<SUBMISSION>
<ACCESSION-NUMBER>0001206774-08-001432
<TYPE>S-8
<PUBLIC-DOCUMENT-COUNT>6
<FILING-DATE>20080813
<DATE-OF-FILING-DATE-CHANGE>20080813
<EFFECTIVENESS-DATE>20080813
<FILER>
<COMPANY-DATA>
<CONFORMED-NAME>ENTERPRISE FINANCIAL SERVICES CORP
<CIK>0001025835
<ASSIGNED-SIC>6022
<IRS-NUMBER>431706259
<STATE-OF-INCORPORATION>DE
<FISCAL-YEAR-END>0907
</COMPANY-DATA>
<FILING-VALUES>
<FORM-TYPE>S-8
<ACT>33
<FILE-NUMBER>333-152985
<FILM-NUMBER>081011835
</FILING-VALUES>
<BUSINESS-ADDRESS>
<STREET1>150 NORTH MERAMEC
<STREET2>150 NORTH MERAMEC
<CITY>CLAYTON
<STATE>MO
<ZIP>63105
<PHONE>3147255500
</BUSINESS-ADDRESS>
<MAIL-ADDRESS>
<STREET1>150 NORTH MERAMEC
<STREET2>150 NORTH MERAMEC
<CITY>CLAYTON
<STATE>MO
<ZIP>63105
</MAIL-ADDRESS>
<FORMER-COMPANY>
<FORMER-CONFORMED-NAME>ENTERBANK HOLDINGS INC
<DATE-CHANGED>19961024
</FORMER-COMPANY>
</FILER>
<DOCUMENT>
<TYPE>S-8
<SEQUENCE>1
<FILENAME>enterprise_s8.htm
<DESCRIPTION>INITIAL STATEMENT
<TEXT>

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  <TR vAlign=bottom>
    <TD noWrap align=center width="100%"><FONT face=serif size=2><FONT size=3>&nbsp;</FONT><STRONG>As filed with the Securities and Exchange
      Commission on August 13, 2008</STRONG></FONT>&nbsp;</TD></TR>
  <TR vAlign=bottom>
    <TD noWrap align=right width="100%">&nbsp;<B><FONT face=serif size=2>Registration No. 333_____</FONT></B></TD></TR>
  <TR>
    <TD style="BORDER-BOTTOM: #000000 2pt solid" noWrap align=right width="100%"><STRONG><FONT size=1>&nbsp;</FONT></STRONG></TD></TR></TABLE><BR>
<P align=center><B><FONT face=serif size=5>SECURITIES AND
EXCHANGE<BR>COMMISSION<BR></FONT></B><B><FONT face=serif>Washington, D.C.
20549</FONT></B></P>
<P align=center><STRONG>________________</STRONG></P>
<P align=center><B><FONT face=serif size=5>FORM S-8<BR></FONT></B><B><FONT face=serif>REGISTRATION STATEMENT UNDER<BR></FONT></B><FONT face=serif>THE
SECURITIES ACT OF 1933<BR><STRONG>________________</STRONG></FONT></P>
<P align=center><B><FONT face=serif size=6>ENTERPRISE FINANCIAL
SERVICES<BR>CORP<BR></FONT></B><B><FONT face=serif size=1>(Exact name of
registrant as specified in its charter)</FONT></B></P>
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  <TR vAlign=bottom>
    <TD noWrap align=center width="49%"><FONT face=serif size=2><FONT size=3>&nbsp;</FONT><STRONG>Delaware</STRONG></FONT>&nbsp;</TD>
    <TD noWrap align=center width="50%"><FONT face=serif size=2><FONT size=3>&nbsp;</FONT><STRONG>43-1706529</STRONG></FONT>&nbsp;</TD></TR>
  <TR vAlign=bottom>
    <TD noWrap align=center width="49%"><FONT face=serif size=1><FONT size=3>&nbsp;</FONT><STRONG>(State or other
    jurisdiction</STRONG></FONT>&nbsp;</TD>
    <TD noWrap align=center width="50%"><FONT face=serif size=1><FONT size=3>&nbsp;</FONT><STRONG>(I.R.S. Employer</STRONG></FONT>&nbsp;</TD></TR>
  <TR vAlign=bottom>
    <TD noWrap align=center width="49%"><FONT face=serif size=1><FONT size=3>&nbsp;</FONT><STRONG>of incorporation or
      organization)</STRONG></FONT>&nbsp;</TD>
    <TD noWrap align=center width="50%"><FONT face=serif size=1><FONT size=3>&nbsp;</FONT><STRONG>Identification
  No.)</STRONG></FONT>&nbsp;</TD></TR></TABLE><BR>
<P align=center><B><FONT face=serif size=2>150 North Meramec</FONT></B><FONT face=serif><BR></FONT><B><FONT face=serif size=2>Clayton, Missouri
63105<BR></FONT></B><B><FONT face=serif size=1>(Address, including zip code, and
telephone number, including area code, of registrant&#146;s principal executive
offices)</FONT></B></P>
<P align=center><B><FONT face=serif size=2>Enterprise Financial Services Corp
Amended and Restated 2002 Stock Incentive Plan<BR></FONT></B><B><FONT face=serif size=1>(Full title of the plan)</FONT></B></P>
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  <TR vAlign=bottom>
    <TD noWrap align=center width="49%">&nbsp; </TD>
    <TD noWrap align=center width="50%"><FONT face=serif size=2><FONT size=3>&nbsp;</FONT><STRONG>Copy to:</STRONG></FONT>&nbsp;</TD></TR>
  <TR>
    <TD align=center width="99%" colSpan=2>&nbsp; </TD></TR>
  <TR vAlign=bottom>
    <TD noWrap align=center width="49%"><FONT face=serif size=2><FONT size=3>&nbsp;</FONT><STRONG>Frank H. Sanfilippo</STRONG></FONT>&nbsp;</TD>
    <TD noWrap align=center width="50%"><FONT face=serif size=2><FONT size=3>&nbsp;</FONT><STRONG>Charles E. H. Luedde,
    Esq.</STRONG></FONT>&nbsp;</TD></TR>
  <TR vAlign=bottom>
    <TD noWrap align=center width="49%"><FONT face=serif size=2><FONT size=3>&nbsp;</FONT><STRONG>Chief Financial
    Officer</STRONG></FONT>&nbsp;</TD>
    <TD noWrap align=center width="50%"><FONT face=serif size=2><FONT size=3>&nbsp;</FONT><STRONG>Greensfelder Hemker &amp; Gale,
      P.C.</STRONG></FONT>&nbsp;</TD></TR>
  <TR vAlign=bottom>
    <TD noWrap align=center width="49%"><FONT face=serif size=2><FONT size=3>&nbsp;</FONT><STRONG>Enterprise Financial Services
      Corp</STRONG></FONT>&nbsp;</TD>
    <TD noWrap align=center width="50%"><FONT face=serif size=2><FONT size=3>&nbsp;</FONT><STRONG>10 South Broadway, Suite
    2000</STRONG></FONT>&nbsp;</TD></TR>
  <TR vAlign=bottom>
    <TD noWrap align=center width="49%"><FONT face=serif size=2><FONT size=3>&nbsp;</FONT><STRONG>150 North Meramec</STRONG></FONT>&nbsp;</TD>
    <TD noWrap align=center width="50%"><FONT face=serif size=2><FONT size=3>&nbsp;</FONT><STRONG>St. Louis, Missouri
    63102</STRONG></FONT>&nbsp;</TD></TR>
  <TR vAlign=bottom>
    <TD noWrap align=center width="49%"><FONT face=serif size=2><FONT size=3>&nbsp;</FONT><STRONG>Clayton, Missouri
    63105</STRONG></FONT>&nbsp;</TD>
    <TD noWrap align=center width="50%"><FONT size=2><FONT size=3>&nbsp;</FONT><STRONG>(314) <FONT face=serif>241-9090</FONT></STRONG></FONT>&nbsp;</TD></TR>
  <TR vAlign=bottom>
    <TD noWrap align=center width="49%"><FONT face=serif size=2><FONT size=3>&nbsp;</FONT><STRONG>(314) 725-5500</STRONG></FONT>&nbsp;</TD>
    <TD noWrap align=center width="50%">&nbsp; </TD></TR>
  <TR vAlign=bottom>
    <TD noWrap align=center width="49%"><FONT face=serif size=1><FONT size=3>&nbsp;</FONT><STRONG>(Name, address and telephone
      number</STRONG></FONT>&nbsp;</TD>
    <TD noWrap align=center width="50%">&nbsp; </TD></TR>
  <TR vAlign=bottom>
    <TD noWrap align=center width="49%"><FONT face=serif size=1><FONT size=3>&nbsp;</FONT><STRONG>of agent for service)</STRONG></FONT>&nbsp;</TD>
    <TD noWrap align=center width="50%">&nbsp;
</TD></TR></TABLE><BR>
<P align=left><FONT face=serif size=2>Indicate by check mark whether the
registrant is a large accelerated filer, an accelerated filer, a non-accelerated
filer, or a smaller reporting company. See the definitions of &#147;large accelerated
filer,&#148; &#147;accelerated filer&#148; and &#147;smaller reporting company&#148; in Rule 12b-2 of the
Exchange Act. (Check one):</FONT></P>
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  <TR vAlign=bottom>
    <TD noWrap align=left width="24%"><FONT face=serif size=2>Large accelerated filer <FONT face=Wingdings>o</FONT></FONT>&nbsp; </TD>
    <TD noWrap align=left width="25%"><FONT face=serif size=2>Accelerated filer <FONT face=wingdings>&#254;</FONT></FONT>&nbsp; </TD>
    <TD noWrap align=left width="25%"><FONT face=serif size=2>Non-accelerated filer
      <FONT face=Wingdings>o</FONT></FONT>&nbsp; </TD>
    <TD noWrap align=left width="25%"><FONT face=serif size=2>Smaller reporting
      company&nbsp;</FONT><FONT face=wingdings size=2>o</FONT>&nbsp; </TD></TR></TABLE><BR>
<P align=center><FONT face=serif size=2></FONT><FONT face=serif size=2></FONT><FONT face=serif size=2>(Do not check if a smaller reporting
company)</FONT></P>

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<PAGE>
<P align=center><B><FONT face=serif size=2>CALCULATION OF REGISTRATION
FEE</FONT></B></P>
<TABLE style="FONT-SIZE: 12pt; LINE-HEIGHT: 14pt; BORDER-COLLAPSE: collapse" cellSpacing=0 cellPadding=0 width="100%" border=0>

  <TR vAlign=bottom>
    <TD noWrap align=center width="20%"></TD>
    <TD noWrap align=center width="1%"></TD>
    <TD noWrap align=center width="19%"></TD>
    <TD noWrap align=center width="1%"></TD>
    <TD noWrap align=center width="19%"><B><FONT face=serif size=2>Proposed
      Maximum</FONT></B></TD>
    <TD noWrap align=center width="1%"></TD>
    <TD noWrap align=center width="19%"><B><FONT face=serif size=2>Proposed
      Maximum</FONT></B></TD>
    <TD noWrap align=center width="1%"></TD>
    <TD noWrap align=center width="19%"></TD></TR>
  <TR vAlign=bottom>
    <TD noWrap align=center width="20%"><B><FONT face=serif size=2>Title of Securities to
      be</FONT></B></TD>
    <TD noWrap align=center width="1%"></TD>
    <TD noWrap align=center width="19%"><B><FONT face=serif size=2>Amount of
      Shares</FONT></B></TD>
    <TD noWrap align=center width="1%">&nbsp;</TD>
    <TD noWrap align=center width="19%"><B><FONT face=serif size=2>Offering Price
      Per</FONT></B></TD>
    <TD noWrap align=center width="1%"></TD>
    <TD noWrap align=center width="19%"><B><FONT face=serif size=2>Aggregate
      Offering</FONT></B></TD>
    <TD noWrap align=center width="1%"></TD>
    <TD noWrap align=center width="19%"><B><FONT face=serif size=2>Amount
  of</FONT></B></TD></TR>
  <TR vAlign=bottom>
    <TD noWrap align=center width="20%"><B><FONT face=serif size=2>Registered(1)</FONT></B></TD>
    <TD noWrap align=center width="1%">&nbsp;&nbsp;&nbsp;&nbsp;&nbsp; </TD>
    <TD noWrap align=center width="19%"><B><FONT face=serif size=2>to be
      Registered(2)</FONT></B></TD>
    <TD noWrap align=center width="1%">&nbsp;&nbsp;&nbsp;&nbsp;&nbsp; </TD>
    <TD noWrap align=center width="19%"><B><FONT face=serif size=2>Share(3)</FONT></B></TD>
    <TD noWrap align=center width="1%">&nbsp;&nbsp;&nbsp;&nbsp;&nbsp; </TD>
    <TD noWrap align=center width="19%"><B><FONT face=serif size=2>Price</FONT></B></TD>
    <TD noWrap align=center width="1%">&nbsp;&nbsp;&nbsp;&nbsp;&nbsp; </TD>
    <TD noWrap align=center width="19%"><B><FONT face=serif size=2>Registration Fee(4)</FONT></B></TD></TR>
  <TR vAlign=bottom>
    <TD noWrap align=center width="20%"><FONT face=serif size=2>Common Stock, par value
      $0.01</FONT></TD>
    <TD noWrap align=center width="1%"></TD>
    <TD noWrap align=center width="19%"><FONT face=serif size=2>750,000(5)</FONT></TD>
    <TD noWrap align=center width="1%"><FONT face=serif size=2></FONT></TD>
    <TD noWrap align=center width="19%"><FONT face=serif size=2>$19.28</FONT></TD>
    <TD noWrap align=center width="1%"></TD>
    <TD noWrap align=center width="19%"><FONT face=serif size=2>$14,460,000</FONT></TD>
    <TD noWrap align=center width="1%"><FONT face=serif size=2></FONT></TD>
    <TD noWrap align=center width="19%"><FONT size=2>$<FONT face=serif>568.28</FONT></FONT></TD></TR></TABLE><BR>
<P align=left><FONT face=serif size=2>1 The securities to be registered include
options and rights to acquire Common Stock.</FONT></P>
<P align=left><FONT face=serif size=2>2 Pursuant to Rule 416, this registration
statement covers any additional securities that may be offered or issued in
connection with any stock split, stock dividend, recapitalization or any similar
transaction effected without receipt of additional consideration, which results
in an increase in Registrant&#146;s outstanding shares of Common Stock.</FONT></P>
<P align=left><FONT face=serif size=2>3 Estimated in accordance with Rule 457(h)
solely for purposes of calculating the registration fee and based upon the
average of the reported high and low sale prices on August 8, 2008.</FONT></P>
<P align=left><FONT face=serif size=2>4 Calculated pursuant to Section 6(b) of
the Securities Act of 1933.</FONT></P>
<P align=left><FONT face=serif size=2>5 An aggregate of 2,250,000 shares of
common stock, par value $0.01 per share, of Enterprise Financial Services Corp
may be offered or issued pursuant to the 2002 Stock Incentive Plan, (a) 750,000
of which were previously registered on Form S-8 (File No. 333-130751), (b)
750,000 of which were previously registered on Form S-8 (File No. 333-136230)
and (c) 750,000 of which are being registered on this Form S-8.</FONT></P>
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<PAGE>
<P align=center><B><FONT face=serif size=2>EXPLANATORY NOTE</FONT></B></P>
<P align=left>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;<FONT face=serif size=2>On December
29, 2005, Registrant filed a Form S-8 Registration Statement (File No.
333-130751) (the &#147;2005 Registration Statement&#148;) registering 750,000 shares of
common stock, par value $.01 per share (&#147;Common Stock&#148;), of Registrant,
available for issuance pursuant to awards under Registrant&#146;s 2002 Stock
Incentive Plan (the &#147;Original Plan&#148;). On August 2, 2006, Registrant filed a Form
S-8 Registration Statement (File No. 333-136230) (the &#147;2006 Registration
Statement&#148;) registering an additional 750,000 shares of its Common Stock in
connection with the amendment and restatement of the Original Plan (as amended
and restated, the &#147;Plan&#148;).</FONT></P>
<P align=left>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;<FONT face=serif size=2>This
Registration Statement is being filed pursuant to and in accordance with General
Instruction E of Form S-8 to register an additional 750,000 shares of Common
Stock in connection with a further amendment and restatement of the Plan, as
approved by Registrant&#146;s shareholders at Registrant&#146;s annual meeting held on
April 23, 2008. The 2005 Registration Statement and the 2006 Registration
Statement are hereby incorporated by reference.</FONT></P>
<P align=center><B><FONT face=serif size=2>PART II. INFORMATION REQUIRED IN THE
REGISTRATION STATEMENT</FONT></B></P>
<P align=left><B><FONT face=serif size=2>Item 3. <U>Incorporation of Documents
by Reference</U>.</FONT></B></P>
<P align=left><FONT face=serif size=2><FONT size=3>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;</FONT>The following documents are hereby
incorporated by reference into this registration statement:</FONT></P>
<P align=left>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;<FONT face=serif size=2>(a)
Registrant&#146;s Annual Report on Form 10-K for the fiscal year ended December 31,
2007, filed with the Securities and Exchange Commission (the &#147;Commission&#148;) on
March 14, 2008, which contained audited consolidated financial statements for
the most recent fiscal year for which such statements have been
filed.</FONT></P>
<P align=left>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;<FONT face=serif size=2>(b)
Registrant&#146;s Quarterly Report on Form 10-Q filed with the Commission for the
quarter ended March 31, 2008 filed on May 12, 2008;</FONT></P>
<P align=left>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;<FONT face=serif size=2>(c) All
other reports filed by Registrant pursuant to Section 13(a) or 15(d) of the
Securities Act of 1934, as amended (the &#147;Exchange Act&#148;), since the end of the
fiscal year covered by the Annual Report on Form 10-K referred to in paragraph
(a) above, including without limitation all Current Reports on Form 8-K filed by
Registrant with the Commission since such date.</FONT></P>
<P align=left>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;<FONT face=serif size=2>(d) The
description of Registrant&#146;s common stock, which is contained in a registration
statement filed on Form S-1, by Registrant with the Commission on October 24,
1996, registration number 333-14737.</FONT></P>

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<PAGE>
<P align=left>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;<FONT face=serif size=2>In addition,
all documents subsequently filed by Registrant pursuant to Sections 13(a),
13(c), 14 and 15(d) of the Exchange Act, prior to the filing of a post-effective
amendment which indicates that all securities offered have been sold or which
deregisters all securities then remaining unsold, shall be deemed to be
incorporated by reference into this registration statement and to be a part
hereof from the date of filing of such documents. Any statement in a document
incorporated or deemed to be incorporated by reference herein shall be deemed to
be modified or superseded for the purposes of this registration statement to the
extent that a statement contained herein or in any other subsequently filed
document which also is or deemed to be incorporated by reference herein modifies
or supersedes such statement. Any statement so modified or superseded shall not
be deemed, except as so modified or superseded, to constitute a part of this
registration statement. </FONT><FONT face=serif></FONT></P>
<P align=left><B><FONT face=serif size=2>Item 4. <U>Description of
Securities.</U></FONT></B></P>
<P align=left><FONT face=serif size=2><FONT size=3>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;</FONT>Not Applicable.</FONT></P>
<P align=left><B><FONT face=serif size=2>Item 5. <U>Interests of Named Experts
and Counsel.</U></FONT></B></P>
<P align=left><FONT face=serif size=2><FONT size=3>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;</FONT>Not Applicable.</FONT></P>
<P align=left><B><FONT face=serif size=2>Item 6. <U>Indemnification of Directors
and Officers.</U></FONT></B></P>
<P align=left>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;<FONT face=serif size=2>Section 102
of the Delaware General Corporation Law, or DGCL, as amended, allows a
corporation to eliminate the personal liability of directors of a corporation or
its stockholders for monetary damages for breach of fiduciary duty as a
director, except where the director breached the duty of loyalty, failed to act
in good faith, engaged in intentional misconduct or knowingly violated a law,
authorized the payment of a dividend or approved a stock repurchase in violation
of the DGCL or obtained an improper personal benefit.</FONT></P>
<P align=left>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;<FONT face=serif size=2>Section 145
of the DGCL provides, among other things, that Registrant 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 other than an action
by or in the right of Registrant, by reason of the fact that the person is or
was a director, officer, agent or employee of Registrant, or is or was serving
at Registrant&#146;s request as a director, officer, agent or employee of another
corporation, partnership, joint venture, trust or other enterprise, against
expenses, including attorneys&#146; fees, judgments, fines and amounts paid in
settlement actually and reasonably incurred by the person in connection with
such action, suit or proceeding, if such person acting in good faith and in a
manner he or she reasonably believed to be in the best interests, or not opposed
to the best interests, of Registrant, and with respect to any criminal action or
proceeding had no reasonable cause to believe his or her conduct was unlawful.
The power to indemnify applies to actions brought by or in the right of
Registrant as well, but only to the extent of defense expenses, reasonably
incurred and not to any satisfaction of judgment or settlement of the claim
itself, and with the further limitation that in such actions no indemnification
shall be made in the event of any adjudication of liability to Registrant,
unless the court believes that in light of all the circumstances indemnification
should apply. Furthermore, under the DGCL, if such person is successfully on the
merits or otherwise in the defense of any action referred to above, or in the
defense of any claim, issue or matter therein, such person shall be indemnified
against expenses (including attorneys&#146; fees) actually and reasonably incurred by
such person in connection therewith.</FONT></P>
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<PAGE>
<P align=left>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;<FONT face=serif size=2>Section 174
of the DGCL provides, among other things, that a director, who willfully or
negligently approves an unlawful payment of dividends or an unlawful purchase or
redemption of stock, may be held liable for such actions. A director who was
either absent when the unlawful actions were approved or dissented at the time,
may avoid liability by causing his or her dissent to such actions to be entered
in the books containing minutes of the meetings of the board of directors at the
time such action occurred or immediately after such absent director receives
notice of the unlawful acts.</FONT></P>
<P align=left>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;<FONT face=serif size=2>As permitted
by the DGCL, Registrant&#146;s certificate of incorporation includes a provision to
eliminate the personal liability of its directors for monetary damages for
breach of alleged breach of their fiduciary duties as directors, subject to
limited exceptions. The certificate of incorporation also provides that every
person who is or was our director, officer, employee or agent or is or was a
director, officer, trustee, employee or agent of any other enterprise, serving
as such at Registrant&#146;s request, shall be indemnified to the fullest extent
permitted by law for all expenses and liabilities in connection with any
proceeding involving such person in this capacity.</FONT></P>
<P align=left><B><FONT face=serif size=2>Item 7. <U>Exemption from Registration
Claimed.</U></FONT></B></P>
<P align=left><FONT face=serif size=2><FONT size=3>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;</FONT>Not Applicable.</FONT></P>
<P align=left><B><FONT face=serif size=2>Item 8. <U>Exhibits.</U></FONT></B></P>
<P align=left>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;<FONT face=serif size=2>The Exhibits
to this registration statement are listed in the Index to Exhibits which
immediately follows the signature pages hereto.</FONT></P>
<P align=left><B><FONT face=serif size=2>Item 9.
<U>Undertakings.</U></FONT></B></P>
<P align=left><FONT face=serif size=2><FONT size=3>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;</FONT>Registrant hereby
undertakes:</FONT></P>
<P align=left>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;<FONT face=serif size=2>(a) To file,
during any period in which offers or sales are being made, a post-effective
amendment to this registration statement:</FONT></P>
<P align=left>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;<FONT face=serif size=2>To include
any material information with respect to the plan of distribution not previously
disclosed in the registration statement or any material change to such
information in the registration statement.</FONT></P>
<P align=left>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;<FONT face=serif size=2>(b) That,
for the purpose of determining any liability under the Securities 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.</FONT></P>
<P align=left>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;<FONT face=serif size=2>(c) 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.</FONT></P>
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<PAGE>
<P align=left>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;<FONT face=serif size=2>Registrant
hereby undertakes that, for purposes of determining any liability under the
Securities Act, each filing of Registrant&#146;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&#146;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 file offering thereof.</FONT></P>
<P align=left>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;<FONT face=serif size=2>Insofar as
indemnification for liabilities arising under the Securities Act may be
permitted to directors, officers and controlling persons of Registrant pursuant
to the foregoing provisions, or otherwise, Registrant has been advised that in
the opinion of the Commission such indemnification is against public policy as
expressed in the Securities Act and is, therefore, unenforceable. In the event
that a claim for indemnification against such liabilities (other than the
payment by Registrant of expenses incurred or paid by a director, officer, or
controlling person of 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, 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 Securities
Act and will be governed by the final adjudication of such issue.</FONT></P>
<P align=center><B><FONT face=serif size=2>SIGNATURES</FONT></B></P>
<P align=left>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;<FONT face=serif size=2>Pursuant to
the requirements of the Securities Act of 1933, as amended, Registrant certifies
that it has reasonable grounds to believe that it meets all the requirements for
filing on Form S-8 and has duly caused this Post-Effective Amendment to the
Registration Statements to be signed on its behalf by the undersigned, thereunto
duly authorized, in the County of St. Louis, State of Missouri, on August 13,
2008.</FONT></P>
<DIV align=right>
<TABLE cellSpacing=0 cellPadding=0 width="50%" border=0>

  <TR vAlign=bottom>
    <TD noWrap align=left width="99%" colSpan=2><B><FONT face=serif size=2>ENTERPRISE FINANCIAL SERVICES CORP</FONT></B>&nbsp; </TD></TR>
  <TR>
    <TD width="99%" colSpan=2>&nbsp; </TD></TR>
  <TR vAlign=bottom>
    <TD noWrap align=left width="1%"><FONT face=serif size=2>By:</FONT>&nbsp;&nbsp; </TD>
    <TD style="BORDER-BOTTOM: #000000 1pt solid" noWrap align=left width="98%"><FONT face=serif size=2>/s/ Frank H. Sanfilippo</FONT>&nbsp;
    </TD></TR>
  <TR>
    <TD noWrap align=left width="1%"></TD>
    <TD noWrap align=left width="98%">&nbsp;</TD></TR>
  <TR vAlign=bottom>
    <TD noWrap align=left width="1%">&nbsp; </TD>
    <TD noWrap align=left width="98%"><FONT face=serif size=2>Frank H.
      Sanfilippo</FONT>&nbsp; </TD></TR>
  <TR vAlign=bottom>
    <TD noWrap align=left width="1%">&nbsp; </TD>
    <TD noWrap align=left width="98%"><FONT face=serif size=2>Chief Financial
      Officer</FONT>&nbsp; </TD></TR></TABLE>
</DIV><BR>
<P align=center><B><FONT face=serif size=2>POWER OF ATTORNEY</FONT></B></P>
<P align=left><FONT face=serif size=2>We, the undersigned directors and officers
of Enterprise Financial Services Corp (the </FONT><FONT face=serif size=2>&#147;Corporation&#148;) and each of us, do hereby constitute and appoint Peter F.
Benoist and Frank H. Sanfilippo, or either of them, our true and lawful
attorneys-in-fact and agents, each with full power of substitution and
resubstitution, to do any and all acts and things in our names and on our behalf
in our capacities as directors and officers and to execute any and all
instruments for us and in our names in the capacities indicated above, which
said attorneys or agents, or either of them, may deem necessary or advisable to
enable the Corporation to comply with the Securities Act of 1933, as amended, and any rules,
regulations and amendments (including post-effective amendments) to the
Registration Statement, including specifically but without limitation, power and
authority to sign for us or any of us in our names in the capacities indicated
below, any and all amendments (including post-effective amendments) to such
Registration Statement; and we do hereby ratify and conform all that the said
attorneys and agents, or their substitute or substitutes, or either of them,
shall do or cause to be done by virtue hereof.</FONT></P>
<HR align=center width="100%" noShade SIZE=2>
<PAGE>
<P align=left><FONT face=serif size=2>Pursuant to the requirements of the
Securities Act of 1933, this registration statement has been signed by the
following persons in the capacities and on the dates indicated:</FONT></P>

<TABLE style="LINE-HEIGHT: 14pt" cellSpacing=0 cellPadding=0 width="100%" border=0>

  <TR vAlign=bottom>
    <TD style="BORDER-BOTTOM: #000000 1pt solid" align=center width="29%"><B><FONT face=serif size=2>Signature</FONT></B> </TD>
    <TD align=center width="1%">&nbsp;&nbsp;&nbsp;&nbsp; </TD>
    <TD style="BORDER-BOTTOM: #000000 1pt solid" align=center width="39%"><B><FONT face=serif size=2>Title</FONT></B> </TD>
    <TD align=center width="1%">&nbsp;&nbsp;&nbsp;&nbsp; </TD>
    <TD style="BORDER-BOTTOM: #000000 1pt solid" align=center width="29%"><B><FONT face=serif size=2>Date</FONT></B> </TD></TR>
  <TR vAlign=bottom>
    <TD style="PADDING-BOTTOM: 6pt; BORDER-BOTTOM: #000000 1pt solid" align=left width="29%"><FONT size=2>/s/ Peter F. Benoist</FONT>&nbsp;&nbsp;&nbsp; </TD>
    <TD align=left width="1%">&nbsp;</TD>
    <TD align=center width="39%"><FONT face=serif size=2>Chief Executive
      Officer and Director</FONT>&nbsp; </TD>
    <TD align=center width="1%"></TD>
    <TD align=center width="29%"><FONT face=serif size=2>May 23,
      2008</FONT>&nbsp; </TD></TR>
  <TR vAlign=bottom>
    <TD align=left width="29%"><FONT face=serif size=2>Peter F.
      Benoist</FONT>&nbsp; </TD>
    <TD align=left width="1%"></TD>
    <TD align=center width="39%">&nbsp; </TD>
    <TD align=left width="1%"></TD>
    <TD align=left width="29%">&nbsp; </TD></TR>
  <TR>
    <TD width="99%" colSpan=5>&nbsp; </TD></TR>
  <TR>
    <TD style="PADDING-BOTTOM: 6pt; BORDER-BOTTOM: #000000 1pt solid" align=left width="29%"><FONT size=2>/s/ James J.
      Murphy</FONT>&nbsp;&nbsp;&nbsp;&nbsp; </TD>
    <TD align=left width="1%"></TD>
    <TD vAlign=bottom align=center width="39%"><FONT size=2>Director</FONT>&nbsp; </TD>
    <TD vAlign=bottom align=center width="1%"></TD>
    <TD vAlign=bottom align=center width="29%"><FONT size=2>May 23,
      2008</FONT>&nbsp; </TD></TR>
  <TR>
    <TD align=left width="29%"><FONT size=2>James J.
      Murphy</FONT>&nbsp;&nbsp;&nbsp;&nbsp; </TD>
    <TD align=left width="1%"></TD>
    <TD align=center width="39%"></TD>
    <TD align=center width="1%"></TD>
    <TD align=center width="29%"></TD></TR>
  <TR>
    <TD align=left width="29%">&nbsp; </TD>
    <TD align=left width="1%"></TD>
    <TD align=center width="39%">&nbsp;</TD>
    <TD align=center width="1%"></TD>
    <TD align=center width="29%"></TD></TR>
  <TR vAlign=bottom>
    <TD style="PADDING-BOTTOM: 6pt; BORDER-BOTTOM: #000000 1pt solid" align=left width="29%"><FONT size=2>/s/ Kevin C.
      Eichner</FONT>&nbsp;&nbsp;&nbsp;&nbsp; </TD>
    <TD align=left width="1%"></TD>
    <TD align=center width="39%"><FONT face=serif size=2>Director<FONT size=3>&nbsp; </FONT></FONT></TD>
    <TD align=center width="1%"></TD>
    <TD align=center width="29%"><FONT face=serif size=2>May 23, 2008<FONT size=3>&nbsp; </FONT></FONT></TD></TR>
  <TR vAlign=bottom>
    <TD align=left width="29%"><FONT face=serif size=2>Kevin C.
      Eichner</FONT>&nbsp; </TD>
    <TD align=left width="1%"></TD>
    <TD align=left width="39%">&nbsp; </TD>
    <TD align=left width="1%"></TD>
    <TD align=left width="29%">&nbsp; </TD></TR>
  <TR>
    <TD noWrap align=left width="29%">&nbsp;</TD>
    <TD noWrap align=left width="1%"></TD>
    <TD noWrap align=center width="39%"></TD>
    <TD noWrap align=left width="1%"></TD>
    <TD noWrap align=center width="29%"></TD></TR>
  <TR vAlign=bottom>
    <TD style="PADDING-BOTTOM: 6pt; BORDER-BOTTOM: #000000 1pt solid" noWrap align=left width="29%"><FONT size=2>/s/</FONT><FONT size=3> </FONT><FONT size=2>William H. Downey</FONT> &nbsp;</TD>
    <TD noWrap align=left width="1%">&nbsp;</TD>
    <TD vAlign=bottom noWrap align=center width="39%"><FONT face=serif size=2>Director</FONT>&nbsp; </TD>
    <TD noWrap align=left width="1%">&nbsp;</TD>
    <TD noWrap align=center width="29%"><FONT face=serif size=2>May 23,
      2008<FONT size=3>&nbsp; </FONT></FONT></TD></TR>
  <TR vAlign=bottom>
    <TD noWrap align=left width="29%"><FONT face=serif size=2>William H.
      Downey</FONT>&nbsp; </TD>
    <TD noWrap align=left width="1%"></TD>
    <TD noWrap align=center width="39%">&nbsp; </TD>
    <TD noWrap align=left width="1%"></TD>
    <TD noWrap align=center width="29%">&nbsp; </TD></TR>
  <TR>
    <TD noWrap align=left width="29%">&nbsp;</TD>
    <TD noWrap align=left width="1%"></TD>
    <TD noWrap align=center width="39%"></TD>
    <TD noWrap align=left width="1%"></TD>
    <TD noWrap align=center width="29%"></TD></TR>
  <TR vAlign=bottom>
    <TD style="PADDING-BOTTOM: 6pt; BORDER-BOTTOM: #000000 1pt solid" noWrap align=left width="29%"><FONT size=2>/s/</FONT><FONT size=3> </FONT><FONT size=2>Robert E. Guest, Jr.</FONT>&nbsp;&nbsp;&nbsp; </TD>
    <TD noWrap align=left width="1%"></TD>
    <TD noWrap align=center width="39%"><FONT face=serif size=2>Director</FONT>&nbsp; </TD>
    <TD noWrap align=left width="1%"></TD>
    <TD noWrap align=center width="29%"><FONT face=serif size=2>May 23,
      2008<FONT size=3>&nbsp; </FONT></FONT></TD></TR>
  <TR vAlign=bottom>
    <TD noWrap align=left width="29%"><FONT face=serif size=2>Robert E. Guest,
      Jr.</FONT>&nbsp; </TD>
    <TD noWrap align=left width="1%"></TD>
    <TD noWrap align=center width="39%">&nbsp; </TD>
    <TD noWrap align=left width="1%"></TD>
    <TD noWrap align=center width="29%">&nbsp; </TD></TR>
  <TR>
    <TD noWrap align=left width="29%">&nbsp;</TD>
    <TD noWrap align=left width="1%"></TD>
    <TD noWrap align=center width="39%"></TD>
    <TD noWrap align=left width="1%"></TD>
    <TD noWrap align=center width="29%"></TD></TR>
  <TR vAlign=bottom>
    <TD style="PADDING-BOTTOM: 6pt; BORDER-BOTTOM: #000000 1pt solid" noWrap align=left width="29%"><FONT size=2>/s/</FONT><FONT size=3> </FONT><FONT size=2>Lewis A. Levey</FONT>&nbsp;&nbsp;&nbsp; </TD>
    <TD noWrap align=left width="1%"></TD>
    <TD noWrap align=center width="39%"><FONT face=serif size=2>Director</FONT>&nbsp; </TD>
    <TD noWrap align=left width="1%"></TD>
    <TD noWrap align=center width="29%"><FONT face=serif size=2>May 23,
      2008<FONT size=3>&nbsp; </FONT></FONT></TD></TR>
  <TR vAlign=bottom>
    <TD noWrap align=left width="29%"><FONT face=serif size=2>Lewis A.
      Levey</FONT>&nbsp; </TD>
    <TD noWrap align=left width="1%"></TD>
    <TD noWrap align=center width="39%">&nbsp; </TD>
    <TD noWrap align=left width="1%"></TD>
    <TD noWrap align=center width="29%">&nbsp; </TD></TR>
  <TR>
    <TD noWrap align=left width="29%">&nbsp;</TD>
    <TD noWrap align=left width="1%"></TD>
    <TD noWrap align=center width="39%"></TD>
    <TD noWrap align=left width="1%"></TD>
    <TD noWrap align=center width="29%"></TD></TR>
  <TR vAlign=bottom>
    <TD style="PADDING-BOTTOM: 6pt; BORDER-BOTTOM: #000000 1pt solid" noWrap align=left width="29%"><FONT size=2>/s/</FONT><FONT size=3> </FONT><FONT size=2>Birch M. Mullins</FONT>&nbsp;&nbsp;&nbsp; </TD>
    <TD noWrap align=left width="1%"></TD>
    <TD noWrap align=center width="39%"><FONT face=serif size=2>Director</FONT>&nbsp; </TD>
    <TD noWrap align=left width="1%"></TD>
    <TD noWrap align=center width="29%"><FONT face=serif size=2>May 23,
      2008<FONT size=3>&nbsp; </FONT></FONT></TD></TR>
  <TR vAlign=bottom>
    <TD noWrap align=left width="29%"><FONT face=serif size=2>Birch M.
      Mullins</FONT>&nbsp; </TD>
    <TD noWrap align=left width="1%">&nbsp;</TD>
    <TD noWrap align=center width="39%">&nbsp; </TD>
    <TD noWrap align=left width="1%"></TD>
    <TD noWrap align=center width="29%">&nbsp; </TD></TR>
  <TR>
    <TD width="99%" colSpan=5>&nbsp; </TD></TR>
  <TR vAlign=bottom>
    <TD style="PADDING-BOTTOM: 6pt; BORDER-BOTTOM: #000000 1pt solid" noWrap align=left width="29%"><FONT size=2>/s/</FONT><FONT size=3> </FONT><FONT size=2>Robert E. Saur</FONT>&nbsp; </TD>
    <TD noWrap align=left width="1%"></TD>
    <TD noWrap align=center width="39%"><FONT face=serif size=2>Director</FONT>&nbsp; </TD>
    <TD noWrap align=left width="1%"></TD>
    <TD noWrap align=center width="29%"><FONT face=serif size=2>May 23,
      2008<FONT size=3>&nbsp; </FONT></FONT></TD></TR>
  <TR vAlign=bottom>
    <TD noWrap align=left width="29%"><FONT face=serif size=2>Robert E.
      Saur</FONT>&nbsp; </TD>
    <TD noWrap align=left width="1%"></TD>
    <TD noWrap align=center width="39%">&nbsp; </TD>
    <TD noWrap align=left width="1%"></TD>
    <TD noWrap align=center width="29%">&nbsp; </TD></TR>
  <TR>
    <TD width="99%" colSpan=5>&nbsp; </TD></TR>
  <TR vAlign=bottom>
    <TD style="PADDING-BOTTOM: 6pt; BORDER-BOTTOM: #000000 1pt solid" noWrap align=left width="29%"><FONT size=2>/s/</FONT><FONT size=3> </FONT><FONT size=2>Sandra Van Trease</FONT>&nbsp;&nbsp;&nbsp; </TD>
    <TD noWrap align=left width="1%"></TD>
    <TD noWrap align=center width="39%"><FONT face=serif size=2>Director</FONT>&nbsp; </TD>
    <TD noWrap align=left width="1%"></TD>
    <TD noWrap align=center width="29%"><FONT face=serif size=2>May 23,
      2008<FONT size=3>&nbsp; </FONT></FONT></TD></TR>
  <TR vAlign=bottom>
    <TD noWrap align=left width="29%"><FONT face=serif size=2>Sandra Van
      Trease</FONT>&nbsp; </TD>
    <TD noWrap align=left width="1%"></TD>
    <TD noWrap align=center width="39%">&nbsp; </TD>
    <TD noWrap align=left width="1%"></TD>
    <TD noWrap align=center width="29%">&nbsp; </TD></TR>
  <TR>
    <TD width="99%" colSpan=5>&nbsp; </TD></TR>
  <TR vAlign=bottom>
    <TD style="PADDING-BOTTOM: 6pt; BORDER-BOTTOM: #000000 1pt solid" noWrap align=left width="29%"><FONT size=2>/s/</FONT><FONT size=3> </FONT><FONT size=2>Henry D. Warshaw</FONT>&nbsp;&nbsp;&nbsp; </TD>
    <TD noWrap align=left width="1%"></TD>
    <TD noWrap align=center width="39%"><FONT face=serif size=2>Director</FONT>&nbsp; </TD>
    <TD noWrap align=left width="1%"></TD>
    <TD noWrap align=center width="29%"><FONT face=serif size=2>May 23,
      2008<FONT size=3>&nbsp; </FONT></FONT></TD></TR>
  <TR vAlign=bottom>
    <TD noWrap align=left width="29%"><FONT face=serif size=2>Henry D.
      Warshaw</FONT>&nbsp; </TD>
    <TD noWrap align=left width="1%"></TD>
    <TD noWrap align=center width="39%">&nbsp; </TD>
    <TD noWrap align=left width="1%"></TD>
    <TD noWrap align=center width="29%">&nbsp; </TD></TR>
  <TR>
    <TD width="99%" colSpan=5>&nbsp; </TD></TR>
  <TR vAlign=bottom>
    <TD style="PADDING-BOTTOM: 6pt; BORDER-BOTTOM: #000000 1pt solid" noWrap align=left width="29%"><FONT size=2>/s/</FONT><FONT size=3> </FONT><FONT size=2>Michael A. DeCola</FONT>&nbsp;&nbsp;&nbsp; </TD>
    <TD noWrap align=left width="1%"></TD>
    <TD noWrap align=center width="39%"><FONT face=serif size=2>Director</FONT>&nbsp; </TD>
    <TD noWrap align=left width="1%"></TD>
    <TD noWrap align=center width="29%"><FONT face=serif size=2>May 23,
      2008<FONT size=3>&nbsp; </FONT></FONT></TD></TR>
  <TR vAlign=bottom>
    <TD noWrap align=left width="29%"><FONT face=serif size=2>Michael A.
      DeCola</FONT>&nbsp; </TD>
    <TD noWrap align=left width="1%"></TD>
    <TD noWrap align=center width="39%">&nbsp; </TD>
    <TD noWrap align=left width="1%"></TD>
    <TD noWrap align=center width="29%">&nbsp; </TD></TR>
  <TR>
    <TD width="99%" colSpan=5>&nbsp; </TD></TR>
  <TR vAlign=bottom>
    <TD style="PADDING-BOTTOM: 6pt; BORDER-BOTTOM: #000000 1pt solid" noWrap align=left width="29%"><FONT face=serif size=2>/s/<FONT size=3>
      </FONT>Brenda D. Newberry</FONT>&nbsp; </TD>
    <TD noWrap align=left width="1%"></TD>
    <TD noWrap align=center width="39%"><FONT face=serif size=2>Director</FONT>&nbsp; </TD>
    <TD noWrap align=left width="1%"></TD>
    <TD noWrap align=center width="29%"><FONT face=serif size=2>May 23,
      2008<FONT size=3>&nbsp; </FONT></FONT></TD></TR>
  <TR vAlign=bottom>
    <TD noWrap align=left width="29%"><FONT face=serif size=2>Brenda D.
      Newberry</FONT>&nbsp; </TD>
    <TD noWrap align=left width="1%"></TD>
    <TD noWrap align=center width="39%">&nbsp; </TD>
    <TD noWrap align=left width="1%"></TD>
    <TD noWrap align=center width="29%">&nbsp;
</TD></TR></TABLE>
<BR>
<HR align=center width="100%" noShade SIZE=2>

<PAGE>

<P align=center><B><U><FONT face=serif size=2>INDEX TO
EXHIBITS</FONT></U></B><FONT face=sans-serif> </FONT></P>
<TABLE cellSpacing=0 cellPadding=0 width="100%" border=0>

  <TR vAlign=bottom>
    <TD style="BORDER-BOTTOM: #000000 1pt solid" noWrap align=left width="11%"><B><FONT face=serif size=1>Exhibit No.</FONT></B> </TD>
    <TD noWrap align=left width="1%">&nbsp;&nbsp;&nbsp; </TD>
    <TD style="BORDER-BOTTOM: #000000 1pt solid" noWrap align=left width="87%"><B><FONT face=serif size=1>Description</FONT></B> </TD></TR>
  <TR vAlign=bottom>
    <TD vAlign=top align=left width="11%" bgColor=#c0c0c0><FONT face=serif size=2>4.1**</FONT></TD>
    <TD vAlign=top noWrap align=left width="1%" bgColor=#c0c0c0>&nbsp; </TD>
    <TD vAlign=top align=left width="87%" bgColor=#c0c0c0><FONT face=serif size=2>Enterprise Financial Services Corp 2002 Amended and Restated Stock
      Incentive Plan (incorporated herein by reference to Registrant&#146;s Proxy
      Statement on Form 14-A, filed on March 17, 2008).</FONT></TD></TR>
  <TR>
    <TD vAlign=top align=left width="11%"></TD>
    <TD vAlign=top noWrap align=left width="1%"></TD>
    <TD vAlign=top align=left width="87%">&nbsp;</TD></TR>
  <TR vAlign=bottom>
    <TD vAlign=top align=left width="11%" bgColor=#c0c0c0><FONT face=serif size=2>4.2*</FONT></TD>
    <TD vAlign=top noWrap align=left width="1%" bgColor=#c0c0c0><FONT face=serif size=2></FONT></TD>
    <TD vAlign=top align=left width="87%" bgColor=#c0c0c0><FONT face=serif size=2>Form of Restricted Stock Unit Agreement</FONT></TD></TR>
  <TR>
    <TD vAlign=top align=left width="11%"></TD>
    <TD vAlign=top noWrap align=left width="1%"></TD>
    <TD vAlign=top align=left width="87%">&nbsp;</TD></TR>
  <TR vAlign=bottom>
    <TD vAlign=top align=left width="11%" bgColor=#c0c0c0><FONT face=serif size=2>4.3*</FONT></TD>
    <TD vAlign=top noWrap align=left width="1%" bgColor=#c0c0c0><FONT face=serif size=2></FONT></TD>
    <TD vAlign=top align=left width="87%" bgColor=#c0c0c0><FONT face=serif size=2>Form of Stock Appreciation Right Agreement</FONT></TD></TR>
  <TR>
    <TD vAlign=top align=left width="11%"></TD>
    <TD vAlign=top noWrap align=left width="1%"></TD>
    <TD vAlign=top align=left width="87%">&nbsp;</TD></TR>
  <TR vAlign=bottom>
    <TD vAlign=top align=left width="11%" bgColor=#c0c0c0><FONT face=serif size=2>5.1*</FONT></TD>
    <TD vAlign=top noWrap align=left width="1%" bgColor=#c0c0c0><FONT face=serif size=2></FONT></TD>
    <TD vAlign=top align=left width="87%" bgColor=#c0c0c0><FONT face=serif size=2>Opinion of Greensfelder, Hemker &amp; Gale, P.C.</FONT></TD></TR>
  <TR>
    <TD vAlign=top align=left width="11%"></TD>
    <TD vAlign=top noWrap align=left width="1%"></TD>
    <TD vAlign=top align=left width="87%">&nbsp;</TD></TR>
  <TR vAlign=bottom>
    <TD vAlign=top align=left width="11%" bgColor=#c0c0c0><FONT face=serif size=2>23.1*</FONT></TD>
    <TD vAlign=top noWrap align=left width="1%" bgColor=#c0c0c0><FONT face=serif size=2></FONT></TD>
    <TD vAlign=top align=left width="87%" bgColor=#c0c0c0><FONT face=serif size=2>Consent of Independent Registered Public Accounting
  Firm</FONT></TD></TR>
  <TR>
    <TD vAlign=top align=left width="11%"></TD>
    <TD vAlign=top noWrap align=left width="1%"></TD>
    <TD vAlign=top align=left width="87%">&nbsp;</TD></TR>
  <TR vAlign=bottom>
    <TD vAlign=top align=left width="11%" bgColor=#c0c0c0><FONT face=serif size=2>23.2*</FONT></TD>
    <TD vAlign=top noWrap align=left width="1%" bgColor=#c0c0c0><FONT face=serif size=2></FONT></TD>
    <TD vAlign=top align=left width="87%" bgColor=#c0c0c0><FONT face=serif size=2>Consent of Greensfelder, Hemker &amp; Gale, P.C. (included in
      Exhibit 5.1)</FONT></TD></TR>
  <TR>
    <TD vAlign=top align=left width="11%"></TD>
    <TD vAlign=top noWrap align=left width="1%"></TD>
    <TD vAlign=top align=left width="87%">&nbsp;</TD></TR>
  <TR vAlign=bottom>
    <TD vAlign=top align=left width="11%" bgColor=#c0c0c0><FONT face=serif size=2>24.1*</FONT></TD>
    <TD vAlign=top noWrap align=left width="1%" bgColor=#c0c0c0><FONT size=2>&nbsp;</FONT></TD>
    <TD vAlign=top align=left width="87%" bgColor=#c0c0c0><FONT face=serif size=2>Power of Attorney (contained on signature
page)</FONT></TD></TR></TABLE><BR>
<TABLE cellSpacing=0 cellPadding=0 border=0>

  <TR>
    <TD vAlign=top noWrap><FONT face=serif size=2>*</FONT></TD>
    <TD vAlign=top noWrap></TD>
    <TD width="100%"><FONT face=serif size=2>Filed herewith</FONT></TD></TR>
  <TR>
    <TD vAlign=top noWrap><FONT face=serif size=2>**</FONT></TD>
    <TD vAlign=top noWrap>&nbsp;</TD>
    <TD width="100%"><FONT face=serif size=2>Previously
  Filed</FONT></TD></TR></TABLE><BR>
<HR align=center width="100%" noShade SIZE=2>

</BODY>

</HTML>

</TEXT>
</DOCUMENT>
<DOCUMENT>
<TYPE>EX-4.2
<SEQUENCE>2
<FILENAME>exhibit4-2.htm
<DESCRIPTION>FORM OF RESTRICTED STOCK UNIT AGREEMENT
<TEXT>
<HTML>
<HEAD>
   <TITLE></TITLE>
</HEAD>

<BODY bgcolor="#ffffff">

<P align=right><FONT face=serif size=2>Exhibit 4.2 </FONT></P>
<P align=center><B><FONT face=serif size=2>RESTRICTED STOCK UNIT
AGREEMENT</FONT></B></P>
<P align=left>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;<FONT face=serif size=2>AGREEMENT
made this __th day of ____, 2008, between ENTERPRISE FINANCIAL SERVICES CORP, a
Delaware corporation (the "Company"), and __________________________
("Employee").</FONT></P>
<P align=left><FONT face=serif size=2><FONT size=3>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;</FONT>1. </FONT><U><FONT face=serif size=2>AWARD</FONT></U><FONT face=serif size=2>.</FONT></P>
<P align=left><FONT face=serif size=2><FONT size=3>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;</FONT>(a) UNITS. The Company hereby awards
and issues to Employee _____ restricted stock units (the "Units"). Each Unit
represents the right to receive one share of Restricted Stock under the
Company's 2002 Stock Incentive Plan (as amended from time to time, the "Plan")
subject to the terms of the Plan (including, without limitation, adjustment of
the ratio of converting Units into Restricted Stock provided for in the Plan)
and to the vesting requirements set forth herein.</FONT></P>
<P align=left><FONT face=serif size=2><FONT size=3>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;</FONT>(b) ISSUANCE OF UNITS. The Units
shall be evidenced by this Agreement and deemed issued upon acceptance hereof by
Employee.</FONT></P>
<P align=left><FONT face=serif size=2><FONT size=3>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;</FONT>(c) PLAN INCORPORATED. The terms and
conditions of the Plan are incorporated herein by reference. Employee
acknowledges receipt of a copy of the Plan (as amended and restated to the date
hereof) and agrees that this award of Units shall be subject to all of the terms
and conditions set forth in the Plan, including future amendments thereto, if
any, provided, however, that no such future amendment shall have an effect upon
the vesting requirements set forth herein or impose additional vesting
requirements or extend restrictions on Restricted Stock beyond the time of
vesting. Capitalized terms not otherwise defined herein shall have the meaning
set forth in the Plan.</FONT></P>
<P align=left><FONT face=serif size=2><FONT size=3>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;</FONT>2. </FONT><U><FONT face=serif size=2>VESTING</FONT></U><FONT face=serif size=2>.</FONT></P>
<P align=left>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;<FONT face=serif size=2>(a) Vesting
of the Units shall be based upon periods of service subsequent to the date of
award and not on other Qualifying Performance Criteria. Units shall vest in
accordance with the following schedule provided that Employee is employed by the
Company on the Vesting Date:</FONT></P>
<DIV align=center>
<TABLE cellSpacing=0 cellPadding=0 width="50%" border=0>

  <TR vAlign=bottom>
    <TD noWrap align=left width="9%">&nbsp; </TD>
    <TD noWrap align=left width="41%"></TD>
    <TD noWrap align=left width="4%"></TD>
    <TD noWrap align=left width="41%"></TD>
    <TD noWrap align=center width="4%"><FONT face=serif size=2>Cumulative</FONT> </TD></TR>
  <TR vAlign=bottom>
    <TD noWrap align=left width="9%">&nbsp; </TD>
    <TD noWrap align=left width="41%"></TD>
    <TD noWrap align=center width="4%"><FONT face=serif size=2>Percentage
      of</FONT> </TD>
    <TD noWrap align=left width="41%"></TD>
    <TD noWrap align=center width="4%"><FONT face=serif size=2>Vesting</FONT>
    </TD></TR>
  <TR vAlign=bottom>
    <TD style="BORDER-BOTTOM: #000000 1pt solid" noWrap align=left width="9%"><FONT face=serif size=2>Vesting Date</FONT>&nbsp; </TD>
    <TD style="BORDER-BOTTOM: #000000 1pt solid" noWrap align=left width="41%">&nbsp;&nbsp;&nbsp;&nbsp; </TD>
    <TD style="BORDER-BOTTOM: #000000 1pt solid" noWrap align=center width="4%"><FONT face=serif size=2>Units Vesting</FONT> </TD>
    <TD style="BORDER-BOTTOM: #000000 1pt solid" noWrap align=left width="41%">&nbsp;&nbsp;&nbsp;&nbsp; </TD>
    <TD style="BORDER-BOTTOM: #000000 1pt solid" noWrap align=center width="4%"><FONT face=serif size=2>Percentage</FONT> </TD></TR>
  <TR vAlign=bottom>
    <TD noWrap align=left width="9%" bgColor=#c0c0c0><FONT face=serif size=2>December 15, 20__ -<FONT size=3> </FONT></FONT></TD>
    <TD noWrap align=left width="41%" bgColor=#c0c0c0>&nbsp;</TD>
    <TD noWrap align=center width="4%" bgColor=#c0c0c0><FONT face=serif size=2><FONT style="BACKGROUND-COLOR: #c0c0c0" size=3>&nbsp;</FONT>20%</FONT> </TD>
    <TD noWrap align=left width="41%" bgColor=#c0c0c0>&nbsp;</TD>
    <TD noWrap align=center width="4%" bgColor=#c0c0c0><FONT face=serif size=2>&nbsp; 20%</FONT> </TD></TR>
  <TR vAlign=bottom>
    <TD noWrap align=left width="9%"><FONT face=serif size=2>December 15, 20__
      -</FONT> </TD>
    <TD noWrap align=left width="41%">&nbsp;</TD>
    <TD noWrap align=center width="4%"><FONT face=serif size=2><FONT size=3>&nbsp;</FONT>20%</FONT> </TD>
    <TD noWrap align=left width="41%"></TD>
    <TD noWrap align=center width="4%"><FONT face=serif size=2>&nbsp;
      40%</FONT> </TD></TR>
  <TR vAlign=bottom>
    <TD noWrap align=left width="9%" bgColor=#c0c0c0><FONT face=serif size=2>December 15, 20__ -<FONT size=3> </FONT></FONT></TD>
    <TD noWrap align=left width="41%" bgColor=#c0c0c0></TD>
    <TD noWrap align=center width="4%" bgColor=#c0c0c0><FONT face=serif size=2><FONT style="BACKGROUND-COLOR: #c0c0c0" size=3>&nbsp;</FONT>20%</FONT> </TD>
    <TD noWrap align=left width="41%" bgColor=#c0c0c0></TD>
    <TD noWrap align=center width="4%" bgColor=#c0c0c0><FONT face=serif size=2>&nbsp; 60%</FONT> </TD></TR>
  <TR vAlign=bottom>
    <TD noWrap align=left width="9%"><FONT face=serif size=2>December 15, 20__
      -<FONT size=3> </FONT></FONT></TD>
    <TD noWrap align=left width="41%"></TD>
    <TD noWrap align=center width="4%"><FONT face=serif size=2><FONT size=3>&nbsp;</FONT>20%</FONT> </TD>
    <TD noWrap align=left width="41%"></TD>
    <TD noWrap align=center width="4%"><FONT face=serif size=2>&nbsp;
      80%</FONT> </TD></TR>
  <TR vAlign=bottom>
    <TD noWrap align=left width="9%" bgColor=#c0c0c0><FONT face=serif size=2>December 15, 20__ -<FONT size=3> </FONT></FONT></TD>
    <TD noWrap align=left width="41%" bgColor=#c0c0c0></TD>
    <TD noWrap align=center width="4%" bgColor=#c0c0c0><FONT face=serif size=2><FONT style="BACKGROUND-COLOR: #c0c0c0" size=3>&nbsp;</FONT>20%</FONT> </TD>
    <TD noWrap align=left width="41%" bgColor=#c0c0c0></TD>
    <TD noWrap align=center width="4%" bgColor=#c0c0c0><FONT face=serif size=2>100%</FONT> </TD></TR></TABLE></DIV><BR>
<P align=left><FONT face=serif size=2>As of each such vesting date, the Units
shall be converted into shares of Restricted Stock under the Plan and the
Company shall issue such shares to Employee by means of book entry and shall,
upon request of the Employee, issue a certificate representing such shares and
Employee shall have all rights of a shareholder of record with respect to such
shares from and after such date. Employee shall have neither the right to vote
nor the right to receive cash dividends or distributions nor any other rights as
a shareholder with respect to the Units prior to the date of vesting.
</FONT></P>
<P align=left><FONT face=serif size=2></FONT>&nbsp;</P>
<P align=center><B><FONT face=serif size=2>1</FONT></B><B><FONT face=serif size=1> </FONT></B></P>
<HR align=center width="100%" noShade SIZE=2>
<PAGE>
<P align=right><FONT face=serif size=2>Exhibit 4.2 </FONT></P>
<P align=left>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;<FONT face=serif size=2>(b) Vesting
of the Units shall occur upon death, Disability or Retirement (as defined below)
as follows: </FONT></P>
<TABLE cellSpacing=0 cellPadding=0 border=0>

  <TR>
    <TD noWrap>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp; </TD>
    <TD vAlign=top noWrap>&nbsp;</TD>
    <TD vAlign=top noWrap>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp; </TD>
    <TD vAlign=top noWrap><FONT face=serif size=2>i.</FONT></TD>
    <TD vAlign=top noWrap></TD>
    <TD vAlign=top width="100%"><FONT face=serif size=2>In the event of the
      death of an Employee while continuing to be employed by the Company, all
      Units not otherwise vested shall become immediately vested and
      exercisable.</FONT></TD></TR>
  <TR>
    <TD noWrap></TD>
    <TD vAlign=top noWrap>&nbsp;</TD>
    <TD vAlign=top noWrap></TD>
    <TD vAlign=top noWrap><FONT face=serif size=2>ii.</FONT></TD>
    <TD vAlign=top noWrap>&nbsp;&nbsp; </TD>
    <TD vAlign=top width="100%"><FONT face=serif size=2>In the event of the
      Disability or Retirement of an Employee, all Units shall continue to vest,
      as though Employee had remained employed with the Company following such
      Disability or Retirement, subject to the forfeiture provisions of
      Subparagraph (d) below.</FONT></TD></TR>
  <TR>
    <TD noWrap></TD>
    <TD vAlign=top width="100%" colSpan=5>&nbsp;</TD></TR>
  <TR>
    <TD vAlign=top noWrap></TD>
    <TD vAlign=top width="100%" colSpan=5><FONT face=serif size=2>(c)</FONT>
      <FONT face=serif size=2>As used herein,</FONT></TD></TR>
  <TR>
    <TD noWrap></TD>
    <TD vAlign=top width="100%" colSpan=5>&nbsp;</TD></TR>
  <TR>
    <TD noWrap></TD>
    <TD vAlign=top noWrap>&nbsp;</TD>
    <TD vAlign=top noWrap></TD>
    <TD vAlign=top noWrap><FONT face=serif size=2>i.</FONT></TD>
    <TD vAlign=top noWrap></TD>
    <TD vAlign=top width="100%"><FONT face=serif size=2>"Retirement" means the
      termination of employment, other than for reasons that constitute
      deliberate gross misconduct, determined in the sole discretion of the
      Committee, after the time that the Employee has attained 60 years of age
      and the sum of his attained age and his continuous full years of full time
      employment service with the Company is 70 (e.g., having attained the age
      of 60 with 10 years of employment with the Company or age 65 with 5 years
      of employment with the Company would qualify the employee for Retirement).
      For these purposes, an employee will be deemed to have a year of full time
      employment service with the Company if the employee would be entitled to
      receive credit for a year of service under a qualified pension plan in
      accordance with Internal Revenue Service Code &#167;1053(b)(2)(c).</FONT></TD></TR>
  <TR>
    <TD noWrap></TD>
    <TD vAlign=top noWrap>&nbsp;</TD>
    <TD vAlign=top noWrap></TD>
    <TD vAlign=top noWrap><FONT face=serif size=2>ii.</FONT></TD>
    <TD vAlign=top noWrap></TD>
    <TD vAlign=top width="100%"><FONT face=serif size=2>"Disability" shall
      mean qualification for disability benefits under the Social Security
      disability insurance program, or if an employee is determined to be
      permanently disabled by the Committee in its
  discretion.</FONT></TD></TR></TABLE>
<P>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;<FONT face=serif size=2>(d) Notwithstanding the
provisions of Subparagraph (b) ii. above, the Employee will forfeit all unvested
Units and vesting of Units shall immediately terminate in the event of the
determination of the Committee, made in its sole discretion, that any of the
following has occurred: </FONT></P>
<TABLE cellSpacing=0 cellPadding=0 border=0>

  <TR>
    <TD noWrap></TD>
    <TD vAlign=top noWrap>&nbsp;</TD>
    <TD vAlign=top noWrap></TD>
    <TD vAlign=top noWrap><FONT face=serif size=2>i.</FONT></TD>
    <TD vAlign=top noWrap></TD>
    <TD vAlign=top width="100%"><FONT face=serif size=2>The Employee violates
      any provisions of this Agreement or any other agreement between the
      Company and the Employee;</FONT></TD></TR>
  <TR>
    <TD noWrap>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp; </TD>
    <TD vAlign=top noWrap>&nbsp;</TD>
    <TD vAlign=top noWrap>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp; </TD>
    <TD vAlign=top noWrap><FONT face=serif size=2>ii.</FONT></TD>
    <TD vAlign=top noWrap></TD>
    <TD vAlign=top width="100%"><FONT face=serif size=2>The Employee directly
      or indirectly, owns equity or stock in, manages, operates, is employed by
      or is connected with as an officer, employee, partner, consultant or
      otherwise, or otherwise engages or participates in any entity or business
      engaged in the operation, ownership or management of a bank, trust
      company, wealth management or financial services business within the
      Metropolitan Statistical Areas of St. Louis, Kansas City, Phoenix or any
      other city in which the Company or any of its direct or indirect
      affiliates or subsidiaries has an office at the time of such termination
      (a &#147;Competitive Activity&#148;). Notwithstanding the foregoing, the ownership
      by Employee 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.</FONT></TD></TR>
  <TR>
    <TD noWrap></TD>
    <TD vAlign=top noWrap>&nbsp;</TD>
    <TD vAlign=top noWrap></TD>
    <TD vAlign=middle noWrap><FONT face=serif size=2>iii.</FONT></TD>
    <TD vAlign=middle noWrap></TD>
    <TD vAlign=middle width="100%"><FONT face=serif size=2>The Employee
      utilizes or discloses any confidential or proprietary information
      concerning the Company or any of its customers;</FONT></TD></TR>
  <TR>
    <TD noWrap></TD>
    <TD vAlign=top noWrap>&nbsp;</TD>
    <TD vAlign=top noWrap></TD>
    <TD vAlign=top noWrap><FONT face=serif size=2>iv.</FONT></TD>
    <TD vAlign=top noWrap>&nbsp;&nbsp; </TD>
    <TD vAlign=top width="100%"><FONT face=serif size=2>The Employee, directly
      or indirectly, whether alone or in association, or combination with any
      other Person, or as an officer, director, shareholder, member, manager,
      employee, agent, independent contractor, consultant, advisor,
      joint-venturer, partner or otherwise, and whether or not for pecuniary
      benefit (i) solicits, takes away, attempts to take away, diverts, or
      attempt to diverts any customer from the Company or its Affiliates or (ii)
      induces, attempts to induce or aids any person in inducing any customer to
      cease doing business with the Company or any of its Affiliates or in any
      way interfere with the relationship between any customer and the Company
      or its Affiliates.</FONT></TD></TR></TABLE>
<P align=center><B><FONT face=serif size=2>2</FONT></B><B><FONT face=serif size=1> </FONT></B></P>
<HR align=center width="100%" noShade SIZE=2>
<PAGE>
<P align=right><FONT face=serif size=2>Exhibit 4.2 </FONT></P>
<TABLE cellSpacing=0 cellPadding=0 border=0>

  <TR>
    <TD noWrap></TD>
    <TD vAlign=top noWrap>&nbsp;</TD>
    <TD vAlign=top noWrap></TD>
    <TD vAlign=top noWrap><FONT face=serif size=2>v.</FONT></TD>
    <TD vAlign=top noWrap></TD>
    <TD vAlign=top width="100%"><FONT face=serif size=2>Employee is employed
      by or acts as a consultant for any person which directly, or through any
      of its Affiliates, solicits, takes away, attempts to take away, diverts,
      or attempts to divert any customer from the Company or any of its
      Affiliates.</FONT></TD></TR>
  <TR>
    <TD noWrap>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp; </TD>
    <TD vAlign=top noWrap>&nbsp;</TD>
    <TD vAlign=top noWrap>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp; </TD>
    <TD vAlign=top noWrap><FONT face=serif size=2>vi.</FONT></TD>
    <TD vAlign=top noWrap></TD>
    <TD vAlign=top width="100%"><FONT face=serif size=2>Employee (i) directly
      or indirectly, entices or induces, or attempts to, entice or induce, or
      directly or indirectly assists any Person in which Employee is an
      investor, consultant or employee to entice or induce, any employee of the
      Company or its Affiliates to leave such employ or (ii) directly or
      indirectly, and shall not be employed or act as a consultant for any
      Person who employs any employee of the Company or its Affiliates in any
      business that engages in any Competitive Activity.</FONT></TD></TR>
  <TR>
    <TD noWrap></TD>
    <TD vAlign=top noWrap>&nbsp;</TD>
    <TD vAlign=top noWrap></TD>
    <TD vAlign=top noWrap><FONT face=serif size=2>vii.</FONT></TD>
    <TD vAlign=top noWrap>&nbsp;&nbsp; </TD>
    <TD vAlign=top width="100%"><FONT face=serif size=2>The Employee makes any
      disparaging comments concerning the Company or any of its officers or
      directors, or engages in any other activity or conduct which is
      detrimental to the interests of the Company, as determined by the
      Committee in its sole discretion.</FONT></TD></TR></TABLE>

<P align=left><FONT face=serif size=2>For purposes of this Subparagraph (d)
(including Subparagraphs i through vii) "Company" means the Company and each of
its direct or indirect majority owned subsidiaries and affiliates. </FONT></P>
<P align=left><FONT face=serif size=2><FONT size=3>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;</FONT>3. </FONT><U><FONT face=serif size=2>WITHHOLDING OF TAX</FONT></U><FONT face=serif size=2>. To the extent that
the vesting of Units or receipt of shares of Restricted Stock results in income
to Employee for federal, state or local income tax purposes, Employee shall pay
to the Company, or make arrangements satisfactory to the Committee regarding
payment of, any federal, state or local taxes of any kind required by law to be
withheld with respect to such income. The Company shall, to the extent permitted
by law, have the right to deduct any such taxes from any payment of any kind
otherwise due to the Employee, including the right but not the obligation to
effect such withholding by offset against the shares of Restricted Stock
deliverable in respect of vested Units.</FONT></P>
<P align=left><FONT face=serif size=2><FONT size=3>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;</FONT>4. </FONT><U><FONT face=serif size=2>SALE OR TRANSFER OF UNITS OR STOCK</FONT></U><FONT face=serif size=2>.
Employee agrees that the Units may not be sold, transferred or otherwise
disposed of in any manner prior to vesting. Employee also understands that
although the issuance of grants and awards under the Plan has been registered
under the Securities Act of 1933, such registration does not apply to any resale
or transfer by Employee of the shares of stock resulting from vesting of units
under this award and the Plan. Employee also agrees (i) that the certificates
representing the Restricted Stock may bear such legend or legends as the
Committee deems appropriate in order to assure compliance with applicable
securities laws, (ii) that the Company may refuse to register the transfer of
the Restricted Stock on the stock transfer records of the Company if such
proposed transfer would in the opinion of counsel satisfactory to the Company
constitute a violation of any applicable securities law, and (iii) that the
Company may give related instructions to its transfer agent to stop registration
of the transfer of the Restricted Stock.</FONT></P>
<P align=left><FONT face=serif size=2><FONT size=3>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;</FONT>5. </FONT><U><FONT face=serif size=2>EMPLOYMENT RELATIONSHIP</FONT></U><FONT face=serif size=2>. For purposes
of this Agreement, including determination of vesting, Employee shall be
considered to be in the employment of the Company as long as Employee remains an
employee of either the Company, any successor corporation (including any parent
entity succeeding to the business of or control of the Company) or subsidiary
corporation (as defined in Section 424 of the Code) of the Company or any
successor corporation. Any question as to whether and when there has been a
termination of such employment, and the cause of such termination, shall be
determined by the Committee, and its determination shall be final and binding on
all persons, including Employee.</FONT></P>
<P align=left>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;<FONT face=serif size=2>6.
</FONT><U><FONT face=serif size=2>COMMITTEE'S POWERS</FONT></U><FONT face=serif size=2>. No provision contained in this Agreement shall in any way terminate,
modify or alter, or be construed or interpreted as terminating, modifying or
altering any of the powers, rights or authority vested in the Committee pursuant
to the terms of the Plan, including, without limitation, the Committee's rights
to make certain determinations and elections with respect to the Units and
Restricted Shares.</FONT></P>
<P align=center><B><FONT face=serif size=2>3</FONT></B><B><FONT face=serif size=1> </FONT></B></P>
<HR align=center width="100%" noShade SIZE=2>
<PAGE>
<P align=right><FONT face=serif size=2>Exhibit 4.2 </FONT></P>
<P align=left><FONT face=serif size=2><FONT size=3>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;</FONT>7. </FONT><U><FONT face=serif size=2>CONFIDENTIALITY; NON SOLICITATION</FONT></U><FONT face=serif size=2>. In
consideration for the grant of Units, Employee agrees as follows:</FONT></P>
<P align=left><FONT face=serif size=2><FONT size=3>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;</FONT>(a) For a period of six months
following any termination from the Company, (i) Employee, directly or
indirectly, whether alone or in association, or combination with any other
Person, or as an officer, director, shareholder, member, manager, employee,
agent, independent contractor, consultant, advisor, joint-venturer, partner or
otherwise, and whether or not for pecuniary benefit shall not (A) solicit, take
away, attempt to take away, divert, or attempt to divert any customer from the
Company or its Affiliates or (B) induce, attempt to induce or aid any person in
inducing any customer to cease doing business with the Company or any of its
Affiliates or in any way interfere with the relationship between any customer
and the Company or its Affiliates and (ii) Employee shall not be employed by or
act as a consultant for any person which directly, or through any of its
Affiliates, solicits, takes away, attempts to take away, diverts, or attempts to
divert any customer from the Company or any of its Affiliates.</FONT></P>
<P align=left><FONT face=serif size=2><FONT size=3>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;</FONT>(b) For a period of six months
following any termination from the Company, Employee shall not (i) directly or
indirectly, entice or induce, or attempt to, entice or induce, or directly or
indirectly assist any Person in which Employee is an investor, consultant or
employee to entice or induce, any employee of the Company or its Affiliates to
leave such employ or (ii) directly or indirectly, and shall not be employed or
act as a consultant for any Person who employs any employee of the Company or
its Affiliates in any business that engages in any Competitive Activity.
</FONT></P>
<P align=left>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;<FONT face=serif size=2>(c) Employee
shall always refrain from any direct or indirect use or disclosure (whether
intentional, negligent or reckless) of any trade secret or confidential or
proprietary information of the Company to any person or business, without regard
to the nature of Employee&#146;s termination from the Company. </FONT></P>
<P align=left><FONT face=serif size=2>Employee acknowledges that any violation
of paragraphs (a) through (d) above will cause the Company severe, immediate and
irreparable harm entitling the Company to injunctive relief in addition to any
other remedies that may be available at law or in equity. As used herein, the
term &#147;Company&#148; shall include the Company, its successors, subsidiaries and
affiliates. The provisions of paragraphs (a) through (d) above shall be in
addition to any other noncompetition, nonsolicitation or confidentiality
agreements to which Employee is subject and not supersede or override any such
other agreements. The provisions of paragraphs (a) through (c) above shall
terminate prospectively after any Change of Control as defined in the Plan.
</FONT></P>
<P align=left><FONT face=serif size=2><FONT size=3>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;</FONT>8. </FONT><U><FONT face=serif size=2>BINDING EFFECT</FONT></U><FONT face=serif size=2>. This Agreement shall
be binding upon and inure to the benefit of the Company, its subsidiaries and
any of their respective successors, and all persons lawfully claiming under
Employee.</FONT></P>
<P align=left><FONT face=serif size=2><FONT size=3>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;</FONT>9. </FONT><U><FONT face=serif size=2>GOVERNING LAW</FONT></U><FONT face=serif size=2>. This Agreement shall be
governed by, and construed in accordance with, the laws of the State of
Missouri.</FONT></P>
<P align=center><FONT face=serif size=2>[The remainder of this page is blank.
The next page is the signature page.] </FONT></P>
<P align=center><B><FONT face=serif size=2>4</FONT></B><B><FONT face=serif size=1> </FONT></B></P>
<HR align=center width="100%" noShade SIZE=2>
<PAGE>
<P align=right><FONT face=serif size=2>Exhibit 4.2 </FONT></P>
<P align=left>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;<FONT face=serif size=2>IN WITNESS
WHEREOF, the Company has caused this Agreement to be duly executed by an officer
thereunto duly authorized, and Employee has executed this Agreement, all
effective as of the date first above written.</FONT></P>
<DIV align=right>
<TABLE cellSpacing=0 cellPadding=0 width="50%" border=0>

  <TR>
    <TD noWrap align=left width="100%" colSpan=3><FONT size=2>ENTERPRISE
      FINANCIAL SERVICES CORP</FONT> </TD></TR>
  <TR>
    <TD noWrap align=left width="100%" colSpan=3>&nbsp;</TD></TR>
  <TR>
    <TD noWrap align=left width="100%" colSpan=3>&nbsp;</TD></TR>
  <TR vAlign=bottom>
    <TD noWrap align=left width="2%"><FONT face=serif size=2>By:</FONT>&nbsp;
    </TD>
    <TD style="BORDER-BOTTOM: #000000 1pt solid" noWrap align=left width="1%">&nbsp;</TD>
    <TD style="BORDER-BOTTOM: #000000 1pt solid" noWrap align=left width="97%">&nbsp;</TD></TR>
  <TR vAlign=bottom>
    <TD noWrap align=left width="3%" colSpan=2><FONT face=serif size=2>Name:</FONT> </TD>
    <TD style="BORDER-BOTTOM: #000000 1pt solid" noWrap align=left width="97%">&nbsp;</TD></TR>
  <TR>
    <TD width="2%"><FONT size=2>Title:</FONT> </TD>
    <TD style="BORDER-BOTTOM: #000000 1pt solid" width="1%">&nbsp;</TD>
    <TD style="BORDER-BOTTOM: #000000 1pt solid" width="97%">&nbsp;</TD></TR>
  <TR>
    <TD width="100%" colSpan=3>&nbsp; </TD></TR>
  <TR>
    <TD width="100%" colSpan=3>&nbsp; </TD></TR>
  <TR>
    <TD width="100%" colSpan=3>&nbsp; </TD></TR>
  <TR vAlign=bottom>
    <TD style="BORDER-BOTTOM: #000000 1pt solid" noWrap align=left width="100%" colSpan=3>&nbsp;</TD></TR>
  <TR vAlign=bottom>
    <TD noWrap align=left width="100%" colSpan=3><FONT face=serif size=2>EMPLOYEE</FONT>&nbsp; </TD></TR></TABLE></DIV><BR>
<P align=center><B><FONT face=serif size=2>5</FONT></B><B><FONT face=serif size=1> </FONT></B></P>
<HR align=center width="100%" noShade SIZE=2>

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</DOCUMENT>
<DOCUMENT>
<TYPE>EX-4.3
<SEQUENCE>3
<FILENAME>exhibit4-3.htm
<DESCRIPTION>FORM OF STOCK APPRECIATION RIGHT AGREEMENT
<TEXT>
<HTML>
<HEAD>
   <TITLE></TITLE>
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<P align=right><FONT face=serif size=2>Exhibit 4.3 </FONT></P>
<P align=center><B><FONT face=serif size=2>STOCK APPRECIATION RIGHT AGREEMENT
</FONT></B></P>
<P align=left><FONT face=serif size=2><FONT size=3>&nbsp;&nbsp;&nbsp;&nbsp;
</FONT>AGREEMENT made this __th day of _____, 200_, between ENTERPRISE FINANCIAL
SERVICES CORP, a Delaware corporation (the &#147;Company&#148;), and
___________________(&#147;Employee&#148;). </FONT></P>
<P align=left><FONT face=serif size=2><FONT size=3>&nbsp;&nbsp;&nbsp;&nbsp;
</FONT>1. </FONT><U><FONT face=serif size=2>AWARD</FONT></U><FONT face=serif size=2>. </FONT></P>
<P align=left><FONT face=serif size=2><FONT size=3>&nbsp;&nbsp;&nbsp;&nbsp;
</FONT>(a) RIGHTS. The Company hereby awards and issues to Employee _____Stock
</FONT><FONT face=serif size=2>Appreciation Rights (the &#147;Rights&#148;). Each Right
shall represent upon the exercise (&#147;Exercise&#148;) thereof in accordance with the
terms of this Agreement, the right to receive from the Company in the form of
shares of the Company&#146;s Common Stock issued under the terms of the Company&#146;s
2002 Stock Incentive Plan, a value equal to the amount (the &#147;Excess&#148;) by which
the fair market value of one share of such Common Stock on the date of exercise
(the &#147;Exercise Price&#148;) exceeds the fair market value of one such share on June
15 (the &#147;Base Price&#148;), rounded to the nearest whole share of such Common Stock.
In accordance with the Plan, the fair market value of the Company&#146;s Common Stock
shall be equal on any given date to the average of the high and low prices per
share for trades occurring in the principal market for the Common Stock (or the
preceding business day if no such trades occur). The per right value so
determined shall be multiplied by the number of Rights being exercised and the
resulting quotient shall be divided by the Exercise Price to determine the
number of shares of The Company&#146;s Common Stock deliverable to Employee. The
value, if any, realized upon exercise of the Rights is dependent upon the share
price performance for the Company&#146;s Common Stock between the date of the Base
Price until the date of Exercise. </FONT></P>
<P align=left><FONT face=serif size=2><FONT size=3>&nbsp;&nbsp;&nbsp;&nbsp;
</FONT>(b) ISSUANCE OF RIGHTS. The Rights shall be evidenced by this Agreement
and deemed issued upon acceptance hereof by Employee.</FONT></P>
<P align=left><FONT face=serif size=2><FONT size=3>&nbsp;&nbsp;&nbsp;&nbsp;
</FONT>(c) PLAN INCORPORATED. The terms and conditions of the Plan are
incorporated herein by reference. Employee acknowledges receipt of a copy of the
Plan (as amended and restated to the date hereof) and agrees that this award of
Rights shall be subject to all of the terms and conditions set forth in the
Plan, including future amendments thereto, if any, provided, however, that no
such future amendment shall have an adverse effect upon the vesting requirements
set forth herein or impose additional vesting requirements or shorten or
restrict the time in which such Rights may be exercised or deny the protections
and benefits of paragraphs 8 and 9 of the Plan. Capitalized terms not otherwise
defined herein shall have the meaning set forth in the Plan.</FONT></P>
<P align=left><FONT face=serif size=2><FONT size=3>&nbsp;&nbsp;&nbsp;&nbsp;
</FONT>2. </FONT><U><FONT face=serif size=2>VESTING; EXERCISE</FONT></U><FONT face=serif size=2>.</FONT></P>
<P align=left>&nbsp;&nbsp;&nbsp;&nbsp; <FONT face=serif size=2>(a) Vesting of
the Rights shall be based upon periods of service subsequent to the date of
award and not on other Qualifying Performance Criteria. Rights shall vest in
accordance with the following schedule provided that Employee is employed by the
Company on the Vesting Date:</FONT></P>
<DIV align=center>
<TABLE cellSpacing=0 cellPadding=0 width="50%" border=0>

  <TR vAlign=bottom>
    <TD noWrap align=left width="9%">&nbsp; </TD>
    <TD noWrap align=left width="41%"></TD>
    <TD noWrap align=left width="4%"></TD>
    <TD noWrap align=left width="41%"></TD>
    <TD noWrap align=center width="4%"><FONT face=serif size=2>Cumulative</FONT> </TD></TR>
  <TR vAlign=bottom>
    <TD noWrap align=left width="9%">&nbsp; </TD>
    <TD noWrap align=left width="41%"></TD>
    <TD noWrap align=center width="4%"><FONT face=serif size=2>Percentage
      of</FONT> </TD>
    <TD noWrap align=left width="41%"></TD>
    <TD noWrap align=center width="4%"><FONT face=serif size=2>Vesting</FONT>
    </TD></TR>
  <TR vAlign=bottom>
    <TD style="BORDER-BOTTOM: #000000 1pt solid" noWrap align=left width="9%"><FONT face=serif size=2>Vesting Date</FONT>&nbsp; </TD>
    <TD style="BORDER-BOTTOM: #000000 1pt solid" noWrap align=left width="41%">&nbsp;&nbsp;&nbsp;&nbsp; </TD>
    <TD style="BORDER-BOTTOM: #000000 1pt solid" noWrap align=center width="4%"><FONT face=serif size=2>Rights Vesting</FONT> </TD>
    <TD style="BORDER-BOTTOM: #000000 1pt solid" noWrap align=left width="41%">&nbsp;&nbsp;&nbsp;&nbsp; </TD>
    <TD style="BORDER-BOTTOM: #000000 1pt solid" noWrap align=center width="4%"><FONT face=serif size=2>Percentage</FONT> </TD></TR>
  <TR vAlign=bottom>
    <TD noWrap align=left width="9%" bgColor=#c0c0c0><FONT face=serif size=2>December 15, 20__ -<FONT size=3> </FONT></FONT></TD>
    <TD noWrap align=left width="41%" bgColor=#c0c0c0>&nbsp;</TD>
    <TD noWrap align=center width="4%" bgColor=#c0c0c0><FONT face=serif size=2><FONT style="BACKGROUND-COLOR: #c0c0c0" size=3>&nbsp;</FONT>20%</FONT> </TD>
    <TD noWrap align=left width="41%" bgColor=#c0c0c0>&nbsp;</TD>
    <TD noWrap align=center width="4%" bgColor=#c0c0c0><FONT face=serif size=2>&nbsp; 20%</FONT> </TD></TR>
  <TR vAlign=bottom>
    <TD noWrap align=left width="9%"><FONT face=serif size=2>December 15, 20__
      -</FONT> </TD>
    <TD noWrap align=left width="41%">&nbsp;</TD>
    <TD noWrap align=center width="4%"><FONT face=serif size=2><FONT size=3>&nbsp;</FONT>20%</FONT> </TD>
    <TD noWrap align=left width="41%"></TD>
    <TD noWrap align=center width="4%"><FONT face=serif size=2>&nbsp;
      40%</FONT> </TD></TR>
  <TR vAlign=bottom>
    <TD noWrap align=left width="9%" bgColor=#c0c0c0><FONT face=serif size=2>December 15, 20__ -<FONT size=3> </FONT></FONT></TD>
    <TD noWrap align=left width="41%" bgColor=#c0c0c0></TD>
    <TD noWrap align=center width="4%" bgColor=#c0c0c0><FONT face=serif size=2><FONT style="BACKGROUND-COLOR: #c0c0c0" size=3>&nbsp;</FONT>20%</FONT> </TD>
    <TD noWrap align=left width="41%" bgColor=#c0c0c0></TD>
    <TD noWrap align=center width="4%" bgColor=#c0c0c0><FONT face=serif size=2>&nbsp; 60%</FONT> </TD></TR>
  <TR vAlign=bottom>
    <TD noWrap align=left width="9%"><FONT face=serif size=2>December 15, 20__
      -<FONT size=3> </FONT></FONT></TD>
    <TD noWrap align=left width="41%"></TD>
    <TD noWrap align=center width="4%"><FONT face=serif size=2><FONT size=3>&nbsp;</FONT>20%</FONT> </TD>
    <TD noWrap align=left width="41%"></TD>
    <TD noWrap align=center width="4%"><FONT face=serif size=2>&nbsp;
      80%</FONT> </TD></TR>
  <TR vAlign=bottom>
    <TD noWrap align=left width="9%" bgColor=#c0c0c0><FONT face=serif size=2>December 15, 20__ -<FONT size=3> </FONT></FONT></TD>
    <TD noWrap align=left width="41%" bgColor=#c0c0c0></TD>
    <TD noWrap align=center width="4%" bgColor=#c0c0c0><FONT face=serif size=2><FONT style="BACKGROUND-COLOR: #c0c0c0" size=3>&nbsp;</FONT>20%</FONT> </TD>
    <TD noWrap align=left width="41%" bgColor=#c0c0c0></TD>
    <TD noWrap align=center width="4%" bgColor=#c0c0c0><FONT face=serif size=2>100%</FONT> </TD></TR></TABLE></DIV><BR>
<HR align=center width="100%" noShade SIZE=2>
<PAGE>
<P align=left>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;<FONT face=serif size=2>(b) The
Rights granted hereby may be exercised at any time after the Vesting Date;
provided, however, that the right to exercise shall expire on ____________(the
Expiration Date) or upon such earlier date as Employee shall cease to be
employed by the Company or any subsidiary or affiliated entity controlled by or
under common control with the Company. In the event of a termination of
employment occurring prior to the Expiration Date, the amount of any Excess
value accorded the Rights shall be determined and Employee shall have the right
to receive such amount payable in shares of the Company&#146;s Common
Stock.</FONT></P>
<P align=left>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;<FONT face=serif size=2>(c) Vesting
of the Rights shall occur upon death, Disability or Retirement (as defined
below) as follows:</FONT></P>
<TABLE cellSpacing=0 cellPadding=0 border=0>

  <TR>
    <TD vAlign=top>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;</TD>
    <TD vAlign=top>&nbsp;</TD>
    <TD vAlign=top>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp; </TD>
    <TD vAlign=top><FONT face=serif size=2>i.</FONT></TD>
    <TD vAlign=top>&nbsp; </TD>
    <TD vAlign=top width="100%"><FONT face=serif size=2>In the event of the
      death of an Employee while continuing to be employed by the Company, all
      Rights not otherwise vested shall become immediately vested and
      exercisable.</FONT></TD></TR>
  <TR>
    <TD vAlign=top>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp; </TD>
    <TD vAlign=top></TD>
    <TD vAlign=top></TD>
    <TD vAlign=top><FONT face=serif size=2>ii.</FONT></TD>
    <TD vAlign=top></TD>
    <TD vAlign=top width="100%"><FONT face=serif size=2>In the event of the
      Disability or Retirement of an Employee, all Rights shall continue to
      vest, as though Employee had remained employed with the Company following
      such Disability or Retirement, subject to the forfeiture provisions of
      Subparagraph (e) below.</FONT></TD></TR></TABLE>
<P>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;<FONT face=serif size=2>(d) As used
herein,</FONT></P>
<P>
<TABLE cellSpacing=0 cellPadding=0 border=0>

  <TR>
    <TD vAlign=top>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;</TD>
    <TD vAlign=top>&nbsp;</TD>
    <TD vAlign=top>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp; </TD>
    <TD vAlign=top><FONT face=serif size=2>i.</FONT></TD>
    <TD vAlign=top>&nbsp; </TD>
    <TD vAlign=top width="100%"><FONT face=serif size=2>"Retirement" means the
      termination of employment, other than for reasons that constitute
      deliberate gross misconduct, determined in the sole discretion of the
      Committee, after the time that the Employee has attained 60 years of age
      and the sum of his attained age and his continuous full years of full time
      employment service with the Company is 70 (e.g., having attained the age
      of 60 with 10 years of employment with the Company or age 65 with 5 years
      of employment with the Company would qualify the employee for Retirement).
      For these purposes, an employee will be deemed to have a year of full time
      employment service with the Company if the employee would be entitled to
      receive credit for a year of service under a qualified pension plan in
      accordance with Internal Revenue Service Code &#167;1053(b)(2)(c).</FONT></TD></TR>
  <TR>
    <TD vAlign=top></TD>
    <TD vAlign=top></TD>
    <TD vAlign=top></TD>
    <TD vAlign=top><FONT face=serif size=2>ii.</FONT></TD>
    <TD vAlign=top></TD>
    <TD vAlign=top width="100%"><FONT face=serif size=2>"Disability" shall
      mean qualification for disability benefits under the Social Security
      disability insurance program, or if an employee is determined to be
      permanently disabled by the Committee in its
  discretion.</FONT></TD></TR></TABLE>
<P>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;<FONT face=serif size=2>(e) Notwithstanding the
provisions of Subparagraph (c) ii. above, the Employee will forfeit all
unexercised Rights and vesting of Rights shall immediately terminate in the
event of the determination of the Committee, made in its sole discretion, that
any of the following has occurred:</FONT></P>
<TABLE cellSpacing=0 cellPadding=0 border=0>

  <TR>
    <TD vAlign=top>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;</TD>
    <TD vAlign=top>&nbsp;</TD>
    <TD vAlign=top>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp; </TD>
    <TD vAlign=top><FONT face=serif size=2>i.</FONT></TD>
    <TD vAlign=top>&nbsp; </TD>
    <TD vAlign=top width="100%"><FONT face=serif size=2>The Employee violates
      any provisions of this Agreement or any other agreement between the
      Company and the Employee;</FONT></TD></TR>
  <TR>
    <TD vAlign=top></TD>
    <TD vAlign=top></TD>
    <TD vAlign=top></TD>
    <TD vAlign=top><FONT face=serif size=2>ii.</FONT></TD>
    <TD vAlign=top></TD>
    <TD vAlign=top width="100%"><FONT face=serif size=2>The Employee directly
      or indirectly, owns equity or stock in, manages, operates, is employed by
      or is connected with as an officer, employee, partner, consultant or
      otherwise, or otherwise engages or participates in any entity or business
      engaged in the operation, ownership or management of a bank, trust
      company, wealth management or financial services business within the
      Metropolitan Statistical Areas of St. Louis, Kansas City, Phoenix or any
      other city in which the Company or any of its direct or indirect
      affiliates or subsidiaries has an office at the time of such termination
      (a &#147;Competitive Activity&#148;). Notwithstanding the foregoing, the ownership
      by Employee 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.</FONT></TD></TR></TABLE>
<P align=center><FONT face=serif><FONT face=serif size=2>2</FONT></FONT></P>
<HR align=center width="100%" noShade SIZE=2>
<PAGE><BR>
<TABLE cellSpacing=0 cellPadding=0 border=0>

  <TR>
    <TD vAlign=top></TD>
    <TD vAlign=top>&nbsp;</TD>
    <TD vAlign=top></TD>
    <TD vAlign=top><FONT face=serif size=2>iii.</FONT></TD>
    <TD vAlign=top></TD>
    <TD vAlign=top width="100%">
      <P align=left><FONT face=serif size=2>The Employee utilizes or discloses
      any confidential or proprietary information concerning the Company or any
      of its customers;</FONT></P></TD></TR>
  <TR>
    <TD vAlign=top></TD>
    <TD vAlign=top></TD>
    <TD vAlign=top>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp; </TD>
    <TD vAlign=top><FONT face=serif size=2>iv.</FONT></TD>
    <TD vAlign=top></TD>
    <TD vAlign=top width="100%">
      <P align=left><FONT face=serif size=2>The Employee, directly or
      indirectly, whether alone or in association, or combination with any other
      Person, or as an officer, director, shareholder, member, manager,
      employee, agent, independent contractor, consultant, advisor,
      joint-venturer, partner or otherwise, and whether or not for pecuniary
      benefit (i) solicits, takes away, attempts to take away, diverts, or
      attempt to diverts any customer from the Company or its Affiliates or (ii)
      induces, attempts to induce or aids any person in inducing any customer to
      cease doing business with the Company or any of its Affiliates or in any
      way interfere with the relationship between any customer and the Company
      or its Affiliates.</FONT></P></TD></TR>
  <TR>
    <TD vAlign=top></TD>
    <TD vAlign=top>&nbsp;</TD>
    <TD vAlign=top></TD>
    <TD vAlign=top><FONT face=serif size=2>v.</FONT></TD>
    <TD vAlign=top></TD>
    <TD vAlign=top width="100%"><FONT face=serif size=2>Employee is employed
      by or acts as a consultant for any person which directly, or through any
      of its Affiliates, solicits, takes away, attempts to take away, diverts,
      or attempts to divert any customer from the Company or any of its
      Affiliates.</FONT></TD></TR>
  <TR>
    <TD vAlign=top></TD>
    <TD vAlign=top>&nbsp;</TD>
    <TD vAlign=top></TD>
    <TD vAlign=top><FONT face=serif size=2>vi.</FONT></TD>
    <TD vAlign=top></TD>
    <TD vAlign=top width="100%">
      <P align=left><FONT face=serif size=2>Employee (i) directly or indirectly,
      entices or induces, or attempts to, entice or induce, or directly or
      indirectly assists any Person in which Employee is an investor, consultant
      or employee to entice or induce, any employee of the Company or its
      Affiliates to leave such employ or (ii) directly or indirectly, and shall
      not be employed or act as a consultant for any Person who employs any
      employee of the Company or its Affiliates in any business that engages in
      any Competitive Activity.</FONT></P></TD></TR>
  <TR>
    <TD vAlign=top></TD>
    <TD vAlign=top>&nbsp;</TD>
    <TD vAlign=top></TD>
    <TD vAlign=top><FONT face=serif size=2>vii.</FONT></TD>
    <TD vAlign=top></TD>
    <TD vAlign=top width="100%">
      <P align=left><FONT face=serif size=2>The Employee makes any disparaging
      comments concerning the Company or any of its officers or directors, or
      engages in any other activity or conduct which is detrimental to the
      interests of the Company, as determined by the Committee in its sole
      discretion.</FONT></P></TD></TR>
  <TR>
    <TD vAlign=top>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;</TD>
    <TD vAlign=top></TD>
    <TD vAlign=top></TD>
    <TD vAlign=top><FONT face=serif size=2>&nbsp;&nbsp;</FONT></TD>
    <TD vAlign=top>&nbsp; </TD>
    <TD vAlign=top width="100%"></TD></TR>
  <TR>
    <TD vAlign=top></TD>
    <TD vAlign=top width="100%" colSpan=5>
      <P align=left><FONT face=serif size=2>For purposes of this Subparagraph
      (e) (including Subparagraphs i through vii) "Company" means the Company
      and each of its direct or indirect majority owned subsidiaries and
      affiliates.</FONT></P></TD></TR></TABLE>
<P align=left>&nbsp;&nbsp;&nbsp;&nbsp; <FONT face=serif size=2>3.</FONT>
<U><FONT face=serif size=2>WITHHOLDING OF TAX</FONT></U><FONT face=serif size=2>. To the extent that the vesting of Rights or receipt of shares upon
exercise of Rights results in income to Employee for federal, state or local
income tax purposes, Employee shall pay to the Company, or make arrangements
satisfactory to the Committee regarding payment of, any federal, state or local
taxes of any kind required by law to be withheld with respect to such income.
The Company shall, to the extent permitted by law, have the right to deduct any
such taxes from any payment of any kind otherwise due to the Employee, including
the right but not the obligation to effect such withholding by offset against
the shares deliverable in respect of vested Rights being exercised.</FONT></P>
<P align=left><FONT face=serif size=2><FONT size=3>&nbsp;&nbsp;&nbsp;&nbsp;</FONT> 4.</FONT> <U><FONT face=serif size=2>SALE
OR TRANSFER OF RIGHTS OR STOCK</FONT></U><FONT face=serif size=2>. Employee
agrees that the Rights may not be sold, transferred or otherwise disposed of in
any manner prior to vesting. Employee also understands that although the
issuance of grants and awards under the Plan has been registered under the
Securities Act of 1933, such registration does not apply to any resale or
transfer by Employee of the shares of stock resulting from exercise of Rights
under this award and the Plan. Employee also agrees (i) that the certificates
representing the Common Stock upon exercise of Rights may bear such legend or
legends as the Committee deems appropriate in order to assure compliance with
applicable securities laws, (ii) that the Company may refuse to register the
transfer of such shares on the stock transfer records of the Company if such
proposed transfer would in the opinion of counsel satisfactory to the Company
constitute a violation of any applicable securities law, and (iii) that the
Company may give related instructions to its transfer agent to stop registration
of the transfer of such shares.</FONT></P>
<P align=center><FONT size=2>3</FONT></P>
<HR align=center width="100%" noShade SIZE=2>
<PAGE>
<P align=left><FONT face=serif size=2><FONT size=3>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;</FONT>5. </FONT><U><FONT face=serif size=2>EMPLOYMENT RELATIONSHIP</FONT></U><FONT face=serif size=2>. For purposes
of this Agreement, including determination of vesting, Employee shall be
considered to be in the employment of the Company as long as Employee remains an
employee of either the Company, any successor corporation (including any parent
entity succeeding to the business of or control of the Company) or subsidiary
corporation (as defined in Section 424 of the Code) of the Company or any
successor corporation. Any question as to whether and when there has been a
termination of such employment, and the cause of such termination, shall be
determined by the Committee, and its determination shall be final and binding on
all persons, including Employee.</FONT></P>
<P align=left>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;<FONT face=serif size=2>6.
</FONT><U><FONT face=serif size=2>COMMITTEE'S POWERS</FONT></U><FONT face=serif size=2>. No provision contained in this Agreement shall in any way terminate,
modify or alter, or be construed or interpreted as terminating, modifying or
altering any of the powers, rights or authority vested in the Committee pursuant
to the terms of the Plan, including, without limitation, the Committee's rights
to make certain determinations and elections with respect to the Rights and
Restricted Shares.</FONT></P>
<P align=left><FONT face=serif size=2><FONT size=3>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;</FONT>7. </FONT><U><FONT face=serif size=2>CONFIDENTIALITY; NON SOLICITATION</FONT></U><FONT face=serif size=2>. In
consideration for the grant of Rights, Employee agrees as follows: </FONT></P>
<P align=left><FONT face=serif size=2><FONT size=3>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;</FONT>(a) For a period of six months
following any termination from the Company, (i) Employee, directly or
indirectly, whether alone or in association, or combination with any other
Person, or as an officer, director, shareholder, member, manager, employee,
agent, independent contractor, consultant, advisor, joint-venturer, partner or
otherwise, and whether or not for pecuniary benefit shall not (A) solicit, take
away, attempt to take away, divert, or attempt to divert any customer from the
Company or its Affiliates or (B) induce, attempt to induce or aid any person in
inducing any customer to cease doing business with the Company or any of its
Affiliates or in any way interfere with the relationship between any customer
and the Company or its Affiliates and (ii) Employee shall not be employed by or
act as a consultant for any person which directly, or through any of its
Affiliates, solicits, takes away, attempts to take away, diverts, or attempts to
divert any customer from the Company or any of its Affiliates.</FONT></P>
<P align=left><FONT face=serif size=2><FONT size=3>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;</FONT>(b) For a period of six months
following any termination from the Company, Employee shall not (i) directly or
indirectly, entice or induce, or attempt to, entice or induce, or directly or
indirectly assist any Person in which Employee is an investor, consultant or
employee to entice or induce, any employee of the Company or its Affiliates to
leave such employ or (ii) directly or indirectly, and shall not be employed or
act as a consultant for any Person who employs any employee of the Company or
its Affiliates in any business that engages in any Competitive Activity.
</FONT></P>
<P align=left>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;<FONT face=serif size=2>(c) Employee
shall always refrain from any direct or indirect use or disclosure (whether
intentional, negligent or reckless) of any trade secret or confidential or
proprietary information of the Company to any person or business, without regard
to the nature of Employee&#146;s termination from the Company. </FONT></P>
<P align=left><FONT face=serif size=2>Employee acknowledges that any violation
of paragraphs (a) through (d) above will cause the Company severe, immediate and
irreparable harm entitling the Company to injunctive relief in addition to any
other remedies that may be available at law or in equity. As used herein, the
term &#147;Company&#148; shall include the Company, its successors, subsidiaries and
affiliates. The provisions of paragraphs (a) through (d) above shall be in
addition to any other noncompetition, nonsolicitation or confidentiality
agreements to which Employee is subject and not supersede or override any such
other agreements. The provisions of paragraphs (a) through (c) above shall
terminate prospectively after any Change of Control as defined in the Plan.
</FONT></P>
<P align=center><FONT size=2>4</FONT></P>
<HR align=center width="100%" noShade SIZE=2>
<PAGE>
<P align=left><FONT face=serif size=2><FONT size=3>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;</FONT>8.</FONT> <U><FONT face=serif size=2>BINDING EFFECT</FONT></U><FONT face=serif size=2>. This Agreement shall
be binding upon and inure to the benefit of the Company, its subsidiaries and
any of their respective successors, and all persons lawfully claiming under
Employee.</FONT></P>
<P align=left><FONT face=serif size=2><FONT size=3>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;</FONT>9.</FONT> <U><FONT face=serif size=2>GOVERNING LAW</FONT></U><FONT face=serif size=2>. This Agreement shall be
governed by, and construed in accordance with, the laws of the State of
Missouri.</FONT></P>
<P align=left>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;<FONT face=serif size=2>IN WITNESS
WHEREOF, the Company has caused this Agreement to be duly executed by an officer
thereunto duly authorized, and Employee has executed this Agreement, all
effective as of the date first above written.</FONT></P>
<DIV align=right>
<TABLE cellSpacing=0 cellPadding=0 width="50%" border=0>

  <TR vAlign=bottom>
    <TD noWrap align=left width="100%" colSpan=4><FONT face=serif size=2>ENTERPRISE FINANCIAL SERVICES CORP</FONT>&nbsp;</TD></TR>
  <TR>
    <TD width="3%" colSpan=3>&nbsp;</TD>
    <TD width="97%"></TD></TR>
  <TR>
    <TD width="3%" colSpan=3>&nbsp;</TD>
    <TD width="97%"></TD></TR>
  <TR vAlign=bottom>
    <TD noWrap align=left width="1%"><FONT face=serif size=2>By:</FONT>&nbsp;</TD>
    <TD style="BORDER-BOTTOM: #000000 1pt solid" noWrap align=left width="99%" colSpan=3>&nbsp; &nbsp;</TD></TR>
  <TR vAlign=bottom>
    <TD noWrap align=left width="2%" colSpan=2><FONT face=serif size=2>Name:</FONT>&nbsp;</TD>
    <TD style="BORDER-BOTTOM: #000000 1pt solid" noWrap align=left width="98%" colSpan=2>&nbsp;</TD></TR>
  <TR vAlign=bottom>
    <TD noWrap align=left width="2%" colSpan=2><FONT face=serif size=2>Title:</FONT>&nbsp;</TD>
    <TD style="BORDER-BOTTOM: #000000 1pt solid" noWrap align=left width="98%" colSpan=2>&nbsp;</TD></TR>
  <TR>
    <TD width="3%" colSpan=3>&nbsp;</TD>
    <TD width="97%"></TD></TR>
  <TR>
    <TD width="3%" colSpan=3>&nbsp;</TD>
    <TD width="97%"></TD></TR>
  <TR>
    <TD width="3%" colSpan=3>&nbsp;</TD>
    <TD width="97%"></TD></TR>
  <TR vAlign=bottom>
    <TD noWrap align=left width="3%" colSpan=3><FONT face=serif size=2>Employee:</FONT>&nbsp;</TD>
    <TD style="BORDER-BOTTOM: #000000 1pt solid" noWrap align=left width="97%">&nbsp;</TD></TR></TABLE></DIV><BR>
<P align=center><FONT face=serif><FONT size=2>5</FONT></FONT></P>
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<DOCUMENT>
<TYPE>EX-5.1
<SEQUENCE>4
<FILENAME>exhibit5-1.htm
<DESCRIPTION>OPINION OF GREENSFELDER, HEMKER & GALE, P.C.
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<P align=right><FONT face=serif size=2>Exhibit 5.1 </FONT></P>
<P align=left><FONT face=serif size=2>August 11, 2008 </FONT></P>
<P align=left><FONT face=serif size=2>Enterprise Financial Services Corp <BR>150
North Meramec Avenue <BR></FONT><FONT face=serif size=2>Suite 300 <BR>Clayton,
MO 63105 </FONT></P>
<P align=left><FONT face=serif size=2>To Whom It May Concern: </FONT></P>
<P align=left>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;<FONT face=serif size=2>We have
acted as counsel to Enterprise Financial Services Corp (the &#147;Company&#148;) in
connection with the preparation and filing with the Securities and Exchange
Commission of the registration statement of the Company on Form S-8 under the
Securities Act of 1933, as amended, (the &#147;Registration Statement&#148;), with respect
to 750,000 shares of additional common stock, par value $0.01, of the Company
(the &#147;Shares&#148;) issuable pursuant to the Enterprise Financial Services Corp
Amended and Restated 2002 Stock Incentive Plan (the &#147;Plan&#148;).</FONT></P>
<P align=left>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;<FONT face=serif size=2>In so
acting, we have examined originals or copies (certified or otherwise identified
to our satisfaction) of the Registration Statement, the Plan and such corporate
records, agreements, documents and other instruments, and such certificates or
comparable documents or public officials and of officers and representatives of
the Company, and have made such inquiries of such officers and representatives,
as we have deemed relevant and necessary as a basis for the opinions hereinafter
set forth.</FONT></P>
<P align=left>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;<FONT face=serif size=2>In such
examination, we have assumed the genuineness of all signatures, the legal
capacity of all natural persons, the authenticity of all documents submitted to
us as originals, the conformity to original documents of all documents submitted
to us as certified, conformed or photostatic copies and the authenticity of the
originals of such latter documents. As to all questions of fact material to
these opinions that have not been independently established, we have relied upon
certificates or comparable documents of officers and representatives of the
Company.</FONT></P>
<P align=left>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;<FONT face=serif size=2>Based on the
foregoing, and subject to the qualifications stated herein, we are of the
opinion that the Shares issued or to be issued pursuant to the terms of the Plan
have been duly authorized and, and are, or when issued as contemplated by the
Plan, are or will be validly issued, fully paid and nonassessable.</FONT></P>
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<PAGE>
<P align=right><FONT face=serif size=2>Enterprise Financial Services Corp
<BR>August 11, 2008 <BR>Page 2 </FONT></P>
<P align=left>&nbsp;&nbsp;&nbsp;&nbsp; <FONT face=serif size=2>We hereby consent
to the use of this letter as an exhibit to the Registration
Statement.</FONT></P>
<DIV align=right>
<TABLE cellSpacing=0 cellPadding=0 width="50%" border=0>

  <TR vAlign=bottom>
    <TD noWrap align=left width="5%">&nbsp;</TD>
    <TD noWrap align=left width="94%"><FONT face=serif size=2>Very truly
      yours,<BR></FONT>&nbsp; </TD></TR>
  <TR vAlign=bottom>
    <TD noWrap align=left width="99%" colSpan=2><FONT face=serif size=2>GREENSFELDER, HEMKER &amp; GALE, P.C.</FONT>&nbsp; </TD></TR>
  <TR>
    <TD width="99%" colSpan=2>&nbsp; </TD></TR>
  <TR vAlign=bottom>
    <TD noWrap align=left width="5%"><FONT face=serif size=2>By</FONT>&nbsp;
    </TD>
    <TD noWrap align=left width="94%"><FONT face=serif size=2>/s/ Charles E.
      H. Luedde<FONT size=3>&nbsp; </FONT></FONT></TD></TR></TABLE></DIV><BR>
<P align=left>&nbsp;&nbsp;&nbsp;&nbsp; <FONT face=serif size=2>PRS/kka<BR><FONT size=3>&nbsp;&nbsp;&nbsp;&nbsp; </FONT><FONT face=serif size=1>1046166</FONT></FONT></P>
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<DOCUMENT>
<TYPE>EX-23.1
<SEQUENCE>5
<FILENAME>exhibit23-1.htm
<DESCRIPTION>CONSENT OF INDEPENDENT REGISTERED PUBLIC ACCOUNTING FIRM
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<P align=right><FONT face=serif size=2>Exbihit 23.1</FONT></P>
<P align=center><FONT face=serif size=2><STRONG>Consent of Independent
Registered Public Accounting Firm</STRONG></FONT></P>
<P align=left><FONT face=serif size=2>The Board of Directors<BR>Enterprise
Financial Services Corp:</FONT></P>
<P align=left><FONT face=serif size=2>We consent to the incorporation by
reference in the registration statement on Form S-8 of Enterprise Financial
Services Corp of our reports dated March 14, 2008, with respect to the
consolidated balance sheets of Enterprise Financial Services Corp as of December
31, 2007 and&nbsp; 2006, and the related consolidated statements of income,
shareholders' equity and comprehensive income, and cash flows for each of the
years in the three-year period ended December 31, 2007 and the effectiveness of
internal control over financial reporting as of December 31, 2007, which reports
appear in the December 31, 2007 annual report on Form 10-K of Enterprise
Financial Services Corp.</FONT></P>
<P align=center><IMG src="enterprise_s83x8x1.jpg" border=0> </P>
<P align=left><FONT size=2>St. Louis, Missouri<BR>August 13, 2008</FONT></P>
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