LIBERTY MUTUAL INSURANCE CO
SC 13D, 1998-07-08
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<PAGE>

                                  UNITED STATES
                       SECURITIES AND EXCHANGE COMMISSION
                             Washington, D.C. 20549

                                  SCHEDULE 13D

                    Under the Securities Exchange Act of 1934
                               (Amendment No. __)*

                         Summit Holding Southeast, Inc.
                     ---------------------------------------
                                (Name of Issuer)

                     Common Stock, $.01 par value per share
                  --------------------------------------------
                         (Title of Class of Securities)

                                    866078108
                                ----------------
                                 (CUSIP Number)

                                Fred G. Marziano
                        Liberty Mutual Insurance Company
                               175 Berkeley Street
                           Boston, Massachusetts 02117
                         -------------------------------
(Name, Address and Telephone Number of Person Authorized to Receive Notices and
                                 Communications)

                                  June 29, 1998
             -------------------------------------------------------
             (Date of Event which Requires Filing of this Statement)

If the filing person has previously filed a statement on Schedule 13G to report
the acquisition which is the subject of this Schedule 13D, and is filing this
schedule because of Rule 13d-1(e), 13d-1(f) or 13d-1(g), check the following box
|_|.

NOTE: Schedules filed in paper format shall include a signed original and five
copies of the schedule, including all exhibits. See Rule 13d-7(b) for other
parties to whom copies are to be sent.

*The remainder of this cover page shall be filled out for a reporting person's
initial filing on this form with respect to the subject class of securities, and
for any subsequent amendment containing information which would alter
disclosures provided in a prior cover page.

The information required on the remainder of this cover page shall not be deemed
to be "filed" for the purpose of Section 18 of the Securities Exchange Act of
1934 ("Act") or otherwise subject to the liabilities of that section of the Act
but shall be subject to all other provisions of the Act (however, see the
Notes).

<PAGE>

                                  SCHEDULE 13D


CUSIP No.        866078108                                   Page 2 of 7 Pages
                 ---------

- --------------------------------------------------------------------------------
   1    NAME OF REPORTING PERSONS AND I.R.S. IDENTIFICATION NO.
        OF ABOVE PERSONS (entities only)

        Liberty Mutual Insurance Company
- --------------------------------------------------------------------------------
   2    CHECK THE APPROPRIATE BOX IF A MEMBER OF A GROUP  (a) |_|    (b) |_|

        Not Applicable
- --------------------------------------------------------------------------------
   3    SEC USE ONLY

- --------------------------------------------------------------------------------
   4    SOURCE OF FUNDS*

        WC
- --------------------------------------------------------------------------------
   5    CHECK BOX IF DISCLOSURE OF LEGAL PROCEEDINGS IS REQUIRED PURSUANT TO
        ITEMS 2(d) or 2(e) |_|

        Not Applicable
- --------------------------------------------------------------------------------
   6    CITIZENSHIP OR PLACE OF ORGANIZATION

        The Commonwealth of Massachusetts
- --------------------------------------------------------------------------------
                       7    SOLE VOTING POWER                                   
                                                                                
                            1,027,624 Shares                                    
                       ---------------------------------------------------------
          NUMBER OF    8    SHARED VOTING POWER                                 
           SHARES                                                               
        BENEFICIALLY        0                                                   
          OWNED BY     ---------------------------------------------------------
            EACH       9    SOLE DISPOSITIVE POWER                              
          REPORTING                                                             
           PERSON           863,222 Shares                                      
            WITH       ---------------------------------------------------------
                       10   SHARED DISPOSITIVE POWER                            
                                                                                
                            0                                                   
- --------------------------------------------------------------------------------
  11    AGGREGATE AMOUNT BENEFICIALLY OWNED BY EACH REPORTING PERSON

        1,027,624 Shares
- --------------------------------------------------------------------------------
  12    CHECK BOX IF THE AGGREGATE AMOUNT IN ROW (11) EXCLUDES
        CERTAIN SHARES* |_|

        Not Applicable
- --------------------------------------------------------------------------------
  13    PERCENT OF CLASS REPRESENTED BY AMOUNT IN ROW (11)

        Approximately 17.7%
- --------------------------------------------------------------------------------
  14    TYPE OF REPORTING PERSON*

        IC
================================================================================
                      *SEE INSTRUCTIONS BEFORE FILLING OUT!
          INCLUDE BOTH SIDES OF THE COVER PAGE, RESPONSES TO ITEMS 1-7
      (INCLUDING EXHIBITS) OF THE SCHEDULE, AND THE SIGNATURE ATTESTATION.

<PAGE>

CUSIP No. 866078108                                          Page 3 of 7 Pages

Item 1. Security and Issuer

      The class of security to which this statement relates is the common stock,
par value $.01 per share ("Common Stock"), of Summit Holding Southeast, Inc., a
Florida corporation (the "Issuer"). The address of the principal executive
office of the Issuer is 2310 A-Z Park Road, Lakeland, Florida 33801.

Item 2. Identity and Background

(a) The name of the person filing this statement is Liberty Mutual Insurance
Company ("Liberty").

(b) The business address of Liberty is 175 Berkeley Street,
Boston, Massachusetts 02117.

(c) The present principal occupation of Liberty is a property and casualty
insurance company.

(d) None.

(e) None.

(f) Not applicable.

Item 3. Source and Amount of Funds or Other Consideration.

      On June 29, 1998, the Issuer, Liberty and a wholly owned subsidiary of
Liberty (the "Acquisition Sub") entered into an Agreement and Plan of Merger
(the "Merger Agreement"), pursuant to which the Acquisition Sub would merge with
and into the Issuer, subject to certain conditions (including, without
limitation, the approval of the Issuer's stockholder and certain regulatory
approvals), as a result of which the Issuer would become a subsidiary of Liberty
(the "Merger"). In connection with the Merger, certain executive officers and
directors of the Issuer entered into Option Agreements (collectively, the
"Options") with Liberty, pursuant to which each of them granted to Liberty an
irrevocable option to purchase certain of his shares of Common Stock at an
exercise price of $33.00 per share, which is the per share merger consideration
payable in connection with the Merger pursuant to the Merger Agreement. The
Options are exercisable any time beginning on the date that an Acquisition
Proposal (as defined in the Merger Agreement) is commenced and ending on or
before December 31, 1999, based on certain events (the "Option Exercise
Period"). Pursuant to the Options, Liberty is entitled to purchase, during the
Option Exercise Period, up to an aggregate of 863,222 shares of Common Stock;
the total consideration that would be required to be paid in connection with the
aggregate exercise price with respect to all Common Stock covered by the Options
would be $28,486,326, which amount Liberty expects would be provided by
Liberty's current cash reserves.

<PAGE>

CUSIP No. 866078108                                          Page 4 of 7 Pages

      In addition, in connection with the Merger Agreement, certain officers and
directors of the Issuer entered into Voting Agreements (collectively, the
"Voting Agreements") with Liberty, pursuant to which each of them granted to
Liberty an irrevocable proxy to vote certain of his shares of Common Stock at
any meeting of the Issuer's stockholders in favor of the Merger Agreement and
the Merger and against any other Acquisition Proposal. The proxies given
pursuant to the Voting Agreements, cover an aggregate of 1,027,624 (863,222 of
which are also subject to the Options).

Item 4. Purpose of Transaction.

      Please see the explanation set forth above with respect to Item 3 for the
purposes of the acquisition of securities of the Issuer. Accordingly, the
answers to Item 4 are as follows:

(a)   Liberty would receive up to an aggregate of 863,222 shares of Common Stock
      upon exercise of all of the Options in full.

(b)   Please see the description of the Merger Agreement set forth above with
      respect to Item 3.

(c)   Not applicable.

(d)   Following the consummation of the Merger, Liberty, as the owner of all of
      the outstanding Common Stock, would make certain changes to the
      composition of the Issuer's Board.

(e)   Not applicable.

(f)   Not applicable.

(g)   The Issuer's charter and by-laws will be amended upon the consummation of
      the Merger.

(h)   The Common Stock would be de-listed from Nasdaq upon the consummation of
      the Merger.

(i)   The Common Stock would become eligible for termination of registration
      pursuant to Section 12(g)(4) of the Act upon the consummation of the
      Merger.

(j)   Not applicable.

Item 5. Interest in Securities of the Issuer.

(a)   The aggregate number and percentage of shares of Common Stock beneficially
      owned by Liberty are 1,027,624 and approximately 17.7% of the issued and
      outstanding shares of Common Stock as disclosed in the Issuer's Form 10-Q
      Report for the fiscal year ended March 31, 1998.

<PAGE>

CUSIP No. 866078108                                          Page 5 of 7 Pages

(b)   Liberty has the sole power to vote 1,027,624 shares of Common Stock to the
      extent provided in the Voting Agreements. Liberty has the sole power to
      dispose of 863,222 shares of Common Stock to the extent provided in the
      Options.

(c)   The only transaction in the Common Stock that was effected by Liberty
      during the past sixty days is the transaction described in Item 3 above.

(d)   Not applicable.

(e)   Not applicable.

Item 6. Contracts, Arrangements, Understandings or Relationships with Respect to
        Securities of the Issuer.

      Please see the descriptions of the Merger Agreement, the Options and the
Voting Agreements set forth in Item 3 above.

Item 7. Material to be Filed as Exhibits.

      Attached to this statement and filed with this statement as Exhibits are
the following documents:

   Exhibit 99.1:  Agreement and Plan of Merger dated June 30, 1998 among the
                     Issuer, Liberty and the Acquisition Sub.

   Exhibit 99.2:  Option Agreement among Liberty, Summit and Gregory C. Branch.

   Exhibit 99.3:  Option Agreement among Liberty, Summit and William B. Bull.

   Exhibit 99.4:  Option Agreement among Liberty, Summit and C. C. Dockery.

   Exhibit 99.5:  Option Agreement among Liberty, Summit and Russell L. Wall.

   Exhibit 99.6:  Voting Agreement among Liberty, Summit and Gregory C. Branch.

   Exhibit 99.7:  Voting Agreement among Liberty, Summit and William B. Bull.

   Exhibit 99.8:  Voting Agreement among Liberty, Summit and C. C. Dockery.

   Exhibit 99.9:  Voting Agreement among Liberty, Summit and Russell L. Wall.

<PAGE>

CUSIP No. 866078108                                          Page 6 of 7 Pages

   Exhibit 99.10:  Voting Agreement among Liberty, Summit and Thomas S. Petcoff.

   Exhibit 99.11:  Voting Agreement among Liberty, Summit and John A. Gray.

   Exhibit 99.12:  Voting Agreement among Liberty, Summit and Robert Siegel.

   Exhibit 99.13:  Voting Agreement among Liberty, Summit and Robert J. Noojin.

      The foregoing descriptions of these Exhibits are qualified in their
entirety by reference to the Exhibits themselves.

<PAGE>

CUSIP No. 866078108                                          Page 7 of 7 Pages

                                    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.

                                             LIBERTY MUTUAL
                                              INSURANCE COMPANY


Dated:  July 8, 1998                         /s/ Geoffrey E. Hunt
                                             --------------------------------
                                             Geoffrey E. Hunt, Vice President

<PAGE>

                                                
                                                                 EXHIBIT 99.1


                         AGREEMENT AND PLAN OF MERGER

                                     AMONG

                       LIBERTY MUTUAL INSURANCE COMPANY,

                       SPACE MOUNTAIN ACQUISITION CORP.

                                      AND

                        SUMMIT HOLDING SOUTHEAST, INC.


                              DATED JUNE 29, 1998
<PAGE>

                         AGREEMENT AND PLAN OF MERGER


      This Agreement and Plan of Merger is entered into on June 29, 1998, by and
among Liberty Mutual Insurance Company, a Massachusetts mutual insurance company
("Liberty"), Space Mountain Acquisition Corp., a Florida corporation and a
wholly-owned subsidiary of Liberty (the "Acquisition Sub"), and Summit Holding
Southeast, Inc., a Florida corporation ("Summit"). Liberty, the Acquisition Sub,
and Summit are referred to collectively herein as the "Parties."

                             Preliminary Statement

      The respective Boards of Directors of Liberty, Acquisition Sub and Summit
have approved the merger of the Acquisition Sub with and into Summit, pursuant
to which (i) Summit would become a wholly-owned subsidiary of Liberty and (ii)
the holders of the Common Stock, $.01 par value, of Summit ("Summit Common
Stock") would receive, in exchange for each of their shares of Summit Common
Stock, the Merger Consideration described below, all on the terms of and subject
to the conditions set forth in this Agreement. The Board of Directors of Summit
has (a) determined that this Agreement and the transactions contemplated hereby,
including the Merger (as defined herein), are fair to and in the best interests
of the shareholders of Summit, (b) determined that the Merger Consideration to
be paid in the Merger to the shareholders of Summit is fair to and in the best
interests of such shareholders, and (c) approved this Agreement and the
transactions contemplated hereby, including the Merger.

      Now, therefore, in consideration of the premises and the mutual
representations, warranties and covenants herein contained, the Parties agree as
follows.

      1. Definitions. Certain capitalized terms are used in this Agreement as
specifically defined in Appendix 1 hereto.

      2. Basic Transaction.

      (a) The Merger. On and subject to the terms and conditions of this
Agreement, the Acquisition Sub will merge into Summit (the "Merger") at the
Effective Time in accordance with the provisions of the 1989 Florida Business
Corporation Act (the "Florida Business Act"). Summit will be the corporation
surviving the Merger (the "Surviving Corporation").

      (b) Closing. Unless this Agreement shall have been terminated and the 
transactions herein contemplated shall have been abandoned pursuant to 
Section 8(a), and subject to the satisfaction or waiver of the conditions set 
forth in Section 7, the closing of the Merger (the "Closing") will take place 
at 11:00 p.m. on the third business day following the date on which the last 
of the conditions in Section 7(a) shall have been fulfilled or waived in 
accordance with this Agreement (the "Closing Date"), at the offices of 
Choate, Hall & Stewart, Exchange Place, 53 State Street, 
Boston, Massachusetts, unless another date, time or place is agreed to 
in writing by the Parties.

      (c) Effect of Merger.

<PAGE>

            (i) General. Summit and the Acquisition Sub will file with the
      Florida Department of State on the Closing Date (or on such other date as
      the Parties may agree) duly prepared and executed Articles of Merger in a
      form prescribed by Liberty (the "Articles of Merger"). The Merger shall
      become effective at the time (the "Effective Time") Summit and the
      Acquisition Sub file the Articles of Merger with the Florida Department of
      State. The Merger shall have the effect set forth in the Florida Business
      Act. The Surviving Corporation may, at any time after the Effective Time,
      take any action (including executing and delivering any document) in the
      name and on behalf of either Summit or the Acquisition Sub in order to
      carry out and effectuate the transactions contemplated by this Agreement.

            (ii) Articles of Incorporation. The Articles of Incorporation of the
      Acquisition Sub immediately prior to the Effective Time shall be the
      Articles of Incorporation of the Surviving Corporation, except that the
      name of the Surviving Corporation shall continue to be Summit Holding
      Southeast, Inc.

            (iii) By-Laws. The By-Laws of Acquisition Sub immediately prior to
      the Effective Time shall be the By-Laws of the Surviving Corporation.

            (iv) Directors and Officers. The directors and officers of the
      Acquisition Sub immediately prior to the Effective Time shall become the
      directors and officers of the Surviving Corporation at and as of the
      Effective Time (retaining their respective positions and terms of office).

            (v) Conversion of Summit Common Stock. At and as of the Effective
      Time, by virtue of the Merger and without any action on the part of any
      holder of any capital stock of Summit, each share of Summit Common Stock
      outstanding at the Effective Time shall automatically be cancelled and
      retired and cease to exist, and each holder of a certificate representing
      Summit Common Stock shall cease to have any right with respect thereto,
      except to receive and become exchangeable for an amount in cash equal to
      $33.00 per share (the "Merger Consideration") in accordance with the
      provisions of Section 2(d) below.

            (vi) Conversion of Acquisition Sub Shares. At and as of the
      Effective Time, by virtue of the Merger and without any action on the part
      of any holder of any capital stock of the Acquisition Sub, each share of
      Common Stock of the Acquisition Sub outstanding at the Effective Time
      shall be converted into one share of Common Stock of the Surviving
      Corporation.

            (vii) Cancellation of Treasury Stock. Each share of Summit Common
      Stock issued and outstanding immediately prior to the Effective Time that
      is owned by Summit or by any Subsidiary of Summit shall automatically be
      cancelled and retired and shall cease to exist, and no Merger
      Consideration or other consideration shall be delivered or deliverable in
      exchange therefor.


                                      2
<PAGE>

            (viii) Conversion of Stock Options. At the Effective Time, (A) each
      option to purchase shares of Summit Common Stock pursuant to stock options
      granted by Summit under the Summit Holding Southeast, Inc. 1996 Long-Term
      Incentive Plan (the "Incentive Plan") and outstanding at the Effective
      Time (collectively, the "Summit Options"), all of which are fully
      exercisable and vested, shall be cancelled and (B) in consideration of
      such cancellation, Liberty shall pay to each such holder of Summit Options
      an amount in cash equal to the product of (1) the difference between the
      Merger Consideration and the price per share of Summit Common Stock
      pursuant to which the holder of such Summit Option may purchase the shares
      of Summit Common Stock to which such Summit Option relates (and less any
      withholding of Taxes as may be required by applicable law) and (2) the
      number of shares of Summit Common Stock subject thereto. At the Effective
      Time, each such Summit Option shall no longer represent the right to
      purchase or receive shares of Summit Common Stock, but in lieu thereof
      shall represent the right to receive the cash payment referred to above in
      this Section 2(c)(viii). At or prior to the Effective Time, Summit shall
      take all actions necessary to provide notice of the provisions of this
      Section 2(c)(viii) to all holders of Summit Options and to cause the
      cancellation of the Summit Options in accordance herewith at the 
      Effective Time.

      (d) Exchange of Certificates.

            (i) Paying Agent. At the Effective Time, Liberty shall deposit, or
      shall cause to be deposited, with or for the account of Chase Mellon (the
      "Paying Agent"), for the benefit of the holders of shares of Summit Common
      Stock, cash in an aggregate amount sufficient to pay the aggregate Merger
      Consideration (the "Payment Fund"). As soon as practicable after the
      Effective Time, Liberty will cause the Paying Agent to mail transmittal
      instructions and a form of letter of transmittal in a customary form to
      each Person who was a holder of Common Stock of Summit immediately prior
      to the Effective Time.

            (ii) Exchange Procedures. As soon as practicable after the Effective
      Time, each holder of an outstanding certificate or certificates which
      prior thereto represented shares of Summit Common Stock shall, upon
      surrender to the Paying Agent of such certificate or certificates and
      acceptance thereof by the Paying Agent, be entitled to receive with
      respect to each such share of Summit Common Stock the amount of cash equal
      to the Merger Consideration. The Paying Agent shall accept certificates
      previously representing Summit Common Stock upon compliance with such
      terms and conditions as the Paying Agent may impose to effect an orderly
      exchange thereof in accordance with normal exchange practices. If any
      Merger Consideration to be paid (or any portion thereof) is to be
      delivered to any Person other than the Person in whose name the
      certificate representing shares of Summit Common Stock surrendered in
      exchange therefor is registered, it shall be a condition to such exchange
      that the certificate so surrendered shall be properly endorsed or
      otherwise be in proper form for transfer and that the Person requesting
      such exchange shall pay to the Paying Agent any transfer or other taxes
      required by reason of the payment of Merger Consideration to a Person
      other than the


                                      3
<PAGE>

      registered holder of the certificate surrendered, or shall establish to
      the satisfaction of the Paying Agent that such tax has been paid or is not
      applicable.

            After the Effective Time, there shall be no further transfer on the
      records of Summit or its transfer agent of certificates representing
      shares of Summit Common Stock and if such certificates are presented to
      Summit for transfer, they shall be cancelled against delivery of the
      Merger Consideration as hereinabove provided. Until surrender as
      contemplated by this Section 2(d), each certificate representing shares of
      Summit Common Stock shall be deemed at any time after the Effective Time
      to represent only the right to receive upon such surrender Merger
      Consideration with respect to each such share, without any interest
      thereon. No interest will be paid or will accrue on any Merger
      Consideration payable.

            (iii) No Further Ownership Rights in Summit Common Stock. The Merger
      Consideration with respect to each share of Summit Common Stock paid upon
      the surrender of each certificate representing shares of Summit Common
      Stock in accordance with the terms of this Agreement shall be deemed to
      have been issued and paid in full satisfaction of all rights pertaining to
      the shares of Summit Common Stock theretofore represented by such
      certificates.

            (iv) Termination of Payment Fund. Any portion of the Payment Fund 
      that remains undistributed to the holders of the certificates 
      representing shares of Summit Common Stock for six months after the 
      Effective Time shall be delivered to Liberty, upon demand, and any 
      holders of shares of Summit Common Stock who have not theretofore 
      complied with this Section 2(d) shall thereafter look only to Liberty 
      for payment of their claim for any Merger Consideration.

            (v) No Liability. None of Liberty, the Surviving Corporation or the
      Paying Agent shall be liable to any Person in respect of any cash, shares,
      dividends or distributions payable from the Payment Fund delivered to a
      public official pursuant to any applicable abandoned property, escheat or
      similar law. If any certificates representing shares of Summit Common
      Stock shall not have been surrendered prior to five years after the
      Effective Time (or immediately prior to such earlier date on which any
      Merger Consideration in respect of such certificate would otherwise
      escheat to or become the property of any governmental agency or regulatory
      authority (a "Governmental Entity")), any Merger Consideration payable in
      respect of such certificate shall, to the extent permitted by applicable
      law, become the property of Liberty, free and clear of all claims or
      interest of any Person previously entitled thereto.

            (vi) Investment of Payment Fund. The Paying Agent shall invest the
      Payment Fund, as directed by Liberty, in (A) direct obligations of the
      United States of America, (B) obligations for which the full faith and
      credit of the United States of America is pledged to provide for the
      payment of principal and interest or (C) commercial paper rated, at the
      time of purchase, in either of the two highest quality categories by
      Moody's


                                      4
<PAGE>

      Investors Services, Inc. or Standard & Poor's Corporation, and any net
      earnings with respect thereto shall be paid to Liberty as and when
      requested by Liberty. In the event the Payment Fund shall realize a loss
      on any such investment, Liberty shall promptly thereafter deposit in such
      Payment Fund cash in an amount sufficient to enable such Payment Fund to
      satisfy all remaining obligations originally contemplated to be paid out
      of such Payment Fund.

      3. Representations and Warranties of Summit. Summit represents and 
warrants to Liberty that the statements contained in this Section 3 are 
correct and complete on the date hereof, except as set forth in the 
disclosure schedule attached hereto (the "Disclosure Schedule"). The 
Disclosure Schedule is arranged in paragraphs corresponding to the lettered 
and numbered paragraphs contained in this Section 3.

      (a) Organization; Qualification; Corporate Power. Each of Summit and its
Subsidiaries is a corporation duly organized, validly existing, and in good
standing under the laws of the jurisdiction of its incorporation and is duly
qualified to conduct business in and in good standing under the laws of each
jurisdiction where such qualification is required except where the failure to so
qualify would not have a Summit Material Adverse Effect. Each of Summit and its
Subsidiaries has full corporate power and authority and all material licenses,
permits, and authorizations necessary to carry on the business in which it is
engaged and in which it currently proposes to engage and to own and use the
properties owned and used by it. Set forth in Section 3(a) of the Disclosure
Schedule is a list of the direct and indirect Subsidiaries of Summit and the
directors and executive officers of Summit and each of its Subsidiaries. Each of
Summit and its Subsidiaries has delivered to Liberty correct and complete copies
of its charter and by-laws, as amended to date. The minute books (containing the
records of meetings of the stockholders, the boards of directors, and any
committees of the boards of directors) and the stock record books of Summit and
its Subsidiaries are correct and complete. Neither Summit nor any of its
Subsidiaries is in default under or in violation of any provision of its charter
or by-laws.

      (b) Capitalization. The entire authorized capital stock of Summit 
consists of 25,000,000 shares, of which 20,000,000 are shares of Summit 
Common Stock and of which 5,000,000 are shares of the Series A Preferred 
Stock of Summit ("Series A Preferred Stock" and, together with shares of 
Summit Common Stock, the "Summit Shares"). Of the Summit Common Stock, 
5,791,600 shares are issued and outstanding and none are held in treasury, 
and of the Series A Preferred Stock, 1,639,701 shares are issued and 
outstanding and none are held in treasury. Except as set forth above, as of 
the date hereof and except for 500,000 shares of Summit Common Stock reserved 
for issuance pursuant to the Incentive Plan, no shares of capital stock or 
other equity securities of Summit were issued, reserved for issuance, or 
outstanding. All of the outstanding Summit Shares have been duly authorized, 
are validly issued, fully paid, and nonassessable and are not subject to any 
preemptive rights. All shares of Summit Common Stock which may be issued 
pursuant to the Incentive Plan, when issued, will have been duly authorized, 
validly issued, fully paid and nonassessable. Set forth on Section 3(b) of 
the Disclosure Schedule is a list of the holders of options under the 
Incentive Plan, the number of shares of Summit Common Stock issuable upon the 
exercise of each such option, and the exercise price thereof.

                                      5
<PAGE>

There are no outstanding or authorized stock appreciation, phantom stock, 
profit participation, or similar rights with respect to Summit. No bonds, 
debentures, notes or other indebtedness of Summit or any of its Subsidiaries 
are issued or outstanding that are convertible into, or exchangeable for, 
securities having the right to vote on any matters on which the shareholders 
of Summit are entitled to vote. Except as set forth in Section 3(b) of the 
Disclosure Schedule, all of the outstanding shares of capital stock of each 
of Summit's Subsidiaries are validly issued, fully paid and nonassessable, 
free and clear of all pledges, claims, liens, charges, encumbrances and 
security interests of any kind or nature whatsoever (collectively, "Liens"). 
Except as set forth on Section 3(b) of the Disclosure Schedule, all of the 
outstanding shares of capital stock of each of Summit's Subsidiaries are 
owned by Summit or by one or more of its Subsidiaries. Except as set forth in 
Section 3(b) of the Disclosure Schedule, none of Summit or any of its 
Subsidiaries has any outstanding option, warrant, subscription or other 
right, agreement or commitment that either (i) obligates Summit or any of its 
Subsidiaries to issue, sell or transfer, repurchase, redeem or otherwise 
acquire or vote any shares of the capital stock of Summit or any of its 
Subsidiaries or (ii) restricts the transfer of Summit Common Stock.

      (c) Authority; Noncontravention. Summit has the requisite corporate 
power and authority to enter into this Agreement and, subject to the approval 
of its shareholders with respect to this Agreement and the Merger, to 
consummate the transactions contemplated by this Agreement. The execution and 
delivery of this Agreement by Summit and the consummation by Summit of the 
transactions contemplated hereby have been duly authorized by all necessary 
corporate action on the part of Summit, subject to the approval of its 
shareholders. This Agreement has been duly executed and delivered by Summit 
and constitutes the valid and binding obligation of Summit, enforceable 
against Summit in accordance with its terms. Except as set forth in Section 
3(c) of the Disclosure Schedule, the execution and delivery of this Agreement 
do not, and the consummation of the transactions contemplated by this 
Agreement and compliance with the terms and provisions hereof will not, (i) 
conflict with any of the provisions of the charter or by-laws of Summit or 
any of its Subsidiaries, (ii) subject to the governmental filings and other 
matters referred to in the following paragraph, conflict with, result in a 
breach of or default (with or without notice or lapse of time, or both) 
under, or give rise to a right of termination, cancellation or acceleration 
of any obligation or loss of a material benefit under, or require the consent 
of any Person under, any indenture or other material agreement, permit, 
concession, franchise, license or similar instrument or undertaking to which 
Summit or any of its Subsidiaries is a party or by which Summit or any of its 
Subsidiaries or any of their assets are bound or affected, or (iii) subject 
to the governmental filings and other matters referred to in the following 
paragraph, contravene in any material respect any law, rule or regulation of 
any state or of the United States or political subdivision thereof or 
therein, or any order, writ, judgment, injunction, decree, ruling, 
determination or award currently in effect.

      No consent, approval or authorization of, or declaration or filing with,
or notice to, any Governmental Entity that has not been received or made, is
required by or with respect to Summit or any of its Subsidiaries in connection
with the execution and delivery of this Agreement by Summit or the consummation
by Summit of the transactions contemplated hereby, except for (i) the filing of
premerger notification and report forms under the Hart-Scott-Rodino


                                      6
<PAGE>

Antitrust Improvements Act of 1976, as amended (the "HSR Act"), with respect 
to the transactions contemplated by this Agreement, (ii) the filing with the 
Securities and Exchange Commission (the "SEC") of (x) a proxy statement and 
related materials relating to the approval by the shareholders of Summit of 
this Agreement and the Merger (such proxy statement and related materials, as 
amended or supplemented from time to time, the "Proxy Statement"), and (y) 
such reports under the Securities Exchange Act of 1934, as amended (the 
"Exchange Act"), as may be required in connection with this Agreement and the 
transactions contemplated by this Agreement, (iii) the filing of the Articles 
of Merger with the Florida Department of State and appropriate documents with 
the relevant authorities of other states in which Summit is qualified to do 
business, (iv) the filings, approvals and/or consents required under the 
insurance laws and regulations of the jurisdictions set forth in Section 3(c) 
of the Disclosure Schedule, and (v) such other consents, approvals, 
authorizations, filings or notices as are set forth in Section 3(c) of the 
Disclosure Schedule. Summit is not required to make any filings or take any 
other action not taken prior to the execution hereof in order for 
restrictions imposed by Section 607.902 of the Florida Business Act or any 
other anti-takeover statute not to apply to the Merger, this Agreement or any 
of the transactions contemplated hereunder.

      (d) SEC Documents. (i) Summit has filed all required reports, schedules,
forms, statements and other documents with the SEC since May 21, 1997 (such
reports, schedules, forms, statements and other documents are hereinafter
referred to as the "SEC Documents"); (ii) as of their respective dates, the SEC
Documents complied in all material respects with the requirements of the
Securities Act of 1933, as amended (the "Securities Act"), or the Exchange Act,
as the case may be, and the rules and regulations of the SEC promulgated
thereunder applicable to such SEC Documents, and none of the SEC Documents as of
such dates contained any untrue statement of a material fact or omitted to state
a material fact required to be stated therein or necessary in order to make the
statements therein, in light of the circumstances under which they were made,
not misleading; and (iii) the consolidated financial statements of Summit
included in the SEC Documents comply as to form in all material respects with
applicable accounting requirements and the published rules and regulations of
the SEC with respect thereto, have been prepared in accordance with GAAP
(except, in the case of unaudited consolidated quarterly statements, as
permitted by Form 10-Q of SEC) applied on a consistent basis during the period
involved (except as may be indicated in the notes thereto) and fairly presented
in all material respects the consolidated financial position of Summit and its
Subsidiaries as of the dates thereof and the consolidated results of their
operation and cash flows for the periods then ended (subject, in the case of
unaudited quarterly statements, to normal year-end adjustments).

      (e) Information Supplied. None of the information supplied or to be
supplied by Summit specifically for inclusion or incorporation by reference in
the Proxy Statement will, at the date it is first mailed to Summit's
shareholders or at the time of the shareholders meeting in connection therewith
(the "Shareholders' Meeting") contain any untrue statement of a material fact or
omit to state any material fact required to be stated therein or necessary in
order to make the statements therein, in light of the circumstances under which
they are made, not misleading. The Proxy Statement will comply as to form in all
material respects with the requirements of the Exchange Act and rules and
regulations thereunder.


                                      7
<PAGE>

      (f) Brokers' Fees. Except as set forth in Section 3(f) of the Disclosure
Schedule, Summit does not have any Liability or obligation to pay any fees or
commissions to any broker, finder, or agent with respect to the transactions
contemplated by this Agreement.

      (g) Title to Assets. Except as set forth in Section 3(g) of the Disclosure
Schedule, each of Summit and its Subsidiaries has good and marketable title to,
or a valid leasehold interest in, the properties and assets used by it, located
on its premises, or shown on the most recent audited financial statements (the
"Audited Financial Statements") included in the SEC Documents or acquired after
the date thereof, free and clear of all Security Interests, except for
properties and assets disposed of in the Ordinary Course of Business since the
date of the Audited Financial Statements.

      (h) Absence of Certain Changes or Events; No Undisclosed Liabilities. 
Except as disclosed in Section 3(h) of the Disclosure Schedule, since the 
date of the Audited Financial Statements, Summit and its Subsidiaries have 
conducted their business only in the Ordinary Course of Business, and there 
has not been (i) any change that would have a Summit Material Adverse Effect, 
(ii) any declaration, setting aside or payment of any dividend or other 
distribution (whether in cash, stock or property) with respect to any of 
Summit's outstanding capital stock, (iii) any split, combination or 
reclassification of any of its outstanding capital stock or any issuance or 
the authorization of any issuance of any other securities in respect of, in 
lieu of or in substitution for shares of its outstanding capital stock, (iv) 
(A) any granting by Summit or any of its Subsidiaries to any executive 
officer or other employee of Summit or any of its Subsidiaries of any 
increase in compensation, except in the Ordinary Course of Business, (B) any 
granting by Summit or any of its Subsidiaries to any such executive officer 
of any increase in severance or termination pay, except in the Ordinary 
Course of Business, or (C) any entry by Summit or any of its Subsidiaries 
into any employment, severance or termination agreement with any such 
executive officer, (v) any material change in accounting methods, principles 
or practices by Summit or any of its Subsidiaries, except insofar as may have 
been required by a change in GAAP, (vi) any amendment or restatement to the 
charter or by-laws of Summit or any of its Subsidiaries, (vii) any damage or 
destruction or loss of property (whether or not covered by insurance) that 
individually or in the aggregate exceeds $50,000, (viii) any sale, lease, 
transfer or assignment of any material portion of the assets of Summit or any 
of its Subsidiaries other than in the Ordinary Course of Business, or (ix) 
any action that would have been prohibited under Section 5(a) below had this 
Agreement been in effect.

      Except as and to the extent (i) reflected and reserved against in the
Audited Financial Statements and (ii) for current liabilities (other than for
borrowed money) incurred in the Ordinary Course of Business after the date of
the Audited Financial Statements, neither Summit nor any of its Subsidiaries has
or will have as of the Effective Time any liability or obligation, secured or
unsecured, whether absolute, accrued, fixed, contingent, liquidated or
unliquidated or otherwise.

      (i) Compliance with Applicable Laws. Each of Summit and its Subsidiaries
has in effect all material federal, state, local and foreign governmental
approvals, authorizations,


                                      8
<PAGE>

certifications, filings and franchises, licenses, notices, permits and rights 
("Licenses") necessary for it to own, lease or operate its properties and to 
carry on its business as now conducted, and there has occurred no default 
under any such License. Summit and its Subsidiaries are in compliance with 
all applicable statutes, laws, ordinances, rules, orders and regulations of 
any Governmental Entity, except for possible noncompliance that individually 
or in the aggregate would not have a Summit Material Adverse Effect. No 
investigation by any Governmental Entity with respect to Summit or any of its 
Subsidiaries is pending, or to the Knowledge of Summit, threatened. Each of 
Bridgefield Employers Insurance Company and Bridgefield Casualty Insurance 
Company (together, the "Insurance Subsidiaries") (i) is an authorized insurer 
in each state in which it currently writes insurance for the type of 
insurance it currently writes in such states and (ii) meets in all material 
respects all statutory and regulatory requirements of all Governmental 
Entities that have jurisdiction over it to be an authorized insurer on either 
an admitted or nonadmitted basis. All insurance policies issued by the 
Insurance Subsidiaries as now in force are, to the extent required under 
applicable law, in a form acceptable to applicable regulatory authorities or 
have been filed and not objected to (or such objection has been withdrawn or 
resolved) by such authorities within the period provided for objection. 
Neither Summit nor any of its Subsidiaries that is not an Insurance 
Subsidiary has issued any insurance policies. Except as set forth in Section 
3(i) of the Disclosure Schedule, (i) all material reports, statements, 
documents, registrations, filings and submissions to state insurance 
regulatory authorities complied with applicable law in effect when filed and 
(ii) no deficiencies have been asserted by any such regulatory authority with 
respect to such reports, statements, documents, registrations, filings or 
submissions that have not been satisfied. All premium rates established by 
the Insurance Subsidiaries that are required to be filed or approved have 
been filed or approved, and the premiums charged conform to the premiums so 
filed or approved and comply (or complied at the relevant time) with the 
insurance laws applicable thereto.

      (j) Tax Matters.

            (i) All Tax Returns required to be filed by Summit or any of its
      Subsidiaries have been timely filed or requests for extensions have been
      timely filed, granted and have not expired for periods ended on or before
      the more recent of December 31, 1997 and the most recent fiscal year end
      immediately preceding the Effective Time. All such Tax Returns are correct
      and complete in all material respects. All Taxes shown on filed Tax
      Returns have been paid. No claim has ever been made by an authority in a
      jurisdiction where Summit or any of its Subsidiaries does not file Tax
      Returns that it is subject to taxation by that jurisdiction. There are no
      Security Interests on any of the assets of Summit or any of its
      Subsidiaries that arose in connection with any failure (or alleged
      failure) to pay any Tax.

            (ii) Each of Summit and its Subsidiaries has withheld and deposited
      with the Internal Revenue Service all Taxes required to have been withheld
      and paid in connection with amounts paid or owing to any employee,
      shareholder, or other third party.


                                      9
<PAGE>

            (iii) Set forth in Section 3(j) of the Disclosure Schedule is a 
      list of all federal, state, local, and foreign income Tax Returns filed 
      with respect to Summit and its Subsidiaries for taxable periods ended 
      on or after December 31, 1993. Summit and its Subsidiaries have 
      delivered to Liberty correct and complete copies of all federal income 
      Tax Returns that have been filed for periods ending on or after 
      December 31, 1995. Except as set forth in Section 3(j) of the 
      Disclosure Schedule, there are no audit examinations, deficiencies or 
      refund litigation with respect to any Taxes

            (iv) Except as set forth in Section 3(j) of the Disclosure Schedule,
      neither Summit nor any of its Subsidiaries have executed an extension or
      waiver of any statute of limitations, which extension or waiver currently
      is in effect, on the assessment or collection of any Taxes for any period
      ending on or before the Effective Time.

            (v) Neither Summit nor any of its Subsidiaries has made any 
      payments, is obligated to make any payments or is a party to any 
      agreement that under certain circumstances could obligate it to make 
      any payments that will not be deductible under Code Section 280G or, if 
      any such payments have been made or are obligated to be made by Summit 
      or any of its Subsidiaries, the payor has complied with the shareholder 
      approval requirements of Code Section 280G(b)(5).

            (vi) Except as set forth in Section 3(j) of the Disclosure Schedule,
      neither Summit nor any of its Subsidiaries is a party to any Tax
      allocation or sharing agreement, and neither Summit nor any of its
      Subsidiaries (A) has been a member of an Affiliated Group filing a
      consolidated federal income Tax Return (other than a group the common
      parent of which was Summit) or (B) has any Liability for the Taxes of any
      Person (other than Summit and its Subsidiaries) under Treas. Reg. Section
      1.1502-6 (or any similar provision of state, local, or foreign law), as a
      transferee or successor, by contract, or otherwise. Copies of all Tax
      allocation or sharing agreements to which Summit or any of its
      Subsidiaries is a party have been delivered to Liberty.

            (vii) The provision for any Taxes due or to become due for Summit or
      any of its Subsidiaries for the period or periods through and including
      the date of Audited Financial Statements that has been made and is
      reflected on such Audited Financial Statements is materially sufficient to
      cover all such Taxes.

            (viii) The Escrow Agreement by and among Employers Self Insurers
      Fund, Summit Acquisition Corporation, Summit Holding Corporation, William
      B. Bull as the Shareholders' Representative and First Union National Bank
      of Florida, dated as of January 16, 1996 (the "Escrow Agreement"), is
      legal, valid, binding, enforceable and in full force and effect and the
      transactions contemplated hereby will not cause the Escrow Agreement not
      to be in full force and effect for the benefit of the Surviving
      Corporation on identical terms immediately subsequent to the Effective
      Time and the consummation of the transactions contemplated hereby.


                                      10
<PAGE>

      (k) Real Property.

            (i) Summit owns no real property.

            (ii) Set forth in Section 3(k)(ii) of the Disclosure Schedule are 
      the addresses of all parcels of real property leased or subleased to 
      Summit. Summit has delivered to Liberty correct and complete copies of 
      the leases and subleases (as amended to date) listed in Section 
      3(k)(ii) of the Disclosure Schedule. With respect to each lease and 
      sublease listed in Section 3(k)(ii) of the Disclosure Schedule:

                  (A) the lease or sublease is legal, valid, binding,
            enforceable, and in full force and effect;

                  (B) except as set forth in Section 3(k)(ii) of the Disclosure
            Schedule, the transactions contemplated hereby will not cause the
            lease or sublease to be illegal, invalid, non-binding,
            non-enforceable and to not be in full force and effect on identical
            terms immediately subsequent to the Effective Time of the Merger and
            consummation of such transactions contemplated hereby;

                  (C) neither Summit, nor any of its Subsidiaries, nor, to
            Summit's Knowledge, any other party to the lease or sublease, is in
            breach or default, and no event has occurred which, with notice or
            lapse of time, would constitute a breach or default or permit
            termination, modification, or acceleration thereunder;

                  (D) no party to the lease or sublease has repudiated any
            provision thereof;

                  (E) there are no disputes, oral agreements or forbearance
            programs in effect as to the lease or sublease;

                  (F) with respect to each sublease, the representations and
            warranties set forth in subsections (A) through (E) above are true
            and correct with respect to the underlying lease;

                  (G) Summit has not assigned, transferred, conveyed, mortgaged,
            deeded in trust, or encumbered any interest in the leasehold or
            subleasehold;

                  (H) to the Knowledge of Summit, all facilities leased or
            subleased thereunder have received all approvals of Governmental
            Entities (including licenses and permits) required in connection
            with the operation thereof and have been operated and maintained in
            accordance with applicable laws, rules, and regulations; and

                  (I) all facilities leased or subleased thereunder are supplied
            with utilities and other services necessary for the operation of
            said facilities.


                                      11
<PAGE>

      (l) Intangible Property Rights. Each of Summit and its Subsidiaries has 
good and marketable title to, or valid and continuing licenses to use, all 
trademarks, service marks, trade names, copyrights, franchises, logos, trade 
secrets, patents, know-how, and all rights to the foregoing, which are used 
in the operation of its business as currently conducted (collectively, with 
any application with respect to the issuance or granting of any of the 
foregoing, the "Intangible Property"). Set forth in Section 3(l) of the 
Disclosure Schedule is a true, correct and complete list of all Intangible 
Property owned or used by Summit and each of its Subsidiaries (including all 
registrations and applications with respect to the issuance or granting of 
any right). To Summit's Knowledge, none of the Intangible Property infringes 
on any rights of others.

      (m) Tangible Assets. Summit or its Subsidiaries owns or leases all
buildings, machinery, equipment, and other tangible assets necessary for the
conduct of the business of Summit and its Subsidiaries as currently conducted
and proposed to be conducted. Each such tangible asset is free from defects
(patent and latent) has been maintained in accordance with normal industry
practice, is in good operating condition and repair (subject to normal wear and
tear), and is suitable for the purposes for which it currently is used and
proposed to be used.

      (n) Contracts. Except as set forth in the SEC Documents or Section 3(n) 
of the Disclosure Schedule, neither Summit nor any of its Subsidiaries is a 
party to:

            (i) any agreement (or group of related agreements) for the lease of
      personal property to or from any Person providing for lease payments in
      excess of $50,000 per annum;

            (ii) any agreement concerning a partnership or joint venture;

            (iii) any agreement (or group of related agreements) under which it
      has created, incurred, assumed, or guaranteed any indebtedness for
      borrowed money, or any capitalized lease obligation, in excess of $50,000
      or under which it has imposed a Security Interest on any of its assets,
      tangible or intangible;

            (iv) any agreement concerning confidentiality or noncompetition;

            (v) to Summit's Knowledge, any agreement with any holder (or
      Affiliate thereof) of 5% or more of any class of securities of Summit or
      any of its Subsidiaries;

            (vi) any profit sharing, stock option, stock purchase, stock
      appreciation, deferred compensation, severance, or other material plan or
      arrangement for the benefit of its current or former directors, officers,
      employees or consultants that is not listed in Section 3(s) of the 
      Disclosure Schedule;

            (vii) any collective bargaining agreement;


                                      12
<PAGE>

            (viii) any agreement for the employment (other than at-will
      employment) of any individual on a full-time, part-time, consulting, or
      other basis providing annual compensation in excess of $50,000 or
      providing severance benefits;

            (ix) any agreement under which it has advanced or loaned any amount
      to any of its directors, officers, employees or consultants;

            (x) any agreement or license relating in whole or in part to the
      Intangible Property of Summit (including, without limitation, any
      agreement or license under which Summit has the right to use any
      Intangible Property owned or held by a third party) which is material to
      the business, financial condition or results of operations of Summit
      (other than standard licenses for software that is commercially available
      to the public in the Ordinary Course of Business);

            (xi) any agreement under which the consequences of a default or
      termination could have a Summit Material Adverse Effect;

            (xii) any agreement pursuant to which material benefits accrue to
      the other party or parties to such contract as a result of the
      transactions contemplated by this Agreement, including, without
      limitation, rights of termination or modification of such agreements;

            (xiii) any agreement (or group of related agreements) the
      performance of which involves payment to or by Summit or any of its
      Subsidiaries (individually or collectively) in excess of $50,000 per
      annum, except for insurance policies issued by the Insurance Subsidiaries
      in the Ordinary Course of Business; or

            (xiv) any other material agreement not made in the Ordinary Course
      of Business.

      Summit has delivered to Liberty a correct and complete copy of each 
written agreement listed in Section 3(n) of the Disclosure Schedule and a 
brief written summary setting forth the terms and conditions of each oral 
agreement referred to in Section 3(n) of the Disclosure Schedule. With 
respect to each such agreement and each agreement filed as a material 
contract with any SEC Documents: (A) the agreement is legal, valid, binding, 
enforceable, and in full force and effect; (B) the transactions contemplated 
hereby will not cause the agreement, to be illegal, invalid, non-binding, 
non-enforceable or not to be in full force and effect for the benefit of the 
Surviving Corporation on identical terms immediately subsequent to the 
Effective Time and consummation of such transactions contemplated hereby; (C) 
neither Summit, nor any of its Subsidiaries, nor, to Summit's Knowledge, any 
other party, is in breach or default, and no event has occurred which with 
notice or lapse of time would constitute a breach or default, or permit 
termination, modification, or acceleration, under the agreement; (D) neither 
Summit nor any of its Subsidiaries has delivered or received notice of a 
cancellation of or an intent to cancel such agreement; and (E) no party has 
repudiated any provision of the agreement.

                                      13
<PAGE>

      (o) Banking Relations; Powers of Attorney. Set forth in Section 3(o) of 
the Disclosure Schedule is an accurate and complete list of all credit 
agreements and deposit accounts which Summit or any of its Subsidiaries has 
with any banking institution. Except as set forth in Section 3(o) of the 
Disclosure Schedule, neither Summit nor any of its Subsidiaries has any 
outstanding powers of attorney of any nature and has no obligation or 
liability (whether actual, accrued, accruing, contingent or otherwise) as 
guarantor, surety, co-signor, endorser, co-maker, indemnitor or otherwise in 
respect of the obligation to any Person, except as endorser or maker of 
checks or letters of credit in the Ordinary Course of BusineSection

      (p) Insurance. Set forth in Section 3(p) of the Disclosure Schedule is 
a true and complete list, as of the date hereof, of all policies of insurance 
maintained by or for the benefit of Summit or any of its Subsidiaries 
relating to its or their assets, properties, business, operations, employees, 
officers or directors. Prior to the Effective Time, each of Summit and its 
Subsidiaries has maintained insurance relating to such assets, properties, 
business and operations (including, without limitation, errors and omissions 
insurance with respect to its employees, officers and directors) that is 
reasonable for a company of its size that is engaged in the insurance 
business and that is a member of a comparable affiliated group of companies.

      With respect to each such insurance policy: (A) the policy is legal, 
valid, binding, enforceable, and in full force and effect; (B) neither 
Summit, nor its Subsidiaries, nor, to Summit's Knowledge, any other party to 
the policy, is in breach or default (including with respect to the payment of 
premiums or the giving of notices), and no event has occurred which, with 
notice or the lapse of time, would constitute such a breach or default, or 
permit termination, modification, or acceleration, under the policy; and (C) 
no party to the policy has repudiated any provision thereof. Set forth in 
Section 3(p) of the Disclosure Schedule is a description of any 
self-insurance arrangements maintained by Summit or any of its Subsidiaries.

      (q) Litigation. Set forth in Section 3(q) of the Disclosure Schedule is 
each instance in which Summit or any of its Subsidiaries (i) is subject to 
any outstanding injunction, judgment, order, decree, ruling, or charge or 
(ii) is a party or, to Summit's Knowledge, is threatened to be made a party 
to any action, suit, proceeding, hearing, or investigation of, in, or before 
any court or quasi-judicial or administrative agency of any federal, state, 
local, or foreign jurisdiction or before any arbitrator, other than such 
actions and suits related solely to the denial of coverage under insurance 
policies (none of which actions or suits seeks punitive damages against 
Summit and/or any of its Subsidiaries in excess of $250,000).

      (r) Employees.

            (i) Summit and its Subsidiaries are in compliance in all material
      respects with all applicable federal, state and local laws and regulations
      respecting employment and employment practices, and the terms and
      conditions of employment and wages and hours. Neither Summit nor any of
      its Subsidiaries is a party to or bound by any collective bargaining
      agreement, nor have they experienced any strikes, grievances, claims of
      unfair labor practices, or other collective bargaining disputes within the
      past year. There is no


                                      14
<PAGE>

      labor strike, dispute, arbitration, grievance, slowdown, stoppage,
      organizational effort, dispute or proceeding by or with any employee or
      former employee of Summit or any of its Subsidiaries or any labor union
      pending, or to Summit's Knowledge, threatened against Summit or any of its
      Subsidiaries. Neither Summit nor any of its Subsidiaries is the subject of
      any pending claim asserting that such entity has committed any unfair
      labor practice.

            (ii) Except as described in Section 3(r) of the Disclosure 
      Schedule, no employee of Summit or any of its Subsidiaries has any 
      employment contract or other agreement or arrangement by which such 
      employee is employed on any basis other than as an "at will" employee 
      or by which Summit or its Subsidiaries are restricted in any manner 
      from terminating the services of such employee at any time without 
      penalty or payment, subject only to the provisions of employee benefit 
      plans described in Section 3(s).

      (s) Employee Benefits.

            (i) Except as set forth in Section 3(s)(i) of the Disclosure 
      Schedule, Summit and each ERISA Affiliate have operated and 
      administered each Plan in compliance with all applicable laws except 
      for such instances of noncompliance which have not resulted in, and 
      could not reasonably be expected to result in, a Summit Material 
      Adverse Effect. Set forth in Section 3(s)(i) of the Disclosure Schedule 
      is a list of each Plan of Summit and each ERISA Affiliate. Neither 
      Summit nor any ERISA Affiliate has incurred any liability pursuant to 
      Title I or IV of ERISA or the penalty or excise tax provisions of the 
      Code relating to employee benefit plans (as defined in section 3 of 
      ERISA), and no event, transaction or condition has occurred that could 
      reasonably be expected to result in the incurrence of any such 
      liability by Summit or any ERISA Affiliate, or in the imposition of any 
      Lien on any of the rights, properties or assets of Summit or any ERISA 
      Affiliate, in either case pursuant to Title I or IV of ERISA or to such 
      penalty or excise tax provisions or to section 401(a)(29) or 412 of the 
      Code, other than such liabilities or Liens as would not individually or 
      in the aggregate result in a Summit Material Adverse Effect.

            (ii) No Plan is subject to Title IV of ERISA.

            (iii) Each Plan intended to qualify under Section 401(a) or Section
      403(a) of the Code and each trust intended to qualify under Section 501(a)
      of the Code is the subject of a favorable determination letter from the
      Internal Revenue Service, and nothing has occurred which may reasonably be
      expected to impair such determination or otherwise adversely affect the
      tax-qualified status of the Plan.

            (iv) No contributions are required to be made to any Plan pursuant
      to Section 412 of the Code, or the terms of the Plan or any collective
      bargaining agreement.

            (v) There has been no amendment to or announcement (whether or not
      written) by Summit or any ERISA Affiliate relating to, or change in
      employee participation,


                                      15
<PAGE>

      coverage or benefits under, any Plan that would increase materially the
      expense of maintaining such Plan above the level of the expense incurred
      in respect thereof for the fiscal year ended prior to the date hereof.

            (vi) No employee, former employee, director or agent of Summit will
      become entitled to any bonus, retirement, severance or similar benefit or
      enhanced or accelerated benefit under any Plan as a result of the
      transactions contemplated hereby (either alone or upon the occurrence of
      any additional or subsequent events).

            (vii) Subject to the applicable requirements of ERISA and the Code,
      neither any provision of any Plan nor any agreement with any employee nor
      any representation or course of conduct by or on behalf of Summit or any
      ERISA Affiliate would prevent the amendment, termination or merger after
      the Closing Date of any Plan without liability to Summit, Liberty or their
      respective affiliates.

            (viii) Except as set forth in Section 3(s)(viii) of the Disclosure
      Schedule, there is no suit, action, dispute, claim, arbitration or legal,
      administrative, or other proceeding or governmental investigation pending,
      or, to Summit's Knowledge, threatened, alleging any breach of the terms of
      any Plan or of any fiduciary duties thereunder or violation of any
      applicable law with respect to any such Plan.

            (ix) Except as set forth in Section 3(s)(ix) of the Disclosure 
      Schedule, no Plan constitutes a "multiple employer welfare arrangement" 
      within the meaning of Section 3(40) of ERISA.

            (x) Except as set forth in Section 3(s)(x) of the Disclosure 
      Schedule, with respect to any Plan that is self-funded (in whole or in 
      part), no material claims have been made that have not yet been paid 
      other than as a result of routine processing of claims and, to Summit's 
      Knowledge, no injury, sickness, or other medical condition has occurred 
      with respect to which material claims may be made pursuant to such Plan.

            (xi) Summit does not maintain or have any obligation to contribute
      to any "voluntary employees' beneficiary association" (within the meaning
      of Section 501(c)(9) of the Code) or other funding arrangement for the
      provision of welfare benefits.

            (xii) Summit and the ERISA Affiliates do not, and have not within
      the past six years had any obligation to, contribute to any Multi-Employer
      Plan.

            (xiii) Summit and its Subsidiaries have no expected post-retirement
      benefit obligation (determined as of the last day of the most recently
      ended fiscal year of the Company in accordance with Financial Accounting
      Standards Board Statement No. 106), without regard to liabilities
      attributable to continuation coverage mandated by section 4980B of the
      Code.


                                      16
<PAGE>

            (xiv) Summit has delivered to Liberty correct and complete copies 
      of all Plan documents and summary plan descriptions, the most recent 
      determination letter received from the Internal Revenue Service for 
      Plans intended to be qualified under section 701(a) or 703(a) of the 
      Code, the two most recent Form 5500 Annual Reports, two most recent 
      audited financial statements, and all related trust agreements, 
      insurance contracts, and other funding agreements which implement each 
      Plan. In addition, Summit has listed on Section 3(s)(xiv) of the 
      Disclosure Schedule and delivered to Liberty correct and complete 
      copies of each other plan, arrangement and policy (written or oral) 
      relating to stock options, stock purchase, compensation, deferred 
      compensation, severance, fringe benefits or other employee benefits, in 
      each case maintained or contributed to, or required to be maintained or 
      contributed to, by Summit or any of its Subsidiaries for the benefit of 
      any present or former officers, employees, agents, directors, or 
      independent contractors of Summit or any of its Subsidiaries (all of 
      the foregoing being referred to as "Benefit Arrangements"). Except as 
      set forth in Section 3(s)(xiv) of the Disclosure Schedule, all Benefit 
      Arrangements have been administered in accordance with their terms, 
      except for such instances of non-compliance that have not resulted in 
      or are not reasonably likely to result in a Summit Material Adverse 
      Effect.

      (t) Reinsurance and Retrocessions. Set forth in Section 3(t) of the 
Disclosure Schedule is a list of all treaty reinsurance or retrocession 
treaties and agreements in force (whether written or oral) to which Summit or 
any of its Subsidiaries is a party (including any terminated or expired 
treaty or agreement under which there remains any outstanding liability with 
respect to paid or unpaid case reserves in excess of $100,000) (collectively, 
the "Treaties"), the effective date of each such Treaty, and the termination 
date of any Treaty that has a definite termination date. Neither Summit nor 
any of its Subsidiaries is in material default in any respect as to any 
provision of any reinsurance or retrocession Treaty or has failed to meet the 
underwriting standards required for any reinsurance coverage thereunder. 
Certain material terms (including, without limitation, percentages and 
businesses covered, term, ceding commissions, exclusions to coverage, single 
loss limits and termination provisions) of the oral reinsurance agreement 
with Reliance Insurance Company are set forth in Section 3(t) of the 
Disclosure Schedule.

      (u) Environment, Health, and Safety.

            (i) Summit and each of its Subsidiaries has complied in all material
      respects with all Environmental, Health, and Safety Laws, and no action,
      suit, proceeding, hearing, investigation, charge, complaint, claim,
      demand, or notice has been filed or commenced against Summit or any of its
      Subsidiaries alleging any failure so to comply. Without limiting the
      generality of the preceding sentence, Summit and each of its Subsidiaries
      has obtained and been in compliance with all of the terms and conditions
      of all material permits, licenses, and other authorizations which are
      required under, and has complied in all material respects with all other
      limitations, restrictions, conditions, standards, prohibitions,
      requirements, obligations, schedules, and timetables which are contained
      in, all Environmental, Health, and Safety Laws.


                                      17
<PAGE>

            (ii) Neither Summit nor any of its Subsidiaries has any Liability
      (and has not handled or disposed of any substance, arranged for the
      disposal of any substance, exposed any employee or other individual to any
      substance or condition, or owned or operated any property or facility in
      any manner that could form the basis for any present or future action,
      suit, proceeding, hearing, investigation, charge, complaint, claim, or
      demand against Summit giving rise to any Liability) for damage to any
      site, location, or body of water (surface or subsurface), for any illness
      of or personal injury to any employee or other individual, or for any
      reason under any Environmental, Health, and Safety Law.

            (iii) All properties and equipment used in the business of Summit
      and its Subsidiaries are free of asbestos, PCB's, methylene chloride,
      trichloroethylene, 1,2-trans-dichloroethylene, dioxins, dibenzofurans, and
      Extremely Hazardous Substances.

      (v) Transactions with Affiliates. Except as set forth in Section 3(v) 
of the Disclosure Schedule, no executive officer or director of Summit or any 
of its Subsidiaries or, to Summit's Knowledge, any employee of Summit, any 
holder of 5% of more of any class of equity securities of Summit or any of 
its Subsidiaries, or any agent of or consultant to Summit or any of its 
Subsidiaries or any of their respective Affiliates owned within the past two 
years, directly or indirectly, any material interest in, or serves or served 
as an officer, employee or director of, any customer, competitor or supplier 
of Summit or any of its Subsidiaries, or any organization that had or has a 
material agreement or arrangement with Summit or any of its Subsidiaries. 
Except as set forth in Section 3(v) of the Disclosure Schedule, no executive 
officer or director of Summit or, to Summit's Knowledge, any employee of 
Summit, any holder of 5% of more of any class of equity securities of Summit 
or any of its Subsidiaries, or any agent of or consultant to Summit or any of 
its Subsidiaries or any of their respective Affiliates owns directly or 
indirectly any material asset or property used in or necessary to the 
business of Summit or any of its Subsidiaries.

      (w) Voting Requirements. The affirmative vote of a majority of the votes
cast by the holders of the shares of Summit Common Stock is the only vote of the
holders of any class or series of Summit's capital stock necessary to approve
this Agreement and the transactions contemplated hereby.

      (x) Opinion of Financial Advisor. Summit has received the opinion of ABN
AMRO Incorporated, dated the date hereof, to the effect that, as of the date
hereof, the consideration to be received in the Merger by the holders of shares
of Summit Common Stock was fair from a financial point of view to such
shareholders.

      (y) Option Agreements; Voting Agreements. Each of William B. Bull, Gregory
C. Branch, C. C. Dockery and Russell L. Wall has duly executed and delivered to
Liberty an Option Agreement substantially in the form of Exhibit A-1 hereto with
respect to all of his shares of Summit Common Stock. Each of William B. Bull,
Russell L. Wall, Gregory C. Branch, C. C. Dockery, John A. Gray, Robert J.
Noojin, Thomas S. Petcoff and Robert Siegel has duly executed and delivered to
Liberty a Voting Agreement substantially in the form of Exhibit A-2 hereto with

                                      18
<PAGE>

respect to, among other things, the voting of his shares of Summit Common Stock
in favor of the Merger and this Agreement.

      (z) Portfolio Investments. Summit has previously delivered to Liberty
true, correct and complete lists as of March 31, 1998 of all assets held in the
investment portfolios of the Insurance Subsidiaries as of such date. The
Insurance Subsidiaries have good and marketable title to the investments in
their respective investment portfolios.

      (aa) Reserves. Summit has delivered to Liberty true, correct and complete
copies of all actuarial reports or actuarial certificates dated January 1, 1995
or later in the possession or control of Summit or its Subsidiaries relating to
the adequacy of the claims reserves of any of the Insurance Subsidiaries.

      (bb) Insurance Subsidiaries' Statutory Financial Statements. Summit has
previously furnished to Liberty copies of audited statutory financial statements
of (i) Bridgefield Employers Insurance Company as of and for the fiscal years
ended March 31, 1996 and 1997, and as of and for the nine-month period ended
December 31, 1997, and (ii) Bridgefield Casualty Insurance Company as of and for
the fiscal years ended December 31, 1996 and 1997, in each instance prepared in
conformity with accounting practices prescribed or permitted by the Florida
Department of Insurance (collectively, the "Statutory Financial Statements").
Each of the balance sheets included in the Statutory Financial Statements fairly
presents in all material respects the financial position of the Insurance
Subsidiaries as of its date and each of the statements of operation included in
the Statutory Financial Statements fairly presents in all material respects the
results of operations of the Insurance Subsidiaries for the periods therein set
forth, in each case in accordance with accounting practices prescribed or
permitted by the Florida Department of Insurance (as in effect at the time of
the respective statements) consistently applied.

      (cc) Employment Agreement. Summit has entered into an Employment Agreement
with William B. Bull substantially in the form of Exhibit B attached hereto (the
"Bull Employment Agreement").

      (dd) Special Disability Trust Fund. All claims of Summit and its
Subsidiaries for amounts recoverable from the Special Disability Trust Fund
operated by the State of Florida have been or will be timely submitted, and
Summit shall, and shall cause its Subsidiaries to, use all reasonable efforts to
cause all such claims to be validly perfected and collectible.

      (ee) Disclosure. The representations and warranties contained in this 
Section 3, when taken together, do not contain any untrue statement of a 
material fact or omit to state any material fact necessary in order to make 
the statements and information contained in this Section 3 not misleading in 
light of the circumstances in which they were made.

      4. Representations and Warranties of Liberty and the Acquisition Sub. Each
of Liberty and the Acquisition Sub represents and warrants to Summit that the
statements contained in this Section 4 are correct and complete in all material
respects as of the date of this Agreement.


                                      19
<PAGE>

      (a) Organization. Liberty is an insurance company duly established,
validly existing and in good standing under the laws of The Commonwealth of
Massachusetts. The Acquisition Sub is a corporation duly organized, validly
existing, and in good standing under the laws of the State of Florida. Each of
Liberty and the Acquisition Sub has full corporate power and authority and all
licenses, permits and authorizations necessary to carry on the business in which
it is engaged.

      (b) Authority; Noncontravention. Each of Liberty and the Acquisition Sub
has the requisite corporate power and authority to enter into this Agreement and
to consummate the transactions contemplated hereby. The execution and delivery
of this Agreement by each of Liberty and the Acquisition Sub and the
consummation by each of Liberty and the Acquisition Sub of the transactions
contemplated hereby have been duly authorized by all necessary corporate action
on the part of Liberty or the Acquisition Sub, as the case may be. This
Agreement has been duly executed and delivered by each of Liberty and the
Acquisition Sub and constitutes the valid and binding obligation of each of
Liberty and the Acquisition Sub, enforceable against it in accordance with its
terms.

      No consent, approval or authorization of, or declaration or filing with,
or notice to, any Governmental Entity that has not been received or made, is
required by or with respect to Liberty or the Acquisition Sub in connection with
the execution and delivery of this Agreement by Liberty or the Acquisition Sub
or the consummation by Liberty or the Acquisition Sub of the transactions
contemplated hereby, except for (i) the filing of premerger notification and
report forms under the HSR Act, with respect to the transactions contemplated by
this Agreement, (ii) the filings, approvals and/or consents as required under
the applicable insurance laws and regulations of the jurisdictions set forth in
Section 3(c) of the Disclosure Schedule, and (iii) the filing of the Articles of
Merger with the Florida Department of State and appropriate documents with the
relevant authorities of other states in which the Acquisition Sub is qualified
to do business.

      (c) Ownership of the Acquisition Sub. The Acquisition Sub has been formed
solely for the purpose of engaging in the transactions contemplated by this
Agreement. Liberty owns all of the outstanding shares of capital stock of the
Acquisition Sub.

      (d) Litigation. There is no action, suit, proceeding, hearing or
investigation instituted or pending or, to the Knowledge of Liberty, threatened
against Liberty or the Acquisition Sub or any of their executive officers or
directors, nor are there any orders, writs, judgments, injunctions, decrees,
rulings, determinations or awards currently in effect of any Governmental
Entities or arbitrators outstanding against Liberty or the Acquisition Sub or
any of their executive officers or directors that are, individually or in the
aggregate, reasonably likely to prevent, materially delay or materially impair
the ability of Liberty or the Acquisition Sub to consummate the transactions
contemplated by this Agreement.


                                      20
<PAGE>

      (e) Financing. Liberty has, or will have prior to the Effective Time,
sufficient cash, available lines of credit or other sources of immediately
available funds to enable it to make the aggregate cash payments required to be
paid pursuant to Sections 2 and 6(o) of this Agreement.

      5. Covenants Relating to Conduct of Business Prior to Merger. Except as
contemplated hereby, during the period from the date of this Agreement to the
Effective Time, Summit shall, and shall cause its Subsidiaries to, act and carry
on their respective businesses in the Ordinary Course of Business and, to the
extent consistent therewith, use reasonable efforts to preserve intact their
business organizations, keep available the services of their key officers and
employees and preserve the goodwill of those engaged in material business
relationships with them. Without limiting the generality of the foregoing,
except as otherwise expressly contemplated by this Agreement, during the period
from the date hereof to the Effective Time, Summit shall not, and shall not
permit any of its Subsidiaries to, without the prior consent of Liberty (which
consent shall be given or withheld based on Liberty's reasonable business
judgment):

            (a) (i) declare, set aside or pay any dividends on, or make any
      other distributions (whether in cash, stock or property) in respect of,
      any of Summit's outstanding capital stock, (ii) split, combine or
      reclassify any of its outstanding capital stock or issue or authorize the
      issuance of any other securities in respect of, in lieu of or in
      substitution for shares of its outstanding capital stock, or (iii)
      purchase, redeem or otherwise acquire any shares of outstanding capital
      stock or any rights, warrants or options to acquire any such shares (other
      than shares of Summit Common Stock purchased as employee investments under
      the Summit Holding Southeast, Inc. Amended and Restated Retirement Plan
      dated September 1, 1997);

            (b) issue, sell, grant, pledge or otherwise encumber any shares of
      its capital stock, any other voting securities or any securities
      convertible into, or any rights, warrants or options to acquire, any such
      shares, voting securities or convertible securities, except for the
      issuance of shares of Summit Common Stock upon exercise of options to
      purchase shares of Summit Common Stock outstanding on the date hereof;

            (c) amend its charter, by-laws or other comparable charter or
      organizational documents;

            (d) acquire any business or any corporation, limited liability
      company, partnership, joint venture, association or other business
      organization or division thereof;

            (e) sell, mortgage or otherwise encumber or subject to any Lien or
      otherwise dispose of any of its properties or assets that are material to
      Summit and its Subsidiaries taken as a whole, except in the Ordinary
      Course of Business;

            (f) (i) incur any indebtedness for borrowed money (other than
      incurred in the Ordinary Course of Business pursuant to Summit's existing
      line of credit with SunTrust


                                      21
<PAGE>

      Bank, Tampa Bay) or guarantee any such indebtedness of another Person or
      (ii) make any loans or advances to any other Person, other than to any
      direct or indirect wholly-owned Subsidiary of Summit and other than
      routine advances to employees;

            (g) make any tax election (other than elections required by law and
      made in the Ordinary Course of Business not giving rise to additional
      material tax liabilities) or settle or compromise any tax liability that
      could reasonably be expected to be material to Summit and its Subsidiaries
      taken as a whole;

            (h) pay, discharge, settle or satisfy any claims, liabilities or
      obligations (absolute, accrued, asserted or unasserted, contingent or
      otherwise), other than the payment, discharge or satisfaction, in the
      Ordinary Course of Business or in accordance with their terms (or on terms
      more favorable to Summit), of liabilities reflected or reserved against
      in, or contemplated by, the most recent consolidated financial statements
      (or the notes thereto) of Summit included in the SEC Documents or incurred
      since the date of such financial statements in the Ordinary Course of
      Business;

            (i) except in the Ordinary Course of Business, modify, amend or
      terminate any material agreement, permit, concession, franchise, License
      or similar instrument to which Summit or any Subsidiary is a party or
      waive, release or assign any material rights or claims thereunder; or

            (j) authorize any of, or commit or agree to take any of, the
foregoing actions.

      6. Additional Agreements.

      (a) Preparation of the Proxy Statement. As soon as practicable following
the date of this Agreement, Summit shall complete and file with the SEC the
Proxy Statement. Summit will use all reasonable efforts to cause the Proxy
Statement to be mailed to Summit's shareholders, as promptly as practicable.

      (b) Meeting of Shareholders. Summit will take all action necessary in 
accordance with applicable law and its Articles of Incorporation and by-laws 
to convene the Shareholders' Meeting to consider and vote upon the approval 
of the Merger and this Agreement. Subject to Section 6(g) below, Summit will, 
through its Board of Directors, recommend to its shareholders approval of the 
foregoing matters. Without limiting the generality of the foregoing, Summit 
agrees that, subject to its rights pursuant to Section 6(g) below, its 
obligations pursuant to the first sentence of this Section 6(b) shall not be 
affected by (i) the commencement, public proposal, public disclosure or 
communication to Summit of any Acquisition Proposal (as defined in paragraph 
(g) below) or (ii) the withdrawal or modification by the Board of Directors 
of Summit of its approval or recommendation of this Agreement or the Merger. 
Summit will use all reasonable efforts to hold the Shareholders' Meeting as 
soon as practicable after the date hereof.

                                      22
<PAGE>

      (c) Access to Information; Cooperation; Confidentiality. Summit shall, and
shall cause each of its Subsidiaries to, afford to Liberty and to the officers,
employees, counsel, financial advisors and other representatives of Liberty
reasonable access during normal business hours during the period prior to the
Effective Time to all its properties, books, contracts, commitments, personnel,
employees and records, and, during such period, Summit shall, and shall cause
each of its Subsidiaries to, furnish as promptly as practicable to Liberty such
information concerning its business, properties, financial condition, operations
and personnel as Liberty may from time to time reasonably request. Summit shall,
and shall cause each of its Subsidiaries to, provide all reasonable cooperation
necessary to permit Liberty to communicate with the agents and customers of
Summit and its Subsidiaries, provided, however, that Liberty shall not engage in
any such communication without the prior consent of Summit, which shall not be
unreasonably withheld or delayed. Except as required by law, Liberty will hold,
and will cause its respective directors, officers, employees, accountants,
counsel, financial advisors and other representatives and affiliates to hold,
any nonpublic information obtained from Summit in confidence to the extent
required by, and in accordance with, the provisions of the letter dated 
April 23, 1998, between Summit and Liberty (the "Confidentiality Agreement") 
and will otherwise comply with the Confidentiality Agreement. Except as 
required by law, Summit will hold, and will cause its directors, officers, 
employees, accountants, counsel, financial advisors and other representatives 
and affiliates to hold, any nonpublic information obtained from Liberty in 
confidence to the extent required by, and in accordance with, the provisions 
of the Confidentiality Agreement and will otherwise comply with the 
Confidentiality Agreement.

      (d) Reasonable Efforts. Upon the terms and subject to the conditions 
and other agreements set forth in this Agreement, each of the Parties agrees 
to use all reasonable efforts to take, or cause to be taken, all actions, and 
to do, or cause to be done, and to assist and cooperate with the other 
Parties in doing, all things necessary, proper or advisable to consummate and 
make effective, in the most expeditious manner practicable, the Merger and 
the other transactions contemplated by this Agreement, and the Parties shall, 
and the Parties shall cause their respective subsidiaries to, use reasonable 
efforts to avoid any action that would, or could reasonably be expected to, 
result in any of the representations or warranties of such Party set forth in 
this Agreement becoming untrue in any material respect or any of the 
conditions of the Merger set forth in Section 7 not being satisfied. Neither 
of the Parties shall, nor shall either of the Parties permit any of their 
respective subsidiaries to, take any action that would, or could reasonably 
be expected to, result in any of the representations or warranties of such 
Party set forth in this Agreement not satisfying the conditions set forth in 
Section 7 (b)(i) or Section 7 (c)(i), as applicable. Each of the Parties 
shall execute such documents and other papers and perform such further acts 
as may be reasonably required to carry out the provisions hereof and the 
transactions contemplated hereby.

      (e) Public Announcements. Liberty and Summit will consult with each other
before issuing, and provide each other the opportunity to review and comment
upon, any press release or other public statements with respect to the
transactions contemplated by this Agreement, including the Merger, and shall not
issue any such press release or make any such public


                                      23
<PAGE>

statement prior to such consultation, except as may be required by applicable
law or court process.

      (f) Acquisition Proposals. From the date hereof until the earlier of 
the Effective Time or termination of this Agreement pursuant to Section 8(a), 
Summit shall not, nor shall it permit any of its Subsidiaries to, nor shall 
it authorize or permit any officer, director, employee, or any investment 
banker, attorney or other advisor or representative, of Summit or any of its 
Subsidiaries to, directly or indirectly, (i) solicit, initiate or encourage 
the submission of any Acquisition Proposal (as hereinafter defined) or (ii) 
participate in any discussions or negotiations regarding, or furnish to any 
Person any information with respect to, or take any other action to 
facilitate any inquiries or the making of any proposal that constitutes, or 
may reasonably be expected to lead to, any Acquisition Proposal, provided, 
however, that on or after the date hereof, Summit, any of its Subsidiaries or 
any officer, director or employee of, or any investment banker, attorney or 
other advisor or representative of, Summit or any of its Subsidiaries may, 
following the receipt of an Acquisition Proposal by Summit that the Board of 
Directors of Summit determines in good faith, following consultation with 
outside counsel, would permit the Board of Directors to take any of the 
actions referred to in the first sentence of Section 6(g), furnish 
information with respect to and participate in negotiations regarding such 
Acquisition Proposal. Summit shall promptly advise Liberty orally and in 
writing of the receipt by it (or any of the other Persons referred to above) 
after the date hereof of any Acquisition Proposal, or any inquiry which could 
reasonably be expected to lead to any Acquisition Proposal, the material 
terms and conditions of such Acquisition Proposal or inquiry, and the 
identity of the person making any such Acquisition Proposal or inquiry. 
Summit will keep Liberty fully informed of the status and details of any such 
Acquisition Proposal or inquiry. Without limiting the foregoing, it is 
understood that any violation of the restrictions set forth in the first 
sentence of this Section 6(g) by any officer, director or employee of Summit 
or any of its Subsidiaries or any investment banker, attorney or other 
advisor or representative of Summit or any of its Subsidiaries, whether or 
not such Person is purporting to act on behalf of Summit or any of its 
Subsidiaries or otherwise, shall be deemed to be a breach of this Section 
6(f) by Summit. For purposes of this Agreement, "Acquisition Proposal" means 
any proposal (as such proposal may be amended, modified or supplemented from 
time to time) with respect to a merger, consolidation, share exchange or 
similar transaction involving Summit or any Subsidiary of Summit, or any 
purchase of all or any significant portion of the assets of Summit or any 
Subsidiary of Summit, or any equity interest in Summit or any Subsidiary of 
Summit, other than the transactions contemplated hereby or any other similar 
transaction with Liberty or any of its Affiliates.

      (g) Fiduciary Duties. The Board of Directors of Summit shall not (i)
withdraw or modify in a manner adverse to Liberty or the Acquisition Sub, the
approval or recommendation by such Board of Directors of this Agreement or the
Merger, (ii) approve or recommend any Acquisition Proposal, or (iii) enter into
any agreement with respect to any Acquisition Proposal, unless Summit receives
an Acquisition Proposal and the Board of Directors of Summit determines in good
faith, following consultation with outside counsel, that in order to comply with
its fiduciary duties to shareholders under applicable law it is necessary for
the Board of Directors to withdraw or modify its approval or recommendation of
this Agreement or the Merger, approve


                                      24
<PAGE>

or recommend such Acquisition Proposal, enter into an agreement with respect 
to such Acquisition Proposal or terminate this Agreement. In the event the 
Board of Directors of Summit takes any of the foregoing actions, Summit shall 
comply with its obligations pursuant to Section 6(i) below. Nothing contained 
in this Section 6(g) shall prohibit Summit from taking and disclosing to its 
shareholders a position contemplated by Rule 14d-9 or Rule 14e-2(a) 
promulgated under the Exchange Act or from making any disclosure to Summit's 
shareholders which, in the good faith judgment of the Board of Directors of 
Summit based on the advice of outside counsel, is required under applicable 
law, provided that Summit complies with the first two sentences of this 
Section 6(g).

      (h) Consents, Approval and Filings.

            (i) Summit and Liberty will make and cause their respective
      subsidiaries to make all necessary filings, as soon as practicable,
      including, without limitation, those required under the HSR Act, the
      Securities Act, the Exchange Act and applicable state insurance and
      securities laws in order to facilitate prompt consummation of the Merger
      and the other transactions contemplated by this Agreement. In addition,
      Summit and Liberty will each use all reasonable efforts, and will
      cooperate fully with each other (A) to comply as promptly as practicable
      with all governmental requirements applicable to the Merger and the other
      transactions contemplated by this Agreement and (B) to obtain as promptly
      as practicable all necessary permits, orders or other consents of
      Governmental Entities and consents of all third parties necessary for the
      consummation of the Merger and the other transactions contemplated by this
      Agreement, including, without limitation, any consents required under any
      relevant insurance laws or regulations. Each of Summit and Liberty shall
      use reasonable efforts to provide such information and communications to
      Governmental Entities as such Governmental Entities may reasonably
      request.

            (ii) Each of the Parties shall provide to the other Party copies of
      all applications in advance of filing or submission of such applications
      to Governmental Entities in connection with this Agreement.

      (i) Certain Fees and Expenses.

            (i) If an Acquisition Proposal is commenced, publicly proposed,
      publicly disclosed or communicated to Summit (or the willingness of any
      Person to make an Acquisition Proposal is publicly disclosed or
      communicated to Summit) on or before December 31, 1998 and (A) the Board
      of Directors of Summit withdraws or modifies its approval or
      recommendation of this Agreement or the Merger or approves or recommends
      such Acquisition Proposal, (B) Summit or any of its Subsidiaries enters
      into an agreement with respect to, or consummates, such Acquisition
      Proposal, or (C) following the commencement, public proposal, public
      disclosure or communication of an Acquisition Proposal to Summit (or the
      public disclosure or communication to Summit of the willingness of any
      Person to make an Acquisition Proposal), the requisite approval of
      Summit's shareholders for the Merger is not obtained at the Shareholders'
      Meeting, Summit shall (X) reimburse Liberty for all Expenses (as defined
      below) upon demand and


                                      25
<PAGE>

      (Y) in the event any Acquisition Proposal is consummated on or before
      December 31, 1999, pay immediately to Liberty $10,000,000 (the "Section
      6(i) Fee").

            (ii) For purposes of this Section 6(i), "Expenses" shall mean all
      reasonable fees and expenses incurred or paid by or on behalf of Liberty
      in connection with the Merger or the consummation of any of the
      transactions contemplated by this Agreement, including all reasonable
      printing costs and reasonable fees and expenses of counsel, investment
      banking firms, accountants, experts and consultants to Liberty.

      (j) Shareholder Litigation. Summit shall give Liberty, at Liberty's
expense, the opportunity to participate in the defense or settlement of any
shareholder litigation against Summit and its directors relating to the
transactions contemplated by this Agreement, provided, however, that no such
settlement shall be agreed to without Liberty's consent, which consent shall not
be unreasonably withheld or delayed.

      (k) Employment Agreement. The Surviving Corporation shall enter into and
perform the Bull Employment Agreement in the form attached as Exhibit B hereto.

      (l) Indemnification and Insurance.

            (i) Upon and following consummation of the Merger, except to the
      extent prohibited by law, Liberty and the Surviving Corporation jointly
      and severally shall indemnify, defend and hold harmless Russell L. Wall,
      the Chief Executive Officer of Summit, and each Person who is now, or has
      been at any time prior to the date hereof or who becomes prior to the
      Effective Time, a director (whether elected or appointed), of Summit or
      any of its predecessor entities against any and all claims, damages,
      liabilities, losses, costs, charges, expenses (including, without
      limitation, reasonable costs of investigation, and the reasonable fees and
      disbursements of legal counsel and other advisers and experts as incurred
      (including, without limitation, incurred in connection with enforcing the
      provisions of this Section 6(l))), judgments, fines, penalties and amounts
      paid in settlement, asserted against, incurred by or imposed upon Mr. Wall
      or any such director, in connection with, arising out of or relating to
      any threatened, pending or completed claim, action, suit or proceeding,
      whether asserted or claimed prior to, at or after the Effective Time
      (whether civil, criminal, administrative or investigative, including,
      without limitation any and all claims, actions, suits, proceedings or
      investigations by or on behalf of or in the right of or against Summit or
      any Subsidiary of Summit or their Affiliates, or by any present or former
      shareholder of Summit (collectively, "Claims")), including, without
      limitation, Mr. Wall's service as Chief Financial Officer and the
      director's service as a member of Summit's Board of Directors, the events
      leading up to the execution of this Agreement or any breach of any duty in
      connection with any of the foregoing. Liberty or the Surviving Corporation
      shall, before final disposition of a proceeding, advance funds to pay for
      or reimburse reasonable expenses incurred by a Person covered by this
      Section 6(l).


                                      26
<PAGE>

            (ii) Upon the consummation of the Merger, and from and after the
      Effective Time, to the fullest extent permitted by law, the Surviving
      Corporation shall assume and honor any obligation of Summit immediately
      prior to the Effective Time with respect to the indemnification of any
      director (whether elected or appointed), officer or employee of Summit or
      any Subsidiary or predecessor of Summit (collectively, the "indemnities")
      arising out of Summit's Articles of Incorporation or By-Laws as if such
      obligations were pursuant to a contract or arrangement between the
      Surviving Corporation and such indemnities. In addition, Liberty
      acknowledges and agrees that the Indemnity Agreements shall continue in
      full force and effect as obligations of the Surviving Corporation
      following the Effective Time.

            (iii) Liberty shall cause Summit's current officers' and directors'
      liability insurance to be continuously maintained in full force and effect
      without reduction of coverage for a period of six years after the
      Effective Time, provided that Liberty may substitute therefor policies of
      at least the same coverage and amounts containing terms and conditions
      which are not materially less advantageous to the indemnitees, and each of
      which is issued by an insurer having a claims-paying rating at least as
      good as the rating of the issuer of Summit's existing policy.

      (m) Investment Portfolio.

            (i) From the date hereof through the Closing Date, the Insurance
      Subsidiaries shall manage the investment portfolios for the Insurance
      Subsidiaries in accordance with their respective investment guidelines as
      in place on the date hereof.

            (ii) No more than three days prior to the Closing Date, Summit shall
      deliver to Liberty a list of all investments in the investment portfolios
      for Summit and its Subsidiaries as of a date not more than three business
      days prior to the date such list is delivered to Liberty.

      (n) Reinsurance Agreements. From the date hereof through the Closing 
Date, Summit and each of its Subsidiaries shall not, without the prior 
written approval of Liberty, except in the Ordinary Course of Business (i) 
amend any reinsurance or retrocession agreement, (ii) enter into or commit to 
enter into any loss portfolio transfer or other similar transaction, 
agreement or arrangement or series of related transactions, agreements or 
arrangements involving any ceded reinsurance of Summit or any of its 
Subsidiaries, (iii) enter into or commit to enter into any reinsurance or 
retrocession contract or treaty except to replace, renew or extend existing 
reinsurance and retrocession agreements and treaties on terms which are not 
different in any material respect from the terms of the agreement or treaty 
being replaced, renewed or extended, as the case may be, or (iv) commute or 
terminate any contract of reinsurance, which at the time of commutation or 
termination is legally carried on the books of Summit and its Subsidiaries in 
an amount of $1,000,000 or more. All reinsurance or retrocession agreements 
or treaties permitted by this Section 6(n) shall not have a change of control 
or similar provision which would

                                      27
<PAGE>

require Summit or any of its Subsidiaries to obtain a consent to consummate the
transactions contemplated hereby (unless such provisions shall have been waived
prior to Closing).

      (o) Redemption of Series A Preferred Stock. At least three days prior to
the Effective Time, Summit shall provide in writing to Liberty the aggregate
amount required to redeem all of the outstanding shares of Series A Preferred
Stock at the Effective Time, which shall be the aggregate Liquidation Preference
(as defined in Summit's Articles of Incorporation) plus all cumulated and unpaid
dividends (the "Series A Amount"). On or prior to the Effective Time, Liberty
shall deposit with Chase Mellon an amount in cash equal to the Series A Amount.
Summit shall take, or cause to be taken, all such actions and give such notice
and take all such other actions as required pursuant to Summit's Articles of
Incorporation so that the Series A Preferred Stock will be redeemed
simultaneously with the Effective Time.

      7. Conditions Precedent.

      (a) Conditions to Each Party's Obligation to Effect the Merger. The
respective obligation of each party to effect the Merger is subject to the
satisfaction or waiver on or prior to the Closing Date of the following
conditions:

            (i) Shareholder Approval. This Agreement and the Merger shall have
      been approved and adopted by the shareholders of Summit in the manner
      contemplated by Section 3(y) and in compliance with the Florida Business 
      Act and other applicable law.

            (ii) Governmental and Regulatory Consents. All filings required to
      be made prior to the Effective Time with, and all consents, approvals,
      permits and authorizations required to be obtained prior to the Effective
      Time from Governmental Entities, including, without limitation, those set
      forth in Section 3(c) of the Disclosure Schedule, in connection with the
      execution and delivery of this Agreement and the consummation of the
      transactions contemplated hereby by Liberty, the Acquisition Sub and
      Summit, will have been made or obtained (as the case may be), provided,
      however, that such consents, approvals, permits and authorizations may be
      subject to conditions customarily imposed by state Governmental Entities
      charged with the supervision of insurance companies.

            (iii) HSR Act. The waiting period (and any extension thereof)
      applicable to the Merger under the HSR Act shall have been terminated or
      shall have otherwise expired.

            (iv) No Injunctions or Restraints. No temporary restraining order,
      preliminary or permanent injunction or other order issued by any court of
      competent jurisdiction or other legal restraint or prohibition preventing
      the consummation of the Merger shall be in effect, provided, however, that
      Liberty and Summit shall use reasonable efforts to have any such order or
      injunction vacated.


                                      28
<PAGE>

      (b) Conditions to Obligations of Liberty and the Acquisition Sub. The
obligations of Liberty and the Acquisition Sub to effect the Merger are further
subject to the following conditions:

            (i) Representations and Warranties. The representations and
      warranties of Summit set forth in this Agreement shall be assessed as of
      the date of this Agreement and as of the Effective Time with the same
      effect as though all such representations and warranties had been made on
      and as of the Effective Time (provided that representations and warranties
      that speak of an earlier date shall speak only of such date). The
      representations and warranties set forth in Section 3(b) shall be true and
      correct (except for inaccuracies that are de minimus in amount). The
      representations and warranties set forth in Section 3(c) shall be true and
      correct in all material respects. There shall not exist inaccuracies in
      the other representations and warranties of Summit set forth in this
      Agreement such that the aggregate effect of such inaccuracies has, or is
      reasonably likely to have, a Summit Material Adverse Effect, provided
      that, for purposes of this sentence only, those representations and
      warranties that are qualified by reference to "material" or are measured
      in terms of a Summit Material Adverse Effect shall be deemed not to
      include such qualification. Liberty shall have received a certificate
      signed on behalf of Summit by the chief executive officer and the chief
      financial officer of Summit to the effect set forth in this 
      Section 7(b)(i).

            (ii) Performance of Obligations of Summit. Summit shall have
      performed in all material respects all obligations required to be
      performed by it under this Agreement at or prior to the Closing Date, and
      Liberty shall have received a certificate signed on behalf of Summit by
      the chief executive officer and the chief financial officer of Summit to
      such effect.

            (iii) Receipt of Legal Opinion. Liberty shall have received an
      opinion, dated the Closing Date, from Alston & Bird LLP, counsel to
      Summit, addressing the matters set forth on Exhibit C hereto.

      (c) Conditions to Obligation of Summit. The obligation of Summit to effect
the Merger is further subject to the following conditions:

            (i) Representations and Warranties. The representations and 
      warranties of Liberty and the Acquisition Sub set forth in Section 4 
      shall be true and correct in all material respects, in each case as of 
      the date hereof and as of the Closing Date as though made on and as of 
      the Closing Date, except to the extent such representations and 
      warranties speak as of an earlier date, and Summit shall have received 
      a certificate signed on behalf of Liberty by two executive officers of 
      Liberty to the effect set forth in this Section 7(c)(i).

            (ii) Performance of Obligations of Liberty and Acquisition Sub.
      Liberty and Acquisition Sub shall have performed in all material aspects
      all obligations required to be performed by them under this Agreement at
      or prior to the Closing Date, and Summit


                                      29
<PAGE>

      shall have received a certificate signed on behalf of Liberty by two
      executive officers of Liberty to such effect.

            (iii) Receipt of Legal Opinion. Summit shall have received an
      opinion, dated the Closing Date, from Choate, Hall & Stewart, counsel to
      Liberty, addressing the matters set forth on Exhibit D hereto.

      8. Termination, Amendment and Waiver.

      (a) Termination. This Agreement may be terminated and abandoned at any
time prior to the Effective Time, whether before or after approval of matters
presented in connection with the Merger by the shareholders of Summit:

            (i) by mutual written consent of Liberty and Summit; or

            (ii) by either Liberty or Summit (by notice to the other):

                  (A) if any required approval of the shareholders of Summit,
            upon a vote at a duly held Shareholders' Meeting or any adjournment
            thereof, shall not have been obtained; or

                  (B) if the Merger shall not have been consummated on or before
            December 31, 1998, unless the failure to consummate the Merger is
            the result of a willful and material breach of this Agreement by the
            party seeking to terminate this Agreement; or

                  (C) if any Governmental Entity shall have issued an order,
            decree or ruling or taken any other action permanently enjoining,
            restraining or otherwise prohibiting the Merger and such order,
            decree, ruling or other action shall have become final and
            nonappealable; or

                  (D) if the Board of Directors of Summit shall have taken any
            action specified in clauses (i) through (iii) of the first sentence
            of Section 6(g).

      (b) Effect of Termination. In the event of termination of this 
Agreement by either Summit or Liberty as provided in Section 8(a), this 
Agreement shall forthwith become void and have no effect, without any 
liability or obligation on the part of Liberty, the Acquisition Sub or 
Summit, other than the last two sentences of Section 6(c), Sections 6(i), 
8(b) and Sections 9(b) through (i). Nothing contained in this Section 8(b) 
shall relieve any party from any liability resulting from any willful and 
material breach of the representations, warranties, covenants or agreements 
set forth in this Agreement.

      (c) Amendment. Subject to the applicable provisions of the Florida
Business Act, at any time prior to the Effective Time, the Parties hereto may
modify or amend this Agreement,


                                      30
<PAGE>

by written agreement executed and delivered by duly authorized officers of the
respective Parties, provided, however, that after approval of the Merger by the
shareholders of Summit, no amendment shall be made which reduces the
consideration payable in the Merger or adversely affects the rights of Summit's
shareholders hereunder without the approval of such shareholders. This Agreement
may not be amended except by an instrument in writing signed on behalf of each
of the Parties.

      (d) Extension; Waiver. At any time prior to the Effective Time, the 
Parties may (i) extend the time for the performance of any of the obligations 
or other acts of the other Parties, (ii) waive any inaccuracies in the 
representations and warranties of the other Parties contained in this 
Agreement or in any document delivered pursuant to this Agreement or (iii) 
subject to Section 8(c), waive compliance with any of the agreements or 
conditions of the other Parties contained in this Agreement. Any agreement on 
the part of a party to any such extension or waiver shall be valid only if 
set forth in an instrument in writing signed on behalf of such party. The 
failure of any party to this Agreement to assert any of its rights under this 
Agreement or otherwise shall not constitute a waiver of such rights.

      (e) Procedure for Termination, Amendment, Extension or Waiver. A 
termination of this Agreement pursuant to Section 8(a), an amendment of this 
Agreement pursuant to Section 8(c) or an extension or waiver pursuant to 
Section 8(d) shall, in order to be effective, require in the case of Liberty, 
the Acquisition Sub or Summit, action by its Board of Directors or the duly 
authorized designee of its Board of Directors.

      9. General Provisions.

      (a) Survival of Representations and Warranties. The representations and 
warranties in this Agreement shall not survive the Closing. This Section 9(a) 
shall not limit any covenant or agreement of the Parties which by its terms 
contemplates performance after the Effective Time.

      (b) Fees and Expenses. Except as provided otherwise in Section 6(i), 
whether or not the Merger shall be consummated, each party hereto shall pay 
its own expenses incident to preparing for, entering into and carrying out 
this Agreement and the consummation of the transactions contemplated hereby.

      (c) Notices. All notices, requests, claims, demands and other
communications under this Agreement shall be in writing and shall be deemed
given and effective (i) if delivered personally, (ii) if sent by overnight
courier (providing proof of delivery) or (iii) upon the third business day
following mailing by registered mail, postage prepaid, to the Parties at the
following addresses (or at such other address for a party as shall be specified
by like notice):

              (i) if to Liberty or Acquisition Sub, to

                  Liberty Mutual Insurance Company
                  175 Berkeley Street


                                      31
<PAGE>

                  Boston, Massachusetts  02117-0140
                  Attn:  General Counsel

                  with copies (which shall not constitute notice) to:

                  Fred G. Marziano
                  Liberty Mutual Insurance Company
                  175 Berkeley Street
                  Boston, Massachusetts  02117-0140

                  Choate, Hall & Stewart
                  Exchange Place
                  53 State Street
                  Boston, Massachusetts  02109
                  Attn:  Stephen K. Fogg, Esq.

             (ii) if to Summit, to

                  Summit Holding Southeast, Inc.
                  2310 A-Z Park Road
                  Lakeland, Florida  33801
                  Attn:  William B. Bull

                  with copies (which shall not constitute notice) to:

                  Alston & Bird LLP
                  One Atlantic Center
                  1201 West Peachtree Street
                  Atlanta, Georgia  30309-3424
                  Attn:  Sidney J. Nurkin, Esq.

      (d) Interpretation. When a reference is made in this Agreement to a 
Section (Section), Exhibit or Schedule, such reference shall be to a Section 
(Section) of, or an Exhibit or Schedule to, this Agreement unless otherwise 
indicated. The 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."

      (e) Counterparts. This Agreement may be executed in one or more
counterparts, all of which shall be considered one and the same agreement and
shall become effective when one or more counterparts have been signed by each of
the Parties and delivered to the other Parties.

      (f) Entire Agreement; Third-Party Beneficiaries. This Agreement and the
other agreements referred to herein, including without limitation the
Confidentiality Agreement,


                                      32
<PAGE>

constitute the entire agreement, and supersede all prior agreements and
understandings, both written and oral, among the Parties with respect to the
subject matter of this Agreement. This Agreement is not intended to confer upon
any Person other than the Parties hereto and the third party beneficiaries
referred to in the following sentence any rights or remedies. The Parties hereto
expressly intend the provisions of Section 6(l) to confer a benefit upon and be
enforceable by, as third party beneficiaries of this Agreement, the third
Persons referred to in, or intended to be benefitted by, such provisions and
such Person's heirs and legal representatives.

      (g) Governing Law. This Agreement shall be governed by, and construed in
accordance with, the domestic substantive laws of The Commonwealth of
Massachusetts, without giving effect to any choice or conflicts of laws rule or
provision that would result in the application of the domestic substantive laws
of any other jurisdiction.

      (h) Assignment. Neither this Agreement nor any of the rights, interests or
obligations under this Agreement shall be assigned, in whole or in part, by
operation of law or otherwise by any of the Parties without the prior written
consent of the other Parties, and any such assignment that is not consented to
shall be null and void. Subject to the preceding sentence, this Agreement will
be binding upon, inure to the benefit of, and be enforceable by, the Parties and
their respective successors and permitted assigns.

      (i) Enforcement. The Parties agree that irreparable damage would occur in
the event that any of the provisions of this Agreement were not performed in
accordance with their specific terms or were otherwise breached. It is
accordingly agreed that the Parties shall be entitled to an injunction or
injunctions to prevent breaches of this Agreement and to enforce specifically
the terms and provisions of this Agreement.

           [The remainder of this page is left blank intentionally.]


                                      33
<PAGE>

      IN WITNESS WHEREOF, Liberty, the Acquisition Sub and Summit have executed
this Agreement under seal as of the date first above written.

                                    LIBERTY MUTUAL INSURANCE
                                    COMPANY



                                    /s/ Geoffrey E. Hunt
                                    -------------------------------
                                    By:    Geoffrey E. Hunt
                                    Title: Vice President


                                    SPACE MOUNTAIN ACQUISITION CORP.


                                    /s/ Geoffrey E. Hunt
                                    -------------------------------
                                    By:    Geoffrey E. Hunt
                                    Title: Vice President


                                    SUMMIT HOLDING SOUTHEAST, INC.


                                    /s/ William B. Bull
                                    -------------------------------
                                    By:    William B. Bull
                                    Title: President


                                      34
<PAGE>

                                  APPENDIX I

                             Certain Defined Terms

      "Acquisition Sub" has the meaning set forth in the preface.

      "Affiliate" has the meaning set forth in Rule 12b-2 of the regulations
promulgated under the Exchange Act.

      "Affiliated Group" means any affiliated group within the meaning of Code
Section 1504(a).

      "Acquisition Proposal" has the meaning set forth in Section 6(f).

      "Articles of Merger" has the meaning set forth in Section 2(c)(i).

      "Audited Financial Statements" has the meaning set forth in Section 3(g).

      "Benefit Arrangements" has the meaning set forth in Section 3(s).

      "Bull Employment Agreement" has the meaning set forth in Section 3(cc).

      "Claims"  has the meaning set forth in Section 6(l).

      "Closing" has the meaning set forth in Section 2(b).

      "Closing Date" has the meaning set forth in Section 2(b).

      "Code" means the Internal Revenue Code of 1986, as amended, and the
Treasury Regulations promulgated thereunder.

      "Confidentiality Agreement" has the meaning set forth in Section 6(c).

      "Disclosure Schedule" has the meaning set forth in Section 3.

      "Effective Time" has the meaning set forth in Section 2(c)(i).

      "Environmental, Health, and Safety Laws" means the Comprehensive
Environmental Response, Compensation and Liability Act of 1980, the Resource
Conservation and Recovery Act of 1976, and the Occupational Safety and Health
Act of 1970, each as amended, together with all other laws (including rules,
regulations, codes, plans, injunctions, judgments, orders, decrees, rulings, and
charges thereunder) of federal, state, local, and foreign governments (and all
agencies thereof) concerning pollution or protection of the environment, public
health and safety, or employee health and safety, including laws relating to
emissions, discharges, releases, or


                                     A-1
<PAGE>

threatened releases of pollutants, contaminants, or chemical, industrial,
hazardous, or toxic materials or wastes into ambient air, surface water, ground
water, or lands or otherwise relating to the manufacture, processing,
distribution, use, treatment, storage, disposal, transport, or handling of
pollutants, contaminants, or chemical, industrial, hazardous, or toxic materials
or wastes.

      "ERISA" means the Employee Retirement Income Security Act of 1974, as
amended, and the regulations promulgated thereunder.

      "ERISA Affiliate" shall mean each trade or business (whether or not
incorporated) that, together with Summit, would be treated as a single employer
under Section 4001(b) of ERISA, or that is a member of a group of which Summit
is a member and that is controlled within the meaning of Section 4971(e)(2)(B)
of the Code.

      "Exchange Act" has the meaning set forth in Section 3(c).

      "Expenses" has the meaning set forth in Section 6(i).

      "Extremely Hazardous Substance" has the meaning set forth in Section 
302 of the Emergency Planning and Community Right-to-Know Act of 1986, as 
amended.

      "Florida Business Act" has the meaning set forth in Section 2(a).

      "GAAP" means United States generally accepted accounting principles as in
effect from time to time.

      "Governmental Entity" has the meaning set forth in Section 2(d)(v).

      "HSR Act" has the meaning set forth in Section 3(c).

      "Incentive Plan" has the meaning set forth in Section 2(c)(viii).

      "Indemnity Agreements" means collectively the eight Indemnity Agreements
entered into on May 28, 1997, between Summit and each of Greg C. Branch, William
B. Bull, C. C. Dockery, John Gray, Robert L. Noojin, Sr., Thomas S. Petcoff,
Robert Siegel and Russell L. Wall.

      "Insurance Subsidiaries" has the meaning set forth in Section 3(i).

      "Intangible Property" has the meaning set forth in Section 3(l).

      "Knowledge" means actual knowledge after reasonable investigation.
Knowledge of Persons that are not individuals shall be deemed to include
Knowledge of such Persons' directors and executive officers.


                                     A-2
<PAGE>

      "Liability" means any liability (whether known or unknown, whether
asserted or unasserted, whether absolute or contingent, whether accrued or
unaccrued, whether liquidated or unliquidated, and whether due or to become
due), including any liability for Taxes.

      "Liberty" has the meaning set forth in the preface.

      "Licenses" has the meaning set forth in Section 3(i).

      "Liens" has the meaning set forth in Section 3(b).

      "Merger" has the meaning set forth in Section 2(a).

      "Merger Consideration" has the meaning set forth in Section 2(c)(v).

      "Multiemployer Plan" shall mean any Plan that is a "multiemployer plan" as
defined in Section 4001(a)(3) of ERISA.

      "Ordinary Course of Business" means the ordinary course of business
consistent with past custom and practice (including with respect to quantity and
frequency).

      "Party" has the meaning set forth in the preface.

      "Paying Agent" has the meaning set forth in Section 2(d)(i).

      "Payment Fund" has the meaning set forth in Section 2(d)(i).

      "Person" means an individual, a partnership, a corporation, an
association, a joint stock company, a trust, a joint venture, an unincorporated
organization, or a Governmental Entity.

      "Plan" means an "employee benefit plan" (as defined in Section 3(3) of
ERISA) that is or, within the preceding five years, has been established or
maintained, or to which contributions are or, within the preceding five years,
have been made or required to be made, by Summit or any ERISA Affiliate or with
respect to which Summit or any ERISA Affiliate may have any liability.

      "Proxy Statement" has the meaning set forth in Section 3(c).

      "SEC" has the meaning set forth in Section 3(c).

      "Section 6(i) Fee" has the meaning set forth in Section 6(i).

      "SEC Documents" has the meaning set forth in Section 3(d).

      "Securities Act" has the meaning set forth in Section 3(d).


                                     A-3
<PAGE>

      "Security Interest" means any mortgage, pledge, lien, encumbrance, charge,
or other security interest, other than (a) mechanic's, materialman's, and
similar liens, (b) liens for taxes not yet due and payable or for taxes that the
taxpayer is contesting in good faith through appropriate proceedings, (c)
purchase money liens and liens securing rental payments under capital lease
arrangements, and (d) other liens arising in the Ordinary Course of Business and
not incurred in connection with the borrowing of money.

      "Series A Amount" has the meaning set forth in Section 6(o).

      "Series A Preferred Stock" has the meaning set forth in Section 3(b).

      "Shareholders' Meeting" has the meaning set forth in  Section 3(e).

      "Statutory Financial Statements" has the meaning set forth in Section 
3(bb).

      "Subsidiary" means any of the direct or indirect, partially- or
wholly-owned, subsidiaries of Summit, but not including any entity of which
Summit owns, directly or indirectly, 5% or less of the equity, so owned by
Summit solely as an investment portfolio asset, and "Subsidiaries" means all of
such subsidiaries.

      "Summit" has the meaning set forth in the preface.

      "Summit Common Stock" means any share of the Common Stock, $.01 par value
per share, of Summit.

      "Summit Material Adverse Effect" means an event, change or occurrence
that, individually or together with any other events, changes or occurrences,
has a material adverse effect on (a) the financial condition, business or
results of operations of Summit and its Subsidiaries taken as a whole, or (b)
the ability of Summit to perform its obligations under this Agreement or to
consummate the Merger or the other transactions contemplated by this Agreement,
provided, however, that a Summit Material Adverse Effect shall not include the
effect of any regulatory or statutory matter that has or may have an
industry-wide effect on the workers' compensation insurance industry in Florida.

      "Summit Options" has the meaning set forth in Section 2(c)(viii).

      "Summit Shares" has the meaning set forth in Section 3(b).

      "Surviving Corporation" has the meaning set forth in Section 2(a).

      "Tax" means any federal, state, local, or foreign income, gross 
receipts, license, payroll, employment, excise, severance, stamp, occupation, 
premium, windfall profits, environmental (including taxes under Code Section 
59A), customs duties, capital stock, franchise, profits, withholding,

                                     A-4
<PAGE>

social security (or similar), unemployment, disability, real property, personal
property, sales, use, transfer, registration, value added, alternative or add-on
minimum, estimated, or other tax of any kind whatsoever, including any interest,
penalty, or addition thereto, whether disputed or not.

      "Tax Return" means 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.

      "Treasury Regulation" means those regulations promulgated from time to
time under the Code.

      "Treaties" has the meaning set forth in Section 3(t).


                                     A-5


<PAGE>
                                                     
                                                                  EXHIBIT 99.2

                                OPTION AGREEMENT


      THIS OPTION AGREEMENT dated June 29, 1998, is by and among Gregory C.
Branch ("Holder"), Summit Holding Southeast, Inc., a Florida corporation (the
"Company"), and Liberty Mutual Insurance Company ("Liberty"). Certain other
terms are defined in section 1.

      On the date hereof, Liberty has entered into an Agreement and Plan of
Merger dated as of the date hereof (the "Merger Agreement") pursuant to which
Space Mountain Acquisition Corp., a wholly-owned subsidiary of Liberty, would be
merged with and into the Company. Holder agrees that the transactions
contemplated by the Merger Agreement are of value to him. In consideration of
the premises and other good and valuable consideration, the receipt and adequacy
of which is hereby acknowledged by the parties hereto, and in order to induce
Liberty to enter into the Merger Agreement, the parties hereby agree as follows:

1. Certain Definitions. Capitalized terms used in this Agreement without
definition have the respective meanings ascribed hereto in the Merger Agreement.
In addition, the following terms have the following respective meanings:

      "Common Stock" shall mean the common stock, $.01 par value, of the Company
      and any Shares into which such Common Stock shall have been changed or any
      Shares resulting from a reclassification of the Common Stock.

      "Exercise Price" shall have the meaning specified in section 2.1.

      "Option" shall have the meaning specified in section 2.

      "Option Exercise Period" shall mean the period of time beginning on the
      date that an Acquisition Proposal is commenced and ending on the
      Termination Date.

      "Option Notice" shall mean a notice, substantially in the form of Exhibit
      2.3 attached hereto, by which Liberty notifies Holder that it is
      exercising all or part of the Option.

      "Option Shares" shall mean the shares of Common Stock (and/or any other
      securities) purchasable from time to time upon exercise of the Option,
      including, without limitation, any shares of Common Stock (and/or other
      securities) issued or issuable with respect thereto by way of stock
      dividend or stock split or in connection with a combination of shares,
      recapitalization, merger, amalgamation, consolidation, other
      reorganization or otherwise.

      "Person" shall mean an individual, a corporation, an association, a
      joint-stock company, a business trust or other similar organization, a
      partnership, a limited liability company, a joint venture, a trust, an
      unincorporated organization or a government or any agency, instrumentality
      or political subdivision thereof.

<PAGE>

      "Shares" of any Person shall include any and all shares of capital stock,
      partnership interests, membership interests, or other shares, interests,
      participations or other equivalents (however designated and of any class)
      in the capital of, or other ownership interests in, such Person, and, as
      applied to the Company, includes shares of Common Stock.

      "transfer" shall mean any issue, sale, pledge, gift, assignment or other
      transfer.

2.    Option.

      2.1. Grant. Holder hereby grants to Liberty an irrevocable option (the
"Option") to purchase during the Option Exercise Period all or any part of
certain shares of Common Stock beneficially owned by Holder (including all
shares of Common Stock issuable to Holder upon the exercise of options to
purchase shares of Common Stock, whether or not currently vested or exercisable,
as of the date hereof), as set forth below Holder's name on the signature page
hereof, and any Common Stock of the Company that the Holder shall hereafter
acquire or be entitled to acquire (collectively, the "Option Shares"). As set
forth below Holder's name on the signature page hereof, certain shares of Common
Stock that are beneficially owned by Holder are not subject to this Agreement.
The Option may be exercised in whole or in part during the Option Exercise
Period at a per share option price equal to $33.00 per share, subject to
adjustment as set forth in section 3 hereof (the "Exercise Price").

      2.2. Term and Exercisability. The Option is exercisable with respect to
all of the Option Shares at any time prior to the "Termination Date", which
shall be the first to occur of: (a) the Effective Time of the Merger or the date
upon which any other merger, share exchange, consolidation, recapitalization,
significant asset sale or similar business combination of Summit is consummated;
(b) the date upon which the Merger Agreement is terminated in accordance with
either Section 8(a)(i), 8(a)(ii)(A), 8(a)(ii)(B) or 8(a)(ii)(C) thereof,
provided, however, that if the Merger Agreement is terminated pursuant to
Section 8(a)(ii)(A) following the commencement, public proposal, public
disclosure or communication of an Acquisition Proposal (as defined in the Merger
Agreement) to the Company (or the public disclosure or communication to the
Company of the willingness of any Person to make an Acquisition Proposal), then
clause (c) of this Section 2.2, rather than this clause (b), shall apply; or (c)
if an Acquisition Proposal (as defined in the Merger Agreement) is commenced on
or before December 31, 1998, at the close of business on December 31, 1999. The
Option shall, to the extent not theretofore exercised, expire and become void at
5:00 p.m. (Boston time) on the Termination Date.

      2.3. Method of Exercise.

            (a) To exercise the Option (in whole or in part), Liberty shall
      deliver to Holder (with a copy to the Company) (i) an Option Notice
      (substantially in the form of Exhibit 2.3 attached hereto) duly executed
      by Liberty and specifying the number of Option Shares to be purchased and
      (ii) an amount equal to the aggregate Exercise Price for all Option Shares
      as to which the Option is then being exercised. At the option of Liberty,
      payment of the

                                      2
<PAGE>

      Exercise Price shall be made (i) by wire transfer of immediately available
      funds (in U.S. dollars) to an account in a bank located in the United
      States designated by Holder for such purpose, (ii) by certified check
      payable to the order of Holder, or (iii) by any combination of such
      methods.

            (b) As promptly as practicable, and in any event within 10 Business
      Days after receipt of the copy of the Option Notice delivered pursuant to
      section 2.3(a), Holder shall deliver to the Company all certificates
      representing the number of Option Shares specified in the Option Notice
      endorsed by Holder for surrender to and cancellation by the Company, and
      the Company shall issue and deliver to Liberty, a certificate or
      certificates representing the number of Option Shares specified in the
      Option Notice. The Company shall, upon submission by Holder of a stock
      certificate or certificates representing the aggregate number of Shares
      issued upon such exercise, cancel such old certificate or certificates and
      issue a new certificate representing the remaining Option Shares.

            (c) Unless otherwise requested by Liberty, an Option shall be deemed
      to have been exercised and to be effective and the certificate or
      certificates representing Option Shares shall be deemed to have been
      issued, and Liberty shall be deemed to have become the holder of record of
      such Option Shares for all purposes, as of the close of business on the
      date on which the last of the Option Notice and payment of the Exercise
      Price shall have been received by Holder.

      2.4. Termination. This Agreement, and the option rights granted hereunder,
shall terminate upon the earliest to occur of: (a) the exercise of the Option in
whole in accordance with the terms of this Agreement and the payment (or the
making of provisions satisfactory to Holder for the payment) of all other sums
payable hereunder; (b) the Effective Time (as defined in the Merger Agreement);
or (c) the Termination Date.

3. Adjustments to Number of Shares. If the Company shall subdivide or combine
its Common Stock, the Exercise Price and the number of Option Shares issuable
upon exercise of the Option shall be equitably adjusted.

4. Representations, Warranties and Covenants of Holder.

      4.1 Representations and Warranties. Holder represents and warrants that:

            (a) This Agreement constitutes the valid and legally binding
      obligation of Holder, enforceable against him in accordance with its terms
      (except as such enforceability may be limited by bankruptcy, insolvency,
      reorganization or other laws affecting creditors' rights generally and by
      general equitable principles).

            (b) Holder is not in violation of or in default under any term of
      any agreement, document, instrument, judgment, decree, order, law,
      statute, rule or regulation applicable to him or any of his properties and
      assets, in any way which has resulted in, or could reasonably


                                      3
<PAGE>

      be expected to result in, a material adverse effect upon his ability to
      comply with the terms of this Agreement applicable to him.

            (c) The execution, delivery and performance of and the consummation
      of the transactions contemplated by this Agreement will not violate or
      constitute a default under any term of any agreement, document,
      instrument, judgment, decree, order, law, statute, rule or regulation
      applicable to Holder or to any of his properties and assets.

            (d) Holder, as of the date of this Agreement, (i) has good and
      marketable title to the Option Shares and (ii) is the sole record and
      beneficial owner of such Option Shares. As of the date of this Agreement,
      (x) all of the Option Shares are free and clear of all liens and other
      encumbrances, (y) no other Person has any interest, right or claim
      (contingent or otherwise) relating thereto and (z) none of the Option
      Shares are subject to (A) redemption, purchase or acquisition by any
      Person, (B) any rights with respect to registration, or qualification
      under applicable securities laws, (C) any preemptive or similar rights on
      the part of any other Person or (D) any lien, encumbrance, proxy, voting
      agreement, voting trust, stockholders agreement or similar agreement or
      restriction.

            (e) Holder beneficially owns no Common Stock or options to purchase
      Common Stock as of the date hereof other than as set forth in section 2.1.

      4.2 Covenants. From and after the date hereof and thereafter so long as
the Option is outstanding and exercisable, Holder agrees to duly perform and
observe for the benefit of Liberty each and all of the covenants and agreements
hereinafter set forth:

            (a) If any shares of Common Stock (and/or any securities) are issued
      or issuable or any other property (including, without limitation, any
      regularly scheduled cash dividend) or asset is distributed with respect to
      any Option Share by way of dividend or distribution (including any stock
      dividend), stock split or in connection with a combination of shares,
      recapitalization, merger, amalgamation, consolidation, other
      reorganization, or otherwise, Holder agrees that the same shall, without
      further action, constitute a part of the Option Shares in respect of which
      the same was issued, paid or otherwise distributed and Holder shall hold
      the same (including all certificates and other instruments evidencing the
      same, together with all necessary stock powers and endorsements), in trust
      pursuant to this Agreement for the benefit of Liberty and to be delivered
      upon exercise of the Option but without additional consideration or
      increase in the aggregate Exercise Price on account thereof.

            (b) Holder shall not, directly or indirectly, transfer, grant any
      interest in or create or suffer to exist any lien or any other encumbrance
      in respect of, the Option Shares (or any other shares, securities,
      properties or assets issued or issuable in respect thereof) or any right,
      title or interest therein or thereto.


                                      4
<PAGE>

            (c) From time to time hereafter, Holder shall execute and deliver,
      or shall cause to be executed and delivered, such additional agreements,
      documents and instruments and shall take all such other actions as Liberty
      may reasonably request for the purpose of implementing or effectuating the
      provisions of this Agreement.

            (d) To the extent that the exercise (in whole or in part) of the
      Option shall require the exercise of options held by Holder in order that
      there be available a sufficient number of shares for transfer to Liberty
      pursuant hereto, Holder shall exercise such options contemporaneously with
      the payment by Liberty to Holder of the Exercise Price hereunder with
      respect to such shares and cause such Common Stock to be issued.

5. Covenants of the Company. From and after the date hereof and thereafter so
long as the Option is outstanding and exercisable, the Company will execute and
deliver, or will cause to be executed and delivered, such additional agreements,
documents and instruments and will take all such other actions as Holder or
Liberty may reasonably request for the purpose of implementing or effectuating
the provisions of this Agreement.

6. Assignment. This Agreement shall be binding on and inure to the benefit of 
the parties hereto and their respective successors and assigns, provided that 
(a) Holder shall not be permitted to assign any of his rights or obligations 
hereunder and (b) Liberty may assign any or all of its rights and obligations 
hereunder to one or more wholly-owned subsidiaries of Liberty.

7. Amendments and Waivers. This Agreement may not be amended except by a written
instrument signed by (a) the Company, (b) Holder and (c) Liberty. No course of
dealing between any parties hereto and no delay by any party in exercising its
rights hereunder shall operate as a waiver of any fights of any party. No waiver
shall be deemed to be made by any party of its rights hereunder unless the same
shall be in writing signed on behalf of such party, and each waiver, if any,
shall be a waiver only with respect to the specific instance involved and shall
in no way impair the rights or obligations of any other party in any other
respect at any other time.

8. Notices. Any notices, requests, claims, demands and other communication under
this Agreement shall be in writing and shall be deemed given (a) if delivered
personally, (b) if sent by overnight courier (providing proof of delivery), or
(c) upon the third business day following mailing by registered mail, postage
prepaid, to the parties at the following addresses (or at such other address for
a party as shall be specified by like notice):

             (i) if to Liberty, to:

                 Liberty Mutual Insurance Company
                 175 Berkeley Street
                 Boston, Massachusetts  02117-0140
                 Attn.:  General Counsel

            (ii) if to the Company, to:


                                      5
<PAGE>

                 Summit Holding Southeast, Inc.
                 2310 A-Z Park Road
                 Lakeland, Florida  33801
                 Attn.:  William B. Bull

           (iii) if to Holder, to:

                 Gregory C. Branch
                 Summit Holding Southeast, Inc.
                 2310 A-Z Park Road
                 Lakeland, Florida  33801

9. Specific Performance. The parties hereto stipulate that the remedies at law
of any party hereto in the event of any default or threatened default by any
other party hereto in the performance of or compliance with the terms hereof are
not and will not be adequate and that, to the fullest extent permitted by law,
such terms may be specifically enforced by a decree for the specific performance
hereof whether by injunction against violation or otherwise.

10. Survival of Agreements, Representations and Warranties, etc. All agreements,
representations and warranties contained herein shall be deemed to have been
relied upon by Liberty and shall survive the execution and delivery of this
Agreement, the issue, sale and delivery of the Option and payment therefor and
any disposition of the Option by Liberty, whether or not any investigation at
any time is made by Liberty or on its behalf.

11. Governing Law; Jurisdiction; Waiver of Jury Trial. This Agreement, including
the validity hereof and the rights and obligations of the parties hereunder, and
all amendments and supplements hereof and all waivers and consents hereunder,
shall be construed in accordance with and governed by the domestic substantive
laws of the State of Florida without giving effect to any choice of law or
conflicts of law provision or rule that would cause the application of the
domestic substantive laws of any other jurisdiction. Each of the parties hereto
(a) consents to submit such party to the personal jurisdiction of any federal
court located in the State of Florida or any Florida state court in the event
any dispute arises out of this Agreement or any of the transactions contemplated
hereby, (b) agrees that such party will not attempt to deny or defeat such
personal jurisdiction by motion or other request for leave from any such court,
and (c) agrees that such party will not bring any action relating to this
Agreement or any of the transactions contemplated hereby in any court other than
a federal court sitting in the State of Florida or a Florida state court.

12. Miscellaneous. The headings in this Agreement are for purposes of reference
only and shall not limit or otherwise affect the meaning hereof or thereof. This
Agreement embodies the entire agreement and understanding between the parties
hereto and supersedes all prior agreements and understandings relating to the
subject matter hereof. Each covenant contained herein shall be construed (absent
an express provision to the contrary) as being independent of each other
covenant contained herein and therein, so that compliance with any one covenant
shall not (absent such an express contrary provision) be deemed to excuse
compliance with any other covenant. If any


                                      6
<PAGE>

provision in this Agreement refers to any action taken or to be taken by any
Person, or which such Person is prohibited from taking, such provision shall be
applicable, whether such action is taken directly or indirectly by such Person.
In case any provision in this Agreement shall be invalid, illegal or
unenforceable, the validity, legality and enforceability of the remaining
provisions shall not in any way be affected or impaired thereby. This Agreement
may be executed in any number of counterparts and by the parties hereto or
thereto, as the case may be, on separate counterparts but all such counterparts
shall together constitute but one and the same instrument.

           [The remainder of this page is intentionally left blank.]



                                      7
<PAGE>

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

                                    SUMMIT HOLDING SOUTHEAST, INC.


                                    By:   /s/ William B. Bull
                                          -------------------------------
                                          William B. Bull, President


                                    LIBERTY MUTUAL INSURANCE COMPANY


                                    By:   /s/ Geoffrey E. Hunt
                                          -------------------------------
                                          Geoffrey E. Hunt, Vice President


                                    /s/ Gregory C. Branch
                                    -------------------------------------
                                    Gregory C. Branch

                                    Number of Shares
                                    Beneficially Owned that are
                                    Subject to this Agreement: 274,237

                                    Number of Shares Beneficially
                                    Owned that are Not Subject to
                                    this Agreement: 0

                                    Total Number of Shares
                                    Beneficially Owned: 274,237



<PAGE>

                                               Exhibit 2.4 to Option Agreement


                              FORM OF OPTION NOTICE

               (To be executed only upon partial or full exercise
                                 of the Option)


      The undersigned registered holder of the Option (as defined in the Option
Agreement (the "Option Agreement") by and among Liberty Mutual Insurance
Company, Summit Holding Southeast, Inc. and Gregory C. Branch) irrevocably
exercises such Option for and purchases ______ shares of Common Stock of SUMMIT
HOLDING SOUTHEAST, INC. and herewith makes payment therefor in the amount of
$_______, all at the price, in the manner and on the terms and conditions
specified in the Option Agreement, and requests that a certificate (or ____
certificates in denominations of _______ shares) for such shares hereby
purchased be issued in the name of and delivered to (choose one) (a) the
undersigned or (b) _____________________, whose address is
___________________________________.


Dated: _____________ __, ____

                                    LIBERTY MUTUAL INSURANCE COMPANY


                                    By:_________________________________________


<PAGE>
                                              
                                                                  EXHIBIT 99.3

                                OPTION AGREEMENT


      THIS OPTION AGREEMENT dated June 29, 1998, is by and among William B. Bull
("Holder"), Summit Holding Southeast, Inc., a Florida corporation (the
"Company"), and Liberty Mutual Insurance Company ("Liberty"). Certain other
terms are defined in section 1.

      On the date hereof, Liberty has entered into an Agreement and Plan of
Merger dated as of the date hereof (the "Merger Agreement") pursuant to which
Space Mountain Acquisition Corp., a wholly-owned subsidiary of Liberty, would be
merged with and into the Company. Holder agrees that the transactions
contemplated by the Merger Agreement are of value to him. In consideration of
the premises and other good and valuable consideration, the receipt and adequacy
of which is hereby acknowledged by the parties hereto, and in order to induce
Liberty to enter into the Merger Agreement, the parties hereby agree as follows:

1. Certain Definitions. Capitalized terms used in this Agreement without
definition have the respective meanings ascribed hereto in the Merger Agreement.
In addition, the following terms have the following respective meanings:

      "Common Stock" shall mean the common stock, $.01 par value, of the Company
      and any Shares into which such Common Stock shall have been changed or any
      Shares resulting from a reclassification of the Common Stock.

      "Exercise Price" shall have the meaning specified in section 2.1.

      "Option" shall have the meaning specified in section 2.

      "Option Exercise Period" shall mean the period of time beginning on the
      date that an Acquisition Proposal is commenced and ending on the
      Termination Date.

      "Option Notice" shall mean a notice, substantially in the form of Exhibit
      2.3 attached hereto, by which Liberty notifies Holder that it is
      exercising all or part of the Option.

      "Option Shares" shall mean the shares of Common Stock (and/or any other
      securities) purchasable from time to time upon exercise of the Option,
      including, without limitation, any shares of Common Stock (and/or other
      securities) issued or issuable with respect thereto by way of stock
      dividend or stock split or in connection with a combination of shares,
      recapitalization, merger, amalgamation, consolidation, other
      reorganization or otherwise.

      "Person" shall mean an individual, a corporation, an association, a
      joint-stock company, a business trust or other similar organization, a
      partnership, a limited liability company,
<PAGE>

      a joint venture, a trust, an unincorporated organization or a government
      or any agency, instrumentality or political subdivision thereof.

      "Shares" of any Person shall include any and all shares of capital stock,
      partnership interests, membership interests, or other shares, interests,
      participations or other equivalents (however designated and of any class)
      in the capital of, or other ownership interests in, such Person, and, as
      applied to the Company, includes shares of Common Stock.

      "transfer" shall mean any issue, sale, pledge, gift, assignment or other
      transfer.

2. Option.

      2.1. Grant. Holder hereby grants to Liberty an irrevocable option (the
"Option") to purchase during the Option Exercise Period all or any part of
certain shares of Common Stock beneficially owned by Holder (including all
shares of Common Stock issuable to Holder upon the exercise of options to
purchase shares of Common Stock, whether or not currently vested or exercisable,
as of the date hereof), as set forth below Holder's name on the signature page
hereof, and any Common Stock of the Company that the Holder shall hereafter
acquire or be entitled to acquire (collectively, the "Option Shares"). As set
forth below Holder's name on the signature page hereof, certain shares of Common
Stock that are beneficially owned by Holder are not subject to this Agreement.
The Option may be exercised in whole or in part during the Option Exercise
Period at a per share option price equal to $33.00 per share, subject to
adjustment as set forth in section 3 hereof (the "Exercise Price").

      2.2. Term and Exercisability. The Option is exercisable with respect to
all of the Option Shares at any time prior to the "Termination Date", which
shall be the first to occur of: (a) the Effective Time of the Merger or the date
upon which any other merger, share exchange, consolidation, recapitalization,
significant asset sale or similar business combination of Summit is consummated;
(b) the date upon which the Merger Agreement is terminated in accordance with
either Section 8(a)(i), 8(a)(ii)(A), 8(a)(ii)(B) or 8(a)(ii)(C) thereof,
provided, however, that if the Merger Agreement is terminated pursuant to
Section 8(a)(ii)(A) following the commencement, public proposal, public
disclosure or communication of an Acquisition Proposal (as defined in the Merger
Agreement) to the Company (or the public disclosure or communication to the
Company of the willingness of any Person to make an Acquisition Proposal), then
clause (c) of this Section 2.2, rather than this clause (b), shall apply; or (c)
if an Acquisition Proposal (as defined in the Merger Agreement) is commenced on
or before December 31, 1998, at the close of business on December 31, 1999. The
Option shall, to the extent not theretofore exercised, expire and become void at
5:00 p.m. (Boston time) on the Termination Date.

      2.3. Method of Exercise.

            (a) To exercise the Option (in whole or in part), Liberty shall
      deliver to Holder (with a copy to the Company) (i) an Option Notice
      (substantially in the form of Exhibit 2.3


                                      2
<PAGE>

      attached hereto) duly executed by Liberty and specifying the number of
      Option Shares to be purchased and (ii) an amount equal to the aggregate
      Exercise Price for all Option Shares as to which the Option is then being
      exercised. At the option of Liberty, payment of the Exercise Price shall
      be made (i) by wire transfer of immediately available funds (in U.S.
      dollars) to an account in a bank located in the United States designated
      by Holder for such purpose, (ii) by certified check payable to the order
      of Holder, or (iii) by any combination of such methods.

            (b) As promptly as practicable, and in any event within 10 Business
      Days after receipt of the copy of the Option Notice delivered pursuant to
      section 2.3(a), Holder shall deliver to the Company all certificates
      representing the number of Option Shares specified in the Option Notice
      endorsed by Holder for surrender to and cancellation by the Company, and
      the Company shall issue and deliver to Liberty, a certificate or
      certificates representing the number of Option Shares specified in the
      Option Notice. The Company shall, upon submission by Holder of a stock
      certificate or certificates representing the aggregate number of Shares
      issued upon such exercise, cancel such old certificate or certificates and
      issue a new certificate representing the remaining Option Shares.

            (c) Unless otherwise requested by Liberty, an Option shall be deemed
      to have been exercised and to be effective and the certificate or
      certificates representing Option Shares shall be deemed to have been
      issued, and Liberty shall be deemed to have become the holder of record of
      such Option Shares for all purposes, as of the close of business on the
      date on which the last of the Option Notice and payment of the Exercise
      Price shall have been received by Holder.

      2.4. Termination. This Agreement, and the option rights granted hereunder,
shall terminate upon the earliest to occur of: (a) the exercise of the Option in
whole in accordance with the terms of this Agreement and the payment (or the
making of provisions satisfactory to Holder for the payment) of all other sums
payable hereunder; (b) the Effective Time (as defined in the Merger Agreement);
or (c) the Termination Date.

3. Adjustments to Number of Shares. If the Company shall subdivide or combine
its Common Stock, the Exercise Price and the number of Option Shares issuable
upon exercise of the Option shall be equitably adjusted.

4. Representations, Warranties and Covenants of Holder.

      4.1 Representations and Warranties. Holder represents and warrants that:

            (a) This Agreement constitutes the valid and legally binding
      obligation of Holder, enforceable against him in accordance with its terms
      (except as such enforceability may be limited by bankruptcy, insolvency,
      reorganization or other laws affecting creditors' rights generally and by
      general equitable principles).


                                      3
<PAGE>

            (b) Holder is not in violation of or in default under any term of
      any agreement, document, instrument, judgment, decree, order, law,
      statute, rule or regulation applicable to him or any of his properties and
      assets, in any way which has resulted in, or could reasonably be expected
      to result in, a material adverse effect upon his ability to comply with
      the terms of this Agreement applicable to him.

            (c) The execution, delivery and performance of and the consummation
      of the transactions contemplated by this Agreement will not violate or
      constitute a default under any term of any agreement, document,
      instrument, judgment, decree, order, law, statute, rule or regulation
      applicable to Holder or to any of his properties and assets.

            (d) Holder, as of the date of this Agreement, (i) has good and
      marketable title to the Option Shares and (ii) is the sole record and
      beneficial owner of such Option Shares. As of the date of this Agreement,
      (x) all of the Option Shares are free and clear of all liens and other
      encumbrances, (y) no other Person has any interest, right or claim
      (contingent or otherwise) relating thereto and (z) none of the Option
      Shares are subject to (A) redemption, purchase or acquisition by any
      Person, (B) any rights with respect to registration, or qualification
      under applicable securities laws, (C) any preemptive or similar rights on
      the part of any other Person or (D) any lien, encumbrance, proxy, voting
      agreement, voting trust, stockholders agreement or similar agreement or
      restriction.

            (e) Holder beneficially owns no Common Stock or options to purchase
      Common Stock as of the date hereof other than as set forth in section 2.1.

      4.2 Covenants. From and after the date hereof and thereafter so long as
the Option is outstanding and exercisable, Holder agrees to duly perform and
observe for the benefit of Liberty each and all of the covenants and agreements
hereinafter set forth:

            (a) If any shares of Common Stock (and/or any securities) are issued
      or issuable or any other property (including, without limitation, any
      regularly scheduled cash dividend) or asset is distributed with respect to
      any Option Share by way of dividend or distribution (including any stock
      dividend), stock split or in connection with a combination of shares,
      recapitalization, merger, amalgamation, consolidation, other
      reorganization, or otherwise, Holder agrees that the same shall, without
      further action, constitute a part of the Option Shares in respect of which
      the same was issued, paid or otherwise distributed and Holder shall hold
      the same (including all certificates and other instruments evidencing the
      same, together with all necessary stock powers and endorsements), in trust
      pursuant to this Agreement for the benefit of Liberty and to be delivered
      upon exercise of the Option but without additional consideration or
      increase in the aggregate Exercise Price on account thereof.

            (b) Holder shall not, directly or indirectly, transfer, grant any
      interest in or create or suffer to exist any lien or any other encumbrance
      in respect of, the Option Shares (or any


                                      4
<PAGE>

      other shares, securities, properties or assets issued or issuable in
      respect thereof) or any right, title or interest therein or thereto.

            (c) From time to time hereafter, Holder shall execute and deliver,
      or shall cause to be executed and delivered, such additional agreements,
      documents and instruments and shall take all such other actions as Liberty
      may reasonably request for the purpose of implementing or effectuating the
      provisions of this Agreement.

            (d) To the extent that the exercise (in whole or in part) of the
      Option shall require the exercise of options held by Holder in order that
      there be available a sufficient number of shares for transfer to Liberty
      pursuant hereto, Holder shall exercise such options contemporaneously with
      the payment by Liberty to Holder of the Exercise Price hereunder with
      respect to such shares and cause such Common Stock to be issued.

5. Covenants of the Company. From and after the date hereof and thereafter so
long as the Option is outstanding and exercisable, the Company will execute and
deliver, or will cause to be executed and delivered, such additional agreements,
documents and instruments and will take all such other actions as Holder or
Liberty may reasonably request for the purpose of implementing or effectuating
the provisions of this Agreement.

6. Assignment. This Agreement shall be binding on and inure to the benefit of 
the parties hereto and their respective successors and assigns, provided that 
(a) Holder shall not be permitted to assign any of his rights or obligations 
hereunder and (b) Liberty may assign any or all of its rights and obligations 
hereunder to one or more wholly-owned subsidiaries of Liberty.

7. Amendments and Waivers. This Agreement may not be amended except by a written
instrument signed by (a) the Company, (b) Holder and (c) Liberty. No course of
dealing between any parties hereto and no delay by any party in exercising its
rights hereunder shall operate as a waiver of any fights of any party. No waiver
shall be deemed to be made by any party of its rights hereunder unless the same
shall be in writing signed on behalf of such party, and each waiver, if any,
shall be a waiver only with respect to the specific instance involved and shall
in no way impair the rights or obligations of any other party in any other
respect at any other time.

8. Notices. Any notices, requests, claims, demands and other communication under
this Agreement shall be in writing and shall be deemed given (a) if delivered
personally, (b) if sent by overnight courier (providing proof of delivery), or
(c) upon the third business day following mailing by registered mail, postage
prepaid, to the parties at the following addresses (or at such other address for
a party as shall be specified by like notice):


                                      5
<PAGE>

             (i) if to Liberty, to:

                 Liberty Mutual Insurance Company
                 175 Berkeley Street
                 Boston, Massachusetts  02117-0140
                 Attn.:  General Counsel

            (ii) if to the Company, to:

                 Summit Holding Southeast, Inc.
                 2310 A-Z Park Road
                 Lakeland, Florida  33801
                 Attn.:  Gregory C. Branch

           (iii) if to Holder, to:

                 William B. Bull
                 Summit Holding Southeast, Inc.
                 2310 A-Z Park Road
                 Lakeland, Florida  33801

9. Specific Performance. The parties hereto stipulate that the remedies at law
of any party hereto in the event of any default or threatened default by any
other party hereto in the performance of or compliance with the terms hereof are
not and will not be adequate and that, to the fullest extent permitted by law,
such terms may be specifically enforced by a decree for the specific performance
hereof whether by injunction against violation or otherwise.

10. Survival of Agreements, Representations and Warranties, etc. All agreements,
representations and warranties contained herein shall be deemed to have been
relied upon by Liberty and shall survive the execution and delivery of this
Agreement, the issue, sale and delivery of the Option and payment therefor and
any disposition of the Option by Liberty, whether or not any investigation at
any time is made by Liberty or on its behalf.

11. Governing Law; Jurisdiction; Waiver of Jury Trial. This Agreement, including
the validity hereof and the rights and obligations of the parties hereunder, and
all amendments and supplements hereof and all waivers and consents hereunder,
shall be construed in accordance with and governed by the domestic substantive
laws of the State of Florida without giving effect to any choice of law or
conflicts of law provision or rule that would cause the application of the
domestic substantive laws of any other jurisdiction. Each of the parties hereto
(a) consents to submit such party to the personal jurisdiction of any federal
court located in the State of Florida or any Florida state court in the event
any dispute arises out of this Agreement or any of the transactions contemplated
hereby, (b) agrees that such party will not attempt to deny or defeat such
personal jurisdiction by motion or other request for leave from any such court,
and (c) agrees that such party will not bring any action


                                      6
<PAGE>

relating to this Agreement or any of the transactions contemplated hereby in any
court other than a federal court sitting in the State of Florida or a Florida
state court.

12. Miscellaneous. The headings in this Agreement are for purposes of reference
only and shall not limit or otherwise affect the meaning hereof or thereof. This
Agreement embodies the entire agreement and understanding between the parties
hereto and supersedes all prior agreements and understandings relating to the
subject matter hereof. Each covenant contained herein shall be construed (absent
an express provision to the contrary) as being independent of each other
covenant contained herein and therein, so that compliance with any one covenant
shall not (absent such an express contrary provision) be deemed to excuse
compliance with any other covenant. If any provision in this Agreement refers to
any action taken or to be taken by any Person, or which such Person is
prohibited from taking, such provision shall be applicable, whether such action
is taken directly or indirectly by such Person. In case any provision in this
Agreement shall be invalid, illegal or unenforceable, the validity, legality and
enforceability of the remaining provisions shall not in any way be affected or
impaired thereby. This Agreement may be executed in any number of counterparts
and by the parties hereto or thereto, as the case may be, on separate
counterparts but all such counterparts shall together constitute but one and the
same instrument.

           [The remainder of this page is intentionally left blank.]


                                      7
<PAGE>

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

                                    SUMMIT HOLDING SOUTHEAST, INC.


                                    By:   /s/ William B. Bull
                                          -------------------------------
                                          William B. Bull, President


                                    LIBERTY MUTUAL INSURANCE COMPANY


                                    By:   /s/ Geoffrey E. Hunt
                                          -------------------------------
                                          Geoffrey E. Hunt, Vice President


                                    /s/ William B. Bull
                                    -------------------------------------
                                    William B. Bull

                                    Number of Shares
                                    Beneficially Owned that are
                                    Subject to this Agreement: 263,377

                                    Number of Shares Beneficially
                                    Owned that are Not Subject to
                                    this Agreement: 10,000

                                    Total Number of Shares
                                    Beneficially Owned: 273,377


<PAGE>

                                               Exhibit 2.4 to Option Agreement


                              FORM OF OPTION NOTICE

               (To be executed only upon partial or full exercise
                                 of the Option)


      The undersigned registered holder of the Option (as defined in the Option
Agreement (the "Option Agreement") by and among Liberty Mutual Insurance
Company, Summit Holding Southeast, Inc. and William B. Bull) irrevocably
exercises such Option for and purchases ______ shares of Common Stock of SUMMIT
HOLDING SOUTHEAST, INC. and herewith makes payment therefor in the amount of
$_______, all at the price, in the manner and on the terms and conditions
specified in the Option Agreement, and requests that a certificate (or ____
certificates in denominations of _______ shares) for such shares hereby
purchased be issued in the name of and delivered to (choose one) (a) the
undersigned or (b) _____________________, whose address is
___________________________________.


Dated: _____________ __, ____

                                    LIBERTY MUTUAL INSURANCE COMPANY


                                    By:_________________________________________




<PAGE>
                                                      
                                                                  EXHIBIT 99.4

                                OPTION AGREEMENT


      THIS OPTION AGREEMENT dated June 29, 1998, is by and among C.C. Dockery
("Holder"), Summit Holding Southeast, Inc., a Florida corporation (the
"Company"), and Liberty Mutual Insurance Company ("Liberty"). Certain other
terms are defined in section 1.

      On the date hereof, Liberty has entered into an Agreement and Plan of
Merger dated as of the date hereof (the "Merger Agreement") pursuant to which
Space Mountain Acquisition Corp., a wholly-owned subsidiary of Liberty, would be
merged with and into the Company. Holder agrees that the transactions
contemplated by the Merger Agreement are of value to him. In consideration of
the premises and other good and valuable consideration, the receipt and adequacy
of which is hereby acknowledged by the parties hereto, and in order to induce
Liberty to enter into the Merger Agreement, the parties hereby agree as follows:

1. Certain Definitions. Capitalized terms used in this Agreement without
definition have the respective meanings ascribed hereto in the Merger Agreement.
In addition, the following terms have the following respective meanings:

      "Common Stock" shall mean the common stock, $.01 par value, of the Company
      and any Shares into which such Common Stock shall have been changed or any
      Shares resulting from a reclassification of the Common Stock.

      "Exercise Price" shall have the meaning specified in section 2.1.

      "Option" shall have the meaning specified in section 2.

      "Option Exercise Period" shall mean the period of time beginning on the
      date that an Acquisition Proposal is commenced and ending on the
      Termination Date.

      "Option Notice" shall mean a notice, substantially in the form of Exhibit
      2.3 attached hereto, by which Liberty notifies Holder that it is
      exercising all or part of the Option.

      "Option Shares" shall mean the shares of Common Stock (and/or any other
      securities) purchasable from time to time upon exercise of the Option,
      including, without limitation, any shares of Common Stock (and/or other
      securities) issued or issuable with respect thereto by way of stock
      dividend or stock split or in connection with a combination of shares,
      recapitalization, merger, amalgamation, consolidation, other
      reorganization or otherwise.

      "Person" shall mean an individual, a corporation, an association, a
      joint-stock company, a business trust or other similar organization, a
      partnership, a limited liability company,

<PAGE>

      a joint venture, a trust, an unincorporated organization or a government
      or any agency, instrumentality or political subdivision thereof.

      "Shares" of any Person shall include any and all shares of capital stock,
      partnership interests, membership interests, or other shares, interests,
      participations or other equivalents (however designated and of any class)
      in the capital of, or other ownership interests in, such Person, and, as
      applied to the Company, includes shares of Common Stock.

      "transfer" shall mean any issue, sale, pledge, gift, assignment or other
      transfer.

2. Option.

      2.1. Grant. Holder hereby grants to Liberty an irrevocable option (the
"Option") to purchase during the Option Exercise Period all or any part of
certain shares of Common Stock beneficially owned by Holder (including all
shares of Common Stock issuable to Holder upon the exercise of options to
purchase shares of Common Stock, whether or not currently vested or exercisable,
as of the date hereof), as set forth below Holder's name on the signature page
hereof, and any Common Stock of the Company that the Holder shall hereafter
acquire or be entitled to acquire (collectively, the "Option Shares"). As set
forth below Holder's name on the signature page hereof, certain shares of Common
Stock that are beneficially owned by Holder are not subject to this Agreement.
The Option may be exercised in whole or in part during the Option Exercise
Period at a per share option price equal to $33.00 per share, subject to
adjustment as set forth in section 3 hereof (the "Exercise Price").

      2.2. Term and Exercisability. The Option is exercisable with respect to
all of the Option Shares at any time prior to the "Termination Date", which
shall be the first to occur of: (a) the Effective Time of the Merger or the date
upon which any other merger, share exchange, consolidation, recapitalization,
significant asset sale or similar business combination of Summit is consummated;
(b) the date upon which the Merger Agreement is terminated in accordance with
either Section 8(a)(i), 8(a)(ii)(A), 8(a)(ii)(B) or 8(a)(ii)(C) thereof,
provided, however, that if the Merger Agreement is terminated pursuant to
Section 8(a)(ii)(A) following the commencement, public proposal, public
disclosure or communication of an Acquisition Proposal (as defined in the Merger
Agreement) to the Company (or the public disclosure or communication to the
Company of the willingness of any Person to make an Acquisition Proposal), then
clause (c) of this Section 2.2, rather than this clause (b), shall apply; or (c)
if an Acquisition Proposal (as defined in the Merger Agreement) is commenced on
or before December 31, 1998, at the close of business on December 31, 1999. The
Option shall, to the extent not theretofore exercised, expire and become void at
5:00 p.m. (Boston time) on the Termination Date.

      2.3. Method of Exercise.

            (a) To exercise the Option (in whole or in part), Liberty shall
      deliver to Holder (with a copy to the Company) (i) an Option Notice
      (substantially in the form of Exhibit 2.3


                                      2
<PAGE>

      attached hereto) duly executed by Liberty and specifying the number of
      Option Shares to be purchased and (ii) an amount equal to the aggregate
      Exercise Price for all Option Shares as to which the Option is then being
      exercised. At the option of Liberty, payment of the Exercise Price shall
      be made (i) by wire transfer of immediately available funds (in U.S.
      dollars) to an account in a bank located in the United States designated
      by Holder for such purpose, (ii) by certified check payable to the order
      of Holder, or (iii) by any combination of such methods.

            (b) As promptly as practicable, and in any event within 10 Business
      Days after receipt of the copy of the Option Notice delivered pursuant to
      section 2.3(a), Holder shall deliver to the Company all certificates
      representing the number of Option Shares specified in the Option Notice
      endorsed by Holder for surrender to and cancellation by the Company, and
      the Company shall issue and deliver to Liberty, a certificate or
      certificates representing the number of Option Shares specified in the
      Option Notice. The Company shall, upon submission by Holder of a stock
      certificate or certificates representing the aggregate number of Shares
      issued upon such exercise, cancel such old certificate or certificates and
      issue a new certificate representing the remaining Option Shares.

            (c) Unless otherwise requested by Liberty, an Option shall be deemed
      to have been exercised and to be effective and the certificate or
      certificates representing Option Shares shall be deemed to have been
      issued, and Liberty shall be deemed to have become the holder of record of
      such Option Shares for all purposes, as of the close of business on the
      date on which the last of the Option Notice and payment of the Exercise
      Price shall have been received by Holder.

      2.4. Termination. This Agreement, and the option rights granted hereunder,
shall terminate upon the earliest to occur of: (a) the exercise of the Option in
whole in accordance with the terms of this Agreement and the payment (or the
making of provisions satisfactory to Holder for the payment) of all other sums
payable hereunder; (b) the Effective Time (as defined in the Merger Agreement);
or (c) the Termination Date.

3. Adjustments to Number of Shares. If the Company shall subdivide or combine
its Common Stock, the Exercise Price and the number of Option Shares issuable
upon exercise of the Option shall be equitably adjusted.

4. Representations, Warranties and Covenants of Holder.

      4.1 Representations and Warranties. Holder represents and warrants that:

            (a) This Agreement constitutes the valid and legally binding
      obligation of Holder, enforceable against him in accordance with its terms
      (except as such enforceability may be limited by bankruptcy, insolvency,
      reorganization or other laws affecting creditors' rights generally and by
      general equitable principles).


                                      3
<PAGE>

            (b) Holder is not in violation of or in default under any term of
      any agreement, document, instrument, judgment, decree, order, law,
      statute, rule or regulation applicable to him or any of his properties and
      assets, in any way which has resulted in, or could reasonably be expected
      to result in, a material adverse effect upon his ability to comply with
      the terms of this Agreement applicable to him.

            (c) The execution, delivery and performance of and the consummation
      of the transactions contemplated by this Agreement will not violate or
      constitute a default under any term of any agreement, document,
      instrument, judgment, decree, order, law, statute, rule or regulation
      applicable to Holder or to any of his properties and assets.

            (d) Holder, as of the date of this Agreement, (i) has good and
      marketable title to the Option Shares and (ii) is the sole record and
      beneficial owner of such Option Shares. As of the date of this Agreement,
      (x) all of the Option Shares are free and clear of all liens and other
      encumbrances, (y) no other Person has any interest, right or claim
      (contingent or otherwise) relating thereto and (z) none of the Option
      Shares are subject to (A) redemption, purchase or acquisition by any
      Person, (B) any rights with respect to registration, or qualification
      under applicable securities laws, (C) any preemptive or similar rights on
      the part of any other Person or (D) any lien, encumbrance, proxy, voting
      agreement, voting trust, stockholders agreement or similar agreement or
      restriction.

            (e) Holder beneficially owns no Common Stock or options to purchase
      Common Stock as of the date hereof other than as set forth in section 2.1.

      4.2 Covenants. From and after the date hereof and thereafter so long as
the Option is outstanding and exercisable, Holder agrees to duly perform and
observe for the benefit of Liberty each and all of the covenants and agreements
hereinafter set forth:

            (a) If any shares of Common Stock (and/or any securities) are issued
      or issuable or any other property (including, without limitation, any
      regularly scheduled cash dividend) or asset is distributed with respect to
      any Option Share by way of dividend or distribution (including any stock
      dividend), stock split or in connection with a combination of shares,
      recapitalization, merger, amalgamation, consolidation, other
      reorganization, or otherwise, Holder agrees that the same shall, without
      further action, constitute a part of the Option Shares in respect of which
      the same was issued, paid or otherwise distributed and Holder shall hold
      the same (including all certificates and other instruments evidencing the
      same, together with all necessary stock powers and endorsements), in trust
      pursuant to this Agreement for the benefit of Liberty and to be delivered
      upon exercise of the Option but without additional consideration or
      increase in the aggregate Exercise Price on account thereof.

            (b) Holder shall not, directly or indirectly, transfer, grant any
      interest in or create or suffer to exist any lien or any other encumbrance
      in respect of, the Option Shares (or any


                                      4
<PAGE>

      other shares, securities, properties or assets issued or issuable in
      respect thereof) or any right, title or interest therein or thereto.

            (c) From time to time hereafter, Holder shall execute and deliver,
      or shall cause to be executed and delivered, such additional agreements,
      documents and instruments and shall take all such other actions as Liberty
      may reasonably request for the purpose of implementing or effectuating the
      provisions of this Agreement.

            (d) To the extent that the exercise (in whole or in part) of the
      Option shall require the exercise of options held by Holder in order that
      there be available a sufficient number of shares for transfer to Liberty
      pursuant hereto, Holder shall exercise such options contemporaneously with
      the payment by Liberty to Holder of the Exercise Price hereunder with
      respect to such shares and cause such Common Stock to be issued.

5. Covenants of the Company. From and after the date hereof and thereafter so
long as the Option is outstanding and exercisable, the Company will execute and
deliver, or will cause to be executed and delivered, such additional agreements,
documents and instruments and will take all such other actions as Holder or
Liberty may reasonably request for the purpose of implementing or effectuating
the provisions of this Agreement.

6. Assignment. This Agreement shall be binding on and inure to the benefit of 
the parties hereto and their respective successors and assigns, provided that 
(a) Holder shall not be permitted to assign any of his rights or obligations 
hereunder and (b) Liberty may assign any or all of its rights and obligations 
hereunder to one or more wholly-owned subsidiaries of Liberty.

7. Amendments and Waivers. This Agreement may not be amended except by a written
instrument signed by (a) the Company, (b) Holder and (c) Liberty. No course of
dealing between any parties hereto and no delay by any party in exercising its
rights hereunder shall operate as a waiver of any fights of any party. No waiver
shall be deemed to be made by any party of its rights hereunder unless the same
shall be in writing signed on behalf of such party, and each waiver, if any,
shall be a waiver only with respect to the specific instance involved and shall
in no way impair the rights or obligations of any other party in any other
respect at any other time.

8. Notices. Any notices, requests, claims, demands and other communication under
this Agreement shall be in writing and shall be deemed given (a) if delivered
personally, (b) if sent by overnight courier (providing proof of delivery), or
(c) upon the third business day following mailing by registered mail, postage
prepaid, to the parties at the following addresses (or at such other address for
a party as shall be specified by like notice):


                                      5
<PAGE>

             (i) if to Liberty, to:

                 Liberty Mutual Insurance Company
                 175 Berkeley Street
                 Boston, Massachusetts  02117-0140
                 Attn.:  General Counsel

            (ii) if to the Company, to:

                 Summit Holding Southeast, Inc.
                 2310 A-Z Park Road
                 Lakeland, Florida  33801
                 Attn.: William B. Bull

           (iii) if to Holder, to:

                 C.C. Dockery
                 P.O. Box 2805
                 Lakeland, Florida  33806

9. Specific Performance. The parties hereto stipulate that the remedies at law
of any party hereto in the event of any default or threatened default by any
other party hereto in the performance of or compliance with the terms hereof are
not and will not be adequate and that, to the fullest extent permitted by law,
such terms may be specifically enforced by a decree for the specific performance
hereof whether by injunction against violation or otherwise.

10. Survival of Agreements, Representations and Warranties, etc. All agreements,
representations and warranties contained herein shall be deemed to have been
relied upon by Liberty and shall survive the execution and delivery of this
Agreement, the issue, sale and delivery of the Option and payment therefor and
any disposition of the Option by Liberty, whether or not any investigation at
any time is made by Liberty or on its behalf.

11. Governing Law; Jurisdiction; Waiver of Jury Trial. This Agreement, including
the validity hereof and the rights and obligations of the parties hereunder, and
all amendments and supplements hereof and all waivers and consents hereunder,
shall be construed in accordance with and governed by the domestic substantive
laws of the State of Florida without giving effect to any choice of law or
conflicts of law provision or rule that would cause the application of the
domestic substantive laws of any other jurisdiction. Each of the parties hereto
(a) consents to submit such party to the personal jurisdiction of any federal
court located in the State of Florida or any Florida state court in the event
any dispute arises out of this Agreement or any of the transactions contemplated
hereby, (b) agrees that such party will not attempt to deny or defeat such
personal jurisdiction by motion or other request for leave from any such court,
and (c) agrees that such party will not bring any action relating to this
Agreement or any of the transactions contemplated hereby in any court other than
a federal court sitting in the State of Florida or a Florida state court.


                                      6
<PAGE>

12. Miscellaneous. The headings in this Agreement are for purposes of reference
only and shall not limit or otherwise affect the meaning hereof or thereof. This
Agreement embodies the entire agreement and understanding between the parties
hereto and supersedes all prior agreements and understandings relating to the
subject matter hereof. Each covenant contained herein shall be construed (absent
an express provision to the contrary) as being independent of each other
covenant contained herein and therein, so that compliance with any one covenant
shall not (absent such an express contrary provision) be deemed to excuse
compliance with any other covenant. If any provision in this Agreement refers to
any action taken or to be taken by any Person, or which such Person is
prohibited from taking, such provision shall be applicable, whether such action
is taken directly or indirectly by such Person. In case any provision in this
Agreement shall be invalid, illegal or unenforceable, the validity, legality and
enforceability of the remaining provisions shall not in any way be affected or
impaired thereby. This Agreement may be executed in any number of counterparts
and by the parties hereto or thereto, as the case may be, on separate
counterparts but all such counterparts shall together constitute but one and the
same instrument.

           [The remainder of this page is intentionally left blank.]


                                      7
<PAGE>

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

                                    SUMMIT HOLDING SOUTHEAST, INC.


                                    By:   /s/ William B. Bull
                                          -------------------------------
                                          William B. Bull, President


                                    LIBERTY MUTUAL INSURANCE COMPANY


                                    By:   /s/ Geoffrey E. Hunt
                                          -------------------------------
                                          Geoffrey E. Hunt, Vice President


                                    /s/ C.C. Dockery
                                    -------------------------------------
                                    C.C. Dockery

                                    Number of Shares
                                    Beneficially Owned that are
                                    Subject to this Agreement: 201,420

                                    Number of Shares Beneficially
                                    Owned that are Not Subject to
                                    this Agreement: 10,000

                                    Total Number of Shares
                                    Beneficially Owned: 211,420


<PAGE>

                                               Exhibit 2.4 to Option Agreement


                              FORM OF OPTION NOTICE

               (To be executed only upon partial or full exercise
                                 of the Option)


      The undersigned registered holder of the Option (as defined in the Option
Agreement (the "Option Agreement") by and among Liberty Mutual Insurance
Company, Summit Holding Southeast, Inc. and C.C. Dockery) irrevocably exercises
such Option for and purchases ______ shares of Common Stock of SUMMIT HOLDING
SOUTHEAST, INC. and herewith makes payment therefor in the amount of $_______,
all at the price, in the manner and on the terms and conditions specified in the
Option Agreement, and requests that a certificate (or ____ certificates in
denominations of _______ shares) for such shares hereby purchased be issued in
the name of and delivered to (choose one) (a) the undersigned or (b)
_____________________, whose address is
___________________________________.


Dated: _____________ __, ____

                                    LIBERTY MUTUAL INSURANCE COMPANY


                                    By:_________________________________________



<PAGE>

                                                       
                                                                  EXHIBIT 99.5


                                OPTION AGREEMENT


      THIS OPTION AGREEMENT dated June 29, 1998, is by and among Russell L. Wall
("Holder"), Summit Holding Southeast, Inc., a Florida corporation (the
"Company"), and Liberty Mutual Insurance Company ("Liberty"). Certain other
terms are defined in section 1.

      On the date hereof, Liberty has entered into an Agreement and Plan of
Merger dated as of the date hereof (the "Merger Agreement") pursuant to which
Space Mountain Acquisition Corp., a wholly-owned subsidiary of Liberty, would be
merged with and into the Company. Holder agrees that the transactions
contemplated by the Merger Agreement are of value to him. In consideration of
the premises and other good and valuable consideration, the receipt and adequacy
of which is hereby acknowledged by the parties hereto, and in order to induce
Liberty to enter into the Merger Agreement, the parties hereby agree as follows:

1. Certain Definitions. Capitalized terms used in this Agreement without
definition have the respective meanings ascribed hereto in the Merger Agreement.
In addition, the following terms have the following respective meanings:

      "Common Stock" shall mean the common stock, $.01 par value, of the Company
      and any Shares into which such Common Stock shall have been changed or any
      Shares resulting from a reclassification of the Common Stock.

      "Exercise Price" shall have the meaning specified in section 2.1.

      "Option" shall have the meaning specified in section 2.

      "Option Exercise Period" shall mean the period of time beginning on the
      date that an Acquisition Proposal is commenced and ending on the
      Termination Date.

      "Option Notice" shall mean a notice, substantially in the form of Exhibit
      2.3 attached hereto, by which Liberty notifies Holder that it is
      exercising all or part of the Option.

      "Option Shares" shall mean the shares of Common Stock (and/or any other
      securities) purchasable from time to time upon exercise of the Option,
      including, without limitation, any shares of Common Stock (and/or other
      securities) issued or issuable with respect thereto by way of stock
      dividend or stock split or in connection with a combination of shares,
      recapitalization, merger, amalgamation, consolidation, other
      reorganization or otherwise.

<PAGE>

      "Person" shall mean an individual, a corporation, an association, a
      joint-stock company, a business trust or other similar organization, a
      partnership, a limited liability company, a joint venture, a trust, an
      unincorporated organization or a government or any agency, instrumentality
      or political subdivision thereof.

      "Shares" of any Person shall include any and all shares of capital stock,
      partnership interests, membership interests, or other shares, interests,
      participations or other equivalents (however designated and of any class)
      in the capital of, or other ownership interests in, such Person, and, as
      applied to the Company, includes shares of Common Stock.

      "transfer" shall mean any issue, sale, pledge, gift, assignment or other
      transfer.

2. Option.

      2.1. Grant. Holder hereby grants to Liberty an irrevocable option (the
"Option") to purchase during the Option Exercise Period all or any part of
certain shares of Common Stock beneficially owned by Holder (including all
shares of Common Stock issuable to Holder upon the exercise of options to
purchase shares of Common Stock, whether or not currently vested or exercisable,
as of the date hereof), as set forth below Holder's name on the signature page
hereof, and any Common Stock of the Company that the Holder shall hereafter
acquire or be entitled to acquire (collectively, the "Option Shares"). As set
forth below Holder's name on the signature page hereof, certain shares of Common
Stock that are beneficially owned by Holder are not subject to this Agreement.
The Option may be exercised in whole or in part during the Option Exercise
Period at a per share option price equal to $33.00 per share, subject to
adjustment as set forth in section 3 hereof (the "Exercise Price").

      2.2. Term and Exercisability. The Option is exercisable with respect to
all of the Option Shares at any time prior to the "Termination Date", which
shall be the first to occur of: (a) the Effective Time of the Merger or the date
upon which any other merger, share exchange, consolidation, recapitalization,
significant asset sale or similar business combination of Summit is consummated;
(b) the date upon which the Merger Agreement is terminated in accordance with
either Section 8(a)(i), 8(a)(ii)(A), 8(a)(ii)(B) or 8(a)(ii)(C) thereof,
provided, however, that if the Merger Agreement is terminated pursuant to
Section 8(a)(ii)(A) following the commencement, public proposal, public
disclosure or communication of an Acquisition Proposal (as defined in the Merger
Agreement) to the Company (or the public disclosure or communication to the
Company of the willingness of any Person to make an Acquisition Proposal), then
clause (c) of this Section 2.2, rather than this clause (b), shall apply; or (c)
if an Acquisition Proposal (as defined in the Merger Agreement) is commenced on
or before December 31, 1998, at the close of business on December 31, 1999. The
Option shall, to the extent not theretofore exercised, expire and become void at
5:00 p.m. (Boston time) on the Termination Date.

      2.3. Method of Exercise.


                                      2
<PAGE>

            (a) To exercise the Option (in whole or in part), Liberty shall
      deliver to Holder (with a copy to the Company) (i) an Option Notice
      (substantially in the form of Exhibit 2.3 attached hereto) duly executed
      by Liberty and specifying the number of Option Shares to be purchased and
      (ii) an amount equal to the aggregate Exercise Price for all Option Shares
      as to which the Option is then being exercised. At the option of Liberty,
      payment of the Exercise Price shall be made (i) by wire transfer of
      immediately available funds (in U.S. dollars) to an account in a bank
      located in the United States designated by Holder for such purpose, (ii)
      by certified check payable to the order of Holder, or (iii) by any
      combination of such methods.

            (b) As promptly as practicable, and in any event within 10 Business
      Days after receipt of the copy of the Option Notice delivered pursuant to
      section 2.3(a), Holder shall deliver to the Company all certificates
      representing the number of Option Shares specified in the Option Notice
      endorsed by Holder for surrender to and cancellation by the Company, and
      the Company shall issue and deliver to Liberty, a certificate or
      certificates representing the number of Option Shares specified in the
      Option Notice. The Company shall, upon submission by Holder of a stock
      certificate or certificates representing the aggregate number of Shares
      issued upon such exercise, cancel such old certificate or certificates and
      issue a new certificate representing the remaining Option Shares.

            (c) Unless otherwise requested by Liberty, an Option shall be deemed
      to have been exercised and to be effective and the certificate or
      certificates representing Option Shares shall be deemed to have been
      issued, and Liberty shall be deemed to have become the holder of record of
      such Option Shares for all purposes, as of the close of business on the
      date on which the last of the Option Notice and payment of the Exercise
      Price shall have been received by Holder.

      2.4. Termination. This Agreement, and the option rights granted hereunder,
shall terminate upon the earliest to occur of: (a) the exercise of the Option in
whole in accordance with the terms of this Agreement and the payment (or the
making of provisions satisfactory to Holder for the payment) of all other sums
payable hereunder; (b) the Effective Time (as defined in the Merger Agreement);
or (c) the Termination Date.

3. Adjustments to Number of Shares. If the Company shall subdivide or combine
its Common Stock, the Exercise Price and the number of Option Shares issuable
upon exercise of the Option shall be equitably adjusted.

4. Representations, Warranties and Covenants of Holder.

      4.1 Representations and Warranties. Holder represents and warrants that:

            (a) This Agreement constitutes the valid and legally binding
      obligation of Holder, enforceable against him in accordance with its terms
      (except as such enforceability may be


                                      3
<PAGE>

      limited by bankruptcy, insolvency, reorganization or other laws affecting
      creditors' rights generally and by general equitable principles).

            (b) Holder is not in violation of or in default under any term of
      any agreement, document, instrument, judgment, decree, order, law,
      statute, rule or regulation applicable to him or any of his properties and
      assets, in any way which has resulted in, or could reasonably be expected
      to result in, a material adverse effect upon his ability to comply with
      the terms of this Agreement applicable to him.

            (c) The execution, delivery and performance of and the consummation
      of the transactions contemplated by this Agreement will not violate or
      constitute a default under any term of any agreement, document,
      instrument, judgment, decree, order, law, statute, rule or regulation
      applicable to Holder or to any of his properties and assets.

            (d) Holder, as of the date of this Agreement, (i) has good and
      marketable title to the Option Shares and (ii) is the sole record and
      beneficial owner of such Option Shares. As of the date of this Agreement,
      (x) all of the Option Shares are free and clear of all liens and other
      encumbrances, (y) no other Person has any interest, right or claim
      (contingent or otherwise) relating thereto and (z) none of the Option
      Shares are subject to (A) redemption, purchase or acquisition by any
      Person, (B) any rights with respect to registration, or qualification
      under applicable securities laws, (C) any preemptive or similar rights on
      the part of any other Person or (D) any lien, encumbrance, proxy, voting
      agreement, voting trust, stockholders agreement or similar agreement or
      restriction.

            (e) Holder beneficially owns no Common Stock or options to purchase
      Common Stock as of the date hereof other than as set forth in section 2.1.

      4.2 Covenants. From and after the date hereof and thereafter so long as
the Option is outstanding and exercisable, Holder agrees to duly perform and
observe for the benefit of Liberty each and all of the covenants and agreements
hereinafter set forth:

            (a) If any shares of Common Stock (and/or any securities) are issued
      or issuable or any other property (including, without limitation, any
      regularly scheduled cash dividend) or asset is distributed with respect to
      any Option Share by way of dividend or distribution (including any stock
      dividend), stock split or in connection with a combination of shares,
      recapitalization, merger, amalgamation, consolidation, other
      reorganization, or otherwise, Holder agrees that the same shall, without
      further action, constitute a part of the Option Shares in respect of which
      the same was issued, paid or otherwise distributed and Holder shall hold
      the same (including all certificates and other instruments evidencing the
      same, together with all necessary stock powers and endorsements), in trust
      pursuant to this Agreement for the benefit of Liberty and to be delivered
      upon exercise of the Option but without additional consideration or
      increase in the aggregate Exercise Price on account thereof.


                                      4
<PAGE>

            (b) Holder shall not, directly or indirectly, transfer, grant any
      interest in or create or suffer to exist any lien or any other encumbrance
      in respect of, the Option Shares (or any other shares, securities,
      properties or assets issued or issuable in respect thereof) or any right,
      title or interest therein or thereto.

            (c) From time to time hereafter, Holder shall execute and deliver,
      or shall cause to be executed and delivered, such additional agreements,
      documents and instruments and shall take all such other actions as Liberty
      may reasonably request for the purpose of implementing or effectuating the
      provisions of this Agreement.

            (d) To the extent that the exercise (in whole or in part) of the
      Option shall require the exercise of options held by Holder in order that
      there be available a sufficient number of shares for transfer to Liberty
      pursuant hereto, Holder shall exercise such options contemporaneously with
      the payment by Liberty to Holder of the Exercise Price hereunder with
      respect to such shares and cause such Common Stock to be issued.

5. Covenants of the Company. From and after the date hereof and thereafter so
long as the Option is outstanding and exercisable, the Company will execute and
deliver, or will cause to be executed and delivered, such additional agreements,
documents and instruments and will take all such other actions as Holder or
Liberty may reasonably request for the purpose of implementing or effectuating
the provisions of this Agreement.

6. Assignment. This Agreement shall be binding on and inure to the benefit of 
the parties hereto and their respective successors and assigns, provided that 
(a) Holder shall not be permitted to assign any of his rights or obligations 
hereunder and (b) Liberty may assign any or all of its rights and obligations 
hereunder to one or more wholly-owned subsidiaries of Liberty.

7. Amendments and Waivers. This Agreement may not be amended except by a written
instrument signed by (a) the Company, (b) Holder and (c) Liberty. No course of
dealing between any parties hereto and no delay by any party in exercising its
rights hereunder shall operate as a waiver of any fights of any party. No waiver
shall be deemed to be made by any party of its rights hereunder unless the same
shall be in writing signed on behalf of such party, and each waiver, if any,
shall be a waiver only with respect to the specific instance involved and shall
in no way impair the rights or obligations of any other party in any other
respect at any other time.

8. Notices. Any notices, requests, claims, demands and other communication under
this Agreement shall be in writing and shall be deemed given (a) if delivered
personally, (b) if sent by overnight courier (providing proof of delivery), or
(c) upon the third business day following mailing by registered mail, postage
prepaid, to the parties at the following addresses (or at such other address for
a party as shall be specified by like notice):


                                      5
<PAGE>

             (i) if to Liberty, to:

                 Liberty Mutual Insurance Company
                 175 Berkeley Street
                 Boston, Massachusetts  02117-0140
                 Attn.:  General Counsel

            (ii) if to the Company, to:

                 Summit Holding Southeast, Inc.
                 2310 A-Z Park Road
                 Lakeland, Florida  33801
                 Attn.:  William B. Bull

           (iii) if to Holder, to:

                 Russell L. Wall
                 2936 Forest Drive
                 Lakeland, Florida  33811

9. Specific Performance. The parties hereto stipulate that the remedies at law
of any party hereto in the event of any default or threatened default by any
other party hereto in the performance of or compliance with the terms hereof are
not and will not be adequate and that, to the fullest extent permitted by law,
such terms may be specifically enforced by a decree for the specific performance
hereof whether by injunction against violation or otherwise.

10. Survival of Agreements, Representations and Warranties, etc. All agreements,
representations and warranties contained herein shall be deemed to have been
relied upon by Liberty and shall survive the execution and delivery of this
Agreement, the issue, sale and delivery of the Option and payment therefor and
any disposition of the Option by Liberty, whether or not any investigation at
any time is made by Liberty or on its behalf.

11. Governing Law; Jurisdiction; Waiver of Jury Trial. This Agreement, including
the validity hereof and the rights and obligations of the parties hereunder, and
all amendments and supplements hereof and all waivers and consents hereunder,
shall be construed in accordance with and governed by the domestic substantive
laws of the State of Florida without giving effect to any choice of law or
conflicts of law provision or rule that would cause the application of the
domestic substantive laws of any other jurisdiction. Each of the parties hereto
(a) consents to submit such party to the personal jurisdiction of any federal
court located in the State of Florida or any Florida state court in the event
any dispute arises out of this Agreement or any of the transactions contemplated
hereby, (b) agrees that such party will not attempt to deny or defeat such
personal jurisdiction by motion or other request for leave from any such court,
and (c) agrees that such party will not bring any action relating to this
Agreement or any of the transactions contemplated hereby in any court other than
a federal court sitting in the State of Florida or a Florida state court.


                                      6
<PAGE>

12. Miscellaneous. The headings in this Agreement are for purposes of reference
only and shall not limit or otherwise affect the meaning hereof or thereof. This
Agreement embodies the entire agreement and understanding between the parties
hereto and supersedes all prior agreements and understandings relating to the
subject matter hereof. Each covenant contained herein shall be construed (absent
an express provision to the contrary) as being independent of each other
covenant contained herein and therein, so that compliance with any one covenant
shall not (absent such an express contrary provision) be deemed to excuse
compliance with any other covenant. If any provision in this Agreement refers to
any action taken or to be taken by any Person, or which such Person is
prohibited from taking, such provision shall be applicable, whether such action
is taken directly or indirectly by such Person. In case any provision in this
Agreement shall be invalid, illegal or unenforceable, the validity, legality and
enforceability of the remaining provisions shall not in any way be affected or
impaired thereby. This Agreement may be executed in any number of counterparts
and by the parties hereto or thereto, as the case may be, on separate
counterparts but all such counterparts shall together constitute but one and the
same instrument.

           [The remainder of this page is intentionally left blank.]


                                      7
<PAGE>

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

                                    SUMMIT HOLDING SOUTHEAST, INC.


                                    By:   /s/ William B. Bull
                                          -------------------------------
                                          William B. Bull, President


                                    LIBERTY MUTUAL INSURANCE COMPANY


                                    By:   /s/ Geoffrey E. Hunt
                                          -------------------------------
                                          Geoffrey E. Hunt, Vice President


                                    /s/ Russell L. Wall
                                    -------------------------------------
                                    Russell L. Wall

                                    Number of Shares
                                    Beneficially Owned that are
                                    Subject to this Agreement: 124,188

                                    Number of Shares Beneficially
                                    Owned that are Not Subject to
                                    this Agreement: 9,200

                                    Total Number of Shares
                                    Beneficially Owned: 133,388



<PAGE>

                                               Exhibit 2.4 to Option Agreement


                              FORM OF OPTION NOTICE

               (To be executed only upon partial or full exercise
                                 of the Option)


      The undersigned registered holder of the Option (as defined in the Option
Agreement (the "Option Agreement") by and among Liberty Mutual Insurance
Company, Summit Holding Southeast, Inc. and Russell L. Wall) irrevocably
exercises such Option for and purchases ______ shares of Common Stock of SUMMIT
HOLDING SOUTHEAST, INC. and herewith makes payment therefor in the amount of
$_______, all at the price, in the manner and on the terms and conditions
specified in the Option Agreement, and requests that a certificate (or ____
certificates in denominations of _______ shares) for such shares hereby
purchased be issued in the name of and delivered to (choose one) (a) the
undersigned or (b) _____________________, whose address is
___________________________________.


Dated: _____________ __, ____

                                    LIBERTY MUTUAL INSURANCE COMPANY


                                    By:_________________________________________



<PAGE>

                                                       
                                                                  EXHIBIT 99.6

                                VOTING AGREEMENT

      THIS VOTING AGREEMENT (this "Agreement") is made and entered into as of
June 29, 1998, by and between Liberty Mutual Insurance Company, a Massachusetts
mutual insurance company ("Liberty"), Summit Holding Southeast, Inc., a Florida
corporation ("Summit"), and the undersigned (the "Shareholder").

      WHEREAS, the Shareholder desires that Liberty, Space Mountain Acquisition
Corp., a wholly owned subsidiary of Liberty ("Acquisition Sub"), and Summit
enter into an Agreement and Plan of Merger dated the date hereof (as the same
may be amended or supplemented, the "Merger Agreement") with respect to the
merger of Acquisition Sub with and into Summit (the "Merger"); and

      WHEREAS, the Shareholder is executing this Agreement as an inducement to
Liberty to enter into and execute, and to cause Acquisition Sub to enter into
and execute, the Merger Agreement;

      NOW, THEREFORE, in consideration of the execution and delivery by Liberty
and Acquisition Sub of the Merger Agreement and the mutual covenants, conditions
and agreements contained herein and therein, the parties agree as follows:

      1. Representations and Warranties. The Shareholder represents and warrants
to Liberty as follows:

      (a) The Shareholder is the record and beneficial owner of the number of
shares of common stock, $.01 par value per share, of Summit ("Summit Stock") set
forth below such Shareholder's name on the signature page hereof, which number
includes, without limitation, all shares of Summit Stock issuable to Shareholder
pursuant to options that have been granted to Shareholder pursuant to the Summit
Holding Southeast, Inc. 1996 Long-Term Incentive Plan. As set forth below the
Shareholder's name on the signature page hereof, (i) certain of the shares of
Summit Stock that are beneficially owned by the Shareholder are subject to this
Agreement (the "Shareholder's Shares"), and (ii) certain of the shares of Summit
Stock that are beneficially owned by the Shareholder are not subject to this
Agreement (the "Excluded Shares"). Except for the Shareholder's Shares and the
Excluded Shares, the Shareholder is not the record or beneficial owner of any
shares of Summit Stock and holds no warrants, options or other rights to acquire
Summit Stock. This Agreement has been duly authorized, executed and delivered
by, and constitutes a valid and binding agreement of, the Shareholder,
enforceable in accordance with its terms.

      (b) Neither the execution and delivery of this Agreement nor the
consummation by the Shareholder of the transactions contemplated hereby will
result in a violation of, or a default under, or conflict with, any contract,
trust, commitment, agreement, understanding, arrangement

<PAGE>

or restriction of any kind to which the Shareholder is a party or bound or to
which the Shareholder's Shares are subject. Consummation by the Shareholder of
the transactions contemplated hereby will not violate, or require any consent,
approval, or notice under, any provision of any judgment, order, decree,
statute, law, rule or regulation applicable to the Shareholder or the
Shareholder's Shares.

      (c) The Shareholder's Shares and the certificates representing such Shares
are now, and at all times during the term hereof will be, held by the
Shareholder, or by a nominee or custodian for the benefit of such Shareholder,
free and clear of all liens, claims, security interests, proxies, voting trusts
or agreements, understandings or arrangements or any other encumbrances
whatsoever, except for any such encumbrances or proxies arising hereunder.

      (d) The Shareholder understands and acknowledges that Liberty is entering
into, and causing Acquisition Sub to enter into, the Merger Agreement in
reliance upon the Shareholder's execution and delivery of this Agreement. The
Shareholder acknowledges that the irrevocable proxy set forth in Section 4 is
granted in consideration for the execution and delivery of the Merger Agreement
by Liberty and Acquisition Sub.

      2. Voting Agreements. The Shareholder agrees with, and covenants to,
Liberty as follows:

      (a) At any meeting of shareholders of Summit called to vote upon the
Merger and the Merger Agreement or at any adjournment thereof or in any other
circumstances upon which a vote, consent or other approval with respect to the
Merger and the Merger Agreement is sought (the "Shareholders' Meeting"), the
Shareholder shall vote (or cause to be voted) the Shareholder's Shares in favor
of the Merger, the execution and delivery by Summit of the Merger Agreement, and
the approval of the terms thereof and each of the other transactions
contemplated by the Merger Agreement, provided that the terms of the Merger
Agreement shall not have been amended to reduce the consideration payable in the
Merger to less than $33.00 per share or otherwise to impair materially and
adversely the Shareholder's rights or increase the Shareholder's obligations
thereunder.

      (b) At any meeting of shareholders of Summit or at any adjournment thereof
or in any other circumstances upon which their vote, consent or other approval
is sought, the Shareholder shall vote (or cause to be voted) such Shareholder's
Shares against (i) any merger agreement or merger (other than the Merger
Agreement and the Merger), consolidation, combination, sale of substantial
assets, reorganization, recapitalization, dissolution, liquidation or winding up
of or by Summit or (ii) any amendment of Summit's Articles of Incorporation or
Bylaws or other proposal or transaction involving Summit or any of its
subsidiaries which amendment or other proposal or transaction would in any
manner impede, frustrate, prevent or nullify the Merger, the Merger Agreement or
any of the other transactions contemplated by the Merger Agreement (each of the
foregoing in clause (i) or (ii) above, a "Competing Transaction").


                                      2
<PAGE>

      3. Transfers.

      (a) The Shareholder shall not (i) transfer (which term shall include,
without limitation, for the purposes of this Agreement, any sale, gift, pledge
or other disposition), or consent to any transfer of, any or all of the
Shareholder's Shares or any interest therein, except pursuant to the Merger;
(ii) enter into any contract, option or other agreement or understanding with
respect to any transfer of any or all of such Shares or any interest therein,
(iii) grant any proxy, power of attorney or other authorization in or with
respect to such Shares, except for this Agreement, or (iv) deposit such Shares
into a voting trust or enter into a voting agreement or arrangement with respect
to such Shares; provided, that the Shareholder may transfer (as defined above)
any of the Shareholder's Shares to any other person who is on the date hereof,
or to any family member of a person or charitable institution which prior to the
Shareholders' Meeting and prior to such transfer becomes, a party to this
Agreement bound by all the obligations of the "Shareholder" hereunder.

      (b) Nothing in this Agreement shall affect the Shareholder's economic or
financial interest in the Shareholder's Shares and, without limiting the
foregoing, the parties acknowledge and agree that, in the event that the Merger
or any Competing Transaction is consummated, the Shareholder shall be entitled
to any and all consideration in exchange for the Shareholder's Shares.

      4. Grant of Irrevocable Proxy; Appointment of Proxy.

      (a) The Shareholder hereby irrevocably grants to and appoints J. Paul
Condrin III, Chief Financial Officer of Liberty, Geoffrey E. Hunt, Vice
President and Director of Corporate Finance, and Laurance H. S. Yahia, Vice
President and Associate General Counsel of Liberty, in their respective
capacities as officers of Liberty, and any individual who shall hereafter
succeed to any such office of Liberty, and each of them individually, the
Shareholder's proxy and attorney-in-fact (with full power of substitution), for
and in the name, place and stead of the Shareholder, to vote the Shareholder's
Shares, or grant a consent or approval in respect of such Shares (i) in favor of
the Merger, the execution and delivery of the Merger Agreement and approval of
the terms thereof and each of the other transactions contemplated by the Merger
Agreement, provided that the terms of the Merger Agreement shall not have been
amended to reduce the consideration payable in the Merger to less than $33.00
per share or otherwise to impair materially and adversely the Shareholder's
rights or increase the Shareholder's obligations thereunder, and (ii) against
any Competing Transaction.

      (b) The Shareholder represents that any proxies heretofore given in
respect of the Shareholder's shares are not irrevocable, and that any such
proxies are hereby revoked.

      (c) The Shareholder hereby affirms that the irrevocable proxy set forth in
this Section 4 is given in connection with the execution of the Merger
Agreement, and that such irrevocable proxy is given to secure the performance of
the duties of the Shareholder under this Agreement. The Shareholder hereby
further affirms that the irrevocable proxy is coupled with an interest and


                                      3
<PAGE>

may under no circumstances be revoked. The Shareholder hereby ratifies and
confirms all that such irrevocable proxy may lawfully do or cause to be done by
virtue hereof. Such irrevocable proxy is executed and intended to be irrevocable
in accordance with the provisions of Section 607.0722 of the 1989 Florida
Business Corporation Act.

      5. Certain Events. The Shareholder agrees that this Agreement and the
obligations hereunder shall attach to the Shareholder's Shares and shall be
binding upon any person or entity to which legal or beneficial ownership of such
Shares shall pass, whether by operation of law or otherwise, including without
limitation the Shareholder's successors or assigns. In the event of any stock
split, stock dividend, merger, reorganization, recapitalization or other change
in the capital structure of Summit affecting the Summit Stock, or the
acquisition of additional shares of Summit Stock or other voting securities of
Summit by any Shareholder, the number of Shares subject to the terms of this
Agreement shall be adjusted appropriately and this Agreement and the obligations
hereunder shall attach to any additional shares of Summit Stock or other voting
securities of Summit issued to or acquired by the Shareholder.

      6. Legends. The Shareholder agrees that the Shareholder will tender to
Summit, within five business days after the date hereof, any and all
certificates representing such Shareholder's Shares and Summit will inscribe
upon such certificates the following legend: "The shares of Common Stock, $.01
par value per share, of Summit Southeast Holding, Inc. represented by this
certificate are subject to a Voting Agreement dated as of June 29, 1998, and may
not be sold or otherwise transferred, except in accordance therewith. Copies of
such Voting Agreement may be obtained at the principal executive offices of
Summit Holding Southeast, Inc."

      7. Further Assurances. The Shareholder shall, upon the request and at the
expense of Liberty, execute and deliver any additional documents and take such
further actions as Liberty may reasonably deem necessary or appropriate to carry
out the provisions hereof and to vest the power to vote such Shareholder's
Shares in the irrevocable proxies as described in Section 4.

      8. Termination. This Agreement, and all rights and obligations of the
parties hereunder, shall terminate upon the first to occur of: (a) the Effective
Time of the Merger or the date upon which any other merger, share exchange,
consolidation, recapitalization, significant asset sale or similar business
combination of Summit is consummated; (b) the date upon which the Merger
Agreement is terminated in accordance with either Section 8(a)(i), 8(a)(ii)(A),
8(a)(ii)(B) or 8(a)(ii)(C) thereof, provided, however, that if the Merger
Agreement is terminated in accordance with such Section 8(a)(ii)(A) following
the communication, public proposal, public disclosure or communication of an
Acquisition Proposal (as defined in the Merger Agreement) to Summit (or the
public disclosure or communication to Summit of the willingness of any Person to
make an Acquisition Proposal), then clause (c) of this Section 8, rather than
this clause (b), shall apply; or (c) if an Acquisition Proposal (as defined in
the Merger Agreement) is commenced on or before December 31, 1998, at close of
business on December 31, 1999.


                                      4
<PAGE>

      9. Miscellaneous.

      (a) Capitalized terms used and not otherwise defined in this Agreement
shall have the respective meanings assigned to them in the Merger Agreement.

      (b) All notices, requests, claims, demands and other communications under
this Agreement shall be in writing and shall be deemed given and effective if
delivered personally or sent by overnight courier (providing proof of delivery)
to the parties at the following addresses (or at such other address for a party
as shall be specified by like notice): (i) if to Liberty, to the address
provided in the Merger Agreement; and (ii) if to the Shareholder; to his address
shown below his signature on the last page hereof.

      (c) The headings contained in this Agreement are for reference purposes
only and shall not affect in any way the meaning or interpretation of this
Agreement.

      (d) This Agreement may be executed in two or more counterparts, all of
which shall be considered one and the same agreement.

      (e) This Agreement (including the documents and instruments referred to
herein) constitutes the entire agreement, and supersedes all prior agreements
and understandings, both written and oral, among the parties with respect to the
subject matter hereof.

      (f) This Agreement shall be governed by, and construed in accordance with,
the laws of the State of Florida, regardless of the laws that might otherwise
govern under applicable principles of conflicts of laws thereof.

      (g) Neither this Agreement nor any of the rights, interests or obligations
under this Agreement shall be assigned, in whole or in part, by operation of law
or otherwise, by any of the parties without the prior written consent of the
other parties, except as expressly contemplated by Section 3. Any assignment in
violation of the foregoing shall be void.

      (h) The Shareholder agrees that irreparable damage would occur and that
Liberty would not have any adequate remedy at law in the event that any of the
provisions of this Agreement were not performed in accordance with their
specific terms or were otherwise breached. It is accordingly agreed that Liberty
shall be entitled to an injunction or injunctions to prevent breaches by the
Shareholder of this Agreement and to enforce specifically the terms and
provisions of this Agreement in any court of the United States located in the
State of Florida or in Florida state court, this being in addition to any other
remedy to which they are entitled at law or in equity. In addition, each of the
parties hereto (i) consents to submit such party to the personal jurisdiction of
any federal court located in the State of Florida or any Florida state court in
the event any dispute arises out of this Agreement or any of the transactions
contemplated hereby, (ii) agrees that such party will not attempt to deny or
defeat such personal jurisdiction by motion or other request for leave from any
such court and (iii) agrees that such party will not


                                      5
<PAGE>

bring any action relating to this Agreement or any of the transactions
contemplated hereby in any court other than a federal court sitting in the State
of Florida or a Florida state court.

      (i) If any term, provision, covenant or restriction herein, or the
application thereof to any circumstance, shall, to any extent, be held by a
court of competent jurisdiction to be invalid, void or unenforceable, the
remainder of the terms, provisions, covenants and restrictions herein and the
application thereof to any other circumstances, shall remain in full force and
effect, shall not in any way be affected, impaired or invalidated, and shall be
enforced to the fullest extent permitted by law.

      (j) No amendment, modification or waiver in respect of this Agreement
shall be effective against any party unless it shall be in writing and signed by
such party.


                                      6
<PAGE>

      IN WITNESS WHEREOF, the undersigned parties have executed and delivered
this Voting Agreement as of the day and year first above written.

                                    LIBERTY MUTUAL INSURANCE COMPANY


                                    By:    /s/ Geoffrey E. Hunt
                                           --------------------------
                                    Name:  Geoffrey E. Hunt
                                    Title: Vice President


                                    SUMMIT HOLDING SOUTHEAST, INC.


                                    By:    /s/ William B. Bull
                                           --------------------------
                                    Name:  William B. Bull
                                    Title: President


                                    SHAREHOLDER


                                    /s/ Gregory C. Branch
                                    ---------------------------------
                                    Printed Name: Gregory C. Branch

                                    Address:




                                    Number of Shares
                                    Beneficially Owned That are
                                    Subject to this Agreement: 274,237

                                    Number of Shares Beneficially
                                    Owned That are Not Subject to this
                                    Agreement: 0

                                    Total Number of Shares
                                    Beneficially Owned: 274,237


                                      7

<PAGE>

                                                   
                                                                  EXHIBIT 99.7

                               VOTING AGREEMENT

      THIS VOTING AGREEMENT (this "Agreement") is made and entered into as of
June 29, 1998, by and between Liberty Mutual Insurance Company, a Massachusetts
mutual insurance company ("Liberty"), Summit Holding Southeast, Inc., a Florida
corporation ("Summit"), and the undersigned (the "Shareholder").

      WHEREAS, the Shareholder desires that Liberty, Space Mountain Acquisition
Corp., a wholly owned subsidiary of Liberty ("Acquisition Sub"), and Summit
enter into an Agreement and Plan of Merger dated the date hereof (as the same
may be amended or supplemented, the "Merger Agreement") with respect to the
merger of Acquisition Sub with and into Summit (the "Merger"); and

      WHEREAS, the Shareholder is executing this Agreement as an inducement to
Liberty to enter into and execute, and to cause Acquisition Sub to enter into
and execute, the Merger Agreement;

      NOW, THEREFORE, in consideration of the execution and delivery by Liberty
and Acquisition Sub of the Merger Agreement and the mutual covenants, conditions
and agreements contained herein and therein, the parties agree as follows:

      1. Representations and Warranties. The Shareholder represents and warrants
to Liberty as follows:

      (a) The Shareholder is the record and beneficial owner of the number of
shares of common stock, $.01 par value per share, of Summit ("Summit Stock") set
forth below such Shareholder's name on the signature page hereof, which number
includes, without limitation, all shares of Summit Stock issuable to Shareholder
pursuant to options that have been granted to Shareholder pursuant to the Summit
Holding Southeast, Inc. 1996 Long-Term Incentive Plan. As set forth below the
Shareholder's name on the signature page hereof, (i) certain of the shares of
Summit Stock that are beneficially owned by the Shareholder are subject to this
Agreement (the "Shareholder's Shares"), and (ii) certain of the shares of Summit
Stock that are beneficially owned by the Shareholder are not subject to this
Agreement (the "Excluded Shares"). Except for the Shareholder's Shares and the
Excluded Shares, the Shareholder is not the record or beneficial owner of any
shares of Summit Stock and holds no warrants, options or other rights to acquire
Summit Stock. This Agreement has been duly authorized, executed and delivered
by, and constitutes a valid and binding agreement of, the Shareholder,
enforceable in accordance with its terms.

      (b) Neither the execution and delivery of this Agreement nor the
consummation by the Shareholder of the transactions contemplated hereby will
result in a violation of, or a default under, or conflict with, any contract,
trust, commitment, agreement, understanding, arrangement

<PAGE>

or restriction of any kind to which the Shareholder is a party or bound or to
which the Shareholder's Shares are subject. Consummation by the Shareholder of
the transactions contemplated hereby will not violate, or require any consent,
approval, or notice under, any provision of any judgment, order, decree,
statute, law, rule or regulation applicable to the Shareholder or the
Shareholder's Shares.

      (c) The Shareholder's Shares and the certificates representing such Shares
are now, and at all times during the term hereof will be, held by the
Shareholder, or by a nominee or custodian for the benefit of such Shareholder,
free and clear of all liens, claims, security interests, proxies, voting trusts
or agreements, understandings or arrangements or any other encumbrances
whatsoever, except for any such encumbrances or proxies arising hereunder.

      (d) The Shareholder understands and acknowledges that Liberty is entering
into, and causing Acquisition Sub to enter into, the Merger Agreement in
reliance upon the Shareholder's execution and delivery of this Agreement. The
Shareholder acknowledges that the irrevocable proxy set forth in Section 4 is
granted in consideration for the execution and delivery of the Merger Agreement
by Liberty and Acquisition Sub.

      2. Voting Agreements. The Shareholder agrees with, and covenants to,
Liberty as follows:

      (a) At any meeting of shareholders of Summit called to vote upon the
Merger and the Merger Agreement or at any adjournment thereof or in any other
circumstances upon which a vote, consent or other approval with respect to the
Merger and the Merger Agreement is sought (the "Shareholders' Meeting"), the
Shareholder shall vote (or cause to be voted) the Shareholder's Shares in favor
of the Merger, the execution and delivery by Summit of the Merger Agreement, and
the approval of the terms thereof and each of the other transactions
contemplated by the Merger Agreement, provided that the terms of the Merger
Agreement shall not have been amended to reduce the consideration payable in the
Merger to less than $33.00 per share or otherwise to impair materially and
adversely the Shareholder's rights or increase the Shareholder's obligations
thereunder.

      (b) At any meeting of shareholders of Summit or at any adjournment thereof
or in any other circumstances upon which their vote, consent or other approval
is sought, the Shareholder shall vote (or cause to be voted) such Shareholder's
Shares against (i) any merger agreement or merger (other than the Merger
Agreement and the Merger), consolidation, combination, sale of substantial
assets, reorganization, recapitalization, dissolution, liquidation or winding up
of or by Summit or (ii) any amendment of Summit's Articles of Incorporation or
Bylaws or other proposal or transaction involving Summit or any of its
subsidiaries which amendment or other proposal or transaction would in any
manner impede, frustrate, prevent or nullify the Merger, the Merger Agreement or
any of the other transactions contemplated by the Merger Agreement (each of the
foregoing in clause (i) or (ii) above, a "Competing Transaction").


                                      2
<PAGE>

      3. Transfers.

      (a) The Shareholder shall not (i) transfer (which term shall include,
without limitation, for the purposes of this Agreement, any sale, gift, pledge
or other disposition), or consent to any transfer of, any or all of the
Shareholder's Shares or any interest therein, except pursuant to the Merger;
(ii) enter into any contract, option or other agreement or understanding with
respect to any transfer of any or all of such Shares or any interest therein,
(iii) grant any proxy, power of attorney or other authorization in or with
respect to such Shares, except for this Agreement, or (iv) deposit such Shares
into a voting trust or enter into a voting agreement or arrangement with respect
to such Shares; provided, that the Shareholder may transfer (as defined above)
any of the Shareholder's Shares to any other person who is on the date hereof,
or to any family member of a person or charitable institution which prior to the
Shareholders' Meeting and prior to such transfer becomes, a party to this
Agreement bound by all the obligations of the "Shareholder" hereunder.

      (b) Nothing in this Agreement shall affect the Shareholder's economic or
financial interest in the Shareholder's Shares and, without limiting the
foregoing, the parties acknowledge and agree that, in the event that the Merger
or any Competing Transaction is consummated, the Shareholder shall be entitled
to any and all consideration in exchange for the Shareholder's Shares.

      4. Grant of Irrevocable Proxy; Appointment of Proxy.

      (a) The Shareholder hereby irrevocably grants to and appoints J. Paul
Condrin III, Chief Financial Officer of Liberty, Geoffrey E. Hunt, Vice
President and Director of Corporate Finance, and Laurance H. S. Yahia, Vice
President and Associate General Counsel of Liberty, in their respective
capacities as officers of Liberty, and any individual who shall hereafter
succeed to any such office of Liberty, and each of them individually, the
Shareholder's proxy and attorney-in-fact (with full power of substitution), for
and in the name, place and stead of the Shareholder, to vote the Shareholder's
Shares, or grant a consent or approval in respect of such Shares (i) in favor of
the Merger, the execution and delivery of the Merger Agreement and approval of
the terms thereof and each of the other transactions contemplated by the Merger
Agreement, provided that the terms of the Merger Agreement shall not have been
amended to reduce the consideration payable in the Merger to less than $33.00
per share or otherwise to impair materially and adversely the Shareholder's
rights or increase the Shareholder's obligations thereunder, and (ii) against
any Competing Transaction.

      (b) The Shareholder represents that any proxies heretofore given in
respect of the Shareholder's shares are not irrevocable, and that any such
proxies are hereby revoked.

      (c) The Shareholder hereby affirms that the irrevocable proxy set forth in
this Section 4 is given in connection with the execution of the Merger
Agreement, and that such irrevocable proxy is given to secure the performance of
the duties of the Shareholder under this Agreement. The Shareholder hereby
further affirms that the irrevocable proxy is coupled with an interest and


                                      3
<PAGE>

may under no circumstances be revoked. The Shareholder hereby ratifies and
confirms all that such irrevocable proxy may lawfully do or cause to be done by
virtue hereof. Such irrevocable proxy is executed and intended to be irrevocable
in accordance with the provisions of Section 607.0722 of the 1989 Florida
Business Corporation Act.

      5. Certain Events. The Shareholder agrees that this Agreement and the
obligations hereunder shall attach to the Shareholder's Shares and shall be
binding upon any person or entity to which legal or beneficial ownership of such
Shares shall pass, whether by operation of law or otherwise, including without
limitation the Shareholder's successors or assigns. In the event of any stock
split, stock dividend, merger, reorganization, recapitalization or other change
in the capital structure of Summit affecting the Summit Stock, or the
acquisition of additional shares of Summit Stock or other voting securities of
Summit by any Shareholder, the number of Shares subject to the terms of this
Agreement shall be adjusted appropriately and this Agreement and the obligations
hereunder shall attach to any additional shares of Summit Stock or other voting
securities of Summit issued to or acquired by the Shareholder.

      6. Legends. The Shareholder agrees that the Shareholder will tender to
Summit, within five business days after the date hereof, any and all
certificates representing such Shareholder's Shares and Summit will inscribe
upon such certificates the following legend: "The shares of Common Stock, $.01
par value per share, of Summit Southeast Holding, Inc. represented by this
certificate are subject to a Voting Agreement dated as of June 29, 1998, and may
not be sold or otherwise transferred, except in accordance therewith. Copies of
such Voting Agreement may be obtained at the principal executive offices of
Summit Holding Southeast, Inc."

      7. Further Assurances. The Shareholder shall, upon the request and at the
expense of Liberty, execute and deliver any additional documents and take such
further actions as Liberty may reasonably deem necessary or appropriate to carry
out the provisions hereof and to vest the power to vote such Shareholder's
Shares in the irrevocable proxies as described in Section 4.

      8. Termination. This Agreement, and all rights and obligations of the
parties hereunder, shall terminate upon the first to occur of: (a) the Effective
Time of the Merger or the date upon which any other merger, share exchange,
consolidation, recapitalization, significant asset sale or similar business
combination of Summit is consummated; (b) the date upon which the Merger
Agreement is terminated in accordance with either Section 8(a)(i), 8(a)(ii)(A),
8(a)(ii)(B) or 8(a)(ii)(C) thereof, provided, however, that if the Merger
Agreement is terminated in accordance with such Section 8(a)(ii)(A) following
the communication, public proposal, public disclosure or communication of an
Acquisition Proposal (as defined in the Merger Agreement) to Summit (or the
public disclosure or communication to Summit of the willingness of any Person to
make an Acquisition Proposal), then clause (c) of this Section 8, rather than
this clause (b), shall apply; or (c) if an Acquisition Proposal (as defined in
the Merger Agreement) is commenced on or before December 31, 1998, at close of
business on December 31, 1999.


                                      4
<PAGE>

      9. Miscellaneous.

      (a) Capitalized terms used and not otherwise defined in this Agreement
shall have the respective meanings assigned to them in the Merger Agreement.

      (b) All notices, requests, claims, demands and other communications under
this Agreement shall be in writing and shall be deemed given and effective if
delivered personally or sent by overnight courier (providing proof of delivery)
to the parties at the following addresses (or at such other address for a party
as shall be specified by like notice): (i) if to Liberty, to the address
provided in the Merger Agreement; and (ii) if to the Shareholder; to his address
shown below his signature on the last page hereof.

      (c) The headings contained in this Agreement are for reference purposes
only and shall not affect in any way the meaning or interpretation of this
Agreement.

      (d) This Agreement may be executed in two or more counterparts, all of
which shall be considered one and the same agreement.

      (e) This Agreement (including the documents and instruments referred to
herein) constitutes the entire agreement, and supersedes all prior agreements
and understandings, both written and oral, among the parties with respect to the
subject matter hereof.

      (f) This Agreement shall be governed by, and construed in accordance with,
the laws of the State of Florida, regardless of the laws that might otherwise
govern under applicable principles of conflicts of laws thereof.

      (g) Neither this Agreement nor any of the rights, interests or obligations
under this Agreement shall be assigned, in whole or in part, by operation of law
or otherwise, by any of the parties without the prior written consent of the
other parties, except as expressly contemplated by Section 3. Any assignment in
violation of the foregoing shall be void.

      (h) The Shareholder agrees that irreparable damage would occur and that
Liberty would not have any adequate remedy at law in the event that any of the
provisions of this Agreement were not performed in accordance with their
specific terms or were otherwise breached. It is accordingly agreed that Liberty
shall be entitled to an injunction or injunctions to prevent breaches by the
Shareholder of this Agreement and to enforce specifically the terms and
provisions of this Agreement in any court of the United States located in the
State of Florida or in Florida state court, this being in addition to any other
remedy to which they are entitled at law or in equity. In addition, each of the
parties hereto (i) consents to submit such party to the personal jurisdiction of
any federal court located in the State of Florida or any Florida state court in
the event any dispute arises out of this Agreement or any of the transactions
contemplated hereby, (ii) agrees that such party will not attempt to deny or
defeat such personal jurisdiction by motion or other request for leave from any
such court and (iii) agrees that such party will not


                                      5
<PAGE>

bring any action relating to this Agreement or any of the transactions
contemplated hereby in any court other than a federal court sitting in the State
of Florida or a Florida state court.

      (i) If any term, provision, covenant or restriction herein, or the
application thereof to any circumstance, shall, to any extent, be held by a
court of competent jurisdiction to be invalid, void or unenforceable, the
remainder of the terms, provisions, covenants and restrictions herein and the
application thereof to any other circumstances, shall remain in full force and
effect, shall not in any way be affected, impaired or invalidated, and shall be
enforced to the fullest extent permitted by law.

      (j) No amendment, modification or waiver in respect of this Agreement
shall be effective against any party unless it shall be in writing and signed by
such party.


                                      6
<PAGE>

      IN WITNESS WHEREOF, the undersigned parties have executed and delivered
this Voting Agreement as of the day and year first above written.

                                    LIBERTY MUTUAL INSURANCE COMPANY


                                    By:    /s/ Geoffrey E. Hunt
                                           --------------------------
                                    Name:  Geoffrey E. Hunt
                                    Title: Vice President


                                    SUMMIT HOLDING SOUTHEAST, INC.


                                    By:    /s/ William B. Bull
                                           --------------------------
                                    Name:  William B. Bull
                                    Title: President


                                    SHAREHOLDER


                                    /s/ William B. Bull
                                    ---------------------------------
                                    Printed Name: William B. Bull

                                    Address:





                                    Number of Shares
                                    Beneficially Owned That are
                                    Subject to this Agreement: 263,377

                                    Number of Shares Beneficially
                                    Owned That are Not Subject to this
                                    Agreement: 10,000

                                    Total Number of Shares
                                    Beneficially Owned: 273,377


                                      7


<PAGE>

                                                       
                                                                  EXHIBIT 99.8

                                VOTING AGREEMENT

      THIS VOTING AGREEMENT (this "Agreement") is made and entered into as of
June 29, 1998, by and between Liberty Mutual Insurance Company, a Massachusetts
mutual insurance company ("Liberty"), Summit Holding Southeast, Inc., a Florida
corporation ("Summit"), and the undersigned (the "Shareholder").

      WHEREAS, the Shareholder desires that Liberty, Space Mountain Acquisition
Corp., a wholly owned subsidiary of Liberty ("Acquisition Sub"), and Summit
enter into an Agreement and Plan of Merger dated the date hereof (as the same
may be amended or supplemented, the "Merger Agreement") with respect to the
merger of Acquisition Sub with and into Summit (the "Merger"); and

      WHEREAS, the Shareholder is executing this Agreement as an inducement to
Liberty to enter into and execute, and to cause Acquisition Sub to enter into
and execute, the Merger Agreement;

      NOW, THEREFORE, in consideration of the execution and delivery by Liberty
and Acquisition Sub of the Merger Agreement and the mutual covenants, conditions
and agreements contained herein and therein, the parties agree as follows:

      1. Representations and Warranties. The Shareholder represents and warrants
to Liberty as follows:

      (a) The Shareholder is the record and beneficial owner of the number of
shares of common stock, $.01 par value per share, of Summit ("Summit Stock") set
forth below such Shareholder's name on the signature page hereof, which number
includes, without limitation, all shares of Summit Stock issuable to Shareholder
pursuant to options that have been granted to Shareholder pursuant to the Summit
Holding Southeast, Inc. 1996 Long-Term Incentive Plan. As set forth below the
Shareholder's name on the signature page hereof, (i) certain of the shares of
Summit Stock that are beneficially owned by the Shareholder are subject to this
Agreement (the "Shareholder's Shares"), and (ii) certain of the shares of Summit
Stock that are beneficially owned by the Shareholder are not subject to this
Agreement (the "Excluded Shares"). Except for the Shareholder's Shares and the
Excluded Shares, the Shareholder is not the record or beneficial owner of any
shares of Summit Stock and holds no warrants, options or other rights to acquire
Summit Stock. This Agreement has been duly authorized, executed and delivered
by, and constitutes a valid and binding agreement of, the Shareholder,
enforceable in accordance with its terms.

      (b) Neither the execution and delivery of this Agreement nor the
consummation by the Shareholder of the transactions contemplated hereby will
result in a violation of, or a default under, or conflict with, any contract,
trust, commitment, agreement, understanding, arrangement

<PAGE>

or restriction of any kind to which the Shareholder is a party or bound or to
which the Shareholder's Shares are subject. Consummation by the Shareholder of
the transactions contemplated hereby will not violate, or require any consent,
approval, or notice under, any provision of any judgment, order, decree,
statute, law, rule or regulation applicable to the Shareholder or the
Shareholder's Shares.

      (c) The Shareholder's Shares and the certificates representing such Shares
are now, and at all times during the term hereof will be, held by the
Shareholder, or by a nominee or custodian for the benefit of such Shareholder,
free and clear of all liens, claims, security interests, proxies, voting trusts
or agreements, understandings or arrangements or any other encumbrances
whatsoever, except for any such encumbrances or proxies arising hereunder.

      (d) The Shareholder understands and acknowledges that Liberty is entering
into, and causing Acquisition Sub to enter into, the Merger Agreement in
reliance upon the Shareholder's execution and delivery of this Agreement. The
Shareholder acknowledges that the irrevocable proxy set forth in Section 4 is
granted in consideration for the execution and delivery of the Merger Agreement
by Liberty and Acquisition Sub.

      2. Voting Agreements. The Shareholder agrees with, and covenants to,
Liberty as follows:

      (a) At any meeting of shareholders of Summit called to vote upon the
Merger and the Merger Agreement or at any adjournment thereof or in any other
circumstances upon which a vote, consent or other approval with respect to the
Merger and the Merger Agreement is sought (the "Shareholders' Meeting"), the
Shareholder shall vote (or cause to be voted) the Shareholder's Shares in favor
of the Merger, the execution and delivery by Summit of the Merger Agreement, and
the approval of the terms thereof and each of the other transactions
contemplated by the Merger Agreement, provided that the terms of the Merger
Agreement shall not have been amended to reduce the consideration payable in the
Merger to less than $33.00 per share or otherwise to impair materially and
adversely the Shareholder's rights or increase the Shareholder's obligations
thereunder.

      (b) At any meeting of shareholders of Summit or at any adjournment thereof
or in any other circumstances upon which their vote, consent or other approval
is sought, the Shareholder shall vote (or cause to be voted) such Shareholder's
Shares against (i) any merger agreement or merger (other than the Merger
Agreement and the Merger), consolidation, combination, sale of substantial
assets, reorganization, recapitalization, dissolution, liquidation or winding up
of or by Summit or (ii) any amendment of Summit's Articles of Incorporation or
Bylaws or other proposal or transaction involving Summit or any of its
subsidiaries which amendment or other proposal or transaction would in any
manner impede, frustrate, prevent or nullify the Merger, the Merger Agreement or
any of the other transactions contemplated by the Merger Agreement (each of the
foregoing in clause (i) or (ii) above, a "Competing Transaction").


                                      2
<PAGE>

      3. Transfers.

      (a) The Shareholder shall not (i) transfer (which term shall include,
without limitation, for the purposes of this Agreement, any sale, gift, pledge
or other disposition), or consent to any transfer of, any or all of the
Shareholder's Shares or any interest therein, except pursuant to the Merger;
(ii) enter into any contract, option or other agreement or understanding with
respect to any transfer of any or all of such Shares or any interest therein,
(iii) grant any proxy, power of attorney or other authorization in or with
respect to such Shares, except for this Agreement, or (iv) deposit such Shares
into a voting trust or enter into a voting agreement or arrangement with respect
to such Shares; provided, that the Shareholder may transfer (as defined above)
any of the Shareholder's Shares to any other person who is on the date hereof,
or to any family member of a person or charitable institution which prior to the
Shareholders' Meeting and prior to such transfer becomes, a party to this
Agreement bound by all the obligations of the "Shareholder" hereunder.

      (b) Nothing in this Agreement shall affect the Shareholder's economic or
financial interest in the Shareholder's Shares and, without limiting the
foregoing, the parties acknowledge and agree that, in the event that the Merger
or any Competing Transaction is consummated, the Shareholder shall be entitled
to any and all consideration in exchange for the Shareholder's Shares.

      4. Grant of Irrevocable Proxy; Appointment of Proxy.

      (a) The Shareholder hereby irrevocably grants to and appoints J. Paul
Condrin III, Chief Financial Officer of Liberty, Geoffrey E. Hunt, Vice
President and Director of Corporate Finance, and Laurance H. S. Yahia, Vice
President and Associate General Counsel of Liberty, in their respective
capacities as officers of Liberty, and any individual who shall hereafter
succeed to any such office of Liberty, and each of them individually, the
Shareholder's proxy and attorney-in-fact (with full power of substitution), for
and in the name, place and stead of the Shareholder, to vote the Shareholder's
Shares, or grant a consent or approval in respect of such Shares (i) in favor of
the Merger, the execution and delivery of the Merger Agreement and approval of
the terms thereof and each of the other transactions contemplated by the Merger
Agreement, provided that the terms of the Merger Agreement shall not have been
amended to reduce the consideration payable in the Merger to less than $33.00
per share or otherwise to impair materially and adversely the Shareholder's
rights or increase the Shareholder's obligations thereunder, and (ii) against
any Competing Transaction.

      (b) The Shareholder represents that any proxies heretofore given in
respect of the Shareholder's shares are not irrevocable, and that any such
proxies are hereby revoked.

      (c) The Shareholder hereby affirms that the irrevocable proxy set forth in
this Section 4 is given in connection with the execution of the Merger
Agreement, and that such irrevocable proxy is given to secure the performance of
the duties of the Shareholder under this Agreement. The Shareholder hereby
further affirms that the irrevocable proxy is coupled with an interest and


                                      3
<PAGE>

may under no circumstances be revoked. The Shareholder hereby ratifies and
confirms all that such irrevocable proxy may lawfully do or cause to be done by
virtue hereof. Such irrevocable proxy is executed and intended to be irrevocable
in accordance with the provisions of Section 607.0722 of the 1989 Florida
Business Corporation Act.

      5. Certain Events. The Shareholder agrees that this Agreement and the
obligations hereunder shall attach to the Shareholder's Shares and shall be
binding upon any person or entity to which legal or beneficial ownership of such
Shares shall pass, whether by operation of law or otherwise, including without
limitation the Shareholder's successors or assigns. In the event of any stock
split, stock dividend, merger, reorganization, recapitalization or other change
in the capital structure of Summit affecting the Summit Stock, or the
acquisition of additional shares of Summit Stock or other voting securities of
Summit by any Shareholder, the number of Shares subject to the terms of this
Agreement shall be adjusted appropriately and this Agreement and the obligations
hereunder shall attach to any additional shares of Summit Stock or other voting
securities of Summit issued to or acquired by the Shareholder.

      6. Legends. The Shareholder agrees that the Shareholder will tender to
Summit, within five business days after the date hereof, any and all
certificates representing such Shareholder's Shares and Summit will inscribe
upon such certificates the following legend: "The shares of Common Stock, $.01
par value per share, of Summit Southeast Holding, Inc. represented by this
certificate are subject to a Voting Agreement dated as of June 29, 1998, and may
not be sold or otherwise transferred, except in accordance therewith. Copies of
such Voting Agreement may be obtained at the principal executive offices of
Summit Holding Southeast, Inc."

      7. Further Assurances. The Shareholder shall, upon the request and at the
expense of Liberty, execute and deliver any additional documents and take such
further actions as Liberty may reasonably deem necessary or appropriate to carry
out the provisions hereof and to vest the power to vote such Shareholder's
Shares in the irrevocable proxies as described in Section 4.

      8. Termination. This Agreement, and all rights and obligations of the
parties hereunder, shall terminate upon the first to occur of: (a) the Effective
Time of the Merger or the date upon which any other merger, share exchange,
consolidation, recapitalization, significant asset sale or similar business
combination of Summit is consummated; (b) the date upon which the Merger
Agreement is terminated in accordance with either Section 8(a)(i), 8(a)(ii)(A),
8(a)(ii)(B) or 8(a)(ii)(C) thereof, provided, however, that if the Merger
Agreement is terminated in accordance with such Section 8(a)(ii)(A) following
the communication, public proposal, public disclosure or communication of an
Acquisition Proposal (as defined in the Merger Agreement) to Summit (or the
public disclosure or communication to Summit of the willingness of any Person to
make an Acquisition Proposal), then clause (c) of this Section 8, rather than
this clause (b), shall apply; or (c) if an Acquisition Proposal (as defined in
the Merger Agreement) is commenced on or before December 31, 1998, at close of
business on December 31, 1999.


                                      4
<PAGE>

      9. Miscellaneous.

      (a) Capitalized terms used and not otherwise defined in this Agreement
shall have the respective meanings assigned to them in the Merger Agreement.

      (b) All notices, requests, claims, demands and other communications under
this Agreement shall be in writing and shall be deemed given and effective if
delivered personally or sent by overnight courier (providing proof of delivery)
to the parties at the following addresses (or at such other address for a party
as shall be specified by like notice): (i) if to Liberty, to the address
provided in the Merger Agreement; and (ii) if to the Shareholder; to his address
shown below his signature on the last page hereof.

      (c) The headings contained in this Agreement are for reference purposes
only and shall not affect in any way the meaning or interpretation of this
Agreement.

      (d) This Agreement may be executed in two or more counterparts, all of
which shall be considered one and the same agreement.

      (e) This Agreement (including the documents and instruments referred to
herein) constitutes the entire agreement, and supersedes all prior agreements
and understandings, both written and oral, among the parties with respect to the
subject matter hereof.

      (f) This Agreement shall be governed by, and construed in accordance with,
the laws of the State of Florida, regardless of the laws that might otherwise
govern under applicable principles of conflicts of laws thereof.

      (g) Neither this Agreement nor any of the rights, interests or obligations
under this Agreement shall be assigned, in whole or in part, by operation of law
or otherwise, by any of the parties without the prior written consent of the
other parties, except as expressly contemplated by Section 3. Any assignment in
violation of the foregoing shall be void.

      (h) The Shareholder agrees that irreparable damage would occur and that
Liberty would not have any adequate remedy at law in the event that any of the
provisions of this Agreement were not performed in accordance with their
specific terms or were otherwise breached. It is accordingly agreed that Liberty
shall be entitled to an injunction or injunctions to prevent breaches by the
Shareholder of this Agreement and to enforce specifically the terms and
provisions of this Agreement in any court of the United States located in the
State of Florida or in Florida state court, this being in addition to any other
remedy to which they are entitled at law or in equity. In addition, each of the
parties hereto (i) consents to submit such party to the personal jurisdiction of
any federal court located in the State of Florida or any Florida state court in
the event any dispute arises out of this Agreement or any of the transactions
contemplated hereby, (ii) agrees that such party will not attempt to deny or
defeat such personal jurisdiction by motion or other request for leave from any
such court and (iii) agrees that such party will not


                                      5
<PAGE>

bring any action relating to this Agreement or any of the transactions
contemplated hereby in any court other than a federal court sitting in the State
of Florida or a Florida state court.

      (i) If any term, provision, covenant or restriction herein, or the
application thereof to any circumstance, shall, to any extent, be held by a
court of competent jurisdiction to be invalid, void or unenforceable, the
remainder of the terms, provisions, covenants and restrictions herein and the
application thereof to any other circumstances, shall remain in full force and
effect, shall not in any way be affected, impaired or invalidated, and shall be
enforced to the fullest extent permitted by law.

      (j) No amendment, modification or waiver in respect of this Agreement
shall be effective against any party unless it shall be in writing and signed by
such party.


                                      6
<PAGE>

      IN WITNESS WHEREOF, the undersigned parties have executed and delivered
this Voting Agreement as of the day and year first above written.

                                    LIBERTY MUTUAL INSURANCE COMPANY


                                    By:    /s/ Geoffrey E. Hunt
                                           --------------------------
                                    Name:  Geoffrey E. Hunt
                                    Title: Vice President


                                    SUMMIT HOLDING SOUTHEAST, INC.


                                    By:    /s/ William B. Bull
                                           --------------------------
                                    Name:  William B. Bull
                                    Title: President


                                    SHAREHOLDER


                                    /s/ C.C. Dockery
                                    ---------------------------------
                                    Printed Name:  C.C. Dockery

                                    Address:





                                    Number of Shares
                                    Beneficially Owned That are
                                    Subject to this Agreement: 201,420

                                    Number of Shares Beneficially
                                    Owned That are Not Subject to this
                                    Agreement: 10,000

                                    Total Number of Shares
                                    Beneficially Owned: 211,420


                                      7

<PAGE>

                                               
                                                                  EXHIBIT 99.9

                               VOTING AGREEMENT

      THIS VOTING AGREEMENT (this "Agreement") is made and entered into as of
June 29, 1998, by and between Liberty Mutual Insurance Company, a Massachusetts
mutual insurance company ("Liberty"), Summit Holding Southeast, Inc., a Florida
corporation ("Summit"), and the undersigned (the "Shareholder").

      WHEREAS, the Shareholder desires that Liberty, Space Mountain Acquisition
Corp., a wholly owned subsidiary of Liberty ("Acquisition Sub"), and Summit
enter into an Agreement and Plan of Merger dated the date hereof (as the same
may be amended or supplemented, the "Merger Agreement") with respect to the
merger of Acquisition Sub with and into Summit (the "Merger"); and

      WHEREAS, the Shareholder is executing this Agreement as an inducement to
Liberty to enter into and execute, and to cause Acquisition Sub to enter into
and execute, the Merger Agreement;

      NOW, THEREFORE, in consideration of the execution and delivery by Liberty
and Acquisition Sub of the Merger Agreement and the mutual covenants, conditions
and agreements contained herein and therein, the parties agree as follows:

      1. Representations and Warranties. The Shareholder represents and warrants
to Liberty as follows:

      (a) The Shareholder is the record and beneficial owner of the number of
shares of common stock, $.01 par value per share, of Summit ("Summit Stock") set
forth below such Shareholder's name on the signature page hereof, which number
includes, without limitation, all shares of Summit Stock issuable to Shareholder
pursuant to options that have been granted to Shareholder pursuant to the Summit
Holding Southeast, Inc. 1996 Long-Term Incentive Plan. As set forth below the
Shareholder's name on the signature page hereof, (i) certain of the shares of
Summit Stock that are beneficially owned by the Shareholder are subject to this
Agreement (the "Shareholder's Shares"), and (ii) certain of the shares of Summit
Stock that are beneficially owned by the Shareholder are not subject to this
Agreement (the "Excluded Shares"). Except for the Shareholder's Shares and the
Excluded Shares, the Shareholder is not the record or beneficial owner of any
shares of Summit Stock and holds no warrants, options or other rights to acquire
Summit Stock. This Agreement has been duly authorized, executed and delivered
by, and constitutes a valid and binding agreement of, the Shareholder,
enforceable in accordance with its terms.

      (b) Neither the execution and delivery of this Agreement nor the
consummation by the Shareholder of the transactions contemplated hereby will
result in a violation of, or a default under, or conflict with, any contract,
trust, commitment, agreement, understanding, arrangement

<PAGE>

or restriction of any kind to which the Shareholder is a party or bound or to
which the Shareholder's Shares are subject. Consummation by the Shareholder of
the transactions contemplated hereby will not violate, or require any consent,
approval, or notice under, any provision of any judgment, order, decree,
statute, law, rule or regulation applicable to the Shareholder or the
Shareholder's Shares.

      (c) The Shareholder's Shares and the certificates representing such Shares
are now, and at all times during the term hereof will be, held by the
Shareholder, or by a nominee or custodian for the benefit of such Shareholder,
free and clear of all liens, claims, security interests, proxies, voting trusts
or agreements, understandings or arrangements or any other encumbrances
whatsoever, except for any such encumbrances or proxies arising hereunder.

      (d) The Shareholder understands and acknowledges that Liberty is entering
into, and causing Acquisition Sub to enter into, the Merger Agreement in
reliance upon the Shareholder's execution and delivery of this Agreement. The
Shareholder acknowledges that the irrevocable proxy set forth in Section 4 is
granted in consideration for the execution and delivery of the Merger Agreement
by Liberty and Acquisition Sub.

      2. Voting Agreements. The Shareholder agrees with, and covenants to,
Liberty as follows:

      (a) At any meeting of shareholders of Summit called to vote upon the
Merger and the Merger Agreement or at any adjournment thereof or in any other
circumstances upon which a vote, consent or other approval with respect to the
Merger and the Merger Agreement is sought (the "Shareholders' Meeting"), the
Shareholder shall vote (or cause to be voted) the Shareholder's Shares in favor
of the Merger, the execution and delivery by Summit of the Merger Agreement, and
the approval of the terms thereof and each of the other transactions
contemplated by the Merger Agreement, provided that the terms of the Merger
Agreement shall not have been amended to reduce the consideration payable in the
Merger to less than $33.00 per share or otherwise to impair materially and
adversely the Shareholder's rights or increase the Shareholder's obligations
thereunder.

      (b) At any meeting of shareholders of Summit or at any adjournment thereof
or in any other circumstances upon which their vote, consent or other approval
is sought, the Shareholder shall vote (or cause to be voted) such Shareholder's
Shares against (i) any merger agreement or merger (other than the Merger
Agreement and the Merger), consolidation, combination, sale of substantial
assets, reorganization, recapitalization, dissolution, liquidation or winding up
of or by Summit or (ii) any amendment of Summit's Articles of Incorporation or
Bylaws or other proposal or transaction involving Summit or any of its
subsidiaries which amendment or other proposal or transaction would in any
manner impede, frustrate, prevent or nullify the Merger, the Merger Agreement or
any of the other transactions contemplated by the Merger Agreement (each of the
foregoing in clause (i) or (ii) above, a "Competing Transaction").


                                      2
<PAGE>

      3. Transfers.

      (a) The Shareholder shall not (i) transfer (which term shall include,
without limitation, for the purposes of this Agreement, any sale, gift, pledge
or other disposition), or consent to any transfer of, any or all of the
Shareholder's Shares or any interest therein, except pursuant to the Merger;
(ii) enter into any contract, option or other agreement or understanding with
respect to any transfer of any or all of such Shares or any interest therein,
(iii) grant any proxy, power of attorney or other authorization in or with
respect to such Shares, except for this Agreement, or (iv) deposit such Shares
into a voting trust or enter into a voting agreement or arrangement with respect
to such Shares; provided, that the Shareholder may transfer (as defined above)
any of the Shareholder's Shares to any other person who is on the date hereof,
or to any family member of a person or charitable institution which prior to the
Shareholders' Meeting and prior to such transfer becomes, a party to this
Agreement bound by all the obligations of the "Shareholder" hereunder.

      (b) Nothing in this Agreement shall affect the Shareholder's economic or
financial interest in the Shareholder's Shares and, without limiting the
foregoing, the parties acknowledge and agree that, in the event that the Merger
or any Competing Transaction is consummated, the Shareholder shall be entitled
to any and all consideration in exchange for the Shareholder's Shares.

      4. Grant of Irrevocable Proxy; Appointment of Proxy.

      (a) The Shareholder hereby irrevocably grants to and appoints J. Paul
Condrin III, Chief Financial Officer of Liberty, Geoffrey E. Hunt, Vice
President and Director of Corporate Finance, and Laurance H. S. Yahia, Vice
President and Associate General Counsel of Liberty, in their respective
capacities as officers of Liberty, and any individual who shall hereafter
succeed to any such office of Liberty, and each of them individually, the
Shareholder's proxy and attorney-in-fact (with full power of substitution), for
and in the name, place and stead of the Shareholder, to vote the Shareholder's
Shares, or grant a consent or approval in respect of such Shares (i) in favor of
the Merger, the execution and delivery of the Merger Agreement and approval of
the terms thereof and each of the other transactions contemplated by the Merger
Agreement, provided that the terms of the Merger Agreement shall not have been
amended to reduce the consideration payable in the Merger to less than $33.00
per share or otherwise to impair materially and adversely the Shareholder's
rights or increase the Shareholder's obligations thereunder, and (ii) against
any Competing Transaction.

      (b) The Shareholder represents that any proxies heretofore given in
respect of the Shareholder's shares are not irrevocable, and that any such
proxies are hereby revoked.

      (c) The Shareholder hereby affirms that the irrevocable proxy set forth in
this Section 4 is given in connection with the execution of the Merger
Agreement, and that such irrevocable proxy is given to secure the performance of
the duties of the Shareholder under this Agreement. The Shareholder hereby
further affirms that the irrevocable proxy is coupled with an interest and


                                      3
<PAGE>

may under no circumstances be revoked. The Shareholder hereby ratifies and
confirms all that such irrevocable proxy may lawfully do or cause to be done by
virtue hereof. Such irrevocable proxy is executed and intended to be irrevocable
in accordance with the provisions of Section 607.0722 of the 1989 Florida
Business Corporation Act.

      5. Certain Events. The Shareholder agrees that this Agreement and the
obligations hereunder shall attach to the Shareholder's Shares and shall be
binding upon any person or entity to which legal or beneficial ownership of such
Shares shall pass, whether by operation of law or otherwise, including without
limitation the Shareholder's successors or assigns. In the event of any stock
split, stock dividend, merger, reorganization, recapitalization or other change
in the capital structure of Summit affecting the Summit Stock, or the
acquisition of additional shares of Summit Stock or other voting securities of
Summit by any Shareholder, the number of Shares subject to the terms of this
Agreement shall be adjusted appropriately and this Agreement and the obligations
hereunder shall attach to any additional shares of Summit Stock or other voting
securities of Summit issued to or acquired by the Shareholder.

      6. Legends. The Shareholder agrees that the Shareholder will tender to
Summit, within five business days after the date hereof, any and all
certificates representing such Shareholder's Shares and Summit will inscribe
upon such certificates the following legend: "The shares of Common Stock, $.01
par value per share, of Summit Southeast Holding, Inc. represented by this
certificate are subject to a Voting Agreement dated as of June 29, 1998, and may
not be sold or otherwise transferred, except in accordance therewith. Copies of
such Voting Agreement may be obtained at the principal executive offices of
Summit Holding Southeast, Inc."

      7. Further Assurances. The Shareholder shall, upon the request and at the
expense of Liberty, execute and deliver any additional documents and take such
further actions as Liberty may reasonably deem necessary or appropriate to carry
out the provisions hereof and to vest the power to vote such Shareholder's
Shares in the irrevocable proxies as described in Section 4.

      8. Termination. This Agreement, and all rights and obligations of the
parties hereunder, shall terminate upon the first to occur of: (a) the Effective
Time of the Merger or the date upon which any other merger, share exchange,
consolidation, recapitalization, significant asset sale or similar business
combination of Summit is consummated; (b) the date upon which the Merger
Agreement is terminated in accordance with either Section 8(a)(i), 8(a)(ii)(A),
8(a)(ii)(B) or 8(a)(ii)(C) thereof, provided, however, that if the Merger
Agreement is terminated in accordance with such Section 8(a)(ii)(A) following
the communication, public proposal, public disclosure or communication of an
Acquisition Proposal (as defined in the Merger Agreement) to Summit (or the
public disclosure or communication to Summit of the willingness of any Person to
make an Acquisition Proposal), then clause (c) of this Section 8, rather than
this clause (b), shall apply; or (c) if an Acquisition Proposal (as defined in
the Merger Agreement) is commenced on or before December 31, 1998, at close of
business on December 31, 1999.


                                      4
<PAGE>

      9. Miscellaneous.

      (a) Capitalized terms used and not otherwise defined in this Agreement
shall have the respective meanings assigned to them in the Merger Agreement.

      (b) All notices, requests, claims, demands and other communications under
this Agreement shall be in writing and shall be deemed given and effective if
delivered personally or sent by overnight courier (providing proof of delivery)
to the parties at the following addresses (or at such other address for a party
as shall be specified by like notice): (i) if to Liberty, to the address
provided in the Merger Agreement; and (ii) if to the Shareholder; to his address
shown below his signature on the last page hereof.

      (c) The headings contained in this Agreement are for reference purposes
only and shall not affect in any way the meaning or interpretation of this
Agreement.

      (d) This Agreement may be executed in two or more counterparts, all of
which shall be considered one and the same agreement.

      (e) This Agreement (including the documents and instruments referred to
herein) constitutes the entire agreement, and supersedes all prior agreements
and understandings, both written and oral, among the parties with respect to the
subject matter hereof.

      (f) This Agreement shall be governed by, and construed in accordance with,
the laws of the State of Florida, regardless of the laws that might otherwise
govern under applicable principles of conflicts of laws thereof.

      (g) Neither this Agreement nor any of the rights, interests or obligations
under this Agreement shall be assigned, in whole or in part, by operation of law
or otherwise, by any of the parties without the prior written consent of the
other parties, except as expressly contemplated by Section 3. Any assignment in
violation of the foregoing shall be void.

      (h) The Shareholder agrees that irreparable damage would occur and that
Liberty would not have any adequate remedy at law in the event that any of the
provisions of this Agreement were not performed in accordance with their
specific terms or were otherwise breached. It is accordingly agreed that Liberty
shall be entitled to an injunction or injunctions to prevent breaches by the
Shareholder of this Agreement and to enforce specifically the terms and
provisions of this Agreement in any court of the United States located in the
State of Florida or in Florida state court, this being in addition to any other
remedy to which they are entitled at law or in equity. In addition, each of the
parties hereto (i) consents to submit such party to the personal jurisdiction of
any federal court located in the State of Florida or any Florida state court in
the event any dispute arises out of this Agreement or any of the transactions
contemplated hereby, (ii) agrees that such party will not attempt to deny or
defeat such personal jurisdiction by motion or other request for leave from any
such court and (iii) agrees that such party will not


                                      5
<PAGE>

bring any action relating to this Agreement or any of the transactions
contemplated hereby in any court other than a federal court sitting in the State
of Florida or a Florida state court.

      (i) If any term, provision, covenant or restriction herein, or the
application thereof to any circumstance, shall, to any extent, be held by a
court of competent jurisdiction to be invalid, void or unenforceable, the
remainder of the terms, provisions, covenants and restrictions herein and the
application thereof to any other circumstances, shall remain in full force and
effect, shall not in any way be affected, impaired or invalidated, and shall be
enforced to the fullest extent permitted by law.

      (j) No amendment, modification or waiver in respect of this Agreement
shall be effective against any party unless it shall be in writing and signed by
such party.


                                      6
<PAGE>

      IN WITNESS WHEREOF, the undersigned parties have executed and delivered
this Voting Agreement as of the day and year first above written.

                                    LIBERTY MUTUAL INSURANCE COMPANY


                                    By:    /s/ Geoffrey E. Hunt
                                           --------------------------
                                    Name:  Geoffrey E. Hunt
                                    Title: Vice President


                                    SUMMIT HOLDING SOUTHEAST, INC.


                                    By:    /s/ William B. Bull
                                           --------------------------
                                    Name:  William B. Bull
                                    Title: President


                                    SHAREHOLDER


                                    /s/ Russell L. Wall
                                    ---------------------------------
                                    Printed Name: Russell L. Wall

                                    Address:





                                    Number of Shares
                                    Beneficially Owned That are
                                    Subject to this Agreement: 124,188

                                    Number of Shares Beneficially
                                    Owned That are Not Subject to this
                                    Agreement: 9,200

                                    Total Number of Shares
                                    Beneficially Owned: 133,388


                                      7


<PAGE>

                                                      
                                                                  EXHIBIT 99.10

                                VOTING AGREEMENT

      THIS VOTING AGREEMENT (this "Agreement") is made and entered into as of
June 29, 1998, by and between Liberty Mutual Insurance Company, a Massachusetts
mutual insurance company ("Liberty"), Summit Holding Southeast, Inc., a Florida
corporation ("Summit"), and the undersigned (the "Shareholder").

      WHEREAS, the Shareholder desires that Liberty, Space Mountain Acquisition
Corp., a wholly owned subsidiary of Liberty ("Acquisition Sub"), and Summit
enter into an Agreement and Plan of Merger dated the date hereof (as the same
may be amended or supplemented, the "Merger Agreement") with respect to the
merger of Acquisition Sub with and into Summit (the "Merger"); and

      WHEREAS, the Shareholder is executing this Agreement as an inducement to
Liberty to enter into and execute, and to cause Acquisition Sub to enter into
and execute, the Merger Agreement;

      NOW, THEREFORE, in consideration of the execution and delivery by Liberty
and Acquisition Sub of the Merger Agreement and the mutual covenants, conditions
and agreements contained herein and therein, the parties agree as follows:

      1. Representations and Warranties. The Shareholder represents and warrants
to Liberty as follows:

      (a) The Shareholder is the record and beneficial owner of the number of
shares of common stock, $.01 par value per share, of Summit ("Summit Stock") set
forth below such Shareholder's name on the signature page hereof, which number
includes, without limitation, all shares of Summit Stock issuable to Shareholder
pursuant to options that have been granted to Shareholder pursuant to the Summit
Holding Southeast, Inc. 1996 Long-Term Incentive Plan. As set forth below the
Shareholder's name on the signature page hereof, (i) certain of the shares of
Summit Stock that are beneficially owned by the Shareholder are subject to this
Agreement (the "Shareholder's Shares"), and (ii) certain of the shares of Summit
Stock that are beneficially owned by the Shareholder are not subject to this
Agreement (the "Excluded Shares"). Except for the Shareholder's Shares and the
Excluded Shares, the Shareholder is not the record or beneficial owner of any
shares of Summit Stock and holds no warrants, options or other rights to acquire
Summit Stock. This Agreement has been duly authorized, executed and delivered
by, and constitutes a valid and binding agreement of, the Shareholder,
enforceable in accordance with its terms.

      (b) Neither the execution and delivery of this Agreement nor the
consummation by the Shareholder of the transactions contemplated hereby will
result in a violation of, or a default under, or conflict with, any contract,
trust, commitment, agreement, understanding, arrangement

<PAGE>

or restriction of any kind to which the Shareholder is a party or bound or to
which the Shareholder's Shares are subject. Consummation by the Shareholder of
the transactions contemplated hereby will not violate, or require any consent,
approval, or notice under, any provision of any judgment, order, decree,
statute, law, rule or regulation applicable to the Shareholder or the
Shareholder's Shares.

      (c) The Shareholder's Shares and the certificates representing such Shares
are now, and at all times during the term hereof will be, held by the
Shareholder, or by a nominee or custodian for the benefit of such Shareholder,
free and clear of all liens, claims, security interests, proxies, voting trusts
or agreements, understandings or arrangements or any other encumbrances
whatsoever, except for any such encumbrances or proxies arising hereunder.

      (d) The Shareholder understands and acknowledges that Liberty is entering
into, and causing Acquisition Sub to enter into, the Merger Agreement in
reliance upon the Shareholder's execution and delivery of this Agreement. The
Shareholder acknowledges that the irrevocable proxy set forth in Section 4 is
granted in consideration for the execution and delivery of the Merger Agreement
by Liberty and Acquisition Sub.

      2. Voting Agreements. The Shareholder agrees with, and covenants to,
Liberty as follows:

      (a) At any meeting of shareholders of Summit called to vote upon the
Merger and the Merger Agreement or at any adjournment thereof or in any other
circumstances upon which a vote, consent or other approval with respect to the
Merger and the Merger Agreement is sought (the "Shareholders' Meeting"), the
Shareholder shall vote (or cause to be voted) the Shareholder's Shares in favor
of the Merger, the execution and delivery by Summit of the Merger Agreement, and
the approval of the terms thereof and each of the other transactions
contemplated by the Merger Agreement, provided that the terms of the Merger
Agreement shall not have been amended to reduce the consideration payable in the
Merger to less than $33.00 per share or otherwise to impair materially and
adversely the Shareholder's rights or increase the Shareholder's obligations
thereunder.

      (b) At any meeting of shareholders of Summit or at any adjournment thereof
or in any other circumstances upon which their vote, consent or other approval
is sought, the Shareholder shall vote (or cause to be voted) such Shareholder's
Shares against (i) any merger agreement or merger (other than the Merger
Agreement and the Merger), consolidation, combination, sale of substantial
assets, reorganization, recapitalization, dissolution, liquidation or winding up
of or by Summit or (ii) any amendment of Summit's Articles of Incorporation or
Bylaws or other proposal or transaction involving Summit or any of its
subsidiaries which amendment or other proposal or transaction would in any
manner impede, frustrate, prevent or nullify the Merger, the Merger Agreement or
any of the other transactions contemplated by the Merger Agreement (each of the
foregoing in clause (i) or (ii) above, a "Competing Transaction").


                                      2
<PAGE>

      3. Transfers.

      (a) The Shareholder shall not (i) transfer (which term shall include,
without limitation, for the purposes of this Agreement, any sale, gift, pledge
or other disposition), or consent to any transfer of, any or all of the
Shareholder's Shares or any interest therein, except pursuant to the Merger;
(ii) enter into any contract, option or other agreement or understanding with
respect to any transfer of any or all of such Shares or any interest therein,
(iii) grant any proxy, power of attorney or other authorization in or with
respect to such Shares, except for this Agreement, or (iv) deposit such Shares
into a voting trust or enter into a voting agreement or arrangement with respect
to such Shares; provided, that the Shareholder may transfer (as defined above)
any of the Shareholder's Shares to any other person who is on the date hereof,
or to any family member of a person or charitable institution which prior to the
Shareholders' Meeting and prior to such transfer becomes, a party to this
Agreement bound by all the obligations of the "Shareholder" hereunder.

      (b) Nothing in this Agreement shall affect the Shareholder's economic or
financial interest in the Shareholder's Shares and, without limiting the
foregoing, the parties acknowledge and agree that, in the event that the Merger
or any Competing Transaction is consummated, the Shareholder shall be entitled
to any and all consideration in exchange for the Shareholder's Shares.

      4. Grant of Irrevocable Proxy; Appointment of Proxy.

      (a) The Shareholder hereby irrevocably grants to and appoints J. Paul
Condrin III, Chief Financial Officer of Liberty, Geoffrey E. Hunt, Vice
President and Director of Corporate Finance, and Laurance H. S. Yahia, Vice
President and Associate General Counsel of Liberty, in their respective
capacities as officers of Liberty, and any individual who shall hereafter
succeed to any such office of Liberty, and each of them individually, the
Shareholder's proxy and attorney-in-fact (with full power of substitution), for
and in the name, place and stead of the Shareholder, to vote the Shareholder's
Shares, or grant a consent or approval in respect of such Shares (i) in favor of
the Merger, the execution and delivery of the Merger Agreement and approval of
the terms thereof and each of the other transactions contemplated by the Merger
Agreement, provided that the terms of the Merger Agreement shall not have been
amended to reduce the consideration payable in the Merger to less than $33.00
per share or otherwise to impair materially and adversely the Shareholder's
rights or increase the Shareholder's obligations thereunder, and (ii) against
any Competing Transaction.

      (b) The Shareholder represents that any proxies heretofore given in
respect of the Shareholder's shares are not irrevocable, and that any such
proxies are hereby revoked.

      (c) The Shareholder hereby affirms that the irrevocable proxy set forth in
this Section 4 is given in connection with the execution of the Merger
Agreement, and that such irrevocable proxy is given to secure the performance of
the duties of the Shareholder under this Agreement. The Shareholder hereby
further affirms that the irrevocable proxy is coupled with an interest and


                                      3
<PAGE>

may under no circumstances be revoked. The Shareholder hereby ratifies and
confirms all that such irrevocable proxy may lawfully do or cause to be done by
virtue hereof. Such irrevocable proxy is executed and intended to be irrevocable
in accordance with the provisions of Section 607.0722 of the 1989 Florida
Business Corporation Act.

      5. Certain Events. The Shareholder agrees that this Agreement and the
obligations hereunder shall attach to the Shareholder's Shares and shall be
binding upon any person or entity to which legal or beneficial ownership of such
Shares shall pass, whether by operation of law or otherwise, including without
limitation the Shareholder's successors or assigns. In the event of any stock
split, stock dividend, merger, reorganization, recapitalization or other change
in the capital structure of Summit affecting the Summit Stock, or the
acquisition of additional shares of Summit Stock or other voting securities of
Summit by any Shareholder, the number of Shares subject to the terms of this
Agreement shall be adjusted appropriately and this Agreement and the obligations
hereunder shall attach to any additional shares of Summit Stock or other voting
securities of Summit issued to or acquired by the Shareholder.

      6. Legends. The Shareholder agrees that the Shareholder will tender to
Summit, within five business days after the date hereof, any and all
certificates representing such Shareholder's Shares and Summit will inscribe
upon such certificates the following legend: "The shares of Common Stock, $.01
par value per share, of Summit Southeast Holding, Inc. represented by this
certificate are subject to a Voting Agreement dated as of June 29, 1998, and may
not be sold or otherwise transferred, except in accordance therewith. Copies of
such Voting Agreement may be obtained at the principal executive offices of
Summit Holding Southeast, Inc."

      7. Further Assurances. The Shareholder shall, upon the request and at the
expense of Liberty, execute and deliver any additional documents and take such
further actions as Liberty may reasonably deem necessary or appropriate to carry
out the provisions hereof and to vest the power to vote such Shareholder's
Shares in the irrevocable proxies as described in Section 4.

      8. Termination. This Agreement, and all rights and obligations of the
parties hereunder, shall terminate upon the first to occur of: (a) the Effective
Time of the Merger or the date upon which any other merger, share exchange,
consolidation, recapitalization, significant asset sale or similar business
combination of Summit is consummated; (b) the date upon which the Merger
Agreement is terminated in accordance with either Section 8(a)(i), 8(a)(ii)(A),
8(a)(ii)(B) or 8(a)(ii)(C) thereof, provided, however, that if the Merger
Agreement is terminated in accordance with such Section 8(a)(ii)(A) following
the communication, public proposal, public disclosure or communication of an
Acquisition Proposal (as defined in the Merger Agreement) to Summit (or the
public disclosure or communication to Summit of the willingness of any Person to
make an Acquisition Proposal), then clause (c) of this Section 8, rather than
this clause (b), shall apply; or (c) if an Acquisition Proposal (as defined in
the Merger Agreement) is commenced on or before December 31, 1998, at close of
business on December 31, 1999.


                                      4
<PAGE>

      9. Miscellaneous.

      (a) Capitalized terms used and not otherwise defined in this Agreement
shall have the respective meanings assigned to them in the Merger Agreement.

      (b) All notices, requests, claims, demands and other communications under
this Agreement shall be in writing and shall be deemed given and effective if
delivered personally or sent by overnight courier (providing proof of delivery)
to the parties at the following addresses (or at such other address for a party
as shall be specified by like notice): (i) if to Liberty, to the address
provided in the Merger Agreement; and (ii) if to the Shareholder; to his address
shown below his signature on the last page hereof.

      (c) The headings contained in this Agreement are for reference purposes
only and shall not affect in any way the meaning or interpretation of this
Agreement.

      (d) This Agreement may be executed in two or more counterparts, all of
which shall be considered one and the same agreement.

      (e) This Agreement (including the documents and instruments referred to
herein) constitutes the entire agreement, and supersedes all prior agreements
and understandings, both written and oral, among the parties with respect to the
subject matter hereof.

      (f) This Agreement shall be governed by, and construed in accordance with,
the laws of the State of Florida, regardless of the laws that might otherwise
govern under applicable principles of conflicts of laws thereof.

      (g) Neither this Agreement nor any of the rights, interests or obligations
under this Agreement shall be assigned, in whole or in part, by operation of law
or otherwise, by any of the parties without the prior written consent of the
other parties, except as expressly contemplated by Section 3. Any assignment in
violation of the foregoing shall be void.

      (h) The Shareholder agrees that irreparable damage would occur and that
Liberty would not have any adequate remedy at law in the event that any of the
provisions of this Agreement were not performed in accordance with their
specific terms or were otherwise breached. It is accordingly agreed that Liberty
shall be entitled to an injunction or injunctions to prevent breaches by the
Shareholder of this Agreement and to enforce specifically the terms and
provisions of this Agreement in any court of the United States located in the
State of Florida or in Florida state court, this being in addition to any other
remedy to which they are entitled at law or in equity. In addition, each of the
parties hereto (i) consents to submit such party to the personal jurisdiction of
any federal court located in the State of Florida or any Florida state court in
the event any dispute arises out of this Agreement or any of the transactions
contemplated hereby, (ii) agrees that such party will not attempt to deny or
defeat such personal jurisdiction by motion or other request for leave from any
such court and (iii) agrees that such party will not


                                      5
<PAGE>

bring any action relating to this Agreement or any of the transactions
contemplated hereby in any court other than a federal court sitting in the State
of Florida or a Florida state court.

      (i) If any term, provision, covenant or restriction herein, or the
application thereof to any circumstance, shall, to any extent, be held by a
court of competent jurisdiction to be invalid, void or unenforceable, the
remainder of the terms, provisions, covenants and restrictions herein and the
application thereof to any other circumstances, shall remain in full force and
effect, shall not in any way be affected, impaired or invalidated, and shall be
enforced to the fullest extent permitted by law.

      (j) No amendment, modification or waiver in respect of this Agreement
shall be effective against any party unless it shall be in writing and signed by
such party.


                                      6
<PAGE>

      IN WITNESS WHEREOF, the undersigned parties have executed and delivered
this Voting Agreement as of the day and year first above written.

                                    LIBERTY MUTUAL INSURANCE COMPANY


                                    By:    /s/ Geoffrey E. Hunt
                                           --------------------------
                                    Name:  Geoffrey E. Hunt
                                    Title: Vice President


                                    SUMMIT HOLDING SOUTHEAST, INC.


                                    By:    /s/ William B. Bull
                                           --------------------------
                                    Name:  William B. Bull
                                    Title: President


                                    SHAREHOLDER


                                    /s/ Thomas S. Petcoff
                                    ---------------------------------
                                    Printed Name: Thomas S. Petcoff

                                    Address:





                                    Number of Shares
                                    Beneficially Owned That are
                                    Subject to this Agreement: 45,238

                                    Number of Shares Beneficially
                                    Owned That are Not Subject to this
                                    Agreement: 10,527

                                    Total Number of Shares
                                    Beneficially Owned: 55,765


                                      7


<PAGE>

                                                         
                                                                  EXHIBIT 99.11

                               VOTING AGREEMENT

      THIS VOTING AGREEMENT (this "Agreement") is made and entered into as of
June 29, 1998, by and between Liberty Mutual Insurance Company, a Massachusetts
mutual insurance company ("Liberty"), Summit Holding Southeast, Inc., a Florida
corporation ("Summit"), and the undersigned (the "Shareholder").

      WHEREAS, the Shareholder desires that Liberty, Space Mountain Acquisition
Corp., a wholly owned subsidiary of Liberty ("Acquisition Sub"), and Summit
enter into an Agreement and Plan of Merger dated the date hereof (as the same
may be amended or supplemented, the "Merger Agreement") with respect to the
merger of Acquisition Sub with and into Summit (the "Merger"); and

      WHEREAS, the Shareholder is executing this Agreement as an inducement to
Liberty to enter into and execute, and to cause Acquisition Sub to enter into
and execute, the Merger Agreement;

      NOW, THEREFORE, in consideration of the execution and delivery by Liberty
and Acquisition Sub of the Merger Agreement and the mutual covenants, conditions
and agreements contained herein and therein, the parties agree as follows:

      1. Representations and Warranties. The Shareholder represents and warrants
to Liberty as follows:

      (a) The Shareholder is the record and beneficial owner of the number of
shares of common stock, $.01 par value per share, of Summit ("Summit Stock") set
forth below such Shareholder's name on the signature page hereof, which number
includes, without limitation, all shares of Summit Stock issuable to Shareholder
pursuant to options that have been granted to Shareholder pursuant to the Summit
Holding Southeast, Inc. 1996 Long-Term Incentive Plan. As set forth below the
Shareholder's name on the signature page hereof, (i) certain of the shares of
Summit Stock that are beneficially owned by the Shareholder are subject to this
Agreement (the "Shareholder's Shares"), and (ii) certain of the shares of Summit
Stock that are beneficially owned by the Shareholder are not subject to this
Agreement (the "Excluded Shares"). Except for the Shareholder's Shares and the
Excluded Shares, the Shareholder is not the record or beneficial owner of any
shares of Summit Stock and holds no warrants, options or other rights to acquire
Summit Stock. This Agreement has been duly authorized, executed and delivered
by, and constitutes a valid and binding agreement of, the Shareholder,
enforceable in accordance with its terms.

      (b) Neither the execution and delivery of this Agreement nor the
consummation by the Shareholder of the transactions contemplated hereby will
result in a violation of, or a default under, or conflict with, any contract,
trust, commitment, agreement, understanding, arrangement

<PAGE>

or restriction of any kind to which the Shareholder is a party or bound or to
which the Shareholder's Shares are subject. Consummation by the Shareholder of
the transactions contemplated hereby will not violate, or require any consent,
approval, or notice under, any provision of any judgment, order, decree,
statute, law, rule or regulation applicable to the Shareholder or the
Shareholder's Shares.

      (c) The Shareholder's Shares and the certificates representing such Shares
are now, and at all times during the term hereof will be, held by the
Shareholder, or by a nominee or custodian for the benefit of such Shareholder,
free and clear of all liens, claims, security interests, proxies, voting trusts
or agreements, understandings or arrangements or any other encumbrances
whatsoever, except for any such encumbrances or proxies arising hereunder.

      (d) The Shareholder understands and acknowledges that Liberty is entering
into, and causing Acquisition Sub to enter into, the Merger Agreement in
reliance upon the Shareholder's execution and delivery of this Agreement. The
Shareholder acknowledges that the irrevocable proxy set forth in Section 4 is
granted in consideration for the execution and delivery of the Merger Agreement
by Liberty and Acquisition Sub.

      2. Voting Agreements. The Shareholder agrees with, and covenants to,
Liberty as follows:

      (a) At any meeting of shareholders of Summit called to vote upon the
Merger and the Merger Agreement or at any adjournment thereof or in any other
circumstances upon which a vote, consent or other approval with respect to the
Merger and the Merger Agreement is sought (the "Shareholders' Meeting"), the
Shareholder shall vote (or cause to be voted) the Shareholder's Shares in favor
of the Merger, the execution and delivery by Summit of the Merger Agreement, and
the approval of the terms thereof and each of the other transactions
contemplated by the Merger Agreement, provided that the terms of the Merger
Agreement shall not have been amended to reduce the consideration payable in the
Merger to less than $33.00 per share or otherwise to impair materially and
adversely the Shareholder's rights or increase the Shareholder's obligations
thereunder.

      (b) At any meeting of shareholders of Summit or at any adjournment thereof
or in any other circumstances upon which their vote, consent or other approval
is sought, the Shareholder shall vote (or cause to be voted) such Shareholder's
Shares against (i) any merger agreement or merger (other than the Merger
Agreement and the Merger), consolidation, combination, sale of substantial
assets, reorganization, recapitalization, dissolution, liquidation or winding up
of or by Summit or (ii) any amendment of Summit's Articles of Incorporation or
Bylaws or other proposal or transaction involving Summit or any of its
subsidiaries which amendment or other proposal or transaction would in any
manner impede, frustrate, prevent or nullify the Merger, the Merger Agreement or
any of the other transactions contemplated by the Merger Agreement (each of the
foregoing in clause (i) or (ii) above, a "Competing Transaction").


                                      2
<PAGE>

      3. Transfers.

      (a) The Shareholder shall not (i) transfer (which term shall include,
without limitation, for the purposes of this Agreement, any sale, gift, pledge
or other disposition), or consent to any transfer of, any or all of the
Shareholder's Shares or any interest therein, except pursuant to the Merger;
(ii) enter into any contract, option or other agreement or understanding with
respect to any transfer of any or all of such Shares or any interest therein,
(iii) grant any proxy, power of attorney or other authorization in or with
respect to such Shares, except for this Agreement, or (iv) deposit such Shares
into a voting trust or enter into a voting agreement or arrangement with respect
to such Shares; provided, that the Shareholder may transfer (as defined above)
any of the Shareholder's Shares to any other person who is on the date hereof,
or to any family member of a person or charitable institution which prior to the
Shareholders' Meeting and prior to such transfer becomes, a party to this
Agreement bound by all the obligations of the "Shareholder" hereunder.

      (b) Nothing in this Agreement shall affect the Shareholder's economic or
financial interest in the Shareholder's Shares and, without limiting the
foregoing, the parties acknowledge and agree that, in the event that the Merger
or any Competing Transaction is consummated, the Shareholder shall be entitled
to any and all consideration in exchange for the Shareholder's Shares.

      4. Grant of Irrevocable Proxy; Appointment of Proxy.

      (a) The Shareholder hereby irrevocably grants to and appoints J. Paul
Condrin III, Chief Financial Officer of Liberty, Geoffrey E. Hunt, Vice
President and Director of Corporate Finance, and Laurance H. S. Yahia, Vice
President and Associate General Counsel of Liberty, in their respective
capacities as officers of Liberty, and any individual who shall hereafter
succeed to any such office of Liberty, and each of them individually, the
Shareholder's proxy and attorney-in-fact (with full power of substitution), for
and in the name, place and stead of the Shareholder, to vote the Shareholder's
Shares, or grant a consent or approval in respect of such Shares (i) in favor of
the Merger, the execution and delivery of the Merger Agreement and approval of
the terms thereof and each of the other transactions contemplated by the Merger
Agreement, provided that the terms of the Merger Agreement shall not have been
amended to reduce the consideration payable in the Merger to less than $33.00
per share or otherwise to impair materially and adversely the Shareholder's
rights or increase the Shareholder's obligations thereunder, and (ii) against
any Competing Transaction.

      (b) The Shareholder represents that any proxies heretofore given in
respect of the Shareholder's shares are not irrevocable, and that any such
proxies are hereby revoked.

      (c) The Shareholder hereby affirms that the irrevocable proxy set forth in
this Section 4 is given in connection with the execution of the Merger
Agreement, and that such irrevocable proxy is given to secure the performance of
the duties of the Shareholder under this Agreement. The Shareholder hereby
further affirms that the irrevocable proxy is coupled with an interest and


                                      3
<PAGE>

may under no circumstances be revoked. The Shareholder hereby ratifies and
confirms all that such irrevocable proxy may lawfully do or cause to be done by
virtue hereof. Such irrevocable proxy is executed and intended to be irrevocable
in accordance with the provisions of Section 607.0722 of the 1989 Florida
Business Corporation Act.

      5. Certain Events. The Shareholder agrees that this Agreement and the
obligations hereunder shall attach to the Shareholder's Shares and shall be
binding upon any person or entity to which legal or beneficial ownership of such
Shares shall pass, whether by operation of law or otherwise, including without
limitation the Shareholder's successors or assigns. In the event of any stock
split, stock dividend, merger, reorganization, recapitalization or other change
in the capital structure of Summit affecting the Summit Stock, or the
acquisition of additional shares of Summit Stock or other voting securities of
Summit by any Shareholder, the number of Shares subject to the terms of this
Agreement shall be adjusted appropriately and this Agreement and the obligations
hereunder shall attach to any additional shares of Summit Stock or other voting
securities of Summit issued to or acquired by the Shareholder.

      6. Legends. The Shareholder agrees that the Shareholder will tender to
Summit, within five business days after the date hereof, any and all
certificates representing such Shareholder's Shares and Summit will inscribe
upon such certificates the following legend: "The shares of Common Stock, $.01
par value per share, of Summit Southeast Holding, Inc. represented by this
certificate are subject to a Voting Agreement dated as of June 29, 1998, and may
not be sold or otherwise transferred, except in accordance therewith. Copies of
such Voting Agreement may be obtained at the principal executive offices of
Summit Holding Southeast, Inc."

      7. Further Assurances. The Shareholder shall, upon the request and at the
expense of Liberty, execute and deliver any additional documents and take such
further actions as Liberty may reasonably deem necessary or appropriate to carry
out the provisions hereof and to vest the power to vote such Shareholder's
Shares in the irrevocable proxies as described in Section 4.

      8. Termination. This Agreement, and all rights and obligations of the
parties hereunder, shall terminate upon the first to occur of: (a) the Effective
Time of the Merger or the date upon which any other merger, share exchange,
consolidation, recapitalization, significant asset sale or similar business
combination of Summit is consummated; (b) the date upon which the Merger
Agreement is terminated in accordance with either Section 8(a)(i), 8(a)(ii)(A),
8(a)(ii)(B) or 8(a)(ii)(C) thereof, provided, however, that if the Merger
Agreement is terminated in accordance with such Section 8(a)(ii)(A) following
the communication, public proposal, public disclosure or communication of an
Acquisition Proposal (as defined in the Merger Agreement) to Summit (or the
public disclosure or communication to Summit of the willingness of any Person to
make an Acquisition Proposal), then clause (c) of this Section 8, rather than
this clause (b), shall apply; or (c) if an Acquisition Proposal (as defined in
the Merger Agreement) is commenced on or before December 31, 1998, at close of
business on December 31, 1999.


                                      4
<PAGE>

      9. Miscellaneous.

      (a) Capitalized terms used and not otherwise defined in this Agreement
shall have the respective meanings assigned to them in the Merger Agreement.

      (b) All notices, requests, claims, demands and other communications under
this Agreement shall be in writing and shall be deemed given and effective if
delivered personally or sent by overnight courier (providing proof of delivery)
to the parties at the following addresses (or at such other address for a party
as shall be specified by like notice): (i) if to Liberty, to the address
provided in the Merger Agreement; and (ii) if to the Shareholder; to his address
shown below his signature on the last page hereof.

      (c) The headings contained in this Agreement are for reference purposes
only and shall not affect in any way the meaning or interpretation of this
Agreement.

      (d) This Agreement may be executed in two or more counterparts, all of
which shall be considered one and the same agreement.

      (e) This Agreement (including the documents and instruments referred to
herein) constitutes the entire agreement, and supersedes all prior agreements
and understandings, both written and oral, among the parties with respect to the
subject matter hereof.

      (f) This Agreement shall be governed by, and construed in accordance with,
the laws of the State of Florida, regardless of the laws that might otherwise
govern under applicable principles of conflicts of laws thereof.

      (g) Neither this Agreement nor any of the rights, interests or obligations
under this Agreement shall be assigned, in whole or in part, by operation of law
or otherwise, by any of the parties without the prior written consent of the
other parties, except as expressly contemplated by Section 3. Any assignment in
violation of the foregoing shall be void.

      (h) The Shareholder agrees that irreparable damage would occur and that
Liberty would not have any adequate remedy at law in the event that any of the
provisions of this Agreement were not performed in accordance with their
specific terms or were otherwise breached. It is accordingly agreed that Liberty
shall be entitled to an injunction or injunctions to prevent breaches by the
Shareholder of this Agreement and to enforce specifically the terms and
provisions of this Agreement in any court of the United States located in the
State of Florida or in Florida state court, this being in addition to any other
remedy to which they are entitled at law or in equity. In addition, each of the
parties hereto (i) consents to submit such party to the personal jurisdiction of
any federal court located in the State of Florida or any Florida state court in
the event any dispute arises out of this Agreement or any of the transactions
contemplated hereby, (ii) agrees that such party will not attempt to deny or
defeat such personal jurisdiction by motion or other request for leave from any
such court and (iii) agrees that such party will not


                                      5
<PAGE>

bring any action relating to this Agreement or any of the transactions
contemplated hereby in any court other than a federal court sitting in the State
of Florida or a Florida state court.

      (i) If any term, provision, covenant or restriction herein, or the
application thereof to any circumstance, shall, to any extent, be held by a
court of competent jurisdiction to be invalid, void or unenforceable, the
remainder of the terms, provisions, covenants and restrictions herein and the
application thereof to any other circumstances, shall remain in full force and
effect, shall not in any way be affected, impaired or invalidated, and shall be
enforced to the fullest extent permitted by law.

      (j) No amendment, modification or waiver in respect of this Agreement
shall be effective against any party unless it shall be in writing and signed by
such party.



                                      6
<PAGE>

      IN WITNESS WHEREOF, the undersigned parties have executed and delivered
this Voting Agreement as of the day and year first above written.

                                    LIBERTY MUTUAL INSURANCE COMPANY


                                    By:    /s/ Geoffrey E. Hunt
                                           --------------------------
                                    Name:  Geoffrey E. Hunt
                                    Title: Vice President


                                    SUMMIT HOLDING SOUTHEAST, INC.


                                    By:    /s/ William B. Bull
                                           --------------------------
                                    Name:  William B. Bull
                                    Title: President


                                    SHAREHOLDER


                                    /s/ John A. Gray
                                    ---------------------------------
                                    Printed Name:  John A. Gray

                                    Address:





                                    Number of Shares
                                    Beneficially Owned That are
                                    Subject to this Agreement: 43,405

                                    Number of Shares Beneficially
                                    Owned That are Not Subject to this
                                    Agreement: 0

                                    Total Number of Shares
                                    Beneficially Owned:  43,405


                                      7


<PAGE>
                                                         
                                                                  EXHIBIT 99.12
                                VOTING AGREEMENT

      THIS VOTING AGREEMENT (this "Agreement") is made and entered into as of
June 29, 1998, by and between Liberty Mutual Insurance Company, a Massachusetts
mutual insurance company ("Liberty"), Summit Holding Southeast, Inc., a Florida
corporation ("Summit"), and the undersigned (the "Shareholder").

      WHEREAS, the Shareholder desires that Liberty, Space Mountain Acquisition
Corp., a wholly owned subsidiary of Liberty ("Acquisition Sub"), and Summit
enter into an Agreement and Plan of Merger dated the date hereof (as the same
may be amended or supplemented, the "Merger Agreement") with respect to the
merger of Acquisition Sub with and into Summit (the "Merger"); and

      WHEREAS, the Shareholder is executing this Agreement as an inducement to
Liberty to enter into and execute, and to cause Acquisition Sub to enter into
and execute, the Merger Agreement;

      NOW, THEREFORE, in consideration of the execution and delivery by Liberty
and Acquisition Sub of the Merger Agreement and the mutual covenants, conditions
and agreements contained herein and therein, the parties agree as follows:

      1. Representations and Warranties. The Shareholder represents and warrants
to Liberty as follows:

      (a) The Shareholder is the record and beneficial owner of the number of
shares of common stock, $.01 par value per share, of Summit ("Summit Stock") set
forth below such Shareholder's name on the signature page hereof, which number
includes, without limitation, all shares of Summit Stock issuable to Shareholder
pursuant to options that have been granted to Shareholder pursuant to the Summit
Holding Southeast, Inc. 1996 Long-Term Incentive Plan. As set forth below the
Shareholder's name on the signature page hereof, (i) certain of the shares of
Summit Stock that are beneficially owned by the Shareholder are subject to this
Agreement (the "Shareholder's Shares"), and (ii) certain of the shares of Summit
Stock that are beneficially owned by the Shareholder are not subject to this
Agreement (the "Excluded Shares"). Except for the Shareholder's Shares and the
Excluded Shares, the Shareholder is not the record or beneficial owner of any
shares of Summit Stock and holds no warrants, options or other rights to acquire
Summit Stock. This Agreement has been duly authorized, executed and delivered
by, and constitutes a valid and binding agreement of, the Shareholder,
enforceable in accordance with its terms.

      (b) Neither the execution and delivery of this Agreement nor the
consummation by the Shareholder of the transactions contemplated hereby will
result in a violation of, or a default under, or conflict with, any contract,
trust, commitment, agreement, understanding, arrangement

<PAGE>

or restriction of any kind to which the Shareholder is a party or bound or to
which the Shareholder's Shares are subject. Consummation by the Shareholder of
the transactions contemplated hereby will not violate, or require any consent,
approval, or notice under, any provision of any judgment, order, decree,
statute, law, rule or regulation applicable to the Shareholder or the
Shareholder's Shares.

      (c) The Shareholder's Shares and the certificates representing such Shares
are now, and at all times during the term hereof will be, held by the
Shareholder, or by a nominee or custodian for the benefit of such Shareholder,
free and clear of all liens, claims, security interests, proxies, voting trusts
or agreements, understandings or arrangements or any other encumbrances
whatsoever, except for any such encumbrances or proxies arising hereunder.

      (d) The Shareholder understands and acknowledges that Liberty is entering
into, and causing Acquisition Sub to enter into, the Merger Agreement in
reliance upon the Shareholder's execution and delivery of this Agreement. The
Shareholder acknowledges that the irrevocable proxy set forth in Section 4 is
granted in consideration for the execution and delivery of the Merger Agreement
by Liberty and Acquisition Sub.

      2. Voting Agreements. The Shareholder agrees with, and covenants to,
Liberty as follows:

      (a) At any meeting of shareholders of Summit called to vote upon the
Merger and the Merger Agreement or at any adjournment thereof or in any other
circumstances upon which a vote, consent or other approval with respect to the
Merger and the Merger Agreement is sought (the "Shareholders' Meeting"), the
Shareholder shall vote (or cause to be voted) the Shareholder's Shares in favor
of the Merger, the execution and delivery by Summit of the Merger Agreement, and
the approval of the terms thereof and each of the other transactions
contemplated by the Merger Agreement, provided that the terms of the Merger
Agreement shall not have been amended to reduce the consideration payable in the
Merger to less than $33.00 per share or otherwise to impair materially and
adversely the Shareholder's rights or increase the Shareholder's obligations
thereunder.

      (b) At any meeting of shareholders of Summit or at any adjournment thereof
or in any other circumstances upon which their vote, consent or other approval
is sought, the Shareholder shall vote (or cause to be voted) such Shareholder's
Shares against (i) any merger agreement or merger (other than the Merger
Agreement and the Merger), consolidation, combination, sale of substantial
assets, reorganization, recapitalization, dissolution, liquidation or winding up
of or by Summit or (ii) any amendment of Summit's Articles of Incorporation or
Bylaws or other proposal or transaction involving Summit or any of its
subsidiaries which amendment or other proposal or transaction would in any
manner impede, frustrate, prevent or nullify the Merger, the Merger Agreement or
any of the other transactions contemplated by the Merger Agreement (each of the
foregoing in clause (i) or (ii) above, a "Competing Transaction").


                                      2
<PAGE>

      3. Transfers.

      (a) The Shareholder shall not (i) transfer (which term shall include,
without limitation, for the purposes of this Agreement, any sale, gift, pledge
or other disposition), or consent to any transfer of, any or all of the
Shareholder's Shares or any interest therein, except pursuant to the Merger;
(ii) enter into any contract, option or other agreement or understanding with
respect to any transfer of any or all of such Shares or any interest therein,
(iii) grant any proxy, power of attorney or other authorization in or with
respect to such Shares, except for this Agreement, or (iv) deposit such Shares
into a voting trust or enter into a voting agreement or arrangement with respect
to such Shares; provided, that the Shareholder may transfer (as defined above)
any of the Shareholder's Shares to any other person who is on the date hereof,
or to any family member of a person or charitable institution which prior to the
Shareholders' Meeting and prior to such transfer becomes, a party to this
Agreement bound by all the obligations of the "Shareholder" hereunder.

      (b) Nothing in this Agreement shall affect the Shareholder's economic or
financial interest in the Shareholder's Shares and, without limiting the
foregoing, the parties acknowledge and agree that, in the event that the Merger
or any Competing Transaction is consummated, the Shareholder shall be entitled
to any and all consideration in exchange for the Shareholder's Shares.

      4. Grant of Irrevocable Proxy; Appointment of Proxy.

      (a) The Shareholder hereby irrevocably grants to and appoints J. Paul
Condrin III, Chief Financial Officer of Liberty, Geoffrey E. Hunt, Vice
President and Director of Corporate Finance, and Laurance H. S. Yahia, Vice
President and Associate General Counsel of Liberty, in their respective
capacities as officers of Liberty, and any individual who shall hereafter
succeed to any such office of Liberty, and each of them individually, the
Shareholder's proxy and attorney-in-fact (with full power of substitution), for
and in the name, place and stead of the Shareholder, to vote the Shareholder's
Shares, or grant a consent or approval in respect of such Shares (i) in favor of
the Merger, the execution and delivery of the Merger Agreement and approval of
the terms thereof and each of the other transactions contemplated by the Merger
Agreement, provided that the terms of the Merger Agreement shall not have been
amended to reduce the consideration payable in the Merger to less than $33.00
per share or otherwise to impair materially and adversely the Shareholder's
rights or increase the Shareholder's obligations thereunder, and (ii) against
any Competing Transaction.

      (b) The Shareholder represents that any proxies heretofore given in
respect of the Shareholder's shares are not irrevocable, and that any such
proxies are hereby revoked.

      (c) The Shareholder hereby affirms that the irrevocable proxy set forth in
this Section 4 is given in connection with the execution of the Merger
Agreement, and that such irrevocable proxy is given to secure the performance of
the duties of the Shareholder under this Agreement. The Shareholder hereby
further affirms that the irrevocable proxy is coupled with an interest and


                                      3
<PAGE>

may under no circumstances be revoked. The Shareholder hereby ratifies and
confirms all that such irrevocable proxy may lawfully do or cause to be done by
virtue hereof. Such irrevocable proxy is executed and intended to be irrevocable
in accordance with the provisions of Section 607.0722 of the 1989 Florida
Business Corporation Act.

      5. Certain Events. The Shareholder agrees that this Agreement and the
obligations hereunder shall attach to the Shareholder's Shares and shall be
binding upon any person or entity to which legal or beneficial ownership of such
Shares shall pass, whether by operation of law or otherwise, including without
limitation the Shareholder's successors or assigns. In the event of any stock
split, stock dividend, merger, reorganization, recapitalization or other change
in the capital structure of Summit affecting the Summit Stock, or the
acquisition of additional shares of Summit Stock or other voting securities of
Summit by any Shareholder, the number of Shares subject to the terms of this
Agreement shall be adjusted appropriately and this Agreement and the obligations
hereunder shall attach to any additional shares of Summit Stock or other voting
securities of Summit issued to or acquired by the Shareholder.

      6. Legends. The Shareholder agrees that the Shareholder will tender to
Summit, within five business days after the date hereof, any and all
certificates representing such Shareholder's Shares and Summit will inscribe
upon such certificates the following legend: "The shares of Common Stock, $.01
par value per share, of Summit Southeast Holding, Inc. represented by this
certificate are subject to a Voting Agreement dated as of June 29, 1998, and may
not be sold or otherwise transferred, except in accordance therewith. Copies of
such Voting Agreement may be obtained at the principal executive offices of
Summit Holding Southeast, Inc."

      7. Further Assurances. The Shareholder shall, upon the request and at the
expense of Liberty, execute and deliver any additional documents and take such
further actions as Liberty may reasonably deem necessary or appropriate to carry
out the provisions hereof and to vest the power to vote such Shareholder's
Shares in the irrevocable proxies as described in Section 4.

      8. Termination. This Agreement, and all rights and obligations of the
parties hereunder, shall terminate upon the first to occur of: (a) the Effective
Time of the Merger or the date upon which any other merger, share exchange,
consolidation, recapitalization, significant asset sale or similar business
combination of Summit is consummated; (b) the date upon which the Merger
Agreement is terminated in accordance with either Section 8(a)(i), 8(a)(ii)(A),
8(a)(ii)(B) or 8(a)(ii)(C) thereof, provided, however, that if the Merger
Agreement is terminated in accordance with such Section 8(a)(ii)(A) following
the communication, public proposal, public disclosure or communication of an
Acquisition Proposal (as defined in the Merger Agreement) to Summit (or the
public disclosure or communication to Summit of the willingness of any Person to
make an Acquisition Proposal), then clause (c) of this Section 8, rather than
this clause (b), shall apply; or (c) if an Acquisition Proposal (as defined in
the Merger Agreement) is commenced on or before December 31, 1998, at close of
business on December 31, 1999.


                                      4
<PAGE>

      9. Miscellaneous.

      (a) Capitalized terms used and not otherwise defined in this Agreement
shall have the respective meanings assigned to them in the Merger Agreement.

      (b) All notices, requests, claims, demands and other communications under
this Agreement shall be in writing and shall be deemed given and effective if
delivered personally or sent by overnight courier (providing proof of delivery)
to the parties at the following addresses (or at such other address for a party
as shall be specified by like notice): (i) if to Liberty, to the address
provided in the Merger Agreement; and (ii) if to the Shareholder; to his address
shown below his signature on the last page hereof.

      (c) The headings contained in this Agreement are for reference purposes
only and shall not affect in any way the meaning or interpretation of this
Agreement.

      (d) This Agreement may be executed in two or more counterparts, all of
which shall be considered one and the same agreement.

      (e) This Agreement (including the documents and instruments referred to
herein) constitutes the entire agreement, and supersedes all prior agreements
and understandings, both written and oral, among the parties with respect to the
subject matter hereof.

      (f) This Agreement shall be governed by, and construed in accordance with,
the laws of the State of Florida, regardless of the laws that might otherwise
govern under applicable principles of conflicts of laws thereof.

      (g) Neither this Agreement nor any of the rights, interests or obligations
under this Agreement shall be assigned, in whole or in part, by operation of law
or otherwise, by any of the parties without the prior written consent of the
other parties, except as expressly contemplated by Section 3. Any assignment in
violation of the foregoing shall be void.

      (h) The Shareholder agrees that irreparable damage would occur and that
Liberty would not have any adequate remedy at law in the event that any of the
provisions of this Agreement were not performed in accordance with their
specific terms or were otherwise breached. It is accordingly agreed that Liberty
shall be entitled to an injunction or injunctions to prevent breaches by the
Shareholder of this Agreement and to enforce specifically the terms and
provisions of this Agreement in any court of the United States located in the
State of Florida or in Florida state court, this being in addition to any other
remedy to which they are entitled at law or in equity. In addition, each of the
parties hereto (i) consents to submit such party to the personal jurisdiction of
any federal court located in the State of Florida or any Florida state court in
the event any dispute arises out of this Agreement or any of the transactions
contemplated hereby, (ii) agrees that such party will not attempt to deny or
defeat such personal jurisdiction by motion or other request for leave from any
such court and (iii) agrees that such party will not


                                      5
<PAGE>

bring any action relating to this Agreement or any of the transactions
contemplated hereby in any court other than a federal court sitting in the State
of Florida or a Florida state court.

      (i) If any term, provision, covenant or restriction herein, or the
application thereof to any circumstance, shall, to any extent, be held by a
court of competent jurisdiction to be invalid, void or unenforceable, the
remainder of the terms, provisions, covenants and restrictions herein and the
application thereof to any other circumstances, shall remain in full force and
effect, shall not in any way be affected, impaired or invalidated, and shall be
enforced to the fullest extent permitted by law.

      (j) No amendment, modification or waiver in respect of this Agreement
shall be effective against any party unless it shall be in writing and signed by
such party.


                                      6
<PAGE>

      IN WITNESS WHEREOF, the undersigned parties have executed and delivered
this Voting Agreement as of the day and year first above written.

                                    LIBERTY MUTUAL INSURANCE COMPANY


                                    By:    /s/ Geoffrey E. Hunt
                                           --------------------------
                                    Name:  Geoffrey E. Hunt
                                    Title: Vice President


                                    SUMMIT HOLDING SOUTHEAST, INC.


                                    By:    /s/ William B. Bull
                                           --------------------------
                                    Name:  William B. Bull
                                    Title: President


                                    SHAREHOLDER


                                    /s/ Robert Siegel
                                    ---------------------------------
                                    Printed Name: Robert Siegel

                                    Address:





                                    Number of Shares
                                    Beneficially Owned That are
                                    Subject to this Agreement: 38,628

                                    Number of Shares Beneficially
                                    Owned That are Not Subject to this
                                    Agreement: 0

                                    Total Number of Shares
                                    Beneficially Owned:  38,628


                                      7


<PAGE>

                                                        
                                                                  EXHIBIT 99.13

                               VOTING AGREEMENT

      THIS VOTING AGREEMENT (this "Agreement") is made and entered into as of
June 29, 1998, by and between Liberty Mutual Insurance Company, a Massachusetts
mutual insurance company ("Liberty"), Summit Holding Southeast, Inc., a Florida
corporation ("Summit"), and the undersigned (the "Shareholder").

      WHEREAS, the Shareholder desires that Liberty, Space Mountain Acquisition
Corp., a wholly owned subsidiary of Liberty ("Acquisition Sub"), and Summit
enter into an Agreement and Plan of Merger dated the date hereof (as the same
may be amended or supplemented, the "Merger Agreement") with respect to the
merger of Acquisition Sub with and into Summit (the "Merger"); and

      WHEREAS, the Shareholder is executing this Agreement as an inducement to
Liberty to enter into and execute, and to cause Acquisition Sub to enter into
and execute, the Merger Agreement;

      NOW, THEREFORE, in consideration of the execution and delivery by Liberty
and Acquisition Sub of the Merger Agreement and the mutual covenants, conditions
and agreements contained herein and therein, the parties agree as follows:

      1. Representations and Warranties. The Shareholder represents and warrants
to Liberty as follows:

      (a) The Shareholder is the record and beneficial owner of the number of
shares of common stock, $.01 par value per share, of Summit ("Summit Stock") set
forth below such Shareholder's name on the signature page hereof, which number
includes, without limitation, all shares of Summit Stock issuable to Shareholder
pursuant to options that have been granted to Shareholder pursuant to the Summit
Holding Southeast, Inc. 1996 Long-Term Incentive Plan. As set forth below the
Shareholder's name on the signature page hereof, (i) certain of the shares of
Summit Stock that are beneficially owned by the Shareholder are subject to this
Agreement (the "Shareholder's Shares"), and (ii) certain of the shares of Summit
Stock that are beneficially owned by the Shareholder are not subject to this
Agreement (the "Excluded Shares"). Except for the Shareholder's Shares and the
Excluded Shares, the Shareholder is not the record or beneficial owner of any
shares of Summit Stock and holds no warrants, options or other rights to acquire
Summit Stock. This Agreement has been duly authorized, executed and delivered
by, and constitutes a valid and binding agreement of, the Shareholder,
enforceable in accordance with its terms.

      (b) Neither the execution and delivery of this Agreement nor the
consummation by the Shareholder of the transactions contemplated hereby will
result in a violation of, or a default under, or conflict with, any contract,
trust, commitment, agreement, understanding, arrangement

<PAGE>

or restriction of any kind to which the Shareholder is a party or bound or to
which the Shareholder's Shares are subject. Consummation by the Shareholder of
the transactions contemplated hereby will not violate, or require any consent,
approval, or notice under, any provision of any judgment, order, decree,
statute, law, rule or regulation applicable to the Shareholder or the
Shareholder's Shares.

      (c) The Shareholder's Shares and the certificates representing such Shares
are now, and at all times during the term hereof will be, held by the
Shareholder, or by a nominee or custodian for the benefit of such Shareholder,
free and clear of all liens, claims, security interests, proxies, voting trusts
or agreements, understandings or arrangements or any other encumbrances
whatsoever, except for any such encumbrances or proxies arising hereunder.

      (d) The Shareholder understands and acknowledges that Liberty is entering
into, and causing Acquisition Sub to enter into, the Merger Agreement in
reliance upon the Shareholder's execution and delivery of this Agreement. The
Shareholder acknowledges that the irrevocable proxy set forth in Section 4 is
granted in consideration for the execution and delivery of the Merger Agreement
by Liberty and Acquisition Sub.

      2. Voting Agreements. The Shareholder agrees with, and covenants to,
Liberty as follows:

      (a) At any meeting of shareholders of Summit called to vote upon the
Merger and the Merger Agreement or at any adjournment thereof or in any other
circumstances upon which a vote, consent or other approval with respect to the
Merger and the Merger Agreement is sought (the "Shareholders' Meeting"), the
Shareholder shall vote (or cause to be voted) the Shareholder's Shares in favor
of the Merger, the execution and delivery by Summit of the Merger Agreement, and
the approval of the terms thereof and each of the other transactions
contemplated by the Merger Agreement, provided that the terms of the Merger
Agreement shall not have been amended to reduce the consideration payable in the
Merger to less than $33.00 per share or otherwise to impair materially and
adversely the Shareholder's rights or increase the Shareholder's obligations
thereunder.

      (b) At any meeting of shareholders of Summit or at any adjournment thereof
or in any other circumstances upon which their vote, consent or other approval
is sought, the Shareholder shall vote (or cause to be voted) such Shareholder's
Shares against (i) any merger agreement or merger (other than the Merger
Agreement and the Merger), consolidation, combination, sale of substantial
assets, reorganization, recapitalization, dissolution, liquidation or winding up
of or by Summit or (ii) any amendment of Summit's Articles of Incorporation or
Bylaws or other proposal or transaction involving Summit or any of its
subsidiaries which amendment or other proposal or transaction would in any
manner impede, frustrate, prevent or nullify the Merger, the Merger Agreement or
any of the other transactions contemplated by the Merger Agreement (each of the
foregoing in clause (i) or (ii) above, a "Competing Transaction").


                                      2
<PAGE>

      3. Transfers.

      (a) The Shareholder shall not (i) transfer (which term shall include,
without limitation, for the purposes of this Agreement, any sale, gift, pledge
or other disposition), or consent to any transfer of, any or all of the
Shareholder's Shares or any interest therein, except pursuant to the Merger;
(ii) enter into any contract, option or other agreement or understanding with
respect to any transfer of any or all of such Shares or any interest therein,
(iii) grant any proxy, power of attorney or other authorization in or with
respect to such Shares, except for this Agreement, or (iv) deposit such Shares
into a voting trust or enter into a voting agreement or arrangement with respect
to such Shares; provided, that the Shareholder may transfer (as defined above)
any of the Shareholder's Shares to any other person who is on the date hereof,
or to any family member of a person or charitable institution which prior to the
Shareholders' Meeting and prior to such transfer becomes, a party to this
Agreement bound by all the obligations of the "Shareholder" hereunder.

      (b) Nothing in this Agreement shall affect the Shareholder's economic or
financial interest in the Shareholder's Shares and, without limiting the
foregoing, the parties acknowledge and agree that, in the event that the Merger
or any Competing Transaction is consummated, the Shareholder shall be entitled
to any and all consideration in exchange for the Shareholder's Shares.

      4. Grant of Irrevocable Proxy; Appointment of Proxy.

      (a) The Shareholder hereby irrevocably grants to and appoints J. Paul
Condrin III, Chief Financial Officer of Liberty, Geoffrey E. Hunt, Vice
President and Director of Corporate Finance, and Laurance H. S. Yahia, Vice
President and Associate General Counsel of Liberty, in their respective
capacities as officers of Liberty, and any individual who shall hereafter
succeed to any such office of Liberty, and each of them individually, the
Shareholder's proxy and attorney-in-fact (with full power of substitution), for
and in the name, place and stead of the Shareholder, to vote the Shareholder's
Shares, or grant a consent or approval in respect of such Shares (i) in favor of
the Merger, the execution and delivery of the Merger Agreement and approval of
the terms thereof and each of the other transactions contemplated by the Merger
Agreement, provided that the terms of the Merger Agreement shall not have been
amended to reduce the consideration payable in the Merger to less than $33.00
per share or otherwise to impair materially and adversely the Shareholder's
rights or increase the Shareholder's obligations thereunder, and (ii) against
any Competing Transaction.

      (b) The Shareholder represents that any proxies heretofore given in
respect of the Shareholder's shares are not irrevocable, and that any such
proxies are hereby revoked.

      (c) The Shareholder hereby affirms that the irrevocable proxy set forth in
this Section 4 is given in connection with the execution of the Merger
Agreement, and that such irrevocable proxy is given to secure the performance of
the duties of the Shareholder under this Agreement. The Shareholder hereby
further affirms that the irrevocable proxy is coupled with an interest and


                                      3
<PAGE>

may under no circumstances be revoked. The Shareholder hereby ratifies and
confirms all that such irrevocable proxy may lawfully do or cause to be done by
virtue hereof. Such irrevocable proxy is executed and intended to be irrevocable
in accordance with the provisions of Section 607.0722 of the 1989 Florida
Business Corporation Act.

      5. Certain Events. The Shareholder agrees that this Agreement and the
obligations hereunder shall attach to the Shareholder's Shares and shall be
binding upon any person or entity to which legal or beneficial ownership of such
Shares shall pass, whether by operation of law or otherwise, including without
limitation the Shareholder's successors or assigns. In the event of any stock
split, stock dividend, merger, reorganization, recapitalization or other change
in the capital structure of Summit affecting the Summit Stock, or the
acquisition of additional shares of Summit Stock or other voting securities of
Summit by any Shareholder, the number of Shares subject to the terms of this
Agreement shall be adjusted appropriately and this Agreement and the obligations
hereunder shall attach to any additional shares of Summit Stock or other voting
securities of Summit issued to or acquired by the Shareholder.

      6. Legends. The Shareholder agrees that the Shareholder will tender to
Summit, within five business days after the date hereof, any and all
certificates representing such Shareholder's Shares and Summit will inscribe
upon such certificates the following legend: "The shares of Common Stock, $.01
par value per share, of Summit Southeast Holding, Inc. represented by this
certificate are subject to a Voting Agreement dated as of June 29, 1998, and may
not be sold or otherwise transferred, except in accordance therewith. Copies of
such Voting Agreement may be obtained at the principal executive offices of
Summit Holding Southeast, Inc."

      7. Further Assurances. The Shareholder shall, upon the request and at the
expense of Liberty, execute and deliver any additional documents and take such
further actions as Liberty may reasonably deem necessary or appropriate to carry
out the provisions hereof and to vest the power to vote such Shareholder's
Shares in the irrevocable proxies as described in Section 4.

      8. Termination. This Agreement, and all rights and obligations of the
parties hereunder, shall terminate upon the first to occur of: (a) the Effective
Time of the Merger or the date upon which any other merger, share exchange,
consolidation, recapitalization, significant asset sale or similar business
combination of Summit is consummated; (b) the date upon which the Merger
Agreement is terminated in accordance with either Section 8(a)(i), 8(a)(ii)(A),
8(a)(ii)(B) or 8(a)(ii)(C) thereof, provided, however, that if the Merger
Agreement is terminated in accordance with such Section 8(a)(ii)(A) following
the communication, public proposal, public disclosure or communication of an
Acquisition Proposal (as defined in the Merger Agreement) to Summit (or the
public disclosure or communication to Summit of the willingness of any Person to
make an Acquisition Proposal), then clause (c) of this Section 8, rather than
this clause (b), shall apply; or (c) if an Acquisition Proposal (as defined in
the Merger Agreement) is commenced on or before December 31, 1998, at close of
business on December 31, 1999.


                                      4
<PAGE>

      9. Miscellaneous.

      (a) Capitalized terms used and not otherwise defined in this Agreement
shall have the respective meanings assigned to them in the Merger Agreement.

      (b) All notices, requests, claims, demands and other communications under
this Agreement shall be in writing and shall be deemed given and effective if
delivered personally or sent by overnight courier (providing proof of delivery)
to the parties at the following addresses (or at such other address for a party
as shall be specified by like notice): (i) if to Liberty, to the address
provided in the Merger Agreement; and (ii) if to the Shareholder; to his address
shown below his signature on the last page hereof.

      (c) The headings contained in this Agreement are for reference purposes
only and shall not affect in any way the meaning or interpretation of this
Agreement.

      (d) This Agreement may be executed in two or more counterparts, all of
which shall be considered one and the same agreement.

      (e) This Agreement (including the documents and instruments referred to
herein) constitutes the entire agreement, and supersedes all prior agreements
and understandings, both written and oral, among the parties with respect to the
subject matter hereof.

      (f) This Agreement shall be governed by, and construed in accordance with,
the laws of the State of Florida, regardless of the laws that might otherwise
govern under applicable principles of conflicts of laws thereof.

      (g) Neither this Agreement nor any of the rights, interests or obligations
under this Agreement shall be assigned, in whole or in part, by operation of law
or otherwise, by any of the parties without the prior written consent of the
other parties, except as expressly contemplated by Section 3. Any assignment in
violation of the foregoing shall be void.

      (h) The Shareholder agrees that irreparable damage would occur and that
Liberty would not have any adequate remedy at law in the event that any of the
provisions of this Agreement were not performed in accordance with their
specific terms or were otherwise breached. It is accordingly agreed that Liberty
shall be entitled to an injunction or injunctions to prevent breaches by the
Shareholder of this Agreement and to enforce specifically the terms and
provisions of this Agreement in any court of the United States located in the
State of Florida or in Florida state court, this being in addition to any other
remedy to which they are entitled at law or in equity. In addition, each of the
parties hereto (i) consents to submit such party to the personal jurisdiction of
any federal court located in the State of Florida or any Florida state court in
the event any dispute arises out of this Agreement or any of the transactions
contemplated hereby, (ii) agrees that such party will not attempt to deny or
defeat such personal jurisdiction by motion or other request for leave from any
such court and (iii) agrees that such party will not


                                      5
<PAGE>

bring any action relating to this Agreement or any of the transactions
contemplated hereby in any court other than a federal court sitting in the State
of Florida or a Florida state court.

      (i) If any term, provision, covenant or restriction herein, or the
application thereof to any circumstance, shall, to any extent, be held by a
court of competent jurisdiction to be invalid, void or unenforceable, the
remainder of the terms, provisions, covenants and restrictions herein and the
application thereof to any other circumstances, shall remain in full force and
effect, shall not in any way be affected, impaired or invalidated, and shall be
enforced to the fullest extent permitted by law.

      (j) No amendment, modification or waiver in respect of this Agreement
shall be effective against any party unless it shall be in writing and signed by
such party.


                                      6
<PAGE>

      IN WITNESS WHEREOF, the undersigned parties have executed and delivered
this Voting Agreement as of the day and year first above written.

                                    LIBERTY MUTUAL INSURANCE COMPANY


                                    By:    /s/ Geoffrey E. Hunt
                                           --------------------------
                                    Name:  Geoffrey E. Hunt
                                    Title: Vice President


                                    SUMMIT HOLDING SOUTHEAST, INC.


                                    By:    /s/ William B. Bull
                                           --------------------------
                                    Name:  William B. Bull
                                    Title: President


                                    SHAREHOLDER


                                    /s/ Robert J. Noojin
                                    ---------------------------------
                                    Printed Name: Robert J. Noojin

                                    Address:





                                    Number of Shares
                                    Beneficially Owned That are
                                    Subject to this Agreement: 37,131

                                    Number of Shares Beneficially
                                    Owned That are Not Subject to this
                                    Agreement: 0

                                    Total Number of Shares
                                    Beneficially Owned:  37,131


                                      7




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