ENTERBANK HOLDINGS INC
S-8, 1997-12-29
STATE COMMERCIAL BANKS
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<PAGE> 1
As filed with the Securities and Exchange Commission on December 29, 1997
                                               Registration No. 333------------

                      SECURITIES AND EXCHANGE COMMISSION
                            WASHINGTON, D.C.  20549
                            -----------------------

                                   FORM S-8

            REGISTRATION STATEMENT UNDER THE SECURITIES ACT OF 1933

                            ENTERBANK HOLDINGS, INC.
                            ------------------------
            (Exact name of registrant as specified in its charter)

                DELAWARE                           43-1706259
                --------                           ----------
    (State or other jurisdiction of             (I.R.S. Employer
     incorporation or organization)            Identification No.)

                               150 NORTH MERAMAC
                           CLAYTON, MISSOURI  63105
                                (314) 725-5500
                                --------------
             (Address, Including Zip Code and Telephone Number,
                       of Principal Executive Offices)

                  ENTERPRISE BANK INCENTIVE STOCK OPTION PLAN
              ENTERPRISE BANK SECOND INCENTIVE STOCK OPTION PLAN
          ENTERBANK HOLDINGS, INC. THIRD INCENTIVE STOCK OPTION PLAN
          ----------------------------------------------------------
                            (Full title of the plans)

                                                     Copy To:
             FRED H. ELLER                     JOSEPH T. PORTER, JR.
        ENTERBANK HOLDINGS, INC.       POLSINELLI, WHITE, VARDEMAN & SHALTON,
                                                        P.C.
           150 NORTH MERAMAC               100 S. FOURTH STREET STE. 1110
        CLAYTON, MISSOURI  63105             ST. LOUIS, MISSOURI  63102
             (314) 725-5500                        (314) 231-1812
             --------------                        --------------
(Name, Address, and Telephone Number,
Including Area Code, of Agent For Service)

<TABLE>
                                                  CALCULATION OF REGISTRATION FEE
- ---------------------------------------------------------------------------------------------------------------------------------
<CAPTION>
Title of securities to be registered                              Proposed              Proposed maximum       Amount of
                                         Amount of shares         maximum offering      aggregate offering     registration
                                         to be registered<F1>     price per share<F2>   price<F2>              fee
- ---------------------------------------------------------------------------------------------------------------------------------
<S>                                      <C>                          <C>               <C>                    <C>
Common Stock, par value $.01 per share   144,000 shares<F3>            $7.00            $1,008,000               $300.00

Common Stock, par value $.01 per share    75,000 shares<F4>            $7.00              $525,000               $160.00

Common Stock, par value $.01 per share   200,000 shares<F5>           $16.00            $3,200,000               $950.00
                                         -------                                        ----------               -------
                                TOTAL:   419,000 shares                                 $4,733,000             $1,410.00
- ---------------------------------------------------------------------------------------------------------------------------------
<FN>
<F1>  Plus such additional indeterminate number of shares as may be issuable
      pursuant to the anti-dilution provisions of the Plans.

<F2>  Estimated solely for the purpose of determining the amount of the
      registration fee in accordance with Rule 457(c) and 457(h) and based
      on the maximum price at which the options may be exercised as
      determined by the Board of Directors of the Registrant.

<F3>  Represents shares issuable upon the exercise of stock options issued
      pursuant to the Enterprise Bank Incentive Stock Option Plan.

<F4>  Represents shares issuable upon the exercise of stock options issued
      pursuant to the Enterprise Bank Second Incentive Stock Option Plan.

<F5>  Represents shares issuable upon the exercise of stock options issued
      pursuant to the Enterbank Holdings, Inc. Third Incentive Stock Option
      Plan.
</TABLE>



<PAGE> 2

                           INTRODUCTION
                           ------------

      This Registration Statement on Form S-8 is filed by Enterbank Holdings,
Inc., a Delaware corporation (the "Registrant"), relating to shares of its
common stock, par value $.01 per share ("Common Stock"), issuable pursuant to
(i) the Enterprise Bank Incentive Stock Option Plan, as amended (the "First
Option Plan"), of its wholly-owned subsidiary, Enterprise Bank, a Missouri
banking corporation ("Enterprise Bank"), (ii) the Enterprise Bank Second
Incentive Stock Option Plan, as amended (the "Second Option Plan"), and (iii)
the Enterbank Holdings, Inc. Third Incentive Stock Option Plan (the "Third
Option Plan" and together with the First Option Plan and the Second Option
Plan, the "Plans").


                              PART I

       INFORMATION REQUIRED IN THE SECTION 10(A) PROSPECTUS

ITEM 1.   PLAN INFORMATION.
          ----------------

     Information required by Item 1 of Part I of Form S-8 to be contained in
the Section 10(a) prospectus is omitted from this Registration Statement in
accordance with Rule 428 under the Securities Act of 1933, as amended ("1933
Act"), and the Note to Part I of Form S-8.

ITEM 2.   REGISTRATION INFORMATION AND EMPLOYEE PLAN ANNUAL INFORMATION.
          -------------------------------------------------------------

     Information required by Item 2 of Part I of Form S-8 to be contained in
the Section 10(a) prospectus is omitted from this Registration Statement in
accordance with Rule 428 under the 1933 Act and the Note to Part I of Form
S-8.


                                    I-1
<PAGE> 3

                              PART II

        INFORMATION REQUIRED IN THE REGISTRATION STATEMENT

ITEM 3.   INCORPORATION OF DOCUMENTS BY REFERENCE.
          ---------------------------------------

            The following documents, which previously have been filed by the
Registrant with the Securities and Exchange Commission ("Commission"), are
incorporated herein by reference and made a part hereof:

                  (a)   The Registrant's Annual Report on Form 10-K for the
                        fiscal year ended December 31, 1996 filed pursuant
                        to Section 13(a) of the Securities Exchange Act of
                        1934, as amended ("Exchange Act");

                  (b)   All other reports filed by the Registrant pursuant to
                        Section 13(a) or 15(d) of the Exchange Act since the
                        end of the fiscal year covered by the Form 10-K;

                  (c)   The class of securities to be offered is not
                        registered under Section 12 of the Exchange Act.

            All documents subsequently filed by the Registrant pursuant
to Sections 13(a), 13(c), 14 or 15(d) of the Exchange Act, prior to the
filing of a post-effective amendment which indicates that all securities
offered hereunder have been sold or which deregisters all securities offered
hereunder then remaining unsold, shall be deemed to be incorporated herein by
reference and to be a part hereof from the date of filing such documents.
Any statement contained herein or in a document all or a portion of which is
incorporated or deemed to be incorporated by reference herein shall be deemed
to be modified or superseded for purposes of this Registration Statement to
the extent that a statement contained herein or in any other subsequently
filed document which also is or is deemed to be incorporated by reference
herein modifies or supersedes such statement.  Any such statement so modified
or superseded shall not be deemed, except as so modified or amended, to
constitute a part of this Registration Statement.

ITEM 4.   DESCRIPTION OF SECURITIES.
          -------------------------

            The authorized capital stock of the Registrant consists of
3,000,000 shares of common stock, par value $.01 per share ("Common Stock").
Reference is made to the Registrant's Certificate of Incorporation, as
amended (incorporated herein by reference from Exhibit 3.1 to the
Registrant's Registration Statement on Form S-1 dated December 19, 1996
(Registration No. 333-14737)) for a detailed description of the provisions
thereof summarized below.

            Holders of shares of Common Stock are entitled to receive
dividends as may from time to time be declared by the Board of Directors of
the Registrant out of funds legally available therefor.  Holders of Common
Stock are entitled to one vote per share on all matters on which the holders
of Common Stock are


                                    II-1
<PAGE> 4

entitled to vote and may cumulate their votes in any election of directors.
Holders of Common Stock have no preemptive, conversion, redemption or sinking
fund rights.  In the event of a liquidation, dissolution or winding up of the
Registrant, holders of Common Stock are entitled to share ratably in the
assets of the Registrant, if any, remaining after payment of all debts and
liabilities of the Registrant.  The shares of Common Stock offered by the
Registrant hereby will be fully paid and nonassessable when issued.  There is
no established public trading market for the Common Stock.

ITEM 5.   INTERESTS OF NAMED EXPERTS AND COUNSEL.
          --------------------------------------

          None.

ITEM 6.   INDEMNIFICATION OF DIRECTORS AND OFFICERS
          -----------------------------------------

            The Registrant's By-Laws provide that each person who was or is
made a party to, or is involved in, any action, suit, or proceeding by reason
of the fact that such person is or was a director or officer of the
Registrant will be indemnified and held harmless by the Registrant to the
full extent authorized by the Delaware General Corporation Law.

            Section 145 of the Delaware General Corporation Law provides as
follows:

                  "INDEMNIFICATION OF OFFICERS, DIRECTORS, EMPLOYEES AND
                  AGENTS; INSURANCE

            "(a)  A corporation may indemnify any person who was or is a party
or is threatened to be made a party to any threatened, pending or completed
action, suit or proceeding, whether civil, criminal, administrative or
investigative (other than an action by or in the right of the corporation) by
reason of the fact that such person is or was a director, officer, employee
or agent of the corporation, or is or was serving at the request of the
corporation as a director, officer, employee or agent of another corporation,
partnership, joint venture, trust or other enterprise, against expenses
(including attorneys' fees), judgments, fines and amounts paid in settlement
actually and reasonably incurred by such person in connection with such
action, suit or proceeding if such person acted in good faith and in a manner
such person reasonably believed to be in or not opposed to the best interests
of the corporation, and, with respect to any criminal action or proceeding,
had no reasonable cause to believe such person's conduct was unlawful.  The
termination of any action, suit or proceeding by judgment, order, settlement,
conviction, or upon a plea of nolo contendere or its equivalent, shall not,
of itself, create a presumption that the person did not act in good faith and
in a manner which such person reasonably believed to be in or not opposed to
the best interests of the corporation, and with respect to any criminal
action or proceeding, had reasonable cause to believe that such person's
conduct was unlawful.

            "(b)  A corporation may indemnify any person who was or is party
or is threatened to be made a party to any threatened, pending or completed
action or suit by or in the right of the corporation to procure a judgment in
its favor by reason of the fact that such person is or was a director,
officer, employee or agent


                                    II-2
<PAGE> 5

of the corporation, or is or was serving at the request of the corporation as
a director, officer, employee or agent of another corporation, partnership,
joint venture, trust or other enterprise against expenses (including
attorneys' fees) actually and reasonably incurred by such person in
connection with the defense or settlement of such action or suit if such
person acted in good faith and in a manner such person reasonably believed to
be in or not opposed to the best interests of the corporation and except that
no indemnification shall be made in respect of any claim, issue or matter as
to which such person shall have been adjudged to be liable to the corporation
unless and only to the extent that the Court of Chancery or the court in
which such action or suit was brought shall determine upon application that,
despite the adjudication of liability but in view of all the circumstances of
the case, such person is fairly and reasonably entitled to indemnity for such
expenses which the Court of Chancery or such other court shall deem proper.

            "(c)  To the extent that a present or former director or officer
of a corporation has been successful on the merits or otherwise in defense of
any action, suit or proceeding referred to in subsections (a) and (b) of this
section, or in defense of any claim, issue or matter therein, such person
shall be indemnified against expenses (including attorneys' fees) actually
and reasonably incurred by such person in connection therewith.

            "(d)  Any indemnification under subsections (a) and (b) of this
section (unless ordered by a court) shall be made by the corporation only as
authorized in the specific case upon a determination that indemnification of
the present or former director, officer, employee or agent is proper in the
circumstances because such person has met the applicable standard of conduct
set forth in subsections (a) and (b).  Such determination shall be made, with
respect to a person who is a director or officer at the time of such
determination, (1) by a majority vote of the directors who are not parties to
such action, suit or proceeding, even though less than a quorum, or (2) by a
committee of such directors designated by majority vote of such directors,
even though less than a quorum, or (3) if there are no such directors, or if
such directors so direct, by independent legal counsel in a written opinion,
or (4) by the stockholders.

            "(e)  Expenses (including attorneys' fees) incurred by an officer
or director in defending any civil, criminal, administrative, or
investigative action, suit or proceeding may be paid by the corporation in
advance of the final disposition of such action, suit or proceeding upon
receipt of an undertaking by or on behalf of such director or officer to
repay such amount if it shall ultimately be determined that such person is
not entitled to be indemnified by the corporation as authorized in this
section.  Such expenses (including attorneys' fees) incurred by former
directors and officers or other employees and agents may be so paid upon such
terms and conditions, if any, as the corporation deems appropriate.

            "(f)  The indemnification and advancement of expenses provided by,
or granted pursuant to, the other subsections of this section shall not be
deemed exclusive of any other rights to which those seeking indemnification
or advancement of expenses may be entitled under any by law, agreement, vote
of stockholders or disinterested directors or otherwise, both as to action in
such person's official capacity and as to action in another capacity while
holding such office.


                                    II-3
<PAGE> 6

            "(g)  A corporation shall have power to purchase and maintain
insurance on behalf of any person who is or was a director, officer, employee
or agent of the corporation, or is or was serving at the request of the
corporation as a director, officer, employee or agent of another corporation,
partnership, joint venture, trust or other enterprise against any liability
asserted against such person and incurred by such person in any such
capacity, or arising out of such person's status as such, whether or not the
corporation would have the power to indemnify such person against such
liability under this section.

            "(h)  For purposes of this section, references to "the
corporation" shall include, in addition to the resulting corporation, any
constituent corporation (including any constituent of a constituent) absorbed
in a consolidation or merger which, if its separate existence had continued,
would have had power and authority to indemnify its directors, officers, and
employees or agents, so that any person who is or was a director, officer,
employee or agent of such constituent corporation, or is or was serving at
the request of such constituent corporation as a director, officer, employee
or agent of another corporation, partnership, joint venture, trust or other
enterprise, shall stand in the same position under this section with respect
to the resulting or surviving corporation as such person would have with
respect to such constituent corporation if its separate existence had
continued.

            "(i)  For purposes of this section, references to "other
enterprises" shall include employee benefit plans; references to "fines"
shall include any excise taxes assessed on a person with respect to an
employee benefit plan; and references to "serving at the request of the
corporation" shall include any service as a director, officer, employee or
agent of the corporation which imposes duties on, or involves services by,
such director, officer, employee, or agent with respect to an employee
benefit plan, its participants or beneficiaries; and a person who acted in
good faith and in a manner such person reasonably believed to be in the
interest of the participants and beneficiaries of an employee benefit plan
shall be deemed to have acted in a manner "not opposed to the best interests
of the corporation" as referred to in this section.

            "(j)  The indemnification and advancement of expenses provided by,
or granted pursuant to, this section shall, unless otherwise provided when
authorized or ratified, continue as to a person who has ceased to be a
director, officer, employee or agent and shall inure to the benefit of the
heirs, executors and administrators of a person.

            "(k)  The Court of Chancery is hereby vested with exclusive
jurisdiction to hear and determine all actions for advancement of expenses or
indemnification brought under this section or under any bylaw, agreement,
vote of stockholders or disinterested directors, or otherwise the Court of
Chancery may summarily determine a corporation's obligation to advance
expenses (including attorneys' fees)."

            Pursuant to the Registrant's Certificate of Incorporation, no
director of the Registrant shall be personally liable to the Registrant or
its stockholders for monetary damages for any breach of fiduciary duty as a
director.  The Certificate of Incorporation further provides, however, that a
director shall be liable to the


                                    II-4
<PAGE> 7

extent provided by applicable law (i) for any breach of the director's duty
of loyalty to the Registrant or its stockholders; (ii) for acts or omissions
not in good faith or which involve intentional misconduct or a knowing
violation of law; (iii) pursuant to Section 174 of the Delaware General
Corporation Law; or (iv) for any transaction from which such director derived
an improper personal benefit.  No amendment or repeal of this provision in
the Certificate of Incorporation may adversely affect any right or protection
of any director of the Registrant existing at the time of such amendment or
repeal for or with respect to any acts or omissions of such director
occurring prior to such amendment or repeal.

            The Registrant may purchase and maintain, and currently does so
maintain, insurance on behalf of its officers and directors against liability
asserted against any of them and incurred by them in such capacity, or
arising out of their status as such.

ITEM 7.   EXEMPTION FROM REGISTRATION CLAIMED.
          -----------------------------------

          Not applicable.

ITEM 8.   EXHIBITS.
          --------

<TABLE>
<CAPTION>
Exhibit No.             Description
- -----------             -----------
<C>                     <S>
4.1                     Certificate of Incorporation of the Registrant, as
                        amended, (incorporated herein by reference from
                        Exhibit 3.1 to the Registrant's Registration
                        Statement on Form S-1 dated December 19, 1996
                        (Registration No. 333-14737).
4.2                     Bylaws of the Registrant, as amended, (incorporated
                        herein by reference from Exhibit 3.2 to the
                        Registrant's Registration Statement on Form S-1
                        dated December 19, 1996 (Registration No.
                        333-14737).
<F*>4.3                 Enterprise Bank Incentive Stock Option Plan
<F*>4.4                 Enterprise Bank Second Incentive Stock Option Plan
<F*>4.5                 Enterbank Holdings, Inc. Third Incentive Stock Option
                        Plan
<F*>5                   Opinion of Polsinelli, White, Vardeman & Shalton, P.C.
                        as to the legality of the securities being registered.
<F*>23.1                Consent of Polsinelli, White, Vardeman & Shalton, P.C.
                        (included in Exhibit 5 hereto).
<F*>23.2                Consent of KPMG Peat Marwick LLP.
<F*>24                  Power of Attorney (reference is made to page II-8
                        hereof).

<FN>
<F*>Filed herewith.
</TABLE>


                                    II-5
<PAGE> 8

ITEM 9.   UNDERTAKINGS.
          ------------

            (a)   The undersigned Registrant hereby undertakes:

                  1.    To file, during any period in which offers or sales
            are being made, a post-effective amendment to this registration
            statement:

                        (i)   to include any prospectus required by Section
                  10(a)(3) of the Securities Act of 1933, as amended (the
                  "1933 Act");

                        (ii)  to reflect in the prospectus any facts or event
                  arising after the effective date of this registration
                  statement (or the most recent post-effective amendment
                  thereof) which, individually or in the aggregate,
                  represent a fundamental change in the information set
                  forth in this registration statement; and

                        (iii) to include any material information with respect
                  to the plan of distribution not previously disclosed in
                  this registration statement or any material change to such
                  information in this registration statement; provided,
                  however, that paragraphs (a)(1)(i) and (a)(1)(ii) of this
                  section do not apply if this registration statement is on
                  Form S-3, Form S-8 or Form F-3, and the information
                  required to be included in a post-effective amendment by
                  those paragraphs is contained in periodic reports filed
                  with or furnished to the Commission pursuant to Section 13
                  or Section 15(d) of the Exchange Act that are incorporated
                  by reference in this registration statement.

                  2.    That, for the purpose of determining any liability
            under the 1933 Act, each such post-effective amendment shall be
            deemed to be a new registration statement relating to the
            securities offered therein, and the offering of such securities
            at that time shall be deemed to be the initial bona fide
            offering thereof.

                  3.    To remove from registration by means of a
            post-effective amendment any of the securities being registered
            which remain unsold at the termination of the offering.

            (b)   The undersigned Registrant hereby undertakes that, for
purposes of determining any liability under the 1933 Act, each filing of the
Registrant's annual report pursuant to Section 13(a) or Section 15(d) of the
Exchange Act (and, where applicable, each filing of an employee benefit
plan's annual report pursuant to Section 15(d) of the Exchange Act) that is
incorporated by reference in the registration statement shall be deemed to be
a new registration statement relating to the securities offered therein, and
the offering of such securities at that time shall be deemed to be the
initial bona fide offering thereof.


                                    II-6
<PAGE> 9

            (c)   Insofar as indemnification for liabilities arising under the
1933 Act may be permitted to directors, officers and controlling persons of
the Registrant pursuant to the foregoing provisions, or otherwise, the
Registrant has been advised that in the opinion of the Commission such
indemnification is against public policy as expressed in the 1933 Act and is,
therefore, unenforceable.  In the event that a claim for indemnification
against such liabilities (other than the payment by the Registrant of
expenses incurred or paid by a director, officer or controlling person of the
Registrant in the successful defense of any action, suit or proceeding) is
asserted by such director, officer or controlling person in connection with
the securities being registered, the Registrant will, unless in the opinion
of its counsel the matter has been settled by controlling precedent, submit
to a court of appropriate jurisdiction the question whether such
indemnification by it is against public policy as expressed in the 1933 Act
and will be governed by the final adjudication of such issue.



                                    II-7
<PAGE> 10

                                  Exhibit 24
                                  SIGNATURES

      The Registrant. Pursuant to the requirements of the Securities Act of
      ---------------
1933, the Registrant certifies that it has reasonable grounds to believe that
it meets all of the requirements for filing on Form S-8 and has duly caused
this Registration Statement to be signed on its behalf by the undersigned,
thereunto duly authorized, in the City of Clayton, State of Missouri, on
December 29, 1997.

ENTERBANK HOLDINGS, INC.                    ENTERBANK HOLDINGS, INC.

By: /s/ James C. Wagner                     By: /s/ Fred H. Eller
    -----------------------------               ---------------------------
       James C. Wagner                             Fred H. Eller
       Chief Financial Officer                     Chief Executive Officer


                         POWER OF ATTORNEY

      We, the undersigned officers and directors of Enterbank Holdings, Inc.,
hereby severally constitute and appoint Fred H. Eller and James C. Wagner and
each of them, our true and lawful attorneys-in-fact and agents, with full
power of substitution and resubstitution, for each of us in our name, place,
and stead, in any and all capacities, to sign Enterbank Holdings, Inc.'s
Registration Statement on Form S-8, and any other Registration Statement
relating to the same offering, and any and all amendments thereto (including
post-effective amendments), and to file the same, with all exhibits thereto,
and other documents in connection therewith, with the Securities and Exchange
Commission, and hereby grant to such attorneys-in-fact and agents, and each
of them, full power and authority to do and perform each and every act and
thing requisite and necessary to be done, as fully to all intents and
purposes as each of us might or could do in person, hereby ratifying and
confirming all that said attorneys-in-fact and agents or any of them or his
or their substitute or substitutes may lawfully do or cause to be done by
virtue hereof.

      Pursuant to the requirements of the Securities Act of 1933, this
Registration Statement has been signed by the following persons in the
capacities indicated and on the dates indicated.

<TABLE>
<CAPTION>
Signatures                                Title                         Date
- ----------                                -----                         ----
<S>                                       <C>                           <C>

/s/ Fred H. Eller                         Chief Executive Officer       December 29, 1997
- -----------------------------             and Director
Fred H. Eller




/s/ Ronald E. Henges                      Chairman of the Board         December 29, 1997
- -----------------------------             of Directors
Ronald E. Henges



                                    II-8
<PAGE> 11

/s/ Kevin C. Eichner                      Director                      December 29, 1997
- -----------------------------
Kevin C. Eichner




/s/ Paul R. Cahn                          Director                      December 29, 1997
- -----------------------------
Paul R. Cahn




/s/ Birch M. Mullins                      Director                      December 29, 1997
- -----------------------------
Birch M. Mullins




/s/ Robert E. Saur                        Director                      December 29, 1997
- -----------------------------
Robert E. Saur




/s/ James A. Williams                     Director                      December 29, 1997
- -----------------------------
James A. Williams




/s/ Henry D. Warshaw                      Director                      December 29, 1997
- -----------------------------
Henry D. Warshaw




/s/ James L. Wilhite                      Director                      December 29, 1997
- -----------------------------
James L. Wilhite




/s/ Ted C. Wetterau                       Director                      December 29, 1997
- -----------------------------
Ted C. Wetterau




/s/ Randall D. Humphreys                  Director                      December 29, 1997
- -----------------------------
Randall D. Humphreys




/s/ James C. Wagner                       Director                      December 29, 1997
- -----------------------------
James C. Wagner




                                    II-9


</TABLE>

<PAGE> 1

                                  EXHIBIT 4.3

                            ENTERBANK HOLDINGS, INC.
                          INCENTIVE STOCK OPTION PLAN
                          ---------------------------

                                     1.

      This Incentive Stock Option Plan for ENTERBANK HOLDINGS, INC. is
intended to advance the interests of the Organization by providing Key
Employees who have substantial responsibility for the direction and management
of the Company and its Subsidiaries with additional incentive to promote the
success of the Organization's business, and by encouraging the Key Employees
to remain in the employ of the Organization. The above aims will be
accomplished through the granting of certain stock options. It is intended
that options issued under the Plan qualify as ISOs, and the provisions of the
Plan shall be interpreted in accordance with this intention.

                                      2.

      The items defined below shall have the following meanings throughout
the Plan:

      2.1   "Bank" means ENTERPRISE BANK, a Missouri financial institution.

      2.2   "Board" means the Board of Directors of Company.

      2.3   "Code" means the Internal Revenue Code of 1986, as amended.

      2.4   "Company" means ENTERBANK HOLDINGS, INC., a Delaware corporation.

      2.5   "ISOs" means stock options which qualify as incentive stock
options under Section 422 of the Code.

      2.6   "Key Employees" means officers, directors, executives and
supervisory personnel, as well as other employees of the Company or the
Subsidiaries, who have substantial responsibility for the direction and
management of the Organization.

      2.7   "Organization" means the Company, the Bank and the Subsidiaries.

      2.8   "Optionee" means the person to whom an option is granted.

      2.9   "Plan" means the Incentive Stock Option Plan as defined by the
provisions hereof.

      2.10  "Stock" means the voting common stock of Company.

<PAGE> 2

      2.11  "Subsidiaries" means any subsidiary bank or corporation owned or
controlled by the Company, the Bank, or one of the Subsidiaries.

      2.12  "Ten Percent Shareholder" means any individual who at the time
an option is granted owns directly or indirectly stock possessing more than
10% of the total combined voting power of all classes of stock of the Company,
taking into account the provisions of Section 424(d) of the Code.

                                       3.

      The Board shall administer the Plan. Subject to the provisions of the
Plan, the Board shall have authority, in its sole and absolute discretion:
(a) to determine the employees of the Organization (from among the class of
employees eligible under Section 4 to receive options under the Plan) to
whom options shall be granted; (b) to determine the time or times at which
options shall be granted; (c) to determine the option price of the shares
subject to each option, which price shall not be less than the minimum
specified in Section 6.1; (d) to determine (subject to Section 6.2) the
duration of the exercise period for each option; (e) to determine the form
of options granted hereunder; (f) to determine the exact provisions of any
ISO issued hereunder so long as such provisions are not inconsistent with
Section 422 of the Code; and (g) to interpret the Plan and to prescribe,
amend, and rescind rules and regulations relating to it. For purposes of
acting with respect to the Plan, a majority of the members of the Board
shall constitute a quorum and the acts of a majority of the members present
at any meeting at which a quorum is present, or acts approved in writing by
a majority of the members of the Board, shall be deemed the acts of the Board.

                                       4.

      4.1   Options shall be granted only to Key Employees.

      4.2   The aggregate fair market value (determined at the time the option
is granted) of the Stock with respect to which ISOs are exercisable for the
first time by an individual during any calendar year (under this Plan or any
other ISO plan of Company) shall not exceed $100,000.

                                       5.

      5.1   The maximum number of shares of Stock which may be issued pursuant
to ISOs granted hereunder (subject to adjustment as provided in Section 5.3
hereof) shall be 144,000 shares and, to the extent allowed by law, said
number of shares will be reserved for use upon the exercise of options which
may be granted at any time and from time to time under the Plan (subject to
the provisions of Section 10). These shares may be

                                       2
<PAGE> 3

in whole or in part, as the Board shall from time to time determine, authorized
but unissued shares or unauthorized shares which may be authorized pursuant to
powers of attorney granted by shareholders of the Company. Any shares subject
to an option under the Plan, which option for any reason expires or is
terminated unexercised as to such shares, may again be subjected to an
option under the Plan.

      5.2   In the event that additional shares of Stock are issued pursuant
to a stock split or a stock dividend, the number of shares of Stock then
covered by each outstanding option granted hereunder shall be increased
proportionally and the per share price of such shares shall be decreased
proportionally with no change in the total purchase price of the shares
then so covered. The number of shares of Stock reserved for the purpose
of the Plan shall also be increased proportionally. In the event that the
shares of Stock of the Company from time to time issued and outstanding are
reduced by a combination of shares, the number of shares of Stock then
covered by each outstanding option granted hereunder shall be reduced
proportionally and the per share price shall be increased proportionally
with no change in the total price of the shares then so covered. The number
of shares of Stock reserved for the purposes of the Plan shall also be
reduced proportionally. No fractional shares shall be issued, and any
fractional shares resulting from the computations pursuant to this Section
5.2 shall be eliminated from the respective option. No adjustment shall be
made for dividends (other than stock dividends) or the issuance to stockholders
of rights to subscribe for additional common stock or other securities.

                                       6.

      6.1   The option price for each share of Stock covered by an ISO shall
be an amount not less than 100% (or, in the case of an ISO granted to a Ten
Percent Shareholder, not less than 110%) of the fair market value of the
Stock on the date the option is granted.

      6.2   All ISOs issued under the Plan shall be for such period as the
Board shall determine, but for not more than ten (10) years (or, if the
Optionee is a Ten Percent Shareholder, five (5) years) from the date of
grant thereof.

      6.3   The period of the ISO, once it is granted, may be reduced only
as provided for in Section 7 in connection with the termination of employment
of the Optionee.

      6.4   Except as provided in Section 7 hereof, no ISO may be exercised
unless the Optionee is at the time of such exercise in the employ of the
Organization and shall have been continuously so employed since the grant
of the option.

                                    3
<PAGE> 4

      6.5   Each option granted under the Plan shall be non-transferable and
shall be exercisable only by the Optionee to whom the option is granted. No
option granted under the Plan or any of the rights and privileges thereby
conferred shall be transferred, assigned, pledged, or hypothecated in any
way (whether by operation of law or otherwise), and no such option, right,
or privilege shall be subject to execution, attachment, or similar process.
Upon any attempt to so transfer, assign, pledge, hypothecate, or otherwise
dispose of the option or of any right or privilege conferred thereby, contrary
to the provisions hereof, or upon the levy of any attachment or similar
process upon such option, right or privilege, the option and such rights
and privileges shall immediately become null and void.

                                       7.

      7.1   In the event of an Optionee's termination of employment for any
reason, such Optionee or the Optionee's guardian or personal representative
may exercise any Options theretofore granted, which have vested and are not
then expired, within three (3) months after such termination of employment;
provided, however, in the case of termination of employment due to permanent
disability, the three month period of exercise shall be extended to one year.

      7.2   The transfer of a Key Employee from the Company and any Subsidiary
to the Company or any Subsidiary shall not be considered an interruption or
termination of employment for purposes of this Agreement.

                                       8.

      8.1   The exercise of any ISO shall also be contingent upon receipt
by the Company of cash or cashier's check to its order, in an amount equal
to the full option price of the shares being purchased.

      8.2   No Optionee or his or her legal representative, heir, or legatee,
as the case may be, will be, or will be deemed to be, a holder of any share
subject to an option unless and until appropriate documents evidencing such
shares are issued under the provisions of the Plan. Adjustment shall be made,
however, for dividends for which the record date is after the date the option
is exercised but prior to the date such evidence of such shares is issued.

      8.3   Each option shall be subject to the condition that if at any time
the Board shall determine, in its discretion, that the listing, registration,
or qualification of the shares covered thereby upon any securities exchange
or under any state or federal law or that the consent or approval of any
governmental regulatory body is necessary or desirable as a condition

                                    4
<PAGE> 5

of, or in connection with, the issue or purchase of shares under such option,
such shares will not be issued unless and until such listing, registration,
qualification, consent, or approval shall have been effected or obtained free
of any conditions not acceptable to the Board.

      8.4   Neither the Plan nor any option agreement covering options
issued under the Plan is to be construed as a contract of employment of any
kind whatsoever between a Key Employee and any present or future employer
of a Key Employee.

      8.5   Exercise of an option shall result in a decrease in the number
of shares of Stock which thereafter may be available under the Plan by the
number of shares as to which the option is exercised.

                                       9.

      No option shall be granted pursuant to the Plan after ten (10) years
from the date the Plan is adopted by the Board, or the date the Plan is
approved by the majority of the outstanding shares of each class of Company
stock, whichever is earlier.

                                       10.

      The Board may at any time terminate the Plan, and at any time and
from time to time modify and amend the Plan in any respect; provided, however,
that no such amendment shall: (a) increase (except in accordance with Section
5.2) the maximum number of shares for which options may be granted under the
Plan either in the aggregate or to any individual Optionee; or (b) reduce
(except in accordance with Section 5.2) the minimum option prices which may
be established under the Plan; or (c) extend the maximum periods provided
for in Sections 6.2 and 10, respectively, during which options may be
exercised or granted; or (d) change the provisions relating to the determination
of employees to whom options shall be granted and the number of shares to be
covered by such options; or (e) change the provisions relating to adjustments
to be made upon changes in capitalization. The termination or any modification
or amendment of the Plan shall not, without the consent of an Optionee, affect
his or her rights under an option theretofore granted to such Optionee.

                                       11.

      The Plan shall not affect the provisions of any non-qualified stock
options granted to any employee of the Organization under any other plan
relating to non-qualified stock options; nor shall it affect any of the
rights of any employee or the Organization to whom such a non-qualified
stock option was granted.

                                    5
<PAGE> 6

                                       12.

      This Plan shall become effective on the later of the date of its
adoption by the Board or its approval by the vote of the holders of a
majority of the outstanding shares of each class of the Company's stock.
This Plan shall not become effective unless such shareholder approval shall
be obtained within twelve (12) months before or after the adoption of the
Plan by the Board.

                                       13.

      In the event the Company shall assume the liability of any incentive
stock option plan of the Bank or any of the Subsidiaries, the Board may apply
such liability to this Plan and may further adjust the number of shares and
option prices of the options of the prior plan proportionately so that an
equitable transfer and assumption of liability may be accomplished.


                                    6


<PAGE> 1

                                     EXHIBIT 4.4

                               ENTERBANK HOLDINGS, INC.
                          SECOND INCENTIVE STOCK OPTION PLAN
                          ----------------------------------

                                       1.

      This Second Incentive Stock Option Plan for ENTERBANK HOLDINGS, INC. is
intended to advance the interests of the Organization by providing Key Employees
who have substantial responsibility for the direction and management of the
Company and its Subsidiaries with additional incentive to promote the success
of the Organization's business, and by encouraging the Key Employees to remain
in the employ of the Organization. The above aims will be accomplished through
the granting of certain stock options. It is intended that options issued
under the Plan qualify as ISOs, and the provisions of the Plan shall be
interpreted in accordance with this intention.

                                       2.

      The items defined below shall have the following meanings throughout the
Plan:

      2.1   "Bank" means ENTERPRISE BANK, a Missouri financial institution.

      2.2   "Board" means the Board of Directors of Company.

      2.3   "Code" means the Internal Revenue Code of 1986, as amended.

      2.4   "Company" means ENTERBANK HOLDINGS, INC., a Delaware
corporation.

      2.5   "ISOs" means stock options which qualify as incentive stock
options under Section 422 of the Code.

      2.6   "Key Employees" means officers, directors, executives and
supervisory personnel, as well as other employees of the Company or the
Subsidiaries, who have substantial responsibility for the direction and
management of the Organization.

      2.7   "Organization" means the Company, the Bank and the Subsidiaries.

      2.8   "Optionee" means the person to whom an option is granted.

      2.9   "Plan" means the Second Incentive Stock Option Plan as defined
by the provisions hereof.

      2.10  "Stock" means the voting common stock of Company.


<PAGE> 2

      2.11  "Subsidiaries" means any subsidiary bank or corporation owned or
controlled by the Company, the Bank, or one of the Subsidiaries.

      2.12  "Ten Percent Shareholder" means any individual who at the time
an option is granted owns directly or indirectly stock possessing more than
10% of the total combined voting power of all classes of stock of the Company,
taking into account the provisions of Section 424(d) of the Code.

                                       3.

      The Board shall administer the Plan. Subject to the provisions of the
Plan, the Board shall have authority, in its sole and absolute discretion:
(a) to determine the employees of the Organization (from among the class of
employees eligible under Section 4 to receive options under the Plan) to
whom options shall be granted; (b) to determine the time or times at which
options shall be granted; (c) to determine the option price of the shares
subject to each option, which price shall not be less than the minimum
specified in Section 6.1; (d) to determine (subject to Section 6.2) the
duration of the exercise period for each option; (e) to determine the form
of options granted hereunder; (f) to determine the exact provisions of any
ISO issued hereunder so long as such provisions are not inconsistent with
Section 422 of the Code; and (g) to interpret the Plan and to prescribe,
amend, and rescind rules and regulations relating to it. For purposes of
acting with respect to the Plan, a majority of the members of the Board shall
constitute a quorum and the acts of a majority of the members present at any
meeting at which a quorum is present, or acts approved in writing by a
majority of the members of the Board, shall be deemed the acts of the Board.

                                       4.

      4.1   Options shall be granted only to Key Employees.

      4.2   The aggregate fair market value (determined at the time the
option is granted) of the Stock with respect to which ISOs are exercisable
for the first time by an individual during any calendar year (under this
Plan or any other ISO plan of Company) shall not exceed $100,000.

                                       5.

      5.1   The maximum number of shares of Stock which may be issued
pursuant to ISOs granted hereunder (subject to adjustment as provided in
Section 5.3 hereof) shall be 75,000 shares and, to the extent allowed by
law, said number of shares will be reserved for use upon the exercise of
options which may be granted at any time and from time to time under the
Plan (subject to the provisions of Section 10). These shares may be

                                    2
<PAGE> 3

in whole or in part, as the Board shall from time to time determine,
authorized but unissued shares or unauthorized shares which may be authorized
pursuant to powers of attorney granted by shareholders of the Company. Any
shares subject to an option under the Plan, which option for any reason
expires or is terminated unexercised as to such shares, may again be subjected
to an option under the Plan.

      5.2   In the event that additional shares of Stock are issued pursuant
to a stock split or a stock dividend, the number of shares of Stock then
covered by each outstanding option granted hereunder shall be increased
proportionally and the per share price of such shares shall be decreased
proportionally with no change in the total purchase price of the shares
then so covered. The number of shares of Stock reserved for the purpose of
the Plan shall also be increased proportionally. In the event that the shares
of Stock of the Company from time to time issued and outstanding are reduced
by a combination of shares, the number of shares of Stock then covered by
each outstanding option granted hereunder shall be reduced proportionally and
the per share price shall be increased proportionally with no change in the
total price of the shares then so covered. The number of shares of Stock
reserved for the purposes of the Plan shall also be reduced proportionally.
No fractional shares shall be issued, and any fractional shares resulting
from the computations pursuant to this Section 5.2 shall be eliminated from
the respective option. No adjustment shall be made for dividends (other than
stock dividends) or the issuance to stockholders of rights to subscribe for
additional common stock or other securities.

                                       6.

      6.1   The option price for each share of Stock covered by an ISO shall
be an amount not less than 100% (or, in the case of an ISO granted to a Ten
Percent Shareholder, not less than 110%) of the fair market value of the Stock
on the date the option is granted.

      6.2   All ISOs issued under the Plan shall be for such period as the
Board shall determine, but for not more than ten (10) years (or, if the
Optionee is a Ten Percent Shareholder, five (5) years) from the date of
grant thereof.

      6.3   The period of the ISO, once it is granted, may be reduced only
as provided for in Section 7 in connection with the termination of
employment of the Optionee.

      6.4   Except as provided in Section 7 hereof, no ISO may be exercised
unless the Optionee is at the time of such exercise in the employ of the
Organization and shall have been continuously so employed since the grant
of the option.

                                       3
<PAGE> 4

      6.5   Each option granted under the Plan shall be non-transferable
and shall be exercisable only by the Optionee to whom the option is granted.
No option granted under the Plan or any of the rights and privileges thereby
conferred shall be transferred, assigned, pledged, or hypothecated in any
way (whether by operation of law or otherwise), and no such option, right,
or privilege shall be subject to execution, attachment, or similar process.
Upon any attempt to so transfer, assign, pledge, hypothecate, or otherwise
dispose of the option or of any right or privilege conferred thereby, contrary
to the provisions hereof, or upon the levy of any attachment or similar
process upon such option, right or privilege, the option and such rights and
privileges shall immediately become null and void.

                                       7.

      7.1   In the event of an Optionee's termination of employment for any
reason, such Optionee or the Optionee's guardian or personal representative
may exercise any Options theretofore granted, which have vested and are not
then expired, within three (3) months after such termination of employment;
provided, however, in the case of termination of employment due to permanent
disability, the three month period of exercise shall be extended to one year.

      7.2   The transfer of a Key Employee from the Company and any Subsidiary
to the Company or any Subsidiary shall not be considered an interruption or
termination of employment for purposes of this Agreement.

                                       8.

      8.1   The exercise of any ISO shall also be contingent upon receipt
by the Company of cash or cashier's check to its order, in an amount equal to
the full option price of the shares being purchased.

      8.2   No Optionee or his or her legal representative, heir, or legatee,
as the case may be, will be, or will be deemed to be, a holder of any share
subject to an option unless and until appropriate documents evidencing such
shares are issued under the provisions of the Plan. Adjustment shall be made,
however, for dividends for which the record date is after the date the option
is exercised but prior to the date such evidence of such shares is issued.

      8.3   Each option shall be subject to the condition that if at any time
the Board shall determine, in its discretion, that the listing, registration,
or qualification of the shares covered thereby upon any securities exchange
or under any state or federal law or that the consent or approval of any
governmental regulatory body is necessary or desirable as a condition

                                    4
<PAGE> 5

of, or in connection with, the issue or purchase of shares under such option,
such shares will not be issued unless and until such listing, registration,
qualification, consent, or approval shall have been effected or obtained
free of any conditions not acceptable to the Board.

      8.4   Neither the Plan nor any option agreement covering options
issued under the Plan is to be construed as a contract of employment of
any kind whatsoever between a Key Employee and any present or future employer
of a Key Employee.

      8.5   Exercise of an option shall result in a decrease in the number
of shares of Stock which thereafter may be available under the Plan by the
number of shares as to which the option is exercised.

                                       9.

      No option shall be granted pursuant to the Plan after ten (10) years
from the date the Plan is adopted by the Board, or the date the Plan is
approved by the majority of the outstanding shares of each class of Company
stock, whichever is earlier.

                                       10.

      The Board may at any time terminate the Plan, and at any time and from
time to time modify and amend the Plan in any respect; provided, however,
that no such amendment shall: (a) increase (except in accordance with Section
5.2) the maximum number of shares for which options may be granted under the
Plan either in the aggregate or to any individual Optionee; or (b) reduce
(except in accordance with Section 5.2) the minimum option prices which may
be established under the Plan; or (c) extend the maximum periods provided for
in Sections 6.2 and 10, respectively, during which options may be exercised
or granted; or (d) change the provisions relating to the determination of
employees to whom options shall be granted and the number of shares to be
covered by such options; or (e) change the provisions relating to
adjustments to be made upon changes in capitalization. The termination or any
modification or amendment of the Plan shall not, without the consent of an
Optionee, affect his or her rights under an option theretofore granted to
such Optionee.

                                       11.

      The Plan shall not affect the provisions of any non-qualified stock
options granted to any employee of the Organization under any other plan
relating to non-qualified stock options; nor shall it affect any of the
rights of any employee or the Organization to whom such a non-qualified
stock option was granted.

                                    5
<PAGE> 6

                                       12.

      This Plan shall become effective on the later of the date of its
adoption by the Board or its approval by the vote of the holders of a majority
of the outstanding shares of each class of the Company's stock. This Plan
shall not become effective unless such shareholder approval shall be obtained
within twelve (12) months before or after the adoption of the Plan by the
Board.

                                       13.

      In the event the Company shall assume the liability of any incentive
stock option plan of the Bank or any of the Subsidiaries, the Board may apply
such liability to this Plan and may further adjust the number of shares and
option prices of the options of the prior plan proportionately so that an
equitable transfer and assumption of liability may be accomplished.


                                    6

<PAGE> 1

                                     EXHIBIT 4.5

                              ENTERBANK HOLDINGS, INC.
                         THIRD INCENTIVE STOCK OPTION PLAN
                         ---------------------------------

                                       1.

      This Third Incentive Stock Option Plan for ENTERBANK HOLDINGS, INC. is
intended to advance the interests of the Organization by providing Key Employees
who have substantial responsibility for the direction and management of the
Company and its Subsidiaries with additional incentive to promote the success
of the Organization's business, and by encouraging the Key Employees to remain
in the employ of the Organization. The above aims will be accomplished through
the granting of certain stock options. It is intended that options issued under
the Plan qualify as ISOs, and the provisions of the Plan shall be interpreted
in accordance with this intention.

                                       2.

      The items defined below shall have the following meanings throughout
the Plan:

      2.1   "Bank" means ENTERPRISE BANK, a Missouri financial institution.

      2.2   "Board" means the Board of Directors of Company.

      2.3   "Code" means the Internal Revenue Code of 1986, as amended.

      2.4   "Company" means ENTERBANK HOLDINGS, INC., a Delaware corporation.

      2.5   "ISOs" means stock options which qualify as incentive stock
options under Section 422 of the Code.

      2.6   "Key Employees" means officers, directors, executives and
supervisory personnel, as well as other employees of the Company or the
Subsidiaries, who have substantial responsibility for the direction and
management of the Organization.

      2.7   "Organization" means the Company, the Bank and the Subsidiaries.

      2.8   "Optionee" means the person to whom an option is granted.

      2.9   "Plan" means the Third Incentive Stock Option Plan as defined by
the provisions hereof.

      2.10  "Stock" means the voting common stock of Company.

<PAGE> 2

      2.11  "Subsidiaries" means any subsidiary bank or corporation owned or
controlled by the Company, the Bank, or one of the Subsidiaries.

      2.12  "Ten Percent Shareholder" means any individual who at the time
an option is granted owns directly or indirectly stock possessing more than
10% of the total combined voting power of all classes of stock of the Company,
taking into account the provisions of Section 424(d) of the Code.

                                       3.

      The Board shall administer the Plan. Subject to the provisions of the
Plan, the Board shall have authority, in its sole and absolute discretion: (a)
to determine the employees of the Organization (from among the class of
employees eligible under Section 4 to receive options under the Plan) to whom
options shall be granted; (b) to determine the time or times at which options
shall be granted; (c) to determine the option price of the shares subject to
each option, which price shall not be less than the minimum specified in
Section 6.1; (d) to determine (subject to Section 6.2) the duration of the
exercise period for each option subject to the vesting limitations of the
Plan; (e) to determine the form of options granted hereunder; (f) to determine
the exact provisions of any ISO issued hereunder so long as such provisions
are not inconsistent with Section 422 of the Code; and (g) to interpret the
Plan and to prescribe, amend, and rescind rules and regulations relating to
it. For purposes of acting with respect to the Plan, a majority of the members
of the Board shall constitute a quorum and the acts of a majority of the
members present at any meeting at which a quorum is present, or acts approved
in writing by a majority of the members of the Board, shall be deemed the acts
of the Board.

                                       4.

      4.1   Options shall be granted only to Key Employees.

      4.2   The aggregate fair market value (determined at the time the option
is granted) of the Stock with respect to which ISOs are exercisable for the
first time by an individual during any calendar year (under this Plan or any
other ISO plan of Company) shall not exceed $100,000.00.

      4.3   Options granted under the Plan may be exercised in whole or in
part throughout the duration of the exercise period for each option set by
the Board subject to the following vesting requirements:

            (a)   Twenty percent of the shares of Common Stock which may be
      purchased pursuant to an Option, shall be

                                    2
<PAGE> 3

      available for purchase on or after one (1) year from the date of grant;

            (b)   Twenty percent of the shares of Common Stock which may be
      purchased pursuant to an Option, shall be available for purchase on or
      after two (2) years from the date of grant;

            (c)   Twenty percent of the shares of Common Stock which may be
      purchased pursuant to an Option, shall be available for purchase on or
      after three (3) years from the date of grant;

            (d)   Twenty percent of the shares of Common Stock which may be
      purchased pursuant to an Option, shall be available for purchase on or
      after four (4) years from the date of grant; and

            (e)   Twenty percent of the shares of Common Stock which may be
      purchased pursuant to an Option, shall be available for purchase on or
      after five (5) years from the date of grant.

      In the event of termination of employment for any reason other than
death, the shares of Common Stock which may be purchased pursuant to an
Option shall be limited to number of shares which are fully vested and
available for purchase under this Section 4.3 as of the date and time of
termination of employment. In the event of the death of an Optionee, all
shares of Common Stock which may be purchased pursuant to an Option held by
the Optionee shall be deemed fully vested and available for purchase, subject
to the limitation set forth in Section 4.2 of the Plan.

      4.4   In the event of a "Change of Control" of the Company, as such
term is defined under the regulations of the Securities and Exchange
Commission, all shares of Common Stock which may be purchased pursuant to an
Option shall be deemed fully vested and available for purchase, subject to
the limitation set forth in Section 4.2 of the Plan.

                                       5.

      5.1   The maximum number of shares of Stock which may be issued
pursuant to ISOs granted hereunder (subject to adjustment as provided in
Section 5.3 hereof) shall be 200,000 shares and, to the extent allowed by
law, said number of shares will be reserved for use upon the exercise of
options which may be granted at any time and from time to time under the
Plan (subject to the provisions of Section 10). These shares may be in whole
or in part, as the Board shall from time to time determine, authorized but
unissued shares or unauthorized shares which may be authorized pursuant to
powers of attorney

                                    3
<PAGE> 4

granted by shareholders of the Company. Any shares subject to an option
under the Plan, which option for any reason expires or is terminated
unexercised as to such shares, may again be subjected to an option under
the Plan.

      5.2   In the event that additional shares of Stock are issued pursuant
to a stock split or a stock dividend, the number of shares of Stock then
covered by each outstanding option granted hereunder shall be increased
proportionally and the per share price of such shares shall be decreased
proportionally with no change in the total purchase price of the shares then
so covered. The number of shares of Stock reserved for the purpose of the Plan
shall also be increased proportionally. In the event that the shares of Stock
of the Company from time to time issued and outstanding are reduced by a
combination of shares, the number of shares of Stock then covered by each
outstanding option granted hereunder shall be reduced proportionally and the
per share price shall be increased proportionally with no change in the
total price of the shares then so covered. The number of shares of Stock
reserved for the purposes of the Plan shall also be reduced proportionally.
No fractional shares shall be issued, and any fractional shares resulting
from the computations pursuant to this Section 5.2 shall be eliminated from
the respective option. No adjustment shall be made for dividends (other than
stock dividends) or the issuance to stockholders of rights to subscribe for
additional common stock or other securities.

                                       6.

      6.1   The option price for each share of Stock covered by an ISO shall
be an amount not less than 100% (or, in the case of an ISO granted to a Ten
Percent Shareholder, not less than 110%) of the fair market value of the
Stock on the date the option is granted.

      6.2   All ISOs issued under the Plan shall be for such period as the
Board shall determine, but for not more than ten (10) years (or, if the
Optionee is a Ten Percent Shareholder, five (5) years) from the date of
grant thereof.

      6.3   The period of the ISO, once it is granted, may be reduced only
as provided for in Section 7 in connection with the termination of employment
of the Optionee.

      6.4   Except as provided in Section 7 hereof, no ISO may be exercised
unless the Optionee is at the time of such exercise in the employ of the
Organization and shall have been continuously so employed since the grant of
the option.

      6.5   Each option granted under the Plan shall be non-transferable and
shall be exercisable only by the Optionee to whom the option is granted. No
option granted under the Plan

                                    4
<PAGE> 5

or any of the rights and privileges thereby conferred shall be transferred,
assigned, pledged, or hypothecated in any way (whether by operation of law or
otherwise), and no such option, right, or privilege shall be subject to
execution, attachment, or similar process. Upon any attempt to so transfer,
assign, pledge, hypothecate, or otherwise dispose of the option or of any
right or privilege conferred thereby, contrary to the provisions hereof, or
upon the levy of any attachment or similar process upon such option, right
or privilege, the option and such rights and privileges shall immediately
become null and void.

                                       7.

      7.1   In the event of an Optionee's termination of employment for any
reason, such Optionee or the Optionee's guardian or personal representative
may exercise any Options theretofore granted, which have vested and are not
then expired, within three (3) months after such termination of employment;
provided, however, in the case of termination of employment due to permanent
disability, the three month period of exercise shall be extended to one year.

      7.2   The transfer of a Key Employee from the Company and any Subsidiary
to the Company or any Subsidiary shall not be considered an interruption or
termination of employment for purposes of this Agreement.

                                       8.

      8.1   The exercise of any ISO shall also be contingent upon receipt
by the Company of cash or cashier's check to its order, in an amount equal
to the full option price of the shares being purchased.

      8.2   No Optionee or his or her legal representative, heir, or legatee,
as the case may be, will be, or will be deemed to be, a holder of any share
subject to an option unless and until appropriate documents evidencing such
shares are issued under the provisions of the Plan. Adjustment shall be made,
however, for dividends for which the record date is after the date the option
is exercised but prior to the date such evidence of such shares is issued.

      8.3   Each option shall be subject to the condition that if at any time
the Board shall determine, in its discretion, that the listing, registration,
or qualification of the shares covered thereby upon any securities exchange or
under any state or federal law or that the consent or approval of any
governmental regulatory body is necessary or desirable as a condition of, or
in connection with, the issue or purchase of shares under such option, such
shares will not be issued unless and until such listing, registration,
qualification, consent, or

                                    5
<PAGE> 6

approval shall have been effected or obtained free of any conditions not
acceptable to the Board.

      8.4   Neither the Plan nor any option agreement covering options
issued under the Plan is to be construed as a contract of employment of
any kind whatsoever between a Key Employee and any present or future employer
of Key Employee.

      8.5   Exercise of an option shall result in a decrease in the number
of shares of Stock which thereafter may be available under the Plan by the
number of shares as to which the option is exercised.

                                       9.

      No option shall be granted pursuant to the Plan after ten (10) years
from the date the Plan is adopted by the Board, or the date the Plan is
approved by the majority of the outstanding shares of each class of Company
stock, whichever is earlier.

                                       10.

      The Board may at any time terminate the Plan, and at any time and from
time to time modify and amend the Plan in any respect; provided, however, that
no such amendment shall: (a) increase (except in accordance with Section 5.2)
the maximum number of shares for which options may be granted under the Plan
either in the aggregate or to any individual Optionee; or (b) reduce (except
in accordance with Section 5.2) the minimum option prices which may be
established under the Plan; or (c) extend the maximum periods provided for
in Sections 6.2 and 10, respectively, during which options may be exercised
or granted; or (d) change the provisions relating to the determination of
employees to whom options shall be granted and the number of shares to be
covered by such options; or (e) change the provisions relating to adjustments
to be made upon changes in capitalization. The termination or any modification
or amendment of the Plan shall not, without the consent of an Optionee, affect
his or her rights under an option theretofore granted to such Optionee.

                                       11.

      The Plan shall not affect the provisions of any non-qualified stock
options granted to any employee of the Organization under any other plan
relating to non-qualified stock options; nor shall it affect any of the
rights of any employee or the Organization to whom such a non-qualified
stock option was granted.

                                    6
<PAGE> 7

                                       12.

      This Plan shall become effective on the later of the date of its
adoption by the Board or its approval by the vote of the holders of a
majority of the outstanding shares of each class of the Company's stock.
This Plan shall not become effective unless such shareholder approval shall
be obtained within twelve (12) months before or after the adoption of the
Plan by the Board.


                                    7


<PAGE> 1


            [LETTERHEAD OF POLSINELLI, WHITE, VARDEMAN & SHALTON]


                               December 29, 1997

Enterbank Holdings, Inc.
150 North Meramac
Clayton, Missouri 63105

Ladies and Gentlemen:

      We have acted as special counsel to Enterbank Holdings, Inc., a
Delaware corporation (the "Company"), in connection with the registration
under the Securities Act of 1933, as amended, on Form S-8 Registration
Statement (the "Registration Statement") of (i) 144,000 shares of the
Company's common stock, par value $.01 per share (the "Common Stock"),
issuable upon the exercise of incentive stock options granted under the
Enterprise Bank Incentive Stock Option Plan, as amended (the "First Option
Plan"), of its wholly-owned subsidiary, Enterprise Bank, a Missouri banking
corporation, (ii) 75,000 shares of Common Stock issuable upon the exercise
of incentive stock options granted under the Enterprise Bank Second Incentive
Stock Option Plan, as amended (the "Second Option Plan"), and (iii) 200,000
shares of the Common Stock issuable upon the exercise of incentive stock
options granted under the Enterbank Holdings, Inc. Third Incentive Stock
Option Plan (the "Third Option Plan" and together with the First Option Plan
and the Second Option Plan, the "Plans"). Such shares of Common Stock
issuable pursuant to the Plans are referred to herein as the "Shares."

      As such special counsel, we have examined and relied upon originals or
copies, certified or otherwise, identified to our satisfaction, of the Plans
and related option agreements, the Company's Certificate of Incorporation and
ByLaws, certain board of directors resolutions and option lists referenced in
the officer's certificate of the Company, attached hereto, and have made such
investigations of law, as we deemed necessary or appropriate in order to enable
us to render the opinion expressed below.

      Based solely upon the foregoing and in reliance thereon, we are of the
opinion that the Shares have been duly and validly authorized for issuance
and, when issued, delivered and paid pursuant to the terms and conditions set
forth in the Plan, will be validly issued, fully paid and nonassessable.

<PAGE> 2

POLSINELLI, WHITE, VARDEMAN & SHALTON

     Enterbank Holdings, Inc.
     December 29, 1997
     Page 2

            This opinion set forth herein is as of the date of this letter,
and we undertake no obligation or responsibility to update or supplement this
opinion to reflect any changes in the laws that may hereafter occur. This
opinion is limited to the matters stated herein and no opinion is implied or
may be inferred beyond the matters expressly stated herein.

            We consent to the filing of this opinion as an exhibit to the
Registration Statement.


                                       Very truly yours,



                                       POLSINELLI, WHITE, VARDEMAN & SHALTON,
                                       A PROFESSIONAL CORPORATION


                                       /s/ Polsinelli, White, Vardeman & Shalton

<PAGE> 1

                                 Exhibit 23.2

                        Independent Auditors' Consent

The Board of Directors
Enterbank Holdings, Inc.:

We consent to the incorporation by reference in the registration statement
on Form S-8 Enterbank Holdings, Inc. (Enterbank) of our report dated
January 24, 1997, relating to the consolidated balance sheets of Enterbank
and subsidiaries as of December 31, 1996 and 1995, and the related
consolidated statements of income, stockholders' equity, and cash flows for
each of the years in the three-year period ended December 31, 1996, which
report appears in the December 31, 1996 annual report on Form 10-K of
Enterbank.



St. Louis, Missouri
December 29, 1997


                                    II-10



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