ENTERPRISE FINANCIAL SERVICES CORP. EXECUTIVE EMPLOYMENT AGREEMENT

             4.1          Base Salary.  During the Employment Term, the Company shall pay to the Executive as compensation for the services to be performed by the Executive a base salary of $350,000 per year (the “Base Salary”).  The Base Salary shall be payable in installments in accordance with the Company’s normal payroll practice and shall be subject to such withholdings and other ordinary employee withholdings as may be required by law.  The Base Salary may be adjusted from time to time in the sole discretion of the Board, but shall not be reduced without the consent of Executive.

             4.2          Targeted Bonus.  In addition to the compensation set forth elsewhere in this Section 4, for each year or portion thereof during the Employment Term and any extensions thereof, the Executive shall qualify for a targeted annualized bonus (“Targeted Bonus”) based upon meeting established targeted goals.  No later than the Company’s January Board meeting in 2006 and subsequent years, the Company and Executive shall agree upon certain targeted financial and operating goals (“Targets”) for that calendar year with performance levels set at Threshold and Target.  The established Targets shall be consistent with the financial plan for the Company as adopted by the Company’s Board.  Within 75 days after the end of each calendar year, the Board (or a committee of the Board to which the Board has delegated such authority) shall make a good faith determination as to the extent to which the Targets have been met by the Company for the preceding calendar year.  Based upon meeting previously established goals for 2005, Executive shall be entitled to a Targeted Bonus of $174,000 for performance at Threshold and $241,667 for performance at Target.  For 2006, 2007 and 2008, Executive shall be entitled to a Targeted Bonus of 41.1428% of the then applicable Base Salary for the year for performance at Threshold and 57.1429% of the then applicable Base Salary for the year for performance at Target.  In each of the four years, for performance between Threshold and Target and above Target the payment shall be interpolated on a straight line basis between Threshold and Target and above; provided that (i) for 2005 that portion of the Targeted Bonus attributable to earnings per share shall be increased by 40% to the extent that performance is above Target, and (ii) for 2006, 2007 and 2008, the

entire portion of the Targeted Bonus attributable to performance above Target shall be increased no less than 23% and no more than 43% as determined by the Board (or a committee of the Board to which the Board has delegated such authority).  No Targeted Bonus shall be due for performance below Threshold.  Executive shall also be eligible to receive such other bonuses or incentive payments as may be approved by the Board of Directors.

             4.3          Benefits.  Executive shall be entitled to participate, during the Employment Term, in all regular employee benefit and deferred compensation plans established by each of Enterprise Bank (to the extent such participation is not restricted by the Internal Revenue Code of 1986 (the “Code”)) and the Company, including, without limitation, any savings and profit sharing plan, incentive stock plan, dental and medical plans, life insurance and disability insurance, such participation to be as provided in said employee benefit plans in accordance with the terms and conditions thereof as in effect from time to time and subject to any applicable waiting period.  Executive shall also be entitled to four weeks of paid vacation during each year of the Employment Term, provided that any vacation not used in any year shall be forfeited and not carried over to any subsequent year.

             4.4          Office and Secretary.  Executive will have a private office, secretarial assistance, administrative support, and such other facilities and services as the Company deems necessary or appropriate for the performance of the Executive’s duties under this Agreement.

             4.5          Reimbursement of Expenses.  The Company will provide for the payment or reimbursement of all reasonable and necessary expenses incurred by the Executive in connection with the performance of his duties under this Agreement in accordance with the Company’s expense reimbursement policy, as such may change from time to time.  Without limiting the foregoing, the Company further agrees during the Employment Term (i) to reimburse Executive for monthly automobile expense by means of a $500 per month automobile allowance; and (ii) to reimburse Executive for dues and assessments in respect of club memberships maintained by Executive up to a maximum of $7,500 per year.

             4.6          Stock Options and Long-Term Incentives.  At such time as awards are made under the Company’s 2005 Long Term Incentive Compensation Plan and any subsequently adopted long-term incentive compensation plan, Executive shall be entitled to receive:  (i) a grant in 2005 of $252,000 in restricted stock units based on the Company’s performance for 2004 and 2005 with the award due in 2006; (ii) a grant in 2005 of $280,000 in restricted stock units based on the Company’s performance for 2004, 2005 and 2006 with the award due in 2007; (iii) a grant in 2006 of $308,000 in restricted stock units based on the Company’s performance for 2005, 2006 and 2007 with the award due in 2008; (iv) a grant in 2006 of $308,000 in restricted stock units based on the Company’s performance for 2006, 2007 and 2008 with the award due in 2009; and (v) a grant in 2007 of $308,000 in restricted stock units based on the Company’s performance for 2007, 2008 and 2009 with the award due in 2010.  All such grants of restricted stock units shall be subject to meeting applicable performance standards. In addition, effective

with the execution of this Agreement, Executive shall be granted options to purchase that number of shares of the Company’s Common Stock determined by dividing 25% of Base Salary by the price of the Company’s Common Stock on the date of the grant pursuant to the terms of the Company’s 2002 Stock Incentive Plan.  On the anniversary date of this Agreement in each of 2006 and 2007, Executive shall also be granted options to purchase that number of shares of the Company’s Common Stock determined by dividing 25% of the then applicable Base Salary by the price of the Company’s Common Stock on the date of the grant, which options shall be granted under and be subject to one or more of the Company’s existing or subsequently adopted plans.  All such options shall vest and become exercisable at the rate of 33-1/3% on the first, second and third anniversary dates of the grant, provided that Executive remains continuously employed by the Company through such dates.  Executive shall also be eligible for additional grants of restricted stock units and options annually as determined by the Board, under the terms of the Company’s 2002 Stock Incentive Plan as adopted and/or amended by the Company from time to time.  All grants of options and restricted stock units shall be subject to there being a sufficient number of shares available for such grants under plans approved by the Company’s stockholders.

             4.7          Annual Review.  The Compensation Committee of the Board shall, no less than annually, review the amount of Base Salary, Targeted Bonus, restricted stock units, and stock options awarded to Executive.

             5.1          Termination for Cause.  “Termination for Cause”, as hereinafter defined, may be effected by the Company at any time during the term of this Agreement by written notification to Executive, specifying in detail the basis for the Termination for Cause.  Upon Termination for Cause, Executive shall immediately be paid all accrued salary, bonus compensation to the extent earned, vested deferred compensation, if any, (other than pension plan or profit sharing plan benefits which will be paid in accordance with the terms of the applicable plan), any benefits under any plans of the Company in which the Executive is a participant to the full extent of the Executive’s rights under such plans, accrued vacation pay for the year in which termination occurs, and any appropriate business expenses incurred by Executive reimbursable by the Company in connection with his duties hereunder, all to the date of termination, but Executive shall not be paid any other compensation or reimbursement of any kind, including without limitation, severance compensation.  “Termination for Cause” shall mean termination by the Company of Executive’s employment by the Company by reason of (a) an order of any federal or state regulatory authority having jurisdiction over the Company, (b) the willful failure of Executive substantially to perform his duties hereunder (other than any such failure due to Executive’s physical or mental illness); (c) a willful breach by Executive of any material provision of this Agreement or of any other written agreement with the Company or any of its Affiliates; (d) Executive’s commission of a crime that constitutes a felony or other crime of moral turpitude or criminal fraud; or (e) chemical or alcohol dependency which materially and adversely affects Executive’s performance of his duties under this Agreement; (f) any act of disloyalty or breach of responsibilities to the Company by the Executive which is intended by the Executive to cause material harm to

the Company; (e) misappropriation (or attempted misappropriation) of any of the Company’s funds or property.  If subsequent to Executive’s termination of employment hereunder for other than Cause it is determined in good faith by the Company that Executive’s employment could have been terminated for Cause hereunder, Executive’s employment shall be deemed to have been terminated for Cause retroactively to the date the events giving rise to Cause occurred.

            5.2          Termination Other Than for Cause.  Notwithstanding any other provisions of this Agreement, the Company may effect a “Termination Other Than For Cause”, as hereinafter defined, at any time upon giving written notice to Executive of such termination.  Upon any Termination Other Than for Cause, subject to the effectiveness of Executive’s execution of a release and waiver of all claims with respect to Executive’s employment against the Company its Affiliates and their respective officers and directors in a form reasonably satisfactory to the Company other than rights under this Section 5.2 and subject to Executive’s compliance with the terms and conditions contained in this Agreement, Executive shall within 30 days after such termination be paid all accrued salary, bonus compensation to the extent earned, vested deferred compensation (other than pension plan or profit sharing plan benefits which will be paid in accordance with the applicable plan), accrued vacation pay for the year in which termination occurs, any benefits under any plans of the Company in which Executive is a participant to the full extent of Executive’s rights under such plans, and any appropriate business expenses incurred by Executive in connection with his duties hereunder, all to the date of termination, and all severance compensation provided in subsection 6.2.  In addition, subject to the conditions set forth above, upon such termination of employment, all stock options granted to Executive shall become fully vested and exercisable and all restricted common stock granted to Executive shall fully vest and become transferable.  “Termination Other Than for Cause” shall mean any termination by the Company of Executive’s employment with the Company other than a termination pursuant to subsection 5.1, 5.3, 5.4, 5.5 or 5.6, or termination by Executive of Executive’s employment with the Company by reason of (i) the Company’s material breach of this Agreement, (ii) the assignment of Executive without his consent to a position, responsibilities or duties of a materially lesser status or degree of responsibility than his position, responsibilities or duties as of the Effective Date, (iii) the requirement by the Company that Executive be based anywhere other than the St. Louis, Missouri metropolitan area, without Executive’s consent or (iv) the failure of Executive to be reelected to the Board by its stockholders or the failure of the Board to re-nominate him for reelection without Executive’s consent.

            5.3          Termination by Reason of Disability.  If, during the term of this Agreement, the Executive, in the reasonable judgment of the Board of Directors, (i) has failed to perform his duties under this Agreement on account of illness or physical or mental incapacity, and (ii) such illness or incapacity continues for a period of more than 90 consecutive days, or 90 days during any 180 day period, the Company shall have the right to terminate Executive’s employment hereunder by written notification to Executive and payment to Executive of all accrued salary, bonus compensation to the extent earned, vested deferred compensation, if any, (other than pension plan or profit sharing plan benefits which will be paid in accordance with the applicable plans), accrued vacation

pay for the year in which termination occurs, any benefits under any plans of the Company in which Executive is a participant to the full extent of Executive’s rights under such plans, and any appropriate business expenses incurred by Executive in connection with his duties hereunder, all to the date of termination, but Executive shall not be paid any other compensation or reimbursement of any kind, including without limitation, severance compensation.

            5.4          Death.  In the event of Executive’s death during the term of this Agreement, Executive’s employment shall be deemed to have terminated as of the last day of the month during which his death occurs and the Company shall pay to his estate or such beneficiaries as Executive may from time to time designate all accrued salary, bonus compensation to the extent earned, vested deferred compensation (other than pension plan or profit sharing plan benefits which will be paid in accordance with the applicable plan), any benefits under any plans of the Company in which Executive is a participant to the full extent of Executive’s rights under such plans, accrued vacation pay for the year in which termination occurs, and any appropriate business expenses incurred by Executive in connection with his duties hereunder, all to the date of termination, but Executive’s estate shall not be paid any other compensation or reimbursement of any kind, including without limitation, severance compensation.

            5.5          Voluntary Termination.  In the event of a “Voluntary Termination,” as hereinafter defined, provided that the Executive provides the Company with at least 90 days notice of such termination (which notice and any requirement for service may be waived or shortened by the Company), the Company shall within 30 days after such termination pay all accrued salary, bonus compensation to the extent earned, vested deferred compensation, if any, (other than pension plan or profit sharing plan benefits which will be paid in accordance with the applicable plans), any benefits under any plans of the Company in which Executive is a participant to the full extent of Executive’s rights under such plans, accrued vacation pay for the year in which termination occurs, and any appropriate business expenses incurred by Executive in connection with his duties hereunder, all to the date of termination, but no other compensation or reimbursement of any kind, including without limitation, severance compensation.  “Voluntary Termination” shall mean termination by Executive of Executive’s employment other than (i) constructive termination as described in paragraphs (i) through (iv) of subsection 5.2, (ii) termination by reason of Executive’s disability as described in subsection 5.3, (iii) termination by reason of Executive’s death as described in subsection 5.4, and (iv) Termination Upon a Change in Control as described in subsection 5.6.

            5.6          Termination Upon a Change in Control.  In the event of a “Termination Upon a Change in Control,” as hereinafter defined, Executive shall immediately be paid all accrued salary, bonus compensation to the extent earned, vested deferred compensation, if any, (other than pension plan or profit sharing plan benefits which will be paid in accordance with the applicable plans), any benefits under any plans of the Company in which Executive is a participant to the full extent of Executive’s rights under such plans, vacation pay for the year in which termination occurs, and any appropriate business expenses incurred by Executive in connection with his duties hereunder, all to the date of termination, and all severance compensation provided in subsection 6.1.

“Termination Upon a Change in Control” shall mean a termination by the Company (other than a Termination for Cause) or by Executive, in either case within one year following a “Change in Control” as hereinafter defined.  “Change in Control” shall mean the date on which any of the following has occurred:

            (a)          any individual, entity or group (a “Person”), other than one or more of the Company’s directors on the Effective Date of this Agreement or any Person that any such director controls, becomes the beneficial owner of 50% or more of the combined voting power of the then outstanding voting securities of the Company entitled to vote generally in the election of directors of the Company (the “Company Outstanding Voting Securities”);

            (b)          any Person becomes the beneficial owner of 50% or more of the combined voting power of the then outstanding voting securities of Enterprise Bank  entitled to vote generally in the election of directors of Enterprise Bank (“Bank Outstanding Voting Securities”);

            (c)          consummation of a reorganization, merger or consolidation (a “Business Combination”) of the Company, unless, in each case, following such Business Combination (i) all or substantially all of the Persons who were the beneficial owners, respectively, of the Company Outstanding Voting Securities immediately prior to such Business Combination beneficially own, directly or indirectly, more than a majority of the combined voting power of the then outstanding voting securities entitled to vote generally in the election of directors of the company resulting from such Business Combination, (ii) no Person (excluding any company resulting from such Business Combination) beneficially owns, directly or indirectly, 50% or more of the combined voting power of the then outstanding voting securities entitled to vote generally in the election of directors of the company resulting from such Business Combination except to the extent such ownership existed prior to the Business Combination, and (iii) at least a majority of the members of the Board of Directors of the company resulting from the Business Combination are Continuing Directors (as hereinafter defined) at the time of the execution of the definitive agreement, or the action of the Board, providing for such Business Combination;

            (d)          consummation of the sale, other than in the ordinary course of business, of more than 50% of the combined assets of the Company and its subsidiaries in a transaction or series of related transactions during the course of any twelve-month period;

            (e)          the date on which Continuing Directors (as hereinafter defined) cease for any reason to constitute at least a majority of the Board of Directors of the Company; or

            (f)          the failure of Executive to be reelected to the Board by its stockholders or the failure of the Board to re-nominate him for reelection without Executive’s consent.

As used in this Section 5.6, the definitions of the terms “beneficial owner” and “group” shall have the meanings ascribed to those terms in Rule 13(d)(3) under the Securities Exchange Act of 1934.  As used in this Section 5.6, the term “Continuing Directors” shall mean, as of any date of determination, (i) any member of the Board of Directors on the Effective Date of this Agreement, (ii) any person who has been a member of the Board of Directors for the two years immediately preceding such date of determination, or (iii) any person who was nominated for election or elected to the Board of Directors with the affirmative vote of the greater of (A) a majority of the Continuing Directors who were members of the Board of Directors at the time of such nomination or election or (B) at least four Continuing Directors but excluding, for purposes of this clause (iii), any such individual whose initial assumption of office occurs as a result of an actual or threatened election contest with respect to the election or removal of directors or other actual or threatened solicitation of proxies by or on behalf of a Person other than the Board of Directors of the Company.  “Control” means the direct or indirect ownership of voting securities constituting more than fifty percent (50%) of the issued voting securities of a corporation.

           5.7          Resignation Upon Termination.  Effective upon any termination under this Section 5 or otherwise, Executive shall automatically and without taking any further actions be deemed to have resigned from all positions then held by him with the Company and all of its Affiliates.

           6.1          Termination Upon Change in Control.  In the event Executive’s employment is terminated in a Termination Upon a Change in Control, Executive shall be paid the following as severance compensation:

                (a)          For two (2) years following such termination of employment, an amount (payable on the dates specified in subsection 4.1 except as otherwise provided herein) equal to the Base Salary at the rate payable at the time of such termination plus (i) any accrued and unpaid Bonus due Executive under paragraph 4.3 of this Agreement and (ii) an amount equal to the Targeted  Bonuses due (based on the Base Salary then in effect) for the year in which such termination of employment occurs (determined as though all requisite targets were fully and completely achieved).  Notwithstanding any provision in this paragraph (a) to the contrary, Executive may, in Executive’s sole discretion, by delivery of a notice to the Company within 30 days following a Termination Upon a Change in Control, elect to receive from the Company a lump sum severance payment by bank cashier’s check equal to the present value of the flow of cash payments that would otherwise be paid to Executive pursuant to this paragraph (a).  Such present value shall be determined as of the date of delivery of the notice of election by Executive and shall be based on a discount rate equal to the prime rate, as reported in The Wall Street Journal, or similar publication, on the date of delivery of the election notice.  If Executive elects to receive a lump sum severance payment, the Company shall make such payment to Executive within 30 days following the date on which Executive notifies the Company of Executive’s election.

                (b)          In the event that Executive is not otherwise entitled to fully exercise all awards granted to him under any stock option plan maintained by the Company and any such plan does not otherwise provide for acceleration of exerciseability upon the occurrence of the Change in Control described herein, such awards shall become immediately exercisable upon a Change in Control.

                (c)          All restricted stock granted to Executive will vest and become transferable.

                (d)          Executive shall continue to accrue retirement benefits and shall continue to enjoy any benefits under any plans of the Company in which Executive is a participant to the full extent of Executive’s rights under such plans, including any perquisites provided under this Agreement, through the remainder of the Employment Term; provided, however, that the benefits under any such plans of the Company in which Executive is a participant, including any such perquisites, shall cease upon Executive’s obtaining other employment.  If necessary to provide such benefits to Executive, the Company shall, at its election, either: (i) amend its employee benefit plans to provide the benefits described in this paragraph (c), to the extent that such is permissible under the nondiscrimination requirements and other provisions of the Internal Revenue Code of 1986 (the “Code”) and the provisions of Executive Retirement Income Security Act of 1974, or (ii) provide separate benefit arrangements or cash payments so that Executive receives amounts equivalent thereto, net of tax consequences.

           6.2          Termination Other Than for Cause.  In the event Executive’s employment is terminated in a Termination Other Than for Cause, Executive shall be paid as severance compensation his Base Salary, at the rate payable at the time of such termination, through the remaining period of the Contract Term or the one year period commencing on the effective date of such termination (whichever period is shorter) plus (i) any accrued and unpaid Bonus due Executive under paragraph 4.3 of this Agreement and (ii) an amount equal to the Targeted Bonuses due (based on the Base Salary then in effect) for the year in which such termination of employment as though all requisite targets were fully and completely achieved.  Notwithstanding any provision in this subsection 6.2 to the contrary, the Company may, in the Company’s sole discretion, by delivery of a notice to Executive within 30 days following a Termination Other Than for Cause, elect to remit to Executive a lump sum severance payment by bank cashier’s check equal to the present value of the flow of cash payments that would otherwise be paid to Executive pursuant to this subsection 6.2.  Such present value shall be determined as of the date of delivery of the notice of election by the Company and shall be based on a discount rate equal to the prime rate, as reported in The Wall Street Journal, on the date of delivery of the election notice.  If the Company elects to remit a lump sum severance payment, the Company shall make such payment to Executive within 30 days following the date on which the Company notifies Executive of its election.  In the event that

Executive is not otherwise entitled to fully exercise all awards granted to him under the Company’s Incentive Stock Plan, and the Incentive Stock Plan does not otherwise provide for acceleration of exerciseability upon the occurrence of a Termination Other Than for Cause described herein, such awards shall become immediately exercisable upon a Termination Other Than for Cause.

            6.3          Termination Upon Any Other Event.  In the event of a Voluntary Termination, Termination For Cause, termination by reason of Executive’s disability pursuant to subsection 5.5 or termination by reason of Executive’s death pursuant to subsection 5.6, Executive or his estate shall not be paid any severance compensation.

              9.1          Non-Competition.  Executive agrees that, during the Employment Term and for a period of one year following any termination of such employment, Executive shall not, without the prior written consent of the Company, directly or indirectly, own, manage, operate, control, be connected with as an officer, employee, partner, consultant or otherwise, or otherwise engage or participate in (except as an employee of the Company, or Affiliate of it) any corporation or other business entity engaged in the operation, ownership or management of a bank, trust company or financial services business within the Metropolitan Statistical Areas of St. Louis, Kansas City or any other city in which the Company or any of its Affiliates has an office at the time of such termination.  Notwithstanding the foregoing, the ownership by Executive of less than 1% of any class of the outstanding capital stock of any corporation conducting such a competitive business which is regularly traded on a national securities exchange or in the over-the-counter market shall not be a violation of the foregoing covenant.

              9.2          Non-Solicitation.  During the period of actual employment and, in addition, the period, if any, during which Executive shall be entitled to severance compensation pursuant to Section 6 (notwithstanding an election by Executive to receive a lump sum severance payment for such period), Executive shall not, except on behalf of or with the prior written consent of the Company, directly or indirectly, entice or induce, or attempt to entice or induce, any employee of the Company to leave such employ, or employ any such person in any business similar to or in competition with that of the Company.  Executive hereby acknowledges and agrees that the provisions set forth in this subsection 9.2 constitute a reasonable restriction on his ability to compete with the Company.

              9.3          Saving Provision.  The parties hereto agree that, in the event a court of competent jurisdiction shall determine that the geographical or durational elements of this covenant are unenforceable, such determination shall not render the entire covenant unenforceable. Rather, the excessive aspects of the covenant shall be reduced to the threshold which is enforceable, and the remaining aspects shall not be affected thereby.

              9.4          Equitable Relief.  Executive acknowledges that the extent of damages to the Company from a breach of Sections 7, 8 and 9 of this Agreement would not be readily quantifiable or ascertainable, that monetary damages would be inadequate to make the Company whole in case of such a breach, and that there is not and would not be an adequate remedy at law for such a breach.  Therefore, Executive specifically agrees that the Company is entitled to injunctive or other equitable relief (without any requirement to post any bond or other security) from a breach of Sections 7, 8 and 9 of this Agreement, and hereby waives and covenants not to assert against a prayer for such relief that there exists an adequate remedy at law, in monetary damages or otherwise.

To Company:

To Executive:

Enterprise Financial Service Corp

At his current residential address on file with the Company.

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Attention:          President and Corporate Secretary

ENTERPRISE FINANCIAL SERVICES CORP

By:

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President

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