the supplemented or
amended prospectus contemplated by Section 4.1(g) and, if so directed by the
Company, will deliver to the Company (at the Company's expense) all copies,
other than permanent file copies, then in such holder's possession of the
prospectus relating to such Registrable Securities current at the time of
receipt of such notice. In the event that the Company shall give any such
notice, the period mentioned in Section 4.1(b) shall be extended by the greater
of (A) 60 days, or (B) the number of days during the period from and including
the date of the giving of such notice pursuant to Section 4.1(g) to and
including the date when each holder of Registrable Securities covered by such
registration statement shall have received the copies of the supplemented or
amended prospectus contemplated by Section 4.1(g).

                  4.4 Underwriting Agreement. If requested by the underwriters
for any underwritten offering by holders of Registrable Securities pursuant to a
registration requested under Article 2, the Company will enter into an
underwriting agreement with such underwriters for such offering; such agreement
to be reasonably satisfactory in form and substance to the Company, each such
holder and the underwriters, and to contain such representations and warranties
by the Company and such other terms as are generally prevailing and customary in
agreements of this type, including, without limitation, customary
indemnifications. The holders of the Registrable Securities will cooperate with
the Company in the negotiation of the underwriting agreement. The holders of
Registrable Securities to be distributed by such underwriters shall be parties
to such underwriting agreement.


                                    ARTICLE 5

                                 INDEMNIFICATION

                  5.1 Company's Indemnification. In the event of the
registration, pursuant to the provisions of this Agreement, under the Securities
Act of any Registrable Securities, the Company agrees to indemnify and hold
harmless each Shareholder thereby offering such Registrable Securities for sale
(each, a "Seller") and its directors, officers, partners, shareholders, agents
and representatives, and each Person who controls any such Seller within the
meaning of the Securities Act (each, a "Seller Party"), from and against any and
all losses, claims, damages or liabilities, joint or several, to which such
Seller Party may become subject under the Securities Act or otherwise, insofar
as such losses, claims, damages or liabilities, arise out of or are based upon
any untrue statement or alleged untrue statement of any material fact contained
in any registration statement under which such Registrable Securities were
registered under the Securities Act, any preliminary prospectus or final
prospectus relating to


                                      B-11
<PAGE>   117
such Registrable Securities, or any amendment or supplement thereto, or arise
out of or are based upon the omission or alleged omission to state therein a
material fact required to be stated therein or necessary to make the statements
therein in light of the circumstances under which they were made not misleading,
and will reimburse each such Seller Party for any legal or other fees and
expenses reasonably incurred by such Seller Party in connection with
investigating or defending any such loss, claim, damage, liability or action;
provided, however, that the Company shall not be liable in any such case to the
extent that any such loss, claim, damage, liability (or action in respect
thereof) or expense arises out of or is based upon an untrue statement or
alleged untrue statement or omission or alleged omission made in such
registration statement, such preliminary prospectus, such final prospectus or
such amendment or supplement thereto in reliance upon and in conformity with
written information furnished to the Company by any Seller Party specifically
and expressly for use in the preparation thereof; and provided, further, that
the Company shall not be liable to any Person who participates as an underwriter
in the offering or sale of Registrable Securities or any other Person, if any,
who controls such underwriter within the meaning of the Securities Act, in any
such case to the extent that any such loss, claim, damage, liability (or action
in respect thereof) or expense arises out of such Person's failure to send or
give a copy of the final prospectus, as the same may be then supplemented or
amended, to the Person asserting an untrue statement or alleged untrue statement
or omission or alleged omission at or prior to the written confirmation of the
sale of Registrable Securities to such Person if such statement or omission was
corrected in such final prospectus.

                  5.2 Seller's Indemnification. In the event of the registration
under the Securities Act of any Registrable Securities pursuant to the
provisions of this Agreement, each Seller agrees severally, and not jointly, to
indemnify and hold harmless the Company, its directors, officers, agents,
shareholders and representatives, and each Person who controls the Company
within the meaning of the Securities Act (each, a "Company Party"), from and
against any losses, claims, damages or liabilities, joint or several, to which
such Company Party may become subject under the Securities Act or otherwise,
insofar as such losses, claims, damages or liabilities (or actions in respect
thereof) arise out of or are based upon any untrue statement of any material
fact contained in any registration statement under which such Registrable
Securities were registered under the Securities Act, any preliminary prospectus
or final prospectus relating to such Registrable Securities, or any amendment or
supplement thereto, or arise out of or are based upon the omission to state
therein a material fact required to be stated therein or necessary to make the
statements therein in light of the circumstances under which they were made not
misleading, but only to the extent that such untrue statement or omission was
made therein in reliance upon and in conformity with written information
furnished to the Company by

                                      B-12

<PAGE>   118
such Seller expressly for use in connection with the preparation thereof, and
will reimburse such Company Party for any legal or any other fees and expenses
reasonably incurred by them in connection with investigating or defending any
such loss, claim, damage, liability or action; provided, however, that that
liability of each Seller under this Article 5 shall be limited to the amount of
proceeds received by such Seller from the sale of Registrable Securities.

         5.3 Indemnification Procedure. Promptly after receipt by a Person or
entity entitled to indemnification under either Section 5.1 or Section 5.2 (an
"Indemnified Party") of service of process or written notice of the commencement
of any action or claim relating to any registration statement filed under the
Securities Act pursuant to this Agreement, such Indemnified Party will, if a
claim for indemnification hereunder in respect thereof is to be made against any
other party hereto (an "Indemnifying Party"), give written notice to such
Indemnifying Party of the commencement of such action or claim, provided that
the failure to notify the Indemnifying Party will not relieve it from any
liability which it may have to any Indemnified Party, except to the extent that
the Indemnifying Party is actually prejudiced by the Indemnified Party's failure
to give timely notice. In case any such action is brought against an Indemnified
Party, and it notifies an Indemnifying Party of the commencement thereof, the
Indemnifying Party will be entitled (at its own expense and subject to
considerations of attorney-client privilege) to participate in and, to the
extent that it may wish, jointly with any other Indemnifying Party, to assume at
its expense the defense of such action and in connection therewith appoint
counsel for the Indemnified Party, which appointment shall be subject to
approval by the Indemnified Party (such approval not to be unreasonably
withheld) and, after notice from the Indemnifying Party to such Indemnified
Party of its election so to assume the defense thereof, the Indemnifying Party
will not be liable to such Indemnified Party for any fees or expenses of counsel
subsequently incurred by such Indemnified Party in connection with the defense
thereof other than the reasonable costs of investigation; provided, however,
that the Indemnifying Party shall bear the reasonable fees and expenses of one
separate firm of counsel to the Indemnified Party if the use of one counsel
would present such counsel with a conflict of interest. No Indemnifying Party
shall be liable for any settlement of any action or proceeding effected without
its written consent (which consent shall not be unreasonably withheld). No
Indemnifying Party shall, without the consent of the Indemnified Party (which
consent shall not be unreasonably withheld), consent to entry of any judgment or
enter into any settlement which does not include as an unconditional term
thereof the giving by the claimant or plaintiff to such Indemnified Party of a
release from all liability in respect to such claim or litigation.

         5.4 Contribution. In order to provide for just and equitable
contribution in circumstances in which the indemnity


                                      B-13
<PAGE>   119
agreement provided for in this Article 5 is for any reason held to be
unenforceable although applicable in accordance with its terms, the Indemnified
Party and the Indemnifying Party under Section 5.1 or 5.2 shall contribute to
the aggregate losses, claims, damages, liabilities and expenses of the nature
contemplated by such indemnity agreement incurred by such parties in such
proportion as shall be appropriate to reflect the relative fault of the Company
and the prospective sellers of Registrable Securities covered by the
registration statement which resulted in such loss, claim, damage or liability,
or action in respect thereof, with respect to the statements or omissions which
resulted in such loss, claim, damage or liability, or action in respect thereof,
as well as any other relevant equitable considerations. No Person guilty of
fraudulent misrepresentation (within the meaning of Section 11(f) of the
Securities Act) shall be entitled to contribution from any Person who was not
guilty of such fraudulent misrepresentation. Such prospective sellers'
obligations to contribute as provided in this Section 5.4 are several in such
proportion as is appropriate to reflect the relative fault of each of the
prospective sellers, as well as any other relevant equitable consideration, and
not joint. In addition, no Person shall be obligated to contribute hereunder any
amounts in payment for any settlement of any action or claim effected without
such Person's consent, which consent shall not be unreasonably withheld.

         5.5 Indemnification Payments. The indemnification required by this
Article 5 shall be made by periodic payments of the amount thereof during the
course of the investigation or defense, as and when bills are received or
expense, loss, damage or liability is incurred.

                                    ARTICLE 6

                                    RULE 144

         The Company covenants that it will use its best efforts to file the
reports required to be filed by it under the Securities Act and the Exchange Act
(or, if the Company is not required to file such reports, it will, upon the
request of any Shareholder, make publicly available other information), and it
will take such further action as any Shareholder may reasonably request, all to
the extent required from time to time to enable such Shareholder to sell
Registrable Securities without registration under the Securities Act within the
limitation of the exemptions provided by (i) Rule 144 under the Securities Act,
as such rule may be amended from time to time, or (ii) any similar rule or
regulation hereafter adopted by the Commission. Upon the request of any
Shareholder, the Company will deliver to such Shareholder a written statement as
to whether it has complied with such requirements.


                                      B-14
<PAGE>   120
                                    ARTICLE 7

                            MISCELLANEOUS PROVISIONS

         7.1 Amendments. This Agreement may be amended by the Company and the
Company may take any action herein prohibited, or omit to perform any act herein
required to be performed by it, only if the Company shall have obtained the
written consent to such amendment, action or omission to act of the holders of
at least a majority of the Registrable Securities. Each holder of any
Registrable Securities at the time or thereafter outstanding shall be bound by
any consent authorized by this Section 7.1, whether or not such holder shall
have actually consented to the amendment, action or omission to act.

         7.2 Successors. Subject to the terms and conditions hereof, this
Agreement shall inure to the benefit of and be binding upon the parties hereto
and their respective permitted successors, assigns and transferees; provided
that any such successor, assign and transferee shall be deemed a party hereto
for all purposes and shall agree in writing to all of the terms hereof to the
same extent as its predecessor, assignor or transferor.

         7.3 Applicable Law. The Parties hereto agree that this Agreement shall
be construed, enforced and governed by the Laws of the State of New York without
regard to the Principles of the Laws of Conflicts.

         7.4 Counterparts. This Agreement may be executed in any number of
counterparts, each of which when so executed shall be deemed to be an original
and all of which together shall constitute one and the same instrument.

         7.5 Entire Agreement. This Agreement constitutes the entire Agreement
and understanding of the parties hereto in respect of the subject matter
contained herein, and there are no restrictions, promises, representations,
warranties, covenants or undertakings with respect of the subject matter hereof,
other than those expressly set forth or referred to herein. This Agreement
supersedes all prior agreements and understandings among the parties hereto with
respect to the subject matter hereof. This Agreement may only be modified or
amended pursuant to Section 7.1 by an instrument in writing making express
reference to this Agreement, expressly stating that it is an amendment to this
Agreement and signed by or on behalf of the appropriate parties hereto.

         7.6 Severability. The invalidity, illegality or unenforceability of one
or more of the provisions of this Agreement in any jurisdiction shall not effect
the validity, legality, or enforceability of the remainder of this Agreement in
such jurisdiction or the validity, legality or enforceability of this Agreement,
including any such provision, in any other jurisdiction;


                                      B-15
<PAGE>   121
it being intended that all rights and obligations hereunder shall be enforceable
to the fullest extent permitted by law.

         7.7 Waiver and Consent. No waiver by any party hereto of the breach of
any provision of this Agreement shall operate or be construed as a waiver of any
preceding or succeeding breach, whether of like or different nature, or shall be
effective unless in a writing signed by the party granting such waiver. The
failure by any party to exercise any right or privilege hereunder shall not be
deemed a waiver of such party's rights to exercise the same at any subsequent
time or times.

         7.8 Descriptive Headings. The descriptive headings of the several
articles, sections and paragraphs of this Agreement are inserted for reference
only and shall not limit or otherwise affect the meaning hereof.

         7.9 Nominees for Beneficial Owners. In the event that any Registrable
Securities are held by a nominee for the beneficial owner thereof, the
beneficial owner thereof may, at its election in writing delivered to the
Company, be treated as the holder of such Registrable Securities for purposes of
any request or other action by any holder or holders of Registrable Securities
pursuant to this Agreement or any determination of any number or percentage of
shares of Registrable Securities held by any holder or holders of Registrable
Securities contemplated by this Agreement. If the beneficial owner of any
Registrable Securities so elects, the Company may require assurances reasonably
satisfactory to it of such owner's beneficial ownership of such Registrable
Securities.

         7.10 Notices. Unless otherwise provided herein, any notice, request,
instruction or other document to be given hereunder by any party to the other
parties shall be in writing and delivered in person or by courier, telegraphed,
telexed or by facsimile transmission, in each case to be effective on the date
of receipt, or mailed by certified mail, postage prepaid, return receipt
requested (such mailed notice to be effective on the date such receipt is
acknowledged), as follows:

         If to the Company, to:

         Gryphon Holdings Inc.
         30 Wall Street
         New York, New York  10005
         Attention:  Robert M. Coffee, Esq.
         Facsimile:  (212) 825-0200


                                      B-16
<PAGE>   122
         With a copy to:

         LeBoeuf, Lamb, Greene & MacRae, L.L.P.
         125 W. 55th Street
         New York, New York  10019
         Attention:  Peter R. O'Flinn
         Facsimile:  212-424-8500

         If to Dearborn, to:

         c/o Castle Harlan, Inc.
         150 East 58th Street
         37th Floor
         New York, New York  10155
         Attention:  Robert Wages
                     Jeffrey Siegel
         Facsimile:  (212) 207-8042

         With a copy to:

         Schulte Roth & Zabel LLP
         900 Third Avenue
         New York, New York  10022
         Attention:  Marc Weingarten, Esq.
                     Michael R. Littenberg, Esq.
         Facsimile:  212-593-5955

         Any party may change the address to which these notices are to be given
by providing all of the parties notice in the manner set forth herein.

         IN WITNESS WHEREOF, the parties have executed this Agreement as of the
date first written.

                                                  GRYPHON HOLDINGS INC.

                                                  By:___________________________
                                                      Name:
                                                      Title:

                                                  DEARBORN RISK MANAGEMENT, INC.

                                                  By:___________________________
                                                      Name:
                                                      Title:


                                      B-17
<PAGE>   123
                                    EXHIBIT C

                             SHAREHOLDERS' AGREEMENT

                                  BY AND AMONG

                             GRYPHON HOLDINGS INC.,

                         DEARBORN RISK MANAGEMENT, INC.

                                       AND

                         CASTLE HARLAN PARTNERS II, L.P.

                          DATED AS OF ________ __, 1998
<PAGE>   124
                                TABLE OF CONTENTS

                                                                            Page

ARTICLE 1......................................................................1
         DEFINITIONS...........................................................1

ARTICLE 2......................................................................4
         TRANSFER OF SHARES....................................................4
                  2.1      Legends.............................................4
                  2.2      Transfers - Compliance With Agreement...............4
                  2.3      Shareholder Transfers - Acceptance of
                  Agreement....................................................4

ARTICLE 3......................................................................5
         VOTING AND BOARD REPRESENTATION.......................................5
                  3.1      Voting..............................................5
                  3.2      Director Designated by CHII.........................6
                  3.3      Resignation of Nominee..............................7
                  3.4      CHII Representatives................................7

ARTICLE 4......................................................................8
         OTHER AGREEMENTS AND COVENANTS........................................8

ARTICLE 5.....................................................................10
         MISCELLANEOUS PROVISIONS.............................................10
                  5.1      Amendments.........................................10
                  5.2      Term...............................................10
                  5.3      Obligations Upon Termination.......................11
                  5.4      Successors.........................................11
                  5.5      APPLICABLE LAW.....................................11
                  5.6      Counterparts.......................................11
                  5.7      Entire Agreement...................................11
                  5.8      Severability.......................................12
                  5.9      Waiver and Consent.................................12
                  5.10     Notices............................................12
<PAGE>   125
                             SHAREHOLDERS' AGREEMENT

         This Shareholders' Agreement is entered into as of this ___ day of
_________, 1998 by and among Gryphon Holdings Inc., a Delaware corporation (the
"Company"), Dearborn Risk Management, Inc., a Delaware corporation ("Dearborn"),
and Castle Harlan Partners II, L.P., a Delaware limited partnership ("CHII").

         WHEREAS, the Company and Dearborn are parties to that certain Stock
Purchase Agreement, dated as of February 9, 1998 (the "Stock Purchase
Agreement"), pursuant to which the Company has agreed to purchase from Dearborn,
and Dearborn has agreed to sell to the Company, all of the issued and
outstanding shares of capital stock (the "Shares") of certain subsidiaries of
Dearborn;

         WHEREAS, under the terms and subject to the conditions of the Stock
Purchase Agreement, in partial consideration for the purchase of the Shares, the
Company has agreed to issue to Dearborn shares of Preferred Stock (as defined
herein) subject to the Escrow Agreement (as defined herein); and

         WHEREAS, the parties hereto desire to set forth in this Agreement
certain rights and responsibilities of the Company, Dearborn and CHII.

         NOW, THEREFORE, in consideration of the foregoing and the mutual
covenants and agreements set forth below, the parties hereto agree as follows:

                                    ARTICLE 1

                                   DEFINITIONS

    For purposes of this Agreement, the following terms shall have the following
meanings:

         "Affiliate" shall mean any Person that, directly or indirectly, through
one or more intermediaries controls, is controlled by or is under common control
with the Person specified.

         "Agreement" shall mean this Shareholders' Agreement, as amended from
time to time hereafter.

         "Certificate of Designation" shall have the meaning set forth in the
definition of "Preferred Stock" in this Article I.

         "Change of Control" shall mean (i) when (A) the Company consolidates
with or merges into any other person or directly or indirectly conveys,
transfers or leases all or substantially all of its assets to any person in one
transaction or a series of related transactions, or (B) any person merges
<PAGE>   126
into the Company, in either event pursuant to a transaction in which any Voting
Securities of the Company that are outstanding immediately prior to the
effectiveness thereof are reclassified or changed into or exchanged for cash,
securities or other property if, immediately after giving effect to such
transaction, any "person" or "group" (as such terms are defined in Rule 13(d)
under the Exchange Act) has beneficial ownership (as such term is defined in
Section 4.5), directly or indirectly, of more than 50% of the outstanding Voting
Securities of the surviving entity, in the case of any such merger or
consolidation, or the transferee, in the case of any such conveyance, transfer
or lease; (ii) when any "person" or "group" has beneficial ownership, directly
or indirectly, of more than 50% of the then outstanding Voting Securities of the
Company; or (iii) when, during any period of 12 consecutive months after the
date hereof, individuals who at the beginning of any such 12-month period
constituted the Company Board (together with any new directors whose election by
such Company Board or whose nomination for election by the stockholders of the
Company was approved by a vote of a majority of the directors then still in
office who were either directors at the beginning of such period or whose
election or nomination for election was previously so approved) cease for any
reason to constitute a majority of the Company Board then in office.

         "CHII" shall have the meaning set forth in the first paragraph of this
Agreement.

         "Commission" shall mean the United States Securities and Exchange
Commission.

         "Common Stock" shall mean the common stock, par value $.01 per share,
of the Company.

         "Company" shall have the meaning set forth in the first paragraph of
this Agreement.

         "Company Board" shall mean the Board of Directors of the Company.

         "Dearborn" shall have the meaning set forth in the first paragraph of
this Agreement.

         "Escrow Agreement" shall mean the Escrow Agreement, dated as of ___,
1998, among the Company, Dearborn and the Escrow Agent identified therein.

         "Exchange Act" shall mean the Securities Exchange Act of 1934, as
amended.

         "Person" shall mean any individual, partnership (limited or general),
corporation, company, limited liability company, joint venture, trust,
association, unincorporated


                                       C-2
<PAGE>   127
organization, government or department or agency thereof or other entity.

         "Preferred Shares" shall mean the shares of Preferred Stock issued by
the Company to Dearborn pursuant to the terms of the Stock Purchase Agreement.

         "Preferred Stock" shall mean the Series A 4.0% Cumulative Convertible
Preferred Stock of the Company having the rights, designations, preferences,
limitations and qualifications set forth in the Certificate of Designation (the
"Certificate of Designation") attached as Exhibit A hereto.

         "Registration Rights Agreement" shall mean the Registration Rights
Agreement, dated as of the date hereof, by and between the Company, Dearborn and
CHII.

         "Restricted Shares" shall mean the Preferred Shares and any shares of
Common Stock issued upon the conversion of such Preferred Shares in accordance
with the Certificate of Designation; provided, however, that such securities
shall cease to be Restricted Shares if and when (a) a registration statement
with respect to the disposition of such securities shall have become effective
under the Securities Act and such securities shall have been disposed of
pursuant to such effective registration statement in accordance with the terms
hereof, (b) such securities shall have been otherwise transferred in accordance
with the terms hereof, if new certificates or other evidences of ownership for
such securities not bearing a legend restricting further transfer and not
subject to any stop transfer order or other restrictions on transfer shall have
been delivered by the Company, and subsequent dispositions of such securities
shall not require registration or qualification of such securities under the
Securities Act, or (c) such securities shall have ceased to be outstanding.

         "Securities Act" shall mean the Securities Act of 1933, as amended.

         "Shareholder" shall mean each of CHII and Dearborn.

         "Shares" shall have the meaning set forth in the recitals hereto.

         "Stock Purchase Agreement" shall have the meaning set forth in the
recitals hereto.

         "Subsidiary" shall mean each entity as to which the Company, directly
or indirectly, owns or has the power to vote, or to exercise a controlling
influence with respect to, 50% or more of the Voting Securities of such entity.


                                       C-3
<PAGE>   128
         "Third Party" shall mean, as to any Person, any Person other than an
Affiliate of such Person.

         "Transfer" shall mean any direct or indirect transfer of any right,
title or interest in and to any of the Restricted Shares to any Person, whether
in the form of a sale, assignment, gift, bequest, exchange of property,
conveyance, pledge, encumbrance or any other form of disposition.

         "Voting Securities" shall mean any securities of a Person entitled to
vote generally for the election of directors or securities convertible into such
securities.

                                   ARTICLE II

                               TRANSFER OF SHARES

         2.1 Legends. (a) Each certificate evidencing Restricted Shares shall
bear the following legend:

                  "THE SECURITIES EVIDENCED HEREBY HAVE NOT BEEN REGISTERED
                  UNDER THE SECURITIES ACT OF 1933, AS AMENDED, OR ANY STATE
                  SECURITIES OR BLUE SKY LAWS AND MAY ONLY BE TRANSFERRED IN
                  COMPLIANCE WITH SUCH LAWS."

                  (b) For so long as Dearborn or CHII, as the case may be, owns
any Restricted Shares, the certificates representing such Restricted Shares
shall bear the following legend:

                  "THE SECURITIES EVIDENCED HEREBY ARE SUBJECT TO THE TERMS OF
                  THAT SHAREHOLDERS' AGREEMENT, DATED AS OF _______ __, 1998, BY
                  AND AMONG GRYPHON HOLDINGS INC., DEARBORN RISK MANAGEMENT,
                  INC. AND CASTLE HARLAN PARTNERS II, L.P. A COPY OF THE
                  SHAREHOLDERS' AGREEMENT IS ON FILE AT THE OFFICE OF GRYPHON
                  HOLDINGS INC. AND IS AVAILABLE UPON REQUEST. THE SHAREHOLDERS'
                  AGREEMENT PROVIDES, AMONG OTHER THINGS, FOR CERTAIN
                  RESTRICTIONS ON THE SALE, TRANSFER, PLEDGE, HYPOTHECATION OR
                  OTHER DISPOSITION OF, AND THE VOTING OF, THE SECURITIES
                  REPRESENTED BY THIS CERTIFICATE."

         2.2 Transfers - Compliance With Agreement. During the term of this
Agreement, neither Dearborn nor CHII shall, directly or indirectly, Transfer any
of the Restricted Shares, except as permitted by, and in compliance with, the
terms and conditions of this Agreement and in accordance with any applicable
laws. Any purported Transfer not in compliance with the terms and conditions of
this Agreement shall be void and of no force and effect.


                                       C-4
<PAGE>   129
         2.3 Shareholder Transfers - Acceptance of Agreement. During the six
months immediately following the date hereof, neither Dearborn nor CHII shall
have the right to Transfer Restricted Shares to any Person unless such Transfer
is (i) approved by the Company Board, (ii) pursuant to an offering of securities
in which Dearborn or CHII, as the case may be, has exercised incidental
registration rights pursuant to the terms of the Registration Rights Agreement,
or (iii) effected pursuant to the terms of the Escrow Agreement. Following such
six month period, transfers shall only be restricted to the extent required by
applicable law. Notwithstanding the foregoing, Dearborn shall have the right at
any time to Transfer Restricted Shares to any of its stockholders as set forth
on Schedule ___, and such stockholders shall have the right to transfer any
shares of Common Stock issued upon the conversion of the Preferred Shares in
accordance with the Certificate of Designation to any other Person that
immediately following such transfer would own beneficially less than 5% of the
Voting Securities of the Company and, after the use of all reasonable efforts by
Dearborn to determine, in its reasonable judgment, that such Person has no
intention of becoming the beneficial owner of more than 5% of the Voting
Securities of the Company; provided that (i) no such transfer may be made except
(A) pursuant to an effective registration statement under the Securities Act and
all applicable state securities or "blue sky" laws, or (B) if the Company has
been furnished with an opinion of counsel for the holder, which opinion and
counsel shall be reasonably satisfactory to the Company, to the effect that such
transfer is exempt from the provisions of the Securities Act and all applicable
state securities or "blue sky" laws; and (ii) other than pursuant to a public
offering of shares of the Company or as approved by the Company Board, any such
transferee shall execute and become a party to this Agreement, as it may be
amended from time to time.

                                   ARTICLE III

                         VOTING AND BOARD REPRESENTATION

         3.1 Voting. During the term of this Agreement, each Shareholder agrees
that:

                  (a) Such Shareholder shall be present, in person or by proxy,
at all meetings of stockholders of the Company which such party is entitled to
attend so that all Voting Securities of the Company owned by such party may be
counted for the purpose of determining the presence of a quorum at such
meetings.

                  (b) Such Shareholder shall vote all Voting Securities of the
Company owned by such party (i) for the election of all directors included in
the Company's slate of directors at each stockholders' meeting of the Company
and (ii) as recommended by the Company Board with respect to any stockholder
vote on a


                                       C-5
<PAGE>   130
merger, consolidation, transfer of all or substantially all of the assets of the
Company or other business combination transaction.

         3.2 Director Designated by CHII. During the term of this Agreement:

                  (a) As soon as practicable after the date hereof, the Company
Board shall elect John Castle as a director of the Company to serve until the
immediately succeeding annual meeting of stockholders of the Company. In the
event of a vacancy caused by the disqualification, removal, resignation or other
cessation of service of John Castle or any other nominee to the Company Board
designated by CHII (each of John Castle or such other nominee being at times
referred to herein as a "Nominee"), subject to Section 3.2(d), the Company Board
shall elect, at the next regular meeting of the Company Board following such
disqualification, removal, resignation or other cessation of service, as a
director of the Company (to serve until the Company's immediately succeeding
annual meeting of stockholders) a replacement Nominee. During such time as John
Castle or any such Nominee shall serve as a director of the Company, the Company
shall cause to be maintained policies of directors' and officers' liability
insurance for the benefit of John Castle or such Nominee, as the case may be,
providing coverage of at least the same amount on the same terms and conditions
as the policies maintained by the Company with respect to all other directors
serving on the Company Board. The Company shall provide John Castle or such
Nominee, as the case may be, with notice of any material change in the coverage
under such policies relating to them as soon as is practicable.

                  (b) At the first annual meeting of stockholders of the Company
following the date hereof, John Castle or, subject to Section 3.2(d), another
Nominee shall be recommended by the Company Board to stockholders of the Company
for election as a Class I Director with an initial term expiring at the annual
meeting of stockholders of the Company to be held in the year 2000. At each
subsequent annual meeting of stockholders of the Company at which (i) the term
of John Castle or any other Nominee is to expire or (ii) a vacancy caused by the
disqualification, removal, resignation or other cessation of service of John
Castle or such other Nominee from the Company Board is to be filled, subject to
Section 3.2(d), the Company Board shall recommend a Nominee to stockholders of
the Company for election as a Class I Director and shall use all reasonable
efforts to cause the election of such Nominee to the Company Board, including
soliciting proxies in favor of the election of such Nominee.

                  (c) CHII shall provide notice in writing at least 90 days
prior to any annual meeting of stockholders of the Company at which a Nominee is
to be recommended for election indicating the name of the Nominee and all
information required by


                                       C-6
<PAGE>   131
Regulation 14A and Schedule 14A under the Exchange Act with respect to such
Nominee; provided that the Company shall have delivered a written request to
CHII for such information not later than 120 days prior to such annual meeting.

                  (d) In the event the Company is advised in writing by its
outside counsel, which counsel shall not have been determined in the reasonable
judgment of CHII to be unacceptable, that a proposed Nominee would not be
qualified under the Company's Certificate of Incorporation or By-Laws, as such
Certificate of Incorporation or By-Laws shall from time to time be amended, or
any applicable statutory or regulatory standards to serve as a director of the
Company, or if the Company Board or the Governance Committee of the Company
Board for any reason does not approve a proposed Nominee (it being understood by
the parties that John Castle has been approved as a proposed Nominee), CHII
agrees to withdraw such proposed Nominee and nominate a replacement therefor
(which replacement would be subject to the requirements of this Section 3.2(d)).
With respect to any Nominee to be elected at an annual meeting of stockholders
of the Company, any such disapproval by the Company Board or the Governance
Committee of the Company Board must be made no later than one month after CHII
first informs the Company of the identity of the proposed Nominee; provided,
however, that the Company shall in all cases notify CHII of any such objection
sufficiently in advance of the date on which proxy materials are mailed by the
Company in connection with such election of directors to enable CHII to proposed
an alternate Nominee pursuant to and in accordance with the terms of this
Agreement.

                  (e) During such time as a Nominee shall serve as a director on
the Company Board, such Nominee shall also serve on the Compensation and
Governance Committees of the Company Board, and shall be appointed by the
Company Board to serve on such Committees.

         3.3 Resignation of Nominee. Immediately upon termination of this
Agreement pursuant to and in accordance with Section 5.2 hereof, CHII shall
cause the Nominee then serving on the Company Board to resign from the Company
Board upon the request of the Company Board.

         3.4 CHII Representatives. During the term of this Agreement, CHII shall
have the right to designate two representatives (the "CHII Representatives") who
may attend each regular or special meeting of the Company Board (and, at the
Company Board's sole discretion, meetings of the committees of the Company
Board) and who, subject to the execution and delivery to the Company by each
CHII Representative of a confidentiality agreement in form and substance
reasonably satisfactory to the Company, shall be furnished with all information
generally provided to the Company's directors; provided, however, that the CHII
Representatives shall have the right to attend any portion


                                       C-7
<PAGE>   132
of such meeting or to receive any portion of such information only to the extent
that such attendance or receipt of information would not compromise any
attorney-client or similar privilege. The CHII Representatives shall have rights
of observation and shall have no voting rights with respect to any matter
considered by the Company Board or any committee thereof. The initial CHII
Representatives shall be Jeffrey Siegel and Robert Wages. The Company shall have
the right to object to any proposed replacement CHII Representative or to remove
any CHII Representative at any time as determined by the Company in its
reasonable judgment, provided that CHII is given at least 15 days notice thereof
in writing and a reasonable opportunity to respond.

                                   ARTICLE IV

                         OTHER AGREEMENTS AND COVENANTS

         4.1 Each Shareholder agrees that neither it nor any of its Affiliates
(regardless of whether such person is an Affiliate on the date hereof) will,
directly or indirectly, alone or in concert with others, except as set forth in
Section 4.2 or as permitted by the Company Board, acquire, offer to acquire or
agree to acquire, by purchase or otherwise (including, without limitation,
pursuant to the terms of the Stock Purchase Agreement), beneficial ownership of
any Voting Securities of the Company if as a result of such acquisition such
Shareholder and its Affiliates would beneficially own more than 10% in the
aggregate of the Voting Securities of the Company (the "Stock Limitation") or
seek to advise, encourage or influence any Person with respect to the
acquisition of any Voting Securities of the Company.

         4.2 No violation of Section 4.1 shall be deemed to occur as a result of
the acquisition by a Shareholder, or any Affiliate of a Shareholder, of
beneficial ownership of Voting Securities of the Company in excess of the Stock
Limitation as the result of (a) the acquisition of Voting Securities by the
Shareholder pursuant to the terms of the Stock Purchase Agreement, including
without limitation as a result of the acquisition or conversion of Preferred
Stock, (b) any stock repurchase or similar transaction undertaken by the Company
that shall cause the Shareholder's or such Affiliate's percentage ownership in
the Voting Securities of the Company to exceed the Stock Limitation even though
the number of shares of Voting Securities of the Company beneficially owned by
the Shareholder and its Affiliates remains unchanged; or (c) any acquisition of
voting securities of another corporation by the Shareholder or such Affiliate
which results in the Shareholder or such Affiliate indirectly becoming the
beneficial owner of additional Voting Securities of the Company. In the case of
clauses (a) and (c), the Shareholder or such Affiliate shall vote such Voting
Securities of the Company contemplated by such clauses in the manner set forth
in


                                      C-8
<PAGE>   133
Section 3.1. Notwithstanding any other provision of this paragraph, the
Shareholder or such Affiliate shall divest the Voting Securities of the Company
in excess of the Stock Limitation within 90 days of acquiring such excess or
control, as the case may be; provided that, to the extent that the Stock
Limitation shall be exceeded as a result of a transaction contemplated by clause
(a) or (c) of the first sentence of this paragraph, such Shareholder or
Affiliate shall only be required to divest up to that number of Shares in excess
of the Stock Limitation as shall have been acquired other than pursuant to the
Stock Purchase Agreement, taking into account any increase in percentage of
share ownership permitted by clause (b) above; provided further, that, to the
extent that the Stock Limitation shall be exceeded as a result of a transaction
contemplated by clause (b) of the first sentence of this paragraph, the
requirements of this sentence shall not apply.

         4.3 Each Shareholder agrees neither such Shareholder nor any of its
Affiliates will, directly or indirectly, alone or in concert with others, except
with respect to clauses (b) and (g) (ii) pursuant to the terms of the Preferred
Shares, (a) make, or in any way participate in, any "solicitation" of "proxies",
or become a "participant" in any "election contest" (as such terms are used in
Regulation 14A promulgated by the Commission pursuant to Section 14 of the
Exchange Act), relating to the Voting Securities of the Company (except as to
any proxies that may be given pursuant to Section 3.1); (b) call, or in any way
participate in a call for, any special meeting of stockholders of the Company
(or take any action with respect to acting by written consent of stockholders);
(c) request, or take any action to obtain or retain, any list of holders of any
securities of the Company; (d) initiate or propose any stockholder proposal or
participate in the making of, or solicit stockholders for the approval of, one
or more stockholder proposals relating to the Company; (e) deposit any Voting
Securities of the Company in a voting trust or subject them to any voting
agreement or arrangement, except as provided herein; (f) form, join or in any
way participate in a "group" (as defined in Rule 13(d) under the Exchange Act)
with respect to any Voting Securities of the Company, or any securities the
ownership of which would make the owner thereof a beneficial owner of Voting
Securities of the Company; (g) otherwise act to control or influence the Company
or the management, board of directors, policies or affairs of the Company
including, without limitation, other than in such Shareholder's or Affiliate's
capacity as a director on the Company Board, (i) making any offer or proposal to
acquire the Company, its securities or assets or soliciting or proposing to
effect or negotiate with any Person any form of business combination or similar
transaction with, a change in control of, or any restructuring, recapitalization
or other extraordinary transaction involving, the Company, its securities or
assets, other than pursuant to the terms of the Stock Purchase Agreement, (ii)
seeking removal of any directors or a change in the


                                       C-9
<PAGE>   134
composition or size of the Company Board, or (iii) making any request to amend
or waive any provision of this Agreement; (h) disclose any intent, purpose, plan
or proposal with respect to the Company, its board of directors, management,
policies or affairs or its securities or assets or this Agreement that is
inconsistent with this Agreement, including any intent, purpose, plan or
proposal that is conditioned on, or would require waiver, amendment,
nullification or invalidation of, any provision of this Agreement, or take any
action that could require the Company to make any public disclosure relating to
any such intent, purpose, plan, proposal or condition other than in such
Shareholder's or Affiliate's capacity as a director on the Company Board, to the
extent the Company Board consents to such action; or (i) assist, advise,
encourage any person with respect to, or seek to do, any of the foregoing.

         4.4 The Shareholder will use its best efforts to cause each of its
Affiliates to observe the foregoing provisions of this Article 4 as if they were
bound thereby.

         4.5 For purposes of this Agreement, a Person shall have "beneficial
ownership" of any securities as to which such Person may be deemed the
beneficial owner pursuant to Rule 13d-3 under the Exchange Act as such rule is
in effect as of the date hereof and shall include, without limitation, any
securities such Person has the right to become the beneficial owner of (whether
or not such right is immediately exercisable) pursuant to any agreement,
arrangement or understanding or upon the exercise of any exchange right,
conversion right, option, warrant or other right.

                                    ARTICLE V

                            MISCELLANEOUS PROVISIONS

         5.1 Amendments. This Agreement may only be modified or amended by an
instrument in writing making express reference to this Agreement, expressly
stating that it is an amendment to this Agreement and signed by or on behalf of
each of the parties hereto.

         5.2 Term. (a) Subject to Section 5.3, this Agreement shall
automatically terminate without any further action by either party hereto at
such time as the number of shares of Common Stock into which the Preferred
Shares held directly by CHII or any entity controlled by CHII or over which CHII
or any such entity may exercise voting rights are convertible pursuant to the
Certificate of Designation is either less than 371,250 (which number shall be
adjusted to give effect to all reclassifications, splits, subdivisions,
combinations and other similar actions taken with respect to the Common Stock)
or represents less than two percent of the aggregate number of then outstanding
shares of Common Stock (assuming the issuance of all


                                      C-10
<PAGE>   135
Common Stock issuable upon conversion of all of the outstanding Preferred
Shares).

                  (b) Subject to Section 5.3, this Agreement shall also
terminate upon (i) the mutual written consent of the parties hereto, (ii) the
liquidation or dissolution of the Company, (iii) a Change of Control, (iv)
written resignation from the Company Board of the director designated by CHII,
together with notice from CHII that this Agreement is being terminated, or (v)
failure by CHII to designate a Nominee to serve on the Company Board, provided
that CHII shall have a period of 180 days within which to designate any such
Nominee.

         5.3 Obligations Upon Termination. In the event that this Agreement
shall be terminated pursuant to Section 5.2, all obligations of the parties
hereto under this Agreement shall terminate and there shall be no liability of
any party hereto to any other party, except that the provisions of Article IV
shall survive any termination of this Agreement pursuant to Section 5.2(a) or
clause (iv) of Section 5.2(b) for a period of 12 months following such
termination.

         5.4 Successors. Subject to the terms and conditions hereof, this
Agreement shall inure to the benefit of and be binding upon the parties hereto
and their respective successors, legal representatives and heirs, provided that
(t) no Shareholder shall have the right or power to assign or delegate any right
or obligation hereunder other than as permitted by Section 2.3, and any such
purported assignment or delegation shall be void, and (ii) the rights and
obligations of (A) CHII under Sections 3.2 through 3.4 shall apply with respect
to CHII only and shall not inure to the benefit of or be binding upon any
successor, legal representative or heir of CHII, and (B) Article IV shall not
apply to any transferee of the initial Shareholder other than CHII.

         5.5 APPLICABLE LAW. THE PARTIES HERETO AGREE THAT THIS AGREEMENT SHALL
BE CONSTRUED, ENFORCED AND GOVERNED BY THE LAWS OF THE STATE OF NEW YORK WITHOUT
REGARD TO THE PRINCIPLES OF THE LAWS OF CONFLICTS THEREOF.

         5.6 Counterparts. This Agreement may be executed in counterparts, each
of which when so executed shall be deemed to be an original and all of which
shall together constitute one and the same instrument.

         5.7 Entire Agreement. This Agreement constitutes the entire Agreement
and understanding of the parties hereto in respect of the subject matter
contained herein, and there are no restrictions, promises, representations,
warranties, covenants or undertakings with respect of the subject matter hereof,
other than those expressly set forth or referred to herein. This Agreement
supersedes all prior agreements and understandings


                                      C-11
<PAGE>   136
between the parties hereto with respect to the subject matter hereof.

         5.8 Severability. The invalidity, illegality or unenforceability of one
or more of the provisions of this Agreement in any jurisdiction shall not effect
the validity, legality, or enforceability of the remainder of this Agreement in
such jurisdiction or the validity, legality or enforceability of this Agreement,
including any such provision, in any other jurisdiction; it being intended that
all rights and obligations hereunder shall be enforceable to the fullest extent
permitted by law.

         5.9 Waiver and Consent. No waiver by any party hereto of the breach of
any provision of this Agreement shall operate or be construed as a waiver of any
preceding or succeeding breach, whether of like or different nature, or shall be
effective unless in a writing signed by the party granting such waiver. The
failure by any party to exercise any right or privilege hereunder shall not be
deemed a waiver of such party's rights to exercise the same at any subsequent
time or times.

         5.10 Notices. Unless otherwise provided herein, any notice, request,
instruction or other document to be given hereunder by any party to the other
shall be in writing and delivered in person or by courier, telegraphed, telexed
or by facsimile transmission, in each case to be effective on the date of
receipt, or mailed by certified mail, postage prepaid, return receipt requested
(such mailed notice to be effective on the date such receipt is acknowledged),
as follows:

                    If to the Company, to:

                    Gryphon Holdings Inc.
                    30 Wall Street
                    New York, New York  10005
                    Attention:  Robert M. Coffee, Esq.
                    Facsimile:  212-825-0200

                    With a copy to:

                    LeBoeuf, Lamb, Greene & MacRae, L.L.P.
                    125 West 55th Street
                    New York, New York  10019
                    Attention:  Peter R. O'Flinn
                    Facsimile:  212-424-8500


                                      C-12
<PAGE>   137
                    If to Dearborn or CHII, to:

                    Dearborn Risk Management, Inc.
                    55 West Monroe Street
                    Suite 2700
                    Chicago, Illinois  60603
                    Attention:  Lonnie Steffen
                    Facsimile:  312-357-3525

                    With a copy to:

                    c/o Castle Harlan, Inc.
                    150 East 58th Street
                    37th Floor
                    New York, New York  10155
                    Attention:  Robert Wages
                              Jeffrey Siegel
                    Facsimile:  212-207-8042

                           and

                    Schulte Roth & Zabel LLP
                    900 Third Avenue
                    New York, New York  10022
                    Attention:  Marc Weingarten, Esq.
                                Michael R. Littenberg, Esq.
                    Facsimile:  212-593-5955

         Any party may change the address to which these notices are to be given
by providing all of the parties notice in the manner set forth herein.


                                      C-13
<PAGE>   138
         IN WITNESS WHEREOF, the parties have executed this Agreement as of the
date first written above.

                                             GRYPHON HOLDINGS INC.

                                             By:________________________________
                                                Name:
                                                Title:

                                             DEARBORN RISK MANAGEMENT, INC.

                                             By:________________________________
                                                Name:
                                                Title:

                                             CASTLE HARLAN PARTNERS II, L.P.

                                             By: Castle Harlan Associates, L.P.,
                                                   as general partner

                                                By: Castle Harlan GP, Inc.,
                                                     its general partner

                                             By:________________________________
                                                Name:
                                                Title:


                                      C-14
<PAGE>   139
                                    EXHIBIT D

                                ESCROW AGREEMENT

         THIS ESCROW AGREEMENT (this "Escrow Agreement") is entered into as of
this [___] day of [_________], 1998 by and among Gryphon Holdings Inc., a
Delaware corporation (the "Company"), Dearborn Risk Management, Inc., a Delaware
corporation ("Dearborn"), and [_________] (the "Escrow Agent").

         WHEREAS, the Company and Dearborn are parties to that certain Stock
Purchase Agreement, dated as of February 9, 1998 (the "Stock Purchase
Agreement"), pursuant to which the Company has agreed to purchase from Dearborn,
and Dearborn has agreed to sell to the Company, all of the issued and
outstanding shares of capital stock of certain subsidiaries of Dearborn.
Capitalized terms not otherwise defined in this Escrow Agreement have the
meanings given to them in the Stock Purchase Agreement, a copy of which is
attached as Annex A hereto;

         WHEREAS, under the terms and subject to the conditions of the Stock
Purchase Agreement, in partial consideration for the purchase of the Shares, the
Company has agreed to issue to Dearborn 14,444 shares of Preferred Stock (the
"Preferred Shares");

         WHEREAS, the execution and delivery of this Escrow Agreement by the
parties hereto is a condition precedent to the Closing of the transactions
contemplated by the Stock Purchase Agreement;

         WHEREAS, the Stock Purchase Agreement requires that certificates
representing that number of Preferred Shares convertible on the Closing Date
into shares of Common Stock having an initial aggregate value (based on the book
value of Buyer as set forth in the audited consolidated balance sheet of Buyer
as of December 31, 1997 prepared in accordance with GAAP) of $9,000,000 (the
"Indemnity Escrow Shares") shall be held and distributed by the Escrow Agent
pursuant to the terms and provisions of this Escrow Agreement; and

         WHEREAS, the Stock Purchase Agreement also requires that certificates
representing that number of Preferred Shares equal to the lesser of (i) the
aggregate number of Preferred Shares less the aggregate number of Indemnity
Escrow Shares and (ii) that number of Preferred Shares convertible on the
Closing Date into shares of Common Stock having an aggregate value (based on a
per share Common Stock price of $16.50) of $3,000,000 (the
<PAGE>   140
"Section 2.6 Shares", and together with the Indemnity Escrow Shares, the "Escrow
Shares") shall be held and distributed by the Escrow Agent pursuant to the terms
and provisions of this Escrow Agreement; and

         WHEREAS, all Escrow Shares shall be issued in the name of the Escrow
Agent and shall be held by the Escrow Agent for the benefit of the Company,
subject to the rights of Dearborn as provided in the Stock Purchase Agreement
and this Escrow Agreement;

         NOW, THEREFORE, in consideration of the foregoing recitals and the
representations, warranties and covenants herein set forth, the parties hereto
agree as follows:

         1. Deposit of Shares and Cash.

         (a) Simultaneously with the execution of this Escrow Agreement, the
certificates representing the Escrow Shares have been delivered to the Escrow
Agent and the Escrow Agent hereby acknowledges receipt of the same. The Escrow
Agent has no obligation to determine the validity or genuineness of the
certificates representing the Escrow Shares. The Escrow Agent shall hold and
distribute the Escrow Shares (accompanied by customary instruments of transfer
duly executed by the Escrow Agent ("Stock Powers")) in accordance with the terms
and provisions of this Escrow Agreement.

         (b) Dearborn may elect, at any time in its sole discretion, to
substitute cash for all or part of the Indemnity Escrow Shares, including
through a sale of Indemnity Escrow Shares by Dearborn. If Dearborn so elects,
Dearborn and the Company shall jointly deliver to the Escrow Agent a written
notice stating the amount of cash to be delivered by Dearborn to the Escrow
Agent and the number of Indemnity Escrow Shares, determined pursuant to Section
2.8(b)(ii) of the Stock Purchase Agreement, to be delivered by the Escrow Agent
to Dearborn. Upon receipt by the Escrow Agent of the amount of cash set forth in
such notice, the Escrow Agent shall deliver to Dearborn the number of Indemnity
Escrow Shares set forth in such notice (together with any required Stock
Powers).

         (c) The Escrow Agent shall from time to time invest and reinvest any
funds received by it pursuant to the terms of this Escrow Agreement only in
money market funds that only invest in short-term United States debt
obligations, and the Escrow Agent shall have the power to sell or liquidate the
foregoing investments whenever the Escrow Agent shall be required to release any
funds pursuant to the terms of this Escrow Agreement. All funds received by the
Escrow Agent shall be held in an interest-bearing account until invested as
provided in the preceding sentence.


                                       D-2
<PAGE>   141
         (d) The Escrow Agent may register any securities obtained and held in
accordance with Section 1(c) in its own name or in the name of a nominee or in
bearer form and may deposit any securities or other property in a depositary or
a clearing company.

         (e) The Escrow Agent shall not be responsible for any loss resulting
from any investment or liquidation in accordance with the terms of this Escrow
Agreement.

         2. Termination. This Escrow Agreement shall terminate on the later of
(i) 18 months from the Closing Date, and (ii) if, on or prior to the date
referred to in clause (i) of this Section 2, a Bankruptcy Event (as defined
below) has occurred, then 24 months from the Closing Date, unless, in case of
either clause (i) or (ii), the Company has a claim with respect to any Book
Value Deficiency (as defined below), the Company has asserted a claim for
indemnification in the case of Sections 9.2(i), (ii) or (iv) or the Company in
good faith believes it may be entitled to indemnification in the case of Section
9.2(iii) of the Stock Purchase Agreement (in each case, an "Indemnity Claim"),
in which case this Escrow Agreement shall terminate on the date on which the
Escrow Agent disburses funds in respect of the last Indemnity Claim or on which
the last Indemnity Claim is settled, dismissed or abandoned; provided, however,
that in the event an Insolvency Event has occurred and the Company, as a result
of the occurrence of such Insolvency Event, is stayed, enjoined or otherwise
prevented from bringing a claim against Seller under Sections 2.6 or 9.2 of the
Stock Purchase Agreement, this Agreement shall not terminate until such date on
which the Escrow Agent disburses funds with respect to such claim, or such claim
is otherwise dismissed, settled or abandoned. The actual date on which this
Escrow Agreement terminates shall be referred to herein as the "Termination
Date." On the Termination Date, and after making the last payment, if any, to
the Company pursuant to the terms hereof, the Escrow Agent shall deliver to
Dearborn any remaining Escrow Shares and any other funds held by the Escrow
Agent pursuant to the terms of this Escrow Agreement. The provisions contained
in Sections 7(g), 7(j) and 8 shall survive any termination of this Escrow
Agreement. For purposes of this Escrow Agreement, a "Bankruptcy Event" shall
occur at such time as (A) the Company, Dearborn or any of their respective
Affiliates receives notice from the Insurance Commissioner of the Commonwealth
of Pennsylvania (the "Commissioner") indicating that the Commissioner intends to
commence a "delinquency proceeding" (as that term is defined in Section
40-11-103 of Chapter 11 of the Pennsylvania Insurance Code) with respect to
Homestead or (B) the Commissioner takes any action commencing a "delinquency
proceeding" with respect to Homestead. For purposes of this Escrow Agreement,
"Insolvency Event" shall mean, with respect to Dearborn, the occurrence of any
of the following: (a) Dearborn shall commence any case, proceeding or other
action (i) under any existing or future law


                                       D-3
<PAGE>   142
of any jurisdiction, domestic or foreign, relating to bankruptcy, insolvency,
receivership, reorganization or relief of debtors, seeking to have an order for
relief entered with respect to it, or seeking to adjudicate it a bankrupt or
insolvent, or seeking reorganization, arrangement, adjustment, winding-up,
liquidation, dissolution, composition or other relief with respect to it or its
debts, or (ii) seeking appointment of a receiver, trustee, custodian or other
similar official for it or for all or any substantial part of its assets, or
Dearborn shall make a general assignment for the benefit of its creditors; or
(b) there shall be commenced against Dearborn any case, proceeding or other
action of a nature referred to in clause (a) above; or (c) there shall be
commenced against Dearborn any case, proceeding or other action seeking issuance
of a warrant of attachment, execution, distraint or similar process against all
or any substantial part of its assets which results in the entry of an order for
any such relief; or (d) Dearborn shall take any action in furtherance of, or
indicating its consent to, approval of, or acquiescence in, any of the acts set
forth in clause (a), (b), or (c) above.

         3. Book Value Deficiency Claims. Not later than five Business Days
after the final determination of the Book Value of First Re pursuant to Section
2.6 of the Stock Purchase Agreement, the Company and Dearborn shall jointly
deliver to the Escrow Agent a written notice (the "Notice") specifying the Book
Value of First Re. If the Notice confirms the Book Value of First Re to be not
less than $35 million or provides that Dearborn has satisfied in full in cash
the Book Value Deficiency, subject to Section 5 hereof, then the Notice shall
also contain instructions directing the Escrow Agent to, and the Escrow Agent
shall, promptly deliver or cause to be delivered to Dearborn the certificate
representing all of the Section 2.6 Shares (together with the Stock Powers). If,
however, the Notice states that the Book Value of First Re is less than $35
million (the amount of such deficiency being referred to herein as the "Book
Value Deficiency") and that Dearborn has not satisfied in full in cash such
deficiency, then the Notice shall also contain instructions directing the Escrow
Agent to, and the Escrow Agent shall, deliver or cause to be delivered (a) to
the third party or parties designated in the Notice (or in any future written
instructions provided to the Escrow Agent by the Company), a certificate or
certificates representing that number (the "Company 2.6 Shares") of Section 2.6
Shares (together with Stock Powers) convertible into shares of the Common Stock
having an aggregate value (based on a per share Common Stock price of $16.50)
equal to the Book Value Deficiency plus the estimated Transaction Costs (as
defined below) set forth in the Notice less the amount of cash, if any, paid by
Dearborn to the Company to partially satisfy the Book Value Deficiency and (b)
to Dearborn, subject to Section 5 hereof, a certificate (with any remaining
Stock Powers) representing the remaining Section 2.6 Shares, if any. The Escrow
Agent shall have no obligation to make any of the calculations required by the
previous sentence, and the


                                       D-4
<PAGE>   143
Notice shall specifically set forth the number of Section 2.6 Shares, if any, to
be delivered to Dearborn and the number of the Company 2.6 Shares. If the Notice
does not provide the third party or parties to which the certificate
representing the Company 2.6 Shares shall be delivered, the Escrow Agent shall
hold the Company 2.6 Shares until instructed in writing by the Company to
deliver the certificate (together with any Stock Powers) representing such
shares to the third party or parties named in such instructions. The proceeds of
any sale of shares of Common Stock which are issued upon conversion of the
Company 2.6 Shares shall be delivered directly to, and shall become the sole and
exclusive property of, the Company to the extent that such proceeds equal the
sum of the Book Value Deficiency and the Transaction Costs incurred by the
Company. Any proceeds exceeding such amount shall be promptly delivered by the
Company to Dearborn. "Transaction Costs" shall mean the amount of the customary
and reasonable costs and expenses (including, without limitation, any customary
discounts, fees and commissions of brokers and underwriters and reasonable
attorneys' fees and expenses) which are actually incurred in connection with the
disposition of the shares of Common Stock which are issued upon conversion of
the Company 2.6 Shares.

         4. Indemnity Claims.

         (a) If, at any time prior to the Termination Date, the Company or any
of its Affiliates (including, without limitation, any of the Transferred
Companies) has an Indemnity Claim, then the Company shall give joint written
notice of such Indemnity Claim (a "Notice of Claim") to the Escrow Agent (with a
copy thereof also delivered to Dearborn) stating the amount, if known, of such
claim, the date by which Dearborn must respond to such claim (as contemplated by
the next sentence) and the consequences of failing to so respond to such claim.
If Dearborn objects to such claim, it must give written notice of such objection
to the Escrow Agent within 30 days from the receipt of the Notice of Claim. If
no objection to such Indemnity Claim is received by the Escrow Agent within such
30 day period, the claim shall be deemed allowed. If Dearborn objects to a
portion of an Indemnity Claim, then in its notice delivered to the Escrow Agent,
Dearborn shall specifically set forth such fact, and the portion of the
Indemnity Claim to which Dearborn does not object shall be deemed allowed. In
connection with any Indemnity Claim, the Company shall provide Dearborn and its
authorized agents and representatives complete access, upon reasonable notice
and during normal business hours, to the books and records of the Company and
the Transferred Companies to the extent required by Dearborn in order to
investigate the basis for the claim for which the Notice of Claim relates and to
defend or contest the same; provided, however, that such investigation by
Dearborn shall be conducted in such a manner as not to interfere unreasonably
with the business and operations of the Company and its Subsidiaries.


                                       D-5
<PAGE>   144
         (b) The Escrow Agent shall not take any action with respect to the
portion of any Indemnity Claim disputed by Dearborn pursuant to Section 4(a)
until jointly directed in writing by the Company and Dearborn that such portion
has been settled, dismissed or abandoned or a final non-appealable order or
judgment has been entered by a court of competent jurisdiction with respect to
such portion.

         (c) Upon allowance of a claim pursuant to Section 4(a), (b) or (d), as
evidenced by joint written instructions of the Company and Dearborn, the Escrow
Agent shall promptly deliver to the Company the amount of cash, if any, held by
the Escrow Agent equal to the amount of the allowed claim (the "Claim Amount").
If the amount of cash held by the Escrow Agent under this Escrow Agreement is
less than the Claim Amount, Dearborn shall promptly, and in any event within 30
days (except to the extent otherwise contemplated by the Stock Purchase
Agreement), arrange, subject to Section 2.8(d) of the Stock Purchase Agreement,
for a sale (a "Sale") of the number of shares of Common Stock having an
aggregate sale price equal to the Claim Amount (including any interest that is,
or will be, due in respect thereof) plus the estimated Transaction Costs (as
defined below) less the amount of cash, if any, received by the Company from the
Escrow Agent in respect of such allowed claim. Once the Sale is arranged,
Dearborn and the Company shall instruct the Escrow Agent in writing (the "Sale
Notice") to deliver to Buyer or Buyer's transfer agent for conversion that
number of Indemnity Escrow Shares, or, subject to Section 5, Retained Section
2.6 Shares, convertible into the number of shares of Common Stock required to be
sold pursuant to the immediately preceding sentence, which number of Indemnity
Escrow Shares shall be set forth in the Sale Notice, and to deliver the
certificate representing shares of Common Stock received upon such conversion to
the third party or parties specified in the Sale Notice. The proceeds from the
Sale shall be delivered by the specified third party or parties directly to the
Escrow Agent. Promptly after receiving such proceeds, in accordance with Section
2.8 of the Stock Purchase Agreement, the Escrow Agent shall deliver to the
Company the portion of such proceeds equal to the Claim Amount (including any
interest that is due in respect thereof) less the amount of cash, if any,
previously received by the Company pursuant to this Escrow Agreement in respect
of such Indemnity Claim. The Escrow Agent shall have no obligation to calculate
the amount to be delivered to the Company pursuant to the immediately preceding
sentence, and such amount shall be specifically set forth in the Sale Notice.
Promptly after such Sale, the Company and Dearborn shall give joint written
notice (the "Notice of Expenses") to the Escrow Agent setting forth the
aggregate Transaction Costs incurred in connection with the Sale. Promptly after
receipt of the Notice of Expenses, the Escrow Agent shall deliver (i) first, to
the Company, that portion of the remaining proceeds from the Sale equal to the
Transaction Costs incurred by the Company and (ii) then, to Dearborn, that


                                       D-6
<PAGE>   145
portion of the remaining proceeds from the Sale equal to the Transaction Costs
incurred by Dearborn, which amounts shall be set forth in the Notice of
Expenses. Any proceeds from the Sale not distributed to the Company or Dearborn
in accordance with the foregoing shall be retained and held by the Escrow Agent
pursuant to the terms of this Escrow Agreement. "Transaction Costs" shall mean
the amount of the customary and reasonable costs and expenses (including,
without limitation, any customary discounts, fees and commissions of brokers and
underwriters and reasonable attorneys' fees and expenses) which are actually
incurred in connection with the disposition of shares of Common Stock which are
issued upon conversion of any Indemnity Escrow Shares or Retained Section 2.6
Shares pursuant to the terms of the Stock Purchase Agreement and this Escrow
Agreement.

         (d) Notwithstanding anything in this Agreement to the contrary, if the
Escrow Agent receives from the Company and Dearborn a joint written notice that
the sum of the Book Value Deficiency and the Transaction Costs incurred in
connection with the sale of the shares of Common Stock issued upon conversion of
the Buyer 2.6 Shares exceeds the aggregate value (based on a per share Common
Stock price of $16.50) of the shares of Common Stock issuable upon conversion of
the Section 2.6 Shares, then the amount of such excess shall be deemed an
allowed claim for purposes of this Section 4.

         (e) Notwithstanding anything in this Escrow Agreement to the contrary,
Dearborn may, in its sole discretion, pay any reasonable out-of-pocket costs
(including without limitation, reasonable attorneys' fees and expenses) incurred
by Dearborn in connection with defending or settling any claim brought by a
third party against the Company for which the Company is entitled to
indemnification under Section 9.2 of the Stock Purchase Agreement out of the
proceeds of the sale of Indemnity Escrow Shares. Any such sale shall be effected
in accordance with joint written instructions to the Escrow Agent from the
Company and Dearborn.

         5. Release of Escrow Shares. (a) Subject to Section 5(c) hereof, if, on
or prior to the date on which any Section 2.6 Shares are to be delivered by the
Escrow Agent to Dearborn in accordance with Section 3, the Company has submitted
to the Escrow Agent Indemnity Claims ("Pre-Book Value Indemnity Claims") under
Section 4 in an aggregate amount in excess of $3 million (including any
estimated or actual Transaction Costs related thereto), then the number of
Section 2.6 Shares to be delivered to Dearborn as set forth in the Notice
delivered to the Escrow Agent pursuant to Section 3 shall be reduced by that
number of Section 2.6 Shares (the "Retained Section 2.6 Shares") convertible
into the number of shares of Common Stock having an aggregate value (based on a
per share Common Stock Price of $16.50) equal to the difference between the
aggregate amount of Pre-Book Value Indemnity Claims (including any estimated or


                                       D-7
<PAGE>   146
actual Transaction Costs related thereto) and $3 million. The Retained Section
2.6 Shares shall be sold, upon joint written instructions provided to the Escrow
Agent by the Company and Dearborn pursuant to Section 4(c), to satisfy Pre-Book
Value Indemnity Claims to the extent that the aggregate amount of such claims
(including any estimated or actual Transaction Costs related thereto) exceeds $3
million. To the extent that any Retained Section 2.6 Shares remain after the
satisfaction in full of all Pre-Book Value Indemnity Claims, the Company and
Dearborn shall provide joint written notice to the Escrow Agent to promptly
deliver such remaining Retained Section 2.6 Shares to Dearborn.

         (b) Subject to Section 5(c) hereof, promptly, and in any event within
five Business Days, after March 31, 1999, the Company and Dearborn shall provide
joint written instructions to the Escrow Agent to deliver to Dearborn that
number of Indemnity Escrow Shares (which number shall be set forth in the joint
written instructions) convertible into shares of Common Stock having an
aggregate value (based on the book value of Buyer as set forth in the audited
consolidated balance sheet of Buyer as of December 31, 1997 prepared in
accordance with GAAP) equal to (i) $3 million less (ii) an aggregate amount
equal to (A) the aggregate amount distributed pursuant to Section 4(c) to the
Company by the Escrow Agent on or prior to March 31, 1999 in respect of any
allowed claim (including the Transaction Costs related thereto) and (B) the
aggregate amount of Indemnity Claims which have been submitted to the Escrow
Agent on or prior to such date and which either remain, as of such date,
unresolved or are resolved but with respect to which no payment has been made by
the Escrow Agent to the Company as of such date.

         (c) If a Bankruptcy Event has occurred prior to the date on which any
Escrow Shares are to be delivered by the Escrow Agent to Dearborn pursuant to
this Escrow Agreement, then Dearborn and the Company shall provide joint written
notice to the Escrow Agent withdrawing any authorization to release such shares
to Dearborn, and the Escrow Agent shall only release Escrow Shares to Dearborn
upon termination of this Escrow Agreement in accordance with Section 2. Any
Escrow Shares held by the Escrow Agent pursuant to this Section 5(c) shall be
used solely to satisfy claims arising out of the Bankruptcy Event.

         6. Voting of Escrow Shares. The Escrow Agent agrees that it shall vote
the Escrow Shares in accordance with instructions provided to it in writing from
time to time by Dearborn.

         7. Escrow Agent.

         (a) The duties of the Escrow Agent hereunder shall be entirely
administrative and not discretionary. The Escrow Agent


                                       D-8
<PAGE>   147
shall act only in accordance with written instructions received by it as
provided in this Escrow Agreement.

         (b) As to any legal questions arising in connection with the
administration of this Escrow Agreement, the Escrow Agent may rely upon the
opinions given to it by its counsel and shall be free of liability for acting in
good faith reliance on such opinions.

         (c) The Escrow Agent may, as a condition to the delivery of
certificates representing the Escrow Shares or monies, as provided herein,
require from the recipient a receipt therefor.

         (d) The parties agree that the Escrow Agent will receive, as
compensation for its services, an initial fee and annual fees payable in
advance, as well as reasonable out-of-pocket expenses as set forth on Attachment
I hereto. Such amounts shall be paid by Dearborn until termination of this
Escrow Agreement or resignation of the Escrow Agent; provided, that, Dearborn
may, in its sole discretion, elect to pay any such annual fees or out-of-pocket
expenses out of the proceeds of any sale of Escrow Shares pursuant to this
Escrow Agreement.

         (e) The relationship between the Escrow Agent, on the one hand, and
Dearborn and the Company, on the other hand, shall be solely and exclusively
governed by this Escrow Agreement, and neither Dearborn nor the Company may
assert any claims whatsoever against the Escrow Agent based upon the Stock
Purchase Agreement. However, nothing contained in this Escrow Agreement shall
jeopardize the rights and obligations between Dearborn and the Company in the
Stock Purchase Agreement or in any other agreement.

         (f) Anything to the contrary herein notwithstanding, the Escrow Agent
shall have the right to delay any payment or delivery due hereunder if necessary
to allow the Escrow Agent to verify the relevant documents and to perform any
checks or controls in connection with such documents. The Escrow Agent shall
perform any such verifications, checks or controls as promptly as practical.

         (g) Except as otherwise expressly provided herein, the Escrow Agent is
authorized to execute instructions and take other actions pursuant to this
Escrow Agreement in accordance with its customary processing practices for
similar customers and, in accordance with such practices the Escrow Agent may
retain agents, including its own subsidiaries or affiliates, to perform certain
of such functions. In the event of any loss to the other parties hereto by
reason of the gross negligence or willful misconduct of the Escrow Agent, the
Escrow Agent shall be liable to the other parties only to the extent of the
other party's direct damages without reference to any special conditions or


                                       D-9
<PAGE>   148
circumstances. All collection and receipt of securities and all delivery of
securities under this Escrow Agreement shall be made by the Escrow Agent as
agent, at the risk of the other parties hereto with respect to their actions or
omissions and those of any person other than the Escrow Agent or its agents. In
no event shall the Escrow Agent be responsible or liable for any loss due to
forces beyond its control, including, but not limited to, acts of God, flood,
fire, nuclear fusion, fission or radiation, war (declared or undeclared),
terrorism, insurrection, revolution, riot, strikes or work stoppages for any
reason, embargo, government action, including any laws, ordinances, regulations
or the like which restrict or prohibit the providing of the services
contemplated by this Escrow Agreement, inability to obtain equipment or
communications facilities, or the failure of equipment or interruption of
communications facilities, and other causes whether or not of the same class or
kind as specifically named above. In the event that the Escrow Agent is unable
substantially to perform for any of the reasons described in the immediately
preceding sentence, it shall so notify the other parties hereto as soon as
reasonably practicable.

         (h) Unless expressly referred to herein, the Escrow Agent shall not be
bound by, or have any responsibility with respect to, any other agreement or
contract between the Company and Dearborn (whether or not the Escrow Agent has
knowledge thereof); provided, however, that the provisions contained in Sections
2.6, 2.7, 2.8 and 2.9 of the Stock Purchase Agreement, to the extent such
provisions relate to the Escrow Shares and the sale of shares of Common Stock
issued upon conversion of any Escrow Shares, are hereby incorporated by
reference herein and made a part hereof.

         (i) It is understood and agreed that should any dispute arise with
respect to the payment and/or ownership or right of possession of the Escrow
Shares other than as provided for in Sections 3, 4 and 5 hereof, the Escrow
Agent is authorized and directed to retain in its possession, without liability
to anyone, all or any part of the Escrow Shares until such dispute shall have
been settled either by mutual agreement by the parties concerned or by the final
non-appealable order, decree or judgment of any court or other tribunal of
competent jurisdiction in the United States of America, but the Escrow Agent
shall be under no duty whatsoever to institute or defend any such proceedings.

         (j) The Escrow Agent is authorized to rely and act upon all
instructions given or purported to be given in conformity with the terms and
provisions of this Escrow Agreement in writing by one or more officers,
employees or agents of the Company or Dearborn (i) authorized by or in
accordance with a corporate resolution delivered to the Escrow Agent or (ii)
described as authorized in a certificate delivered to the Escrow Agent by the
appropriate Secretary or an Assistant


                                      D-10
<PAGE>   149
Secretary or similar officer (each such officer, employee or agent or
combination of officers, employees and agents authorized pursuant to clause (i)
or described pursuant to clause (ii) of this Section 7(j) is hereinafter
referred to as an "Authorized Officer"). The Escrow Agent may also rely and act
upon instructions when bearing or purporting to bear the signature or facsimile
signature of any of the individuals designated by an Authorized Officer
regardless of by whom or by what means the actual or purported facsimile
signature or signatures thereon may have been affixed thereto if such facsimile
signature or signatures resemble the facsimile specimen or specimens from time
to time furnished to the Escrow Agent by any of such Authorized Officers,
Secretary or an Assistant Secretary or similar officer. In addition, the Escrow
Agent may rely and act upon instructions received by facsimile transmission
which the Escrow Agent believes in good faith to have been given by an
Authorized Officer or which are transmitted with proper authentication pursuant
to terms and conditions which the Escrow Agent may specify. The Escrow Agent
shall incur no liability to the Company or Dearborn or otherwise for having
acted in accordance with written instructions on which it is authorized to rely
pursuant to the provisions hereof. The Escrow Agent shall incur no liability for
refraining from acting upon any instructions which for any reason it, in good
faith, is unable to verify to its own satisfaction. Unless otherwise expressly
provided, all authorizations and instructions shall continue in full force and
effect until canceled or superseded by subsequent written authorizations or
instructions received by the Escrow Agent's safekeeping account administrator.
The Escrow Agent's authorization to rely and act upon instructions pursuant to
this paragraph shall be in addition to, and shall not limit, any other
authorization which either the Company or Dearborn may give to it hereunder to
the extent expressly contemplated by this Escrow Agreement.

         8. Indemnity. Each of Dearborn and the Company agrees to waive any
suit, claim, demand or cause of action of any kind which it may have or may
assert against the Escrow Agent and its agents arising out of or relating to the
execution or performance by the Escrow Agent of this Escrow Agreement, unless
such suit, claim, demand or cause of action is based upon the willful misconduct
or gross negligence of the Escrow Agent or its agents. Each of Dearborn and the
Company further agrees to indemnify the Escrow Agent and its agents from and
against any and all losses, damages, liabilities, costs, expenses (including,
without limitation, reasonable counsel fees and expenses) and claims suffered or
paid, directly or indirectly, by reason of its execution or performance of this
Escrow Agreement, except such losses, damages, liabilities, costs, expenses and
claims that are based upon or the result of the willful misconduct or gross
negligence of the Escrow Agent or its agents. This Section 8 shall survive the
termination of this Escrow Agreement until extinguished by any applicable
statute of limitations but shall


                                      D-11
<PAGE>   150
only apply to claims arising prior to the termination of this Escrow Agreement
pursuant to Section 2.

         9. Acknowledgment by the Escrow Agent. Subsequent to the satisfaction
of the conditions precedent set forth in Sections 7(d) and 20 hereof, by
execution and delivery of this Escrow Agreement, the Escrow Agent acknowledges
that the terms and provisions of this Escrow Agreement are acceptable to it and
it agrees to carry out the provisions of this Escrow Agreement on its part.

         10. Resignation or Removal of Escrow Agent; Successors.

         (a) The Escrow Agent may resign as such following the giving of 30
days' prior written notice to the other parties hereto. Similarly, the Escrow
Agent may be removed and replaced following the giving of 30 days' prior written
notice to the Escrow Agent by the Company and Dearborn. In either event, subject
to subsection (b) of this Section 10, the duties of the Escrow Agent shall
terminate 30 days after the date of such notice (or as of such earlier date as
may be mutually agreeable among the parties hereto); and the Escrow Agent shall
then deliver the Escrow Shares (together with any Stock Powers) then in its
possession and any other securities and funds held by it pursuant to the terms
hereof.

         (b) If for any reason the person appointed by Dearborn and the Company
is unwilling to serve as successor Escrow Agent and if Dearborn and the Company
are unable to agree upon a successor or shall have failed to appoint a successor
prior to the expiration of 30 days following the date of the notice of
resignation or removal, the then acting Escrow Agent may petition any court of
competent jurisdiction for the appointment of a successor Escrow Agent or other
appropriate relief and until any such appointment is made or appropriate relief
is granted, the then acting Escrow Agent shall continue as the Escrow Agent; and
any such resulting appointment shall be binding upon all of the parties hereto.

         (c) Every successor Escrow Agent appointed hereunder shall execute,
acknowledge and deliver to its predecessor and also to the Company and Dearborn,
an instrument in writing accepting such appointment hereunder, and thereupon
such successor, without any further act, shall become fully vested with all the
duties, responsibilities and obligations of its predecessor; provided, however,
that such predecessor shall, nevertheless, execute and deliver an instrument or
instruments transferring to such successor all the rights of such predecessor
hereunder, and shall duly assign, transfer and deliver all property, securities
and monies held by it pursuant to this Escrow Agreement to its successor. Should
any instrument be required by any successor for more fully vesting in such


                                      D-12
<PAGE>   151
successor the duties, responsibilities and obligations hereby vested or intended
to be vested in the predecessor, any and all such instruments shall, on the
written request of Dearborn or the Company, be executed, acknowledged and
delivered by the predecessor.

         (d) In the event of an appointment of a successor Escrow Agent, the
predecessor shall cease to be custodian of any funds, securities or other assets
and records it may hold pursuant to this Escrow Agreement, and the successor
shall become such custodian.

         11. Modifications, Amendments and Waivers. This Escrow Agreement may
only be amended or modified with the written consent of the parties hereto. No
course of dealing between or among any of the parties hereto will be deemed
effective to modify, amend or waive any part of this Escrow Agreement or any
rights or obligations of any party hereto. In addition to the remedies provided
in this Escrow Agreement, any party may pursue any and all remedies now or
hereafter existing.

         12. Counterparts. This Escrow Agreement may be executed in one or more
counterparts, and by the different parties hereto in separate counterparts, each
of which when executed shall be deemed to be an original but all of which taken
together shall constitute one and the same agreement.

         13. Severability. Any term or provision of this Escrow Agreement which
is invalid or unenforceable in any jurisdiction shall, as to that jurisdiction,
be ineffective to the extent of such invalidity or unenforceabilty without
rendering invalid or unenforceable the remaining terms and provisions of this
Escrow Agreement or affecting the validity or enforceability of any of the terms
or provisions of this Escrow Agreement in any other jurisdiction. If any
provision of this Escrow Agreement is so broad as to be unenforceable, that
provision shall be interpreted to be only so broad as is enforceable.

         14. Headings; Interpretation. The headings contained in this Escrow
Agreement are for reference purposes only and shall not affect in any way the
meaning or interpretation of this Escrow Agreement.

         15. Notices. All notices and other communications given or made
pursuant hereto shall be in writing and shall be deemed to have been duly given
or made as of the date delivered if delivered personally or by telecopy or five
days after being mailed by registered or certified mail (postage prepaid, return
receipt requested) to the parties at the following address (or at such other
address for a party as shall be specified by like notice, except that notices of
changes of address shall be effective upon receipt):


                                      D-13
<PAGE>   152
                  If to the Company, to:

                  Gryphon Holdings Inc.
                  30 Wall Street
                  New York, New York  10005
                  Attention:  Robert M. Coffee, Esq.
                  Facsimile:  212-825-0200

                  with a copy to:

                  LeBoeuf, Lamb, Greene & MacRae, L.L.P.
                  125 W. 55th Street
                  New York, New York  10019
                  Attention:  Peter R. O'Flinn, Esq.
                  Facsimile:  212-424-8500

                  If to Dearborn, to:

                  Dearborn Risk Management, Inc.
                  55 West Monroe Street
                  Suite 2700
                  Chicago, Illinois 60603
                  Attention:  Lonnie Steffen
                  Facsimile:  312-357-3525

                  with a copy to each of:

                  Castle Harlan, Inc.
                  150 East 58th Street
                  37th Floor
                  New York, New York  10155
                  Attention:  Jeffrey M. Siegel
                              Robert C. Wages
                  Facsimile:  212-207-8042

                  Schulte Roth & Zabel LLP
                  900 Third Avenue
                  New York, New York  10022
                  Attention:  Marc Weingarten, Esq.
                              Michael R. Littenberg, Esq.
                  Facsimile:  212-593-5955

                  if to the Escrow Agent, to:

                  [                   ]

         16. Expenses. Except as otherwise provided for herein, each party shall
be responsible for its own costs and expenses with respect to matters involving
this Escrow Agreement.

         17. Assignability and Parties in Interest. This Escrow Agreement may
not be assigned or delegated in whole or in part by operation of law or
otherwise without the written consent


                                      D-14
<PAGE>   153
of the parties hereto. This Escrow Agreement shall inure to the benefit of and
be binding upon the parties hereto and their respective permitted successors and
assigns. Nothing in this Escrow Agreement, expressed or implied, shall give or
be construed to give any person, firm or corporation, other than the parties
hereto and their permitted successors and assigns, any legal claim under any
covenant, condition or provision hereof, all the covenants, conditions and
provisions contained in this Escrow Agreement being for the sole benefit of the
parties hereto and their permitted successors and assigns.

         18. GOVERNING LAW. THIS ESCROW AGREEMENT SHALL BE GOVERNED BY, AND
CONSTRUED IN ACCORDANCE WITH, THE LAWS OF THE STATE OF NEW YORK APPLICABLE TO
CONTRACTS EXECUTED AND TO BE PERFORMED IN THAT STATE, WITHOUT REGARD TO
PRINCIPLES OF CONFLICTS OF LAWS.

         19. Exclusive Jurisdiction. The Escrow Agent, the Company and Dearborn
hereby agree that any judicial proceeding instituted in relation to any matter
arising under this Escrow Agreement shall be brought in any court having subject
matter jurisdiction in The City of New York (including, without limitation,
federal courts located in The City of New York), and by execution and delivery
of this Escrow Agreement, the Escrow Agent, Dearborn and the Company hereby
accept, irrevocably and unconditionally, the jurisdiction of the aforesaid
courts in respect of this Escrow Agreement, acknowledge their competence and
irrevocably agree to be bound by any final non-appealable judgment rendered in
any such proceeding. The Escrow Agent, Dearborn and the Company also irrevocably
and unconditionally waive any immunity from legal process in respect of this
Escrow Agreement.

         20. Taxes. The Company and Dearborn agree that, notwithstanding any
other provision of this Escrow Agreement, for purposes of any federal, state or
local taxes, all assets held by the Escrow Agent pursuant to this Escrow
Agreement shall be the property of Dearborn, and Dearborn agrees to be solely
liable for, and to file all tax returns in respect of, any taxes attributable to
the assets held by the Escrow Agent.

         21. Additional Documentation. This Escrow Agreement shall not become
effective until the Escrow Agent shall have received the following as to each of
the Company and Dearborn:

                  (i) the certified resolution of its board of directors
         authorizing the making and performance of this Escrow Agreement; and

                  (ii) a certificate as to the names and specimen signatures of
         its officers or representatives authorized to sign this Escrow
         Agreement and notices, instructions and other communications hereunder.


                                      D-15
<PAGE>   154
         22. Additional Certificates and Stock Powers.

         (a) If the provisions of this Escrow Agreement or Section 2.8 of the
Stock Purchase Agreement require the delivery by the Escrow Agent of share
certificates in different denominations from those then held by the Escrow
Agent, the Company agrees to deliver, or to cause its transfer agent to deliver,
such certificates to the Escrow Agent as soon as practicable on a timely basis
in the required denominations upon surrender to the Company or its transfer
agent, as the case may be, of the relevant certificates held by the Escrow Agent
for cancellation.

         (b) If the provisions of this Escrow Agreement require the delivery of
Stock Powers in addition to those then provided by the Escrow Agent, the Escrow
Agent, upon receipt of joint written instructions from Dearborn and the Company,
agrees to execute and deliver in accordance with such written instructions Stock
Powers in the required denominations.

         23. Specific Performance. Each of the Company and Dearborn hereto
acknowledges and agrees that the other would be irreparably damaged in the event
any of the provisions of this Escrow Agreement was not performed in accordance
with its specific terms or was otherwise breached. Accordingly, each of the
Company and Dearborn hereto agrees that they each shall be entitled to an
injunction or injunctions to prevent breaches of the provisions of this Escrow
Agreement and to enforce specifically this Escrow Agreement and the terms and
provisions hereof in any action instituted in any court having subject matter
jurisdiction in The City of New York (including, without limitation, federal
courts located in The City of New York), in addition to any other remedy to
which either of the Company or Dearborn may be entitled, at law or in equity.


                                      D-16
<PAGE>   155
         IN WITNESS WHEREOF, each of the parties hereto has caused this Escrow
Agreement to be signed as of the date first above written.

                                                  GRYPHON HOLDINGS INC.

                                                  By: __________________________
                                                      Name:
                                                      Title:

                                                  DEARBORN RISK MANAGEMENT, INC.

                                                  By: __________________________
                                                      Name:
                                                      Title:

                                                  [ESCROW AGENT]

                                                  By: __________________________
                                                      Name:


                                      D-17

<PAGE>   1
 
[GRYPHON LOGO]
                                                                November 3, 1998
 
Dear Fellow Stockholders:
 
     On October 20, 1998, Markel Corporation began an unsolicited tender offer
to purchase, for $18.00 per share, all the outstanding Common Stock of Gryphon
Holdings Inc. YOUR BOARD OF DIRECTORS HAS DETERMINED THAT THE MARKEL OFFER IS
INADEQUATE AND NOT IN THE BEST INTERESTS OF GRYPHON AND ITS STOCKHOLDERS AND
SHOULD BE REJECTED.
 
     Your Board reached its conclusion that the Markel offer is inadequate after
carefully considering Gryphon's financial condition and future prospects, the
opinion of the Company's financial advisor, Donaldson, Lufkin & Jenrette
Securities Corporation, that, as of the date of such opinion, the consideration
offered to Gryphon stockholders in the Markel offer is inadequate from a
financial point of view, and the other factors described in the attached
Schedule 14D-9.
 
     THE BOARD BELIEVES THAT MARKEL'S OFFER FAILS TO RECOGNIZE BOTH THE CURRENT
VALUE OF GRYPHON AND ITS PROJECTED LONGER-TERM VALUE. The Board believes that it
is in the best interests of the stockholders to evaluate alternatives to the
Markel offer. Accordingly, the Board has instructed management to work with
Donaldson, Lufkin & Jenrette Securities Corporation to explore various
alternatives to maximize value to Gryphon's stockholders. As a result of this
effort, certain other parties have expressed an interest in discussing a
potential transaction involving Gryphon.
 
     MARKEL'S TENDER OFFER IS HIGHLY CONDITIONAL. Under the terms of its offer,
Markel will not buy any shares until the conditions to its tender offer,
including waiver of Section 203 of the Delaware General Corporation Law, have
been satisfied. Because the Board has no intention of waiving Section 203 under
the current circumstances, Markel will not be able to complete its tender offer.
THUS, YOU SHOULD NOT FEEL OBLIGED TO RESPOND TO MARKEL'S OFFER. We will keep you
advised of any changes in Markel's offer and of our recommendations with respect
thereto, as well as of any other significant developments.
 
     We encourage you to read carefully the attached Schedule 14D-9 in its
entirety, including the opinion of Donaldson, Lufkin & Jenrette Securities
Corporation included as an exhibit, so that you will be fully informed as to the
Board's recommendation.
 
     IN SUM, WE STRONGLY URGE YOU TO SHOW MARKEL THAT YOU HAVE NO INTEREST IN
THEIR OFFER BY NOT TENDERING YOUR SHARES.
 
     If you have any questions about either Markel's offer or the Board's
recommendation, or if you would like additional copies of the Schedule 14D-9,
please call Georgeson & Company Inc. toll free at 1-800-223-2064.
 
     Your Directors thank you for your continued support.
 
                      On behalf of the Board of Directors,
 
                               /s/ Hadley C. Ford
                                 Hadley C. Ford
                             Chairman of the Board
 
                              /s/ Stephen A. Crane
                                Stephen A. Crane
                            Director, President and
                            Chief Executive Officer

<PAGE>   1
                                                                       Exhibit 5

                            GRYPHON DIRECTORS REJECT
                       MARKEL'S UNSOLICITED TENDER OFFER

New York, New York, November 3, 1998 -- The Board of Directors of Gryphon 
Holdings Inc. (NASDAQ:GRYP) has recommended that Gryphon stockholders reject 
Markel Corporation's unsolicited $18 per share tender offer. The Board strongly
urged stockholders not to tender their shares to Markel.

In response to the unsolicited bid commenced on October 20, 1998 by Markel
through its wholly-owned subsidiary MG Acquisition Corp., Hadley C. Ford,
Chairman of the Board of Gryphon, and Stephen A. Crane, Director, President and
Chief Executive Officer of Gryphon, sent a letter to Gryphon stockholders on
behalf of the Board of Directors explaining the reasons for the Board's
recommendation that Gryphon stockholders not sell any shares to Markel.
According to this letter, the Board has determined that "the Markel offer is
inadequate and not in the best interests of Gryphon and its stockholders and
should be rejected." In reaching this conclusion, the Board considered, among
other factors, the opinion of its independent financial advisor that the tender
offer price is inadequate from a financial point of view.

The letter to stockholders also noted the Board's conclusion that Markel's $18
offer "fails to recognize both the current value of Gryphon and its projected
longer-term value." The Board believes that it is in the best interests of the
stockholders for the Company to evaluate alternatives to the Markel offer,
including investigating the possibility of an alternative transaction or
remaining independent, before reaching a definitive judgment on an appropriate
course of action.

In addition to recommending the rejection of Markel's tender offer, the Board of
Directors also resolved to delay indefinitely the date on which a tender offer
would trigger the ability of holders of Rights under Gryphon's Shareholder
Rights Plan to exercise those Rights. As a result of such action, the
commencement of the tender offer by Markel does not, without further action by
the Board, trigger a distribution of Rights under the Shareholder Rights Plan.

A copy of the Board's letter to stockholders is attached.

Gryphon Holdings operates through its main subsidiary, Gryphon Insurance Group,
as a specialty property and casualty underwriting organization. The Company's
wholly owned insurance subsidiaries are Associated International Insurance
Company, Calvert Insurance Company, and The First Reinsurance Company of
Hartford.

<PAGE>   1
 
                   [Donaldson, Lufkin & Jenrette Letterhead]
 
                                                                November 2, 1998
 
Board of Directors
 
Gryphon Holdings Inc.
30 Wall Street
New York, New York 10005
 
Members of the Board:
 
     We understand that MG Acquisition Corp. ("Purchaser"), a Delaware
corporation and a wholly owned subsidiary of Markel Corporation ("Parent"), has
made a tender offer to purchase all outstanding shares of common stock, par
value $0.01 per share ("Common Stock") of Gryphon Holdings Inc. (the "Company"),
including the associated preferred stock purchase rights, for $18.00 per share,
net to the seller in cash, without interest thereon (the "Markel Offer"). The
terms and conditions of the Markel Offer are set forth in more detail in the
Offer to Purchase dated October 20, 1998, and the related Letter of Transmittal
(together, the "Offer to Purchase").
 
     You have asked us to render our opinion with respect to the adequacy, from
a financial point of view, to the Company's shareholders (other than Parent and
its affiliates) of the consideration offered in the Markel Offer.
 
     In arriving at our opinion, we have reviewed the Offer to Purchase and the
related Tender Offer Statement on Schedule 14D-1 filed by the Parent and the
Purchaser with the Securities and Exchange Commission (the "Commission") and the
draft dated November 2, 1998 of the Solicitation/Recommendation Statement on
Schedule 14D-9 which we understand will be filed by the Company with the
Commission. We also have reviewed financial and other information that was
publicly available or furnished to us by the Company including information
provided during discussions with management. Included in the information
provided during discussions with management was certain financial projections of
the Company for the period beginning June 30, 1998 and ending December 31, 2003
prepared by the management of the Company. In addition, we have considered
various discussions with third parties with respect to such third parties'
potential interest in an acquisition of all or part of the Company or other
strategic transaction involving the Company. We have also compared certain
financial and securities data of the Company with various other companies whose
securities are traded in public markets, reviewed the historical stock prices of
the Common Stock, compared prices and premiums paid in certain other business
combinations and conducted such other financial studies, analyses and
investigations as we deemed appropriate for purposes of this opinion.
 
     In rendering our opinion, we have relied upon and assumed the accuracy and
completeness of all of the financial and other information that was available to
us from public sources, that was provided to us by the Company or its
representatives, or that was otherwise reviewed by us. With respect to the
financial projections supplied to us, we have assumed that they have been
reasonably prepared on the basis reflecting the best currently available
estimates and judgements of the management of the Company as to the future
operating and financial performance of the Company. We have not assumed any
responsibility for making an independent evaluation of any assets or liabilities
or for making any independent verification of any of the information reviewed by
us.
 
     Our opinion is necessarily based on economic, market, financial and other
conditions as they exist on, and on the information made available to us as of,
the date of this letter. It should be understood that, although subsequent
developments may effect this opinion, we do not have any obligation to update,
revise or reaffirm this opinion.
<PAGE>   2
 
     Donaldson, Lufkin & Jenrette Securities Corporation ("DLJ"), as part of its
investment banking services, is regularly engaged in the valuation of businesses
and securities in connection with mergers, acquisitions, underwritings, sales
and distributions of listed and unlisted securities, private placements and
valuations for corporate and other purposes. DLJ has performed investment
banking and other services for the Company in the past and has been compensated
for such services.
 
     Based upon and subject to the foregoing and such other factors as we deem
relevant, we are of the opinion that, as of the date hereof, the consideration
offered to the holders of Common Stock in the Markel Offer is inadequate, from a
financial point of view, to such shareholders (other than Parent and Purchaser).
 
     This opinion is for the use and benefit of the Board of Directors of the
Company. This opinion is not intended to be and does not constitute a
recommendation to any shareholder of the Company as to whether to accept the
consideration offered to such shareholders in the Markel Offer.
 
                                          Sincerely,
 
                                          DONALDSON, LUFKIN & JENRETTE
                                            SECURITIES CORPORATION
 
                                          By: /s/    DAVID M. PLATTER
                                             -----------------------------------
                                             Name:   David M. Platter
                                             Title:  Managing Director

<PAGE>   1
                                                                       Exhibit 7


                IN THE COURT OF CHANCERY OF THE STATE OF DELAWARE

                          IN AND FOR NEW CASTLE COUNTY

MARKEL CORPORATION and MG                  )
ACQUISITION CORP.,                         )
                                           )
                           Plaintiffs,     )
                                           )        C.A. No. _________
         v.                                )

GRYPHON HOLDINGS INC., STEPHEN A.          )
CRANE, ROBERT M. BAYLIS, FRANKLIN          )
L. DAMON, ROBERT R. DOUGLASS,              )
DAVID H. ELLIOTT, HADLEY C. FORD,          )
RICHARD W. HANSELMAN, GEORGE L.            )
YEAGER, JOHN DORE and JOHN                 )
                                           )
CASTLE,                                    )
                                           )
                           Defendants.     )

                                  COMPLAINT FOR

                        DECLARATORY AND INJUNCTIVE RELIEF

         Markel Corporation ("Markel") and MG Acquisition Corp. ("Purchaser,"
together with Markel, "Plaintiffs") for their complaint against defendants
Gryphon Holdings Inc. (the "Company" or "Gryphon"), Stephen A. Crane, Robert M.
Baylis, Franklin L. Damon, Robert R. Douglass, David H. Elliott, Hadley C. Ford,
Richard W. Hanselman, George L. Yeager, John Dore and John Castle

("Defendants") allege, through their attorneys, as follows:

                              Nature of the Action

         1. Markel and Purchaser bring this action against Gryphon and the
members of Gryphon's Board of Directors (the "Board" or the "Individual
Defendants") for injunctive and declaratory relief to prevent the Individual
Defendants from interfering with the ability of Gryphon's stockholders to
realize the substantial benefits offered by a proposed combination of Markel and
Gryphon.


<PAGE>   2



         2. Over the last several years, soft market conditions have
predominated in the insurance industry. As a result, financial size and quality
of service are increasingly important for insurance companies to survive as
stand-alone entities. Markel's presence as a market leader in the specialty
insurance industry and its superior historical financial results would make
Markel an ideal merger partner for Gryphon.

         3. In order to realize these substantial benefits, on September 1,
1998, Markel sent a letter to Gryphon indicating an interest in a possible
business combination. This interest came to a head on October 1, 1998, when
Markel delivered to Gryphon a letter proposing a merger of the two companies,
pursuant to which each outstanding share of the common stock of the Company, par
value $.01 per share (the "Common Stock") would be converted into the right to
receive $18.00 in cash.

         4. Having received only a noncommittal response to its overture, on
October 20, 1998, Purchaser commenced a fully-financed, non-coercive,
non-discriminatory offer to purchase all outstanding shares of Common Stock not
owned by Markel or its affiliates at a price per share of $18.00 in cash (the
"Tender Offer"). In the event that a holder of the Gryphon Series A 4%
Cumulative Convertible Preferred Stock wishes to tender, such holder must first
convert the preferred shares into shares of Common Stock and then tender the
resulting common shares into the offer. The Tender Offer is conditioned upon (i)
the receipt of regulatory approval, (ii) redemption of the Rights (as defined
herein), (iii) approval pursuant to Section 203 of the General Corporation Law
of the State of Delaware (the "General Corporation Law") by the Board and (iv)
the tender of a minimum number of shares of Common Stock. The Tender Offer is
the initial step in a two-step transaction pursuant to which Purchaser proposes
to acquire all of the outstanding shares of the Common Stock. If successful, the
Tender Offer will be followed by a merger or similar business

                                       -2-


<PAGE>   3



combination with Purchaser (the "Proposed Merger," and together with the Tender
Offer, the "Proposed Acquisition"). Pursuant to the Proposed Merger, it is
currently anticipated that each then outstanding share of Common Stock (other
than shares owned by Markel or any of its subsidiaries, shares held in the
treasury of Gryphon or shares as to which appraisal rights are perfected) would
be converted into the right to receive an amount in cash equal to the price paid
in the Tender Offer.

         5. Based on the closing trading price for the Common Stock on September
30, 1998, the last day before public announcement of the Proposed Acquisition,
Gryphon stockholders would receive a 29% premium for their stock. The offer
price also represents a 55% premium over the trading price on the day before
Markel first sent a letter to the Board making an offer, as set forth more fully
below.

         6. The Proposed Acquisition represents a unique and compelling
opportunity to enhance value for both sets of stockholders. However, Gryphon has
available various defensive measures -- including, but not limited to, a
stockholder rights plan (the "Poison Pill"), the Delaware Business Combination
Statute, 8 Del. C. ss. 203 ("Section 203"), a classified board and a provision
in the Gryphon certificate of incorporation which prohibits the stockholders of
Gryphon from taking action by written consent in lieu of a meeting -- which may
be used to block the Proposed Acquisition and to deprive the Gryphon
stockholders of their fundamental rights as owners of the Company.

         7. Upon information and belief, Defendants will attempt to prevent the
successful completion of the Proposed Acquisition and the concomitant benefits
to the Gryphon stockholders by coercively and improperly wielding their various
anti-takeover devices. Unless prevented from doing so by this Court, the
Proposed Acquisition's value to the Gryphon stockholders may be forever lost.

                                       -3-


<PAGE>   4

         8. Given the nature of the Proposed Acquisition and its substantial
value to Gryphon's stockholders, the Board should not be allowed to deprive the
stockholders of Gryphon of the opportunity to decide upon the merits of the
Proposed Acquisition for themselves. Use of Gryphon's anti-takeover devices or
other defensive measures against the Proposed Acquisition represents an
unreasonable response to the Proposed Acquisition in violation of the fiduciary
duties owed by the members of the Board to Gryphon's stockholders.

                                   The Parties

         9. Markel is a Virginia corporation with its principal place of
business in Glen Allen, Virginia. Markel is an insurance holding company which
writes specialty insurance products and programs for a variety of niche markets
through its insurance subsidiaries, which have over 800 employees. Markel
competes in two distinct areas of the specialty insurance markets: the excess
and surplus line segment ("E&S") and the specialty admitted segment. The E&S
market focuses on hard to place risks and risks that admitted insurers
specifically refuse to write. Markel is the fifth largest domestic E&S writer in
the United States. The specialty admitted market represents almost 2% of the
entire property and casualty industry. When Markel went public in 1986, the
company had assets of just over $50 million and the stock was offered at $10 a
share. Today, Markel has assets of over $1.5 billion, and the stock is currently
trading at over $130 per share. This success has been achieved through a
combination of the growth of existing businesses and acquisitions. Markel is the
beneficial owner of 791,150 shares of Common Stock, which constitutes
approximately 11.7% of the outstanding Common Stock.

         10. Purchaser is a Delaware corporation which is a newly formed,
wholly-owned subsidiary of Markel. Purchaser is the beneficial owner of 100
shares of Common Stock.

                                       -4-


<PAGE>   5



         11. Defendant Gryphon is a Delaware corporation with its principal
place of business in New York, New York. Gryphon is a holding company that
operates through its main subsidiary, Gryphon Insurance Group, as a specialty
property and casualty underwriting organization. Gryphon has three wholly-owned
insurance company subsidiaries, Associated International Insurance Company, a
California domiciled insurance corporation, Calvert Insurance Company, a
Pennsylvania domiciled insurance corporation and The First Reinsurance Company
of Hartford, a Connecticut domiciled insurance corporation. Gryphon has
developed expertise in lines of insurance typically not emphasized by standard
lines of insurers, including architects' and engineers' professional liability,
difference in conditions (primarily earthquake coverage), and various other
specialty coverages and focuses on providing coverage for small to medium-sized
insureds.

         12. Hadley C. Ford is Chairman of the Board and a director of Gryphon
and has served in those positions since September 1993. Stephen A. Crane has
served as President, Chief Executive Officer and a director of Gryphon since
September of 1993.

         13. Robert A. Baylis, Franklin L. Damon, Robert R. Douglass, David H.
Elliott, Richard W. Hanselman, George L. Yeager, John Dore and John Castle are
directors of Gryphon and have been directors at all times relevant to this
action.

                                 The Poison Pill

         14. In June 1995, the Board adopted a Poison Pill without seeking or
obtaining stockholder approval. Pursuant to the Poison Pill, the Board declared
a dividend of one right for each share of Common Stock outstanding (the
"Rights"). Each Right entitles the holder to purchase one one-hundredth of a
share of Junior Participating Cumulative Preferred Stock at a price of $50 per
unit, subject to adjustment in certain circumstances.

                                       -5-


<PAGE>   6



         15. The Poison Pill is designed to thwart through two mechanisms any
acquisition of Gryphon that does not have the approval of the Board. First,
under the "flip-in" provision, if a person or group (an "Acquiring Person")
acquires a specified percentage of the Common Stock, the Rights would entitle a
holder (other than the Acquiring Person or certain affiliates, associates or
transferees) to buy shares of the Common Stock having a market value of $100 for
only $50. Second, under the "flip-over" provision, if the Company were
subsequently involved in a merger or other business combination with an
Acquiring Person (or any other person if all holders of Common Stock are not
treated alike), the Rights would entitle a holder (other than the Acquiring
Person or certain affiliates, associates or transferees) to buy shares of common
stock of the acquiring corporation having a market value of $100 for only $50.
The Poison Pill provides that at any time prior to the time that any person
becomes an Acquiring Person, the Board has the power to redeem the Rights at the
price of $0.001 per Right.

                          The Board Lowers the Trigger

         16. Without giving advance notice to stockholders, on July 28, 1998,
the Board took certain action related to the Poison Pill. Initially, the Board
would have amended the Poison Pill to lower the threshold for the definition of
an Acquiring Person from beneficial ownership of 20% or more of the shares of
Common Stock to beneficial ownership of 10% or more of the shares of Common
Stock (the "Initial Board Action"). Later that day, after reviewing the
Amendment No. 2 to Schedule 13D filed by Markel, the Board "revised the
implementation" of the Poison Pill (the "Rights Amendment"). Pursuant to the
Rights Amendment, the definition of an Acquiring Person is as follows:

                  "Acquiring Person" shall mean any Person (as such term is
                  hereinafter defined) who or which, together with all
                  Affiliates and Associates (as such terms are hereinafter
                  defined) of such Person,

                                       -6-


<PAGE>   7



                  shall be the Beneficial Owner (as such term is hereinafter
                  defined) of the percentage of Common Shares (the "Acquiring
                  Person Percentage") equal to or greater than the lesser of (A)
                  20% of the Common Shares then outstanding or (B) the greater
                  of (x) 10% of the Common Shares then outstanding or (y) the
                  percentage of the Common Shares then outstanding equal to the
                  number of Common Shares Beneficially Owned as of 4:30 p.m. New
                  York time on July 28, 1998 by the Person Beneficially Owning
                  the largest number of Common Shares as of such date and time
                  divided by the Common Shares outstanding as of such date and
                  time, but shall not include ... any Person who would otherwise
                  be an "Acquiring Person" but for the good faith determination
                  by the Board of Directors of the Company that such Person has
                  become an "Acquiring Person" inadvertently, provided that such
                  Person together with its Affiliates and Associates divest
                  themselves as promptly as practicable of beneficial ownership
                  of a sufficient number of Common Shares so that such Person
                  together with its Affiliates and Associates beneficially own a
                  percentage of the Common Shares then outstanding less than the
                  Acquiring Person Percentage.

         17. Under this language, the Board may contend that Markel is an
Acquiring Person in light of the fact that Markel, as the largest single
shareholder of Gryphon at 4:30 p.m. on July 28, 1998, is "the Beneficial Owner
 ... of the percentage of Common Shares ... equal to ... the percentage of the
Common Shares then outstanding equal to the number of Common Shares Beneficially
Owned as of 4:30 p.m. New York time on July 28, 1998 by the Person Beneficially
Owning the largest number of Common Shares as of such date and time divided by
the Common Shares outstanding as of such date and time."

         18. The language of other provisions of the Rights Amendment and the
language of the press release which was issued at the time of the Rights
Amendment seem to indicate that the Board did not intend, in amending the
definition of "Acquiring Person," to have Markel be deemed to be an Acquiring
Person at its present level of ownership. The failure of the Company to take any
action in the last two months asserting that Markel is an Acquiring Person has
supported that impression.

                                       -7-


<PAGE>   8



         19. Markel's counsel had conversations with Gryphon's counsel on
October 2 and 6, 1998, seeking to confirm that Markel is not an Acquiring Person
and was told during the latter conversation that the Company's counsel agreed
with Markel's counsel that the Board has the power under the Poison Pill to
correct the uncertainty created by the language of the Rights Amendment.
However, the Board has taken no such action during the last two weeks.

         20. The language of the Poison Pill provides that even after any person
or group of persons becomes an Acquiring Person, the provisions of the Poison
Pill may be amended by the Board in order (i) to cure any ambiguity, (ii) to
correct or supplement any provision contained in the Pill which may be defective
or inconsistent with any other provision therein, or (iii) to change or supplant
or make any other provisions in regard to matters or questions arising under the
Pill which the Company and the Rights Agent may deem necessary or desirable,
which shall not adversely affect the interests of the holders of Rights (other
than an Acquiring Person). The language of the July 28, 1998 definition of
Acquiring Person is inconsistent with other provisions of the Rights Amendment
and the Board should have amended the Poison Pill to correct this inconsistency.

         21. Even if the members of the Board did not correct their drafting
mistake, they could also have made a good faith determination that if Markel
became an Acquiring Person, it did so inadvertently and allowed Markel to divest
itself of some shares to fall below the trigger percentage. That good faith
determination should not have been difficult to make in light of the fact that
the Board's own actions caused the problem.

         22. The Poison Pill effectively allows the Board unilaterally to block
acquisitions by third parties, even those, such as the Proposed Acquisition,
which nevertheless provide substantial benefits to Gryphon's stockholders.
Triggering of the Rights would substantially dilute the holdings of Markel and
make the Proposed Acquisition prohibitively expensive. Accordingly, the Proposed

                                       -8-


<PAGE>   9



Acquisition cannot be completed unless the Board redeems the Rights or amends
the Poison Pill to make it inapplicable to the Proposed Acquisition. Failure to
take such actions serves only to entrench the Individual Defendants and prevents
the Gryphon stockholders from deciding upon the merits of the Proposed
Acquisition for themselves. Upon information and belief, the Board does not
intend to redeem the Rights or amend the Poison Pill to accommodate the Proposed
Acquisition.

                         Markel's Attempts to Negotiate

         23. On September 1, 1998, Markel sent a letter to the Board making a
proposal to acquire all of the issued and outstanding shares of Common Stock in
a merger transaction. Pursuant to the proposal, each outstanding share of Common
Stock would have been converted into the right to receive total consideration of
$18.00, consisting of $15.50 in cash and $2.50 in notes, subject to possible
offset for adverse developments. The offer price represented a premium of
approximately 55% over the closing trading price on August 31, 1998. Apparently
in response to this overture, the trading price increased by more than $3 during
the next two days.

         24. A couple of weeks later, Markel finally received a response. On
September 16, 1998, representatives of Markel met with Messrs. Crane and Ford to
discuss Markel's objectives.

         25. Two days later, Markel was presented with a draft confidentiality
and standstill agreement which would have required Markel to agree that it would
not, for up to two years, make any offers to shareholders, seek any proxies from
shareholders of the Company or generally take any steps which Markel felt might
be necessary to maximize value for shareholders, in each case without the
specific consent of the Board.

         26. In response, Markel sent a proposed confidentiality and standstill
agreement which would have restricted Markel from acquiring additional shares of
Common Stock for a six-month period, with earlier termination in the event that
Gryphon received or solicited overtures from other bidders.

                                       -9-


<PAGE>   10

         27. Markel's proposed confidentiality and standstill agreement was
rejected within minutes.

                                The $18.00 Offer

         28. On October 1, 1998, Markel sent a letter to the Board proposing an
unconditional cash merger offer of $18.00 per share, subject only to required
regulatory and stockholder approval, redemption of the Rights and execution of
definitive documentation. The October 1 letter also stated that Markel "would be
willing to enhance this offer if you can establish that additional value is
warranted" and noted that Markel would be willing to enter into a reasonable
confidentiality agreement to achieve that objective.

         29. In response, Mr. Crane sent a letter to Steven A. Markel,
Vice-Chairman of Markel, indicating that the Board "had not yet determined to
take any definitive course of action with respect to a sale of the Company" and
reiterating the demand that Markel sign Gryphon's unreasonable form of
confidentiality and standstill agreement.

         30. On October 6, 1998, Markel sent a draft merger agreement to
Gryphon's advisors and made it clear that Markel was prepared to discuss any of
the provisions of the agreement. Gryphon's advisors reacted negatively to the
draft merger agreement, but refused to provide specific comments and
suggestions, saying that they had not been authorized by the Board to do so.

         31. On October 14, 1998, Markel sent a revised draft merger agreement
to the Board with a letter asking once again that the Board "determine whether
or not you wish to pursue a negotiated transaction."

                                      -10-


<PAGE>   11



         32. Having received no response to the October 14 letter or the draft
merger agreement, on October 20, 1998, Purchaser commenced the Tender Offer.

                      Delaware Business Combination Statute

         33. Section 203 of the General Corporation Law, entitled "Business
Combinations with Interested Stockholders" applies to any Delaware corporation
that has not opted out of the statute's coverage. Gryphon has not opted out of
the statute's coverage.

         34. Section 203 was designed to impede coercive and inadequate tender
and exchange offers. Section 203 provides that if a person acquires 15% or more
of a corporation's voting stock (thereby becoming an "interested stockholder"),
such interested stockholder may not engage in a "business combination" with the
corporation (defined to include a merger or consolidation) for three years after
the interested stockholder becomes such, unless: (i) prior to the 15%
acquisition, the board of directors has approved either the acquisition or the
business combination; (ii) the interested stockholder acquires 85% of the
corporation's voting stock in the same transaction in which it crosses the 15%
threshold; or (iii) on or subsequent to the date of the 15% acquisition, the
business combination is approved by the board of directors and authorized at an
annual or special meeting of stockholders (and not by written consent) by the
affirmative vote of at least 66-2/3% of the outstanding voting stock which is
not owned by the interested stockholder.

         35. Application of Section 203 to the Proposed Acquisition, which is
neither coercive nor inadequate, would delay the Proposed Merger for at least
three years. Accordingly, three years of the synergies of the proposed
Markel-Gryphon combination will forever be lost. Additionally, any number of
events could occur within those three years which would prevent the Proposed
Merger altogether.

                                      -11-


<PAGE>   12



         36. Upon information and belief, the Board intends to refuse to exempt
the Proposed Acquisition from the restrictions of Section 203. Because a refusal
would constitute a breach of fiduciary duty by the members of the Board --
Section 203 should not be used by the Board to obstruct the Proposed
Acquisition, which is non-coercive and non-discriminatory, offers Gryphon's
stockholders a substantial premium for their shares, and poses no threat to the
interests of Gryphon's stockholders or Gryphon's corporate policy and
effectiveness.

                               DECLARATORY RELIEF

         37. The Court may grant the declaratory relief sought herein pursuant
to 10 Del. C. ss. 6501. Gryphon's unwillingness (i) to redeem the Rights, (ii)
to amend the Poison Pill to make it inapplicable to the Proposed Acquisition,
(iii) to clarify that Markel is not an Acquiring Person, (iv) to make a good
faith determination that if Markel became an Acquiring Person, it did so through
inadvertence, and (v) to approve the Proposed Acquisition for purposes of
Section 203 demonstrates that there is a substantial controversy between the
parties. Moreover, utilization of these and other anti-takeover devices will
interfere with the Proposed Acquisition. In addition, in the event that Markel
has become an Acquiring Person through no action of its own, it will suffer
substantial dilution of its interest in Gryphon, regardless of whether Markel
and Purchaser proceed with the Proposed Acquisition.

         38. The granting of the requested declaratory relief will serve the
public interest by affording relief from uncertainty and by avoiding delay and
will conserve judicial resources by avoiding piecemeal litigation.

                               IRREPARABLE INJURY

         39. Gryphon's unwillingness (i) to redeem the Rights, (ii) to amend the
Poison Pill to make it inapplicable to the Proposed Acquisition, (iii) to
clarify that Markel is not an Acquiring

                                      -12-


<PAGE>   13



Person, (iv) to make a good faith determination that if Markel became an
Acquiring Person, it did so through inadvertence and (v) to approve the Proposed
Acquisition for purposes of Section 203 will hinder and potentially prevent
Markel and Purchaser from proceeding with the Proposed Acquisition. Should that
occur, Markel and Purchaser will have lost the unique opportunity to acquire
Gryphon. Furthermore, regardless of whether Markel and Purchaser proceed with
the Proposed Acquisition, in the event that Markel has become an Acquiring
Person as a result solely of the Board's own action, Markel will suffer
substantial dilution of its interest in Gryphon. Plaintiffs' resulting injury
will not be compensable in money damages and Plaintiffs have no adequate remedy
at law.

                                     COUNT I

              (Declaratory and Injunctive Relief: The Poison Pill)

         40. Plaintiffs repeat and reallege each and every allegation set forth
in paragraphs 1 through 39 as if fully set forth herein.

         41. The Individual Defendants stand in a fiduciary relationship with
Plaintiffs. As fiduciaries, the Individual Defendants owe Plaintiffs the highest
duties of care, loyalty and good faith.

         42. The Proposed Acquisition is non-coercive and non-discriminatory; it
is fair to Gryphon stockholders; it poses no threat to Gryphon's corporate
policy and effectiveness; and it represents a 29% premium over the market price
of the Common Stock prior to the public announcement of the Proposed Acquisition
and a 55% premium over the market price of the Common Stock prior to the time
when Markel first sent a letter to the Board proposing a transaction.

         43. The Board may contend that the adoption by the Board of the Rights
Amendment caused Markel to be considered an Acquiring Person under the Poison
Pill. If so, Markel and

                                      -13-


<PAGE>   14



Purchaser may collectively be considered an Acquiring Person under the
definition of the Poison Pill and the Board may therefore have caused a
triggering event under the Poison Pill. Regardless of whether Plaintiffs proceed
with the Proposed Acquisition, a triggering of the Rights solely as a result of
the Board's action would cause substantial dilution of Markel's interest in
Gryphon and thereby impose present economic harm on Markel. In the event that
Plaintiffs elect to proceed with the Proposed Acquisition, the practical effect
of this triggering event is to make any attempt by them to acquire Gryphon
prohibitively expensive.

         44. Amending the Poison Pill and thus possibly causing the Poison Pill
to be triggered was not -- as indeed, it could not have been -- proportionate to
any threat posed by, or within the range of reasonable responses to the simple
acquisition by Markel of only 11.7% of the stock of Gryphon. Such an action
would constitute an unprecedented attempt by a company to cause the dilution
feature of a poison pill to be triggered based on a stockholder's prior
acquisition of stock which, at the time, did not trigger such dilution.
Moreover, refusal by the Board to redeem the Rights or to amend the Poison Pill
to make it inapplicable to the Proposed Acquisition is not, and could not have
been, proportionate to any threat posed by, or within the range of reasonable
responses to, the Proposed Acquisition. In addition, the Board's failure to
consider the possibility that the Initial Board Action and the adoption of the
Rights Amendment could cause a triggering event under the Poison Pill was a
breach of the duty of care. In the event that the Board intentionally amended
the Pill to attempt to cause Markel to be deemed an Acquiring Person, that
coercive use of the Poison Pill constituted a breach of the duty of loyalty.
Once the members of the Board became aware of their error and failed either to
amend the Poison Pill to correct their mistake or make a good faith
determination that if Markel had become an Acquiring Person, it did so through
inadvertence, that failure to act was a breach of the duty of loyalty.

                                      -14-


<PAGE>   15



         45. Plaintiffs seek (i) a declaration that the Initial Board Action and
the adoption of the Rights Amendment constituted a breach of fiduciary duty,
(ii) a declaration that failure to redeem the Rights or to amend the Poison Pill
to make it inapplicable to the Proposed Acquisition is a breach of fiduciary
duty, (iii) a declaration that the failure of the members of the Board either to
(a) correct their mistake or (b) make a good faith determination that if Markel
had become an Acquiring Person, it did so through inadvertence, was a breach of
fiduciary duty, (iv) an order invalidating the Rights Amendment and/or
compelling Gryphon to amend the Poison Pill to correct the Board's mistake, make
a good faith determination that if Markel became an Acquiring Person, it did so
through inadvertence or clarify that Markel is not an Acquiring Person and
enjoining Gryphon from enforcing the provisions of the Rights Amendment, and (v)
an injunction compelling Gryphon and the Individual Defendants to redeem the
Rights or amend the Poison Pill to make it inapplicable to the Proposed
Acquisition.

         46. Plaintiffs have no adequate remedy at law.

                                    COUNT II

           (Declaratory and Injunctive Relief: Anti-Takeover Devices)

         47. Plaintiffs repeat and reallege each and every allegation set forth
in paragraphs 1 through 46 as if fully set forth herein.

         48. The Individual Defendants stand in a fiduciary relationship with
Plaintiffs. As fiduciaries, the Individual Defendants owe Plaintiffs the highest
duties of care, loyalty and good faith.

         49. The Proposed Acquisition is non-coercive and non-discriminatory; it
is fair to Gryphon stockholders; it poses no threat to Gryphon's corporate
policy and effectiveness; and it represents a 29% premium over the market price
of the Common Stock prior to the public

                                      -15-


<PAGE>   16



announcement of the Proposed Acquisition and a 55% premium over the trading
price on the day before Markel first sent a letter to the Board making an offer.

         50. Adoption of any defensive measures against the Proposed Acquisition
- - -- including, but not limited to, amendments to the Poison Pill, amendments to
by-laws, alternative transactions with substantial break-up fees and/or
lock-ups, friendly stock issuances, or executive compensation arrangements with
substantial payments triggered by a change in control -- that would have the
effect of impeding the Proposed Acquisition or that would prevent a future board
of directors from exercising its fiduciary duties would itself be a violation of
the Individual Defendants' fiduciary duties to Gryphon's stockholders.

         51. In addition, the certificate of incorporation of Gryphon prohibits
the stockholders of Gryphon from taking action by written consent in lieu of a
meeting. Plaintiffs and the other stockholders of Gryphon will have no
opportunity to remove any impediments put in place by the Board to entrench
themselves or otherwise express their displeasure with the Board prior to the
next annual meeting which may not take place until next May.

         52. Plaintiffs seek (i) a declaration that the adoption of any
defensive measure by the Board which has the effect of impeding, thwarting,
frustrating or interfering with the Proposed Acquisition is a breach of
fiduciary duty and (ii) an injunction prohibiting Gryphon and the Individual
Defendants from adopting any defensive measure which has the effect of impeding,
thwarting, frustrating or interfering with the Proposed Acquisition.

         53. Plaintiffs have no adequate remedy at law.

                                    COUNT III

                (Declaratory and Injunctive Relief: Section 203)

                                      -16-


<PAGE>   17



         54. Plaintiffs repeat and reallege each and every allegation of
paragraphs 1 through 53 as if fully set forth herein.

         55. The Individual Defendants stand in a fiduciary relationship with
Plaintiffs. As fiduciaries, the Individual Defendants owe Plaintiffs the highest
duties of care, loyalty and good faith.

         56. The Proposed Acquisition is non-coercive and non-discriminatory; it
is fair to Gryphon stockholders; it poses no threat to Gryphon's corporate
policy and effectiveness; and it represents a substantial premium over the
market price of the Common Stock prior to the public announcement of the
Proposed Acquisition.

         57. Pursuant to Section 203, the Individual Defendants can render the
statute inapplicable to the Proposed Acquisition by approving the Proposed
Acquisition. As a result of the facts alleged herein, the Individual Defendants'
failure to approve the Proposed Acquisition and to take any other steps
necessary to render Section 203 inapplicable, constitutes a breach of fiduciary
duty.

         58. Plaintiffs seek (i) a declaration that the Individual Defendants
have breached their fiduciary duties by not rendering Section 203 inapplicable
to the Proposed Acquisition and (ii) an injunction compelling Gryphon and the
Individual Defendants to render Section 203 inapplicable to the Proposed
Acquisition by approving the Proposed Acquisition.

         59. Plaintiffs have no adequate remedy at law.

         WHEREFORE, Markel and Purchaser respectfully request that this Court
enter an order:

         a. declaring that the Rights Amendment is invalid and that the taking
of the Initial Board Action and the adoption of the Rights Amendment constituted
a breach of fiduciary duty by the Individual Defendants and violated Delaware
law;

                                      -17-


<PAGE>   18



         b. declaring that the failure of the members of the Board either to (1)
correct their mistake in adopting the Rights Amendment or (2) make a good faith
determination that if Markel had become an Acquiring Person, it did so through
inadvertence, was a breach of fiduciary duty;

         c. compelling Gryphon to amend the Poison Pill to correct the Board's
mistake, make a good faith determination that if Markel became an Acquiring
Person, it did so through inadvertence or clarify that Markel is not an
Acquiring Person and enjoining Gryphon from enforcing the Rights Amendment;

         d. declaring that failure to redeem the Rights or to amend the Poison
Pill to make it inapplicable to the Proposed Acquisition and to render Section
203 inapplicable to the Proposed Acquisition constitutes a breach of the
Individual Defendants' fiduciary duties;

         e. compelling Gryphon and the Individual Defendants to redeem the
Rights associated with the Poison Pill or amend the Poison Pill to make it
inapplicable to the Proposed Acquisition;

         f. declaring that the adoption of any defensive measure which has the
effect of impeding, thwarting, frustrating or interfering with the Proposed
Acquisition constitutes a breach of the Individual Defendants' fiduciary duties;

         g. enjoining Gryphon and the Individual Defendants from adopting any
defensive measure which has the effect of impeding, thwarting, frustrating or
interfering with the Proposed Acquisition;

         h. compelling Gryphon and the Individual Defendants to approve the
Proposed Acquisition for the purposes of Section 203;

         i. temporarily, preliminarily and permanently enjoining Gryphon, its
employees, agents and all persons acting on its behalf or in concert with it
from taking any action with respect

                                      -18-


<PAGE>   19



to the Poison Pill, except to amend the Poison Pill to correct the Board's
mistake, make a good faith determination that if Markel became an Acquiring
Person, it did so through inadvertence, clarify that Markel is not an Acquiring
Person, redeem the Rights or amend the Poison Pill to make it inapplicable to
the Proposed Acquisition and from adopting any other Rights Plan or other
measures, or taking any other action designed to impede, or which has the effect
of impeding, the Proposed Acquisition or the efforts of Markel to acquire
control of Gryphon;

         j. temporarily, preliminarily and permanently enjoining Defendants,
their affiliates, subsidiaries, officers, directors and all others acting in
concert with them or on their behalf from bringing any action concerning the
Poison Pill or Section 203 in any other court;

         k. awarding Plaintiffs their costs and disbursements in this action,
including reasonable attorneys' and experts' fees; and

         l. granting Plaintiffs such other and further relief as this Court may
deem just and proper.

                                      -19-


<PAGE>   20


Of Counsel:                                                 
                                                      R. Franklin Balotti
David H. Pankey                                       Anne C. Foster
McGuire, Woods, Battle                                Peter B. Ladig
   & Boothe LLP                                       Richards, Layton & Finger
The Army and Navy Club Building                       One Rodney Square
1627 Eye Street, N.W.                                 P.O. Box 551
Washington, D.C.  20006-4007                          Wilmington, DE  19801
(202) 857-1700                                        (302) 658-6541
                                                        Attorneys for Plaintiffs

Thomas E. Spahn
Charles W. McIntyre, Jr.
McGuire, Woods, Battle
   & Boothe LLP
One James Center
901 East Cary Street
Richmond, VA 23219
(804) 775-1000

Dated:  October 20, 1998

                                      -20-





<PAGE>   1
                                                                       Exhibit 8

                                    AMENDMENT

                  SECOND AMENDMENT, dated as of October 22, 1998, to the Rights
Agreement, dated as of June 5, 1995 (the "Rights Agreement"), between Gryphon
Holdings, Inc. (the "Company") and State Street Bank and Trust Company, as
Rights Agent (the "Rights Agent"), as amended.

                  WHEREAS, the parties hereto are parties to the Rights
Agreement (capitalized terms used but not defined herein shall have the meanings
ascribed to them in the Rights Agreement, as amended);

                  WHEREAS, on July 28, 1998, pursuant to resolutions duly and
validly adopted by the Board of Directors of the Company, the parties entered
into the First Amendment to the Rights Agreement to, among other things, lower
the percentage threshold at which a Beneficial Owner of Common Shares became an
Acquiring Person;

                  WHEREAS, the definition of "Acquiring Person" as amended by
the First Amendment contained a provision which was ambiguous and did not
clearly reflect the intention of the Company's Board of Directors; and

                  WHEREAS, pursuant to Section 27 of the Rights Agreement, the
Board of Directors deems it desirable and in the best interests of the Company
and its shareholders to further amend the Rights Agreement to clarify the
ambiguity and, in furtherance thereof, the parties hereto desire to amend the
Rights Agreement as provided herein and to give effect to such amendment as of
July 28, 1998. 

                  NOW, THEREFORE, in consideration of the premises and the
mutual promises set forth herein and in the Rights Agreement, the parties hereto
agree as follows:

                  1. The definition of "Acquiring Person" as set forth in
Section 1(a) of the Rights Agreement is hereby amended to read in its entirety
as follows:

         "(a) "Acquiring Person" shall mean any Person (as such term is
         hereinafter defined) who or which, together with all Affiliates and
         Associates (as such terms are hereinafter defined) of such Person,
         shall be the Beneficial Owner (as such term is hereinafter defined) of
         11.8% or more of the Common Shares then outstanding, but shall not
         include (i) the Company or any Subsidiary (as such term is hereinafter
         defined) of the Company, (ii) any employee benefit plan (including, but
         not limited to, any employee stock ownership plan) of the Company or
         any Subsidiary of the Company or any Person organized, appointed or
         established by the Company or such Subsidiary as a fiduciary for or
         pursuant to the terms of any such employee benefit plan or (iii) any
         Person who would otherwise be an "Acquiring Person" but for the good
         faith determination by the Board of Directors of the Company that such
         Person has become an "Acquiring Person" inadvertently, provided that
         such Person together with its Affiliates and Associates divest
         themselves as promptly as practicable of beneficial
<PAGE>   2
         ownership of a sufficient number of Common Shares so that such Person
         together with its Affiliates and Associates beneficially own less than
         11.8% of the Common Shares then outstanding. Notwithstanding the
         foregoing, no Person shall become an "Acquiring Person" as a result of
         an acquisition of Common Shares by the Company which, by reducing the
         number of Common Shares outstanding, increases the proportionate number
         of shares beneficially owned by such Person to 11.8% or more of the
         Common Shares then outstanding, provided, however, that if a Person,
         together with its Affiliates and Associates, shall become the
         Beneficial Owner of 11.8% or more of the Common Shares then outstanding
         by reason of share purchases by the Company and shall, after such share
         purchases by the Company, become the Beneficial Owner of any additional
         Common Shares other than as a direct or indirect result of any
         corporate action taken by the Company, then such Person shall be deemed
         to be an "Acquiring Person."

                  2. The first sentence of clause (a) of Section 3 of the Rights
Agreement is hereby amended to read in its entirety as follows:

         "(a) Until the earlier of the Close of Business on (i) the tenth
         Business Day after the Shares Acquisition Date or (ii) the tenth
         Business Day, or such specified or unspecified later date as may be
         determined by action of the Board of Directors of the Company, after
         the date of the commencement of (as determined by reference to Rule
         l4d-2(a), as now in effect under the Exchange Act), or first public
         announcement of the intent of any Person (other than the Company, any
         Subsidiary of the Company, any employee benefit plan, including, but
         not limited to, an employee stock ownership plan, of the Company or of
         any Subsidiary of the Company, or any Person organized, appointed or
         established by the Company or such Subsidiary as a fiduciary pursuant
         to the terms of any such employee benefit plan) to commence (which
         intention to commence remains in effect for five Business Days after
         such announcement), a tender or exchange offer for an amount of Common
         Shares of the Company which, together with the Common Shares already
         beneficially owned by such Person, constitutes 11.8% or more of the
         Common Shares then outstanding (including any such date which is after
         the date of this Agreement and prior to the issuance of the Rights; the
         earlier of such dates described in clauses (i) and (ii) being herein
         referred to as the "Distribution Date"), (x) the Rights will be
         evidenced (subject to the provisions of paragraph (b) of this Section
         3) by the certificates for Common Shares registered in the names of the
         holders thereof (which certificates for Common Shares shall also be
         deemed to be Right Certificates) and not by separate Right
         Certificates, and (y) the rights to receive Right Certificates will be
         transferable only in connection with the transfer of Common Shares."

                  3. The foregoing amendments to Section 1(a) and 3(a) of the
Rights Agreement are, and shall be deemed for all purposes to have been,
effective on and after July 28, 1998 as if this Second Amendment were executed
and delivered as of such date.

                  4. This Amendment shall be governed by and construed in
accordance with the laws of the State of Delaware applicable to contracts to be
made and performed entirely within such State.
<PAGE>   3
                  5. Except as expressly amended hereby, the Rights Agreement,
as previously amended, shall continue in full force and effect in accordance
with the provisions thereof.

                  6. This Amendment may be executed in any number of
counterparts and each of such counterparts shall for all purposes be deemed to
be an original, and all such counterparts shall together constitute but one and
the same instrument.
<PAGE>   4
                  IN WITNESS WHEREOF, the Company and the Rights Agent have
executed this Amendment as of the date first above written.

                                                    GRYPHON HOLDINGS, INC.

                                                    By:
                                                        ------------------------
                                                        Stephen A. Crane
                                                        President and CEO

ATTEST:

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                                                    STATE STREET BANK AND
                                                    TRUST COMPANY

                                                    By:
                                                        ------------------------

ATTEST:

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