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Enterprise Financial Services

efsc · NASDAQ Financial Services
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Ticker efsc
Exchange NASDAQ
Sector Financial Services
Industry Banks - Regional
Employees 201-500
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FY2008 Annual Report · Enterprise Financial Services
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EFSC 10-K 12/31/2008

Section 1: 10-K (ANNUAL REPORT) 

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

FORM 10-K  

[X]      Annual Report Pursuant to Section 13 or 15(d) of the Securities and Exchange Act of 1934  

For the fiscal year ended December 31, 2008  

[  ]  Transition Report Pursuant to Section 13 or 15(d) of the Securities and Exchange Act of 1934  

  For the transition period from                to  

Commission file number 001-15373  

ENTERPRISE FINANCIAL SERVICES CORP 

Incorporated in the State of Delaware
I.R.S. Employer Identification # 43-1706259 
Address: 150 North Meramec
Clayton, MO 63105
Telephone: (314) 725-5500 
___________________

Securities registered pursuant to Section 12(b) of the Act: 

(Title of class) 
Common Stock, par value $.01 per share 

(Name of each exchange on which registered) 
NASDAQ Global Select Market 

Securities registered pursuant to Section 12(g) of the Act:
None 

Indicate by checkmark if the registrant is a well-known seasoned issuer, as defined in Rule 405 of the Securities Act. Yes [   ] No [X]  

Indicate by checkmark if the registrant is not required to file reports pursuant to Section 13 or Section 15(d) of the Act. Yes [   ] No [X]  

Indicate by check mark whether the registrant (1) has filed all reports required to be filed by Section 13 or 15(d) of the Securities Exchange Act of 
1934 during the preceding 12 months, and (2) has been subject to such filing requirements for the past 90 days. Yes [X] No [   ]  

Indicate by check mark if disclosure of delinquent filers pursuant to Item 405 of Regulation S-K is not contained herein, and will not be contained, to 
the best of registrant’s knowledge, in definitive proxy or information statements incorporated by reference in Part III of this Form 10-K. [   ] 

Indicate by check mark whether the registrant is a large accelerated filer, an accelerated filer, or a non-accelerated filer. See definition of “accelerated 
filer and large accelerated filer” in Rule 12b-2 of the Exchange Act. (Check one):  

Large accelerated filer: [   ]  

Accelerated filer: [X]  

Non-accelerated filer: [   ]  

Smaller Reporting Company: [   ]  

 
 
 
 
  
  
   
  
(Other than a smaller reporting company)  

Indicate by check mark whether the registrant is a shell company as defined in Rule 12b-2 of the Exchange Act. Yes [   ] No [X] 

The aggregate market value of the common stock held by non-affiliates of the Registrant was approximately $104,441,705 based on the closing price 
of the common stock of $9.06 on March 2, 2009, as reported by the NASDAQ Global Select Market.  

As of March 2, 2009, the Registrant had 12,831,457 shares of common stock outstanding. 

DOCUMENTS INCORPORATED BY REFERENCE
Certain information required for Part III of this report is incorporated by reference to the Registrant’s Proxy Statement for the 
2009 Annual Meeting of Shareholders, which will be filed within 120 days of December 31, 2008. 

ENTERPRISE FINANCIAL SERVICES CORP
2008 ANNUAL REPORT ON FORM 10-K  

TABLE OF CONTENTS 

Part I    
Item 1: 

Business 

Item 1A:   Risk Factors  

Item 1B:  Unresolved SEC Comments 

Item 2: 

Properties  

Item 3: 

Legal Proceedings 

Item 4: 

Submission of Matters to Vote of Security Holders 

Part II    

Item 5:  Market for Registrant’s Common Equity, Related Stockholder Matters and Issuer Purchases of 

Equity Securities 

Item 6: 

Selected Financial Data 

Item 7:  Management’s Discussion and Analysis of Financial Condition and Results of Operations  

Item 7A:  Quantitative and Qualitative Disclosures About Market Risk  

Item 8: 

Financial Statements and Supplementary Data 

Item 9: 

Changes in and Disagreements with Accountants on Accounting and Financial Disclosure 

Item 9A:  Controls and Procedures  

Item 9B:  Other Information  

Part III    

Page  

1 

7 

13 

13 

13 

13 

14 

17 

18 

46 

47 

89 

89 

89 

  
  
  
  
  
  
    
 
 
 
 
 
 
  
 
  
  
 
 
 
 
 
 
 
 
  
 
Item 10:  Directors, Executive Officers and Corporate Governance 

Item 11:  Executive Compensation 

Item 12:  Security Ownership of Certain Beneficial Owners and Management and Related Stockholder Matters 

Item 13:  Certain Relationships and Related Transactions, and Director Independence 

Item 14:  Principal Accountant Fees and Services 

Part IV    

Item 15:  Exhibits, Financial Statement Schedules 

Signatures 

89 

89 

89 

89 

89 

90 

93 

Safe Harbor Statement Under the Private Securities Litigation Reform Act of 1995 
Readers should note that in addition to the historical information contained herein, some of the information in this report contains forward-
looking statements within the meaning of the federal securities laws. Forward-looking statements typically are identified with use of terms such 
as  “may,” “will,” “expect,” “anticipate,” “estimate,” “potential,” “could” and similar words, although some forward-looking statements are 
expressed differently. You should be aware that the Company’s actual results could differ materially from those contained in the forward-looking 
statements  due  to  a  number  of  factors,  including:  burdens  imposed  by  federal  and  state  regulation,  changes  in  accounting  regulation  or 
standards  of  banks;  credit  risk;  exposure  to  general  and  local  economic  conditions;  risks  associated  with  rapid  increase  or  decrease  in 
prevailing  interest  rates;  consolidation  within  the  banking  industry;  competition  from  banks  and  other  financial  institutions;  our  ability  to 
attract and retain relationship officers and other key personnel; and technological developments; and other risks discussed in more detail in 
Item 1A: “Risk Factors”, all of which could cause the Company’s actual results to differ from those set forth in the forward-looking statements. 

Our acquisitions could cause results to differ from expected results due to costs and expenses that are greater, or benefits that are less, than we 
currently anticipate, or the assumption of unanticipated liabilities.  

Readers are cautioned not to place undue reliance on our forward-looking statements, which reflect management’s analysis only as of the date 
of the statements. The Company does not intend to publicly revise or update forward-looking statements to reflect events or circumstances that 
arise after the date of this report. Readers should carefully review all disclosures we file from time to time with the Securities and Exchange 
Commission which are available on our website at www.enterprisebank.com.  

PART I

ITEM 1: BUSINESS 

General 
Enterprise Financial Services Corp (“we” or “the Company” or “EFSC”), a Delaware corporation, is a financial holding company headquartered in St. 
Louis, Missouri. The Company provides a full range of banking and wealth management services to individuals and business customers located in 
the  St.  Louis  and  Kansas  City  metropolitan  markets  through  its  banking  subsidiary,  Enterprise  Bank  &  Trust  (“Enterprise”  or  “the  Bank”). 
Enterprise also operates a loan production office in Phoenix, Arizona. The Company celebrated 20 years in business in 2008. Our Trust division will 
celebrate 10 years in business in 2009.  

In  addition,  the  Company  owns  Millennium  Brokerage  Group,  LLC  (“Millennium”).  Millennium  is  headquartered  in  Nashville,  Tennessee  and 
operates life insurance advisory and brokerage operations from 13 offices serving life agents, banks, CPA firms, property and casualty groups, and 
financial advisors in 49 states. 

On July 31, 2008, we sold our remaining interests in Great American Bank (“Great American”). See Item 8, Note 2 – Acquisitions and Divestitures for 
more information.  

Our stated mission is “to guide our clients to a lifetime of financial success.” We have established an accompanying corporate vision “to build an 
exceptional  company  that  clients  value,  shareholders  prize  and  where  our  associates  flourish.”  These  tenets  are  fundamental  to  our  business 
strategies and operations. 

We  are  highly  focused  on  serving  the  needs  of  private  businesses,  their  owner  families  and  other  professionals.  This  is  achieved  through  full 
product offerings in two primary segments: commercial banking and wealth management. 

Through Enterprise, our commercial banking line of business offers a broad range of business and personal banking services. Lending services 

 
 
 
 
 
  
 
 
include commercial, commercial real estate, financial and industrial development, real estate construction and development, residential real estate, 
and consumer loans. A wide variety of deposit products and a complete suite of treasury management and international trade services complement 
our lending capabilities.  

The  wealth  management  line  of  business  includes  the  Company’s  trust  operations  and  Millennium.  Enterprise  Trust,  a  division  of  Enterprise 
(“Enterprise  Trust”  or  “Trust”) provides financial planning, advisory, investment management and trust services to our target markets. Business 
financial services are focused in the areas of retirement plans, management compensation and management succession planning. Personal advisory 
services include estate planning, financial planning, business succession planning and retirement planning services.  

1

Investment  management  and  fiduciary  services  are  provided  to  individuals,  businesses,  institutions  and  nonprofit  organizations.  Additional 
information on our operating segments can be found on Pages 19 and 84.  

Our executive offices are located at 150 North Meramec, Clayton, Missouri 63105 and our telephone number is (314) 725-5500.  

Available Information 
The Company’s website is www.enterprisebank.com. Various reports provided to the Securities and Exchange Commission (“SEC”), including our 
annual reports, quarterly reports, current reports and proxy statements are available free of charge on our website. These reports are made available 
as soon as reasonably practicable after they are filed with or furnished to the SEC. Our filings with the SEC are also available on the SEC’s website 
at http://www.sec.gov.  

Business Strategy 
Our  general  business  strategy  is  to  generate  superior  shareholder  returns  by  providing  comprehensive  financial  services  through  banking  and 
wealth management lines of business primarily to private businesses, their owner families and other success-minded individuals. 

Key success factors in pursuing this strategy include a focused and relationship-oriented distribution and sales approach, emphasis on growing 
wealth management revenues, aggressive credit and interest rate risk management, advanced technology and tightly managed expense growth. 

Building long-term client relationships – Our historical growth strategy has been largely client relationship driven. We continuously seek to add 
clients who fit our target market of business owners and associated families. Those relationships are maintained, cultivated and expanded over time. 
This strategy enables us to attract clients with significant and growing borrowing needs, and maintain those relationships as they grow in tandem 
with  our  increasing  capacity  to  fund  client  loan  needs.  Our  banking  officers  are  typically  highly  experienced.  As  a  result  of  our  long-term 
relationship  orientation,  we  are  able  to  fund  loan  growth  primarily  with  core  deposits  from  our  business  and  professional  clients.  This  is 
supplemented  by  borrowing  from  the  Federal  Home  Loan  Bank  of  Des  Moines  (the “FHLB”),  and by issuing brokered certificates of deposits, 
priced at or below alternative cost of funds. 

Growing Wealth Management business – Enterprise Trust offers both fiduciary and financial advisory services. We employ a full complement of 
attorneys, certified financial planners, estate planning professionals, as well as other investment professionals who offer a broad range of services 
for business owners and high net worth individuals. Employing an intensive, personalized methodology, Enterprise Trust representatives assist 
clients  in  defining  lifetime  goals  and  designing  plans  to  achieve  them.  Consistent  with  the  Company’s  long-term  relationship  strategy,  Trust 
representatives maintain close contact with clients ensuring follow up, discipline, and appropriate adjustments as circumstances change.  

Millennium provides additional financial advisory capabilities, insurance product access and market reach that supplement our trust services. This 
subsidiary has also expanded our fee income sources.  

Capitalizing  on  technology  –  We  view  our  technological  capabilities  to  be  a  competitive  advantage.  Our  systems  provide  Internet  banking, 
expanded  treasury  management  products,  check  and  document  imaging,  as  well  as  a  24-hour  voice  response  system.  Other  services  currently 
offered by Enterprise include controlled disbursements, repurchase agreements and sweep investment accounts. Our treasury management suite of 
products blends advanced technology and personal service, often creating a competitive advantage over larger, nationwide banks. Technology is 
also utilized extensively in internal systems, operational support functions to improve customer service, and management reporting and analysis.  

Maintaining asset quality – Senior management and the head of Credit administration monitor our asset quality through regular reviews of loans. 
In  addition,  the  loan  portfolios  for  each  bank  are  subject  to  ongoing  monitoring  by  a  loan  review  function  that  reports  directly  to  the  audit 
committee of our board of directors. 

Expense  management – The Company is focused on leveraging its current expense base and measures the “efficiency ratio” as a benchmark for 
improvement. The efficiency ratio is equal to noninterest expense divided by total revenue (net interest income plus noninterest income). Continued 
improvement is targeted to increase earnings per share and generate higher returns on equity.  

2

Market Areas and Approach to Geographic Expansion 
Enterprise operates in the St. Louis, Kansas City and Phoenix metropolitan areas. Through Millennium, subject to applicable regulatory restrictions, 
the Company also provides services in markets across the United States.  

The Company, as part of its expansion effort, plans to continue its strategy of operating relatively fewer offices with a larger asset base per office, 
emphasizing commercial banking and wealth management and employing experienced staff who are compensated on the basis of performance and 
customer service.  

The Company has four Enterprise banking facilities in the St. Louis metropolitan area. The St. Louis region enjoys a stable, diverse economic base 
and  is  ranked  the  19th largest metropolitan statistical area in the United States. It is an attractive market for us with nearly 70,000 privately held 
businesses and over 61,000 households with investible assets of $1.0 million or more. We are the largest publicly-held, locally headquartered bank 
in this market.  

Acquisitions in 2006 and 2007 increased the Company’s assets in the Kansas City market to more than $700.0 million, making us one of the fastest 
growing banks in the Kansas City market. At December 31, 2008, the Company had seven banking facilities in the Kansas City Market. Kansas City 
is also an attractive private company market with over 50,000 privately held businesses and over 42,000 households with investible assets of $1.0 
million  or  more.  To  more  efficiently  deploy  our  resources,  during  2007,  the  Company  established  a  plan  to  streamline  our  Kansas  City  branch 
network. On February 28, 2008, we sold the Enterprise branch in Liberty, Missouri and on July 31, 2008, we sold the Kansas state bank charter of 
Great American along with the DeSoto, Kansas branch. See Item 8, Note 2 – Acquisitions and Divestitures for more information. 

In  2007,  the  Company  announced  its  intent  to  expand  to  Arizona,  and  subsequently  applied  for  a  new  Arizona  bank  charter  in  2008.  Banking 
regulators have curtailed new charter approvals as a result of conditions in the Arizona real estate market. However, the Enterprise loan production 
office located in Phoenix continues to grow and build a client base. Despite the market downturn in residential real estate, we believe the Phoenix 
market offers substantial long-term growth opportunities for Enterprise. The demographic and geographic factors that propelled Phoenix into one of 
the fastest growing and most dynamic markets in the country still exist, and we believe these factors should drive continued growth in that market 
long  after  the  current  real  estate  slump  is  over.  Today,  Phoenix  has  more  than  86,000  privately  held  businesses  and  81,000  households  with 
investible assets over $1.0 million each.  

Competition 
The  Company  and  its  subsidiaries  operate  in  highly  competitive  markets.  Our  geographic  markets  are  served  by  a  number  of  large  multi-bank 
holding companies with substantial capital resources and lending capacity. Many of the larger banks have established specialized units, which 
target private businesses and high net worth individuals. Also, the St. Louis, Kansas City and Phoenix markets have experienced an increase in de 
novo  banks.  In  addition  to  other  financial  holding  companies  and  commercial  banks,  we  compete  with  credit  unions,  investment  managers, 
brokerage firms, and other providers of financial services and products.  

Supervision and Regulation 

General 
We are subject to state and federal banking laws and regulations which govern virtually all aspects of operations. These laws and regulations are 
intended  to  protect  depositors,  and  to  a  lesser  extent,  shareholders.  The  numerous  regulations  and  policies  promulgated  by  the  regulatory 
authorities  create  a  difficult  and  ever-changing atmosphere in which to operate. The Company commits substantial resources in order to comply 
with these statutes, regulations and policies. 

Financial Holding Company 
The  Company  is  a  financial  holding  company  registered  under  the  Bank  Holding  Company  Act  of  1956,  as  amended  (“BHCA”). As a financial 
holding company, the Company is subject to regulation and examination by the Federal Reserve Board, and is required to file periodic reports of its 
operations and such additional information as the Federal Reserve may require. In order to remain a financial holding company, the Company must 
continue to be considered well managed and well capitalized by the Federal Reserve and have at least a “satisfactory” rating under the Community 
Reinvestment  Act.  See “Liquidity  and  Capital  Resources”  in  the  Management  Discussion  and  Analysis  for  more  information  on  our  capital 
adequacy and “Bank Subsidiary – Community Reinvestment Act” below for more information on Community Reinvestment. 

Acquisitions: With certain limited exceptions, the BHCA requires every financial holding company or bank holding company to obtain the prior 
approval of the Federal Reserve before (i) acquiring substantially all the assets of any bank, (ii) acquiring direct or indirect ownership or control of 
any voting shares of any bank if, after such acquisition, it would own or control more than 5% of the voting shares of such bank (unless it already 
owns or controls the majority of such shares), or (iii) merging or consolidating with another bank holding company. Federal legislation permits bank 
holding companies to acquire control of banks throughout the United States.  

3

Emergency Economic Stabilization Act of 2008: In response to recent unprecedented market turmoil, the Emergency Economic Stabilization Act 
(“EESA”)  was  enacted  on  October  3,  2008.  EESA  authorizes  the  Secretary  of  the  Treasury  (the “Secretary”)  to  purchase  up  to  $700  billion  in 
troubled assets from financial institutions under the Troubled Asset Relief Program (“TARP”.) Troubled assets include residential or commercial 
mortgages  and  related  instruments  originated  prior  to  March  14,  2008  and  any  other  financial  instrument  that  the  Secretary  determines,  after 
consultation with the Chairman of the Board of Governors of the Federal Reserve System, the purchase of which is necessary to promote financial 

stability.  If  the  Secretary  exercises  his  authority  under  TARP,  EESA  directs  the  Secretary  to  establish  a  program  to  guarantee  troubled  assets 
originated or issued prior to March 14, 2008. The Secretary is authorized to purchase up to $250.0 billion in troubled assets immediately and up to 
$350.0 billion upon certification by the President that such authority is needed. The Secretary’s authority will be increased to $700.0 billion if the 
President  submits  a  written  report  to  Congress  detailing  the  Secretary’s plans to use such authority unless Congress passes a joint resolution 
disapproving such amount within 15 days after receipt of the report. The Secretary’s authority under TARP expires on December 31, 2009 unless the 
Secretary certifies to Congress that extension is necessary provided that his authority may not be extended beyond October 3, 2010. 

Institutions  selling  assets  under  TARP  will  be  required  to  issue  warrants  for  common  or  preferred  stock  or  senior  debt  to  the  Secretary.  If  the 
Secretary purchases troubled assets directly from an institution without a bidding process and acquires a meaningful equity or debt position in the 
institution as a result or acquires more than $300.0 million in troubled assets from an institution regardless of method, the institution will be required 
to meet certain standards for executive compensation and corporate governance. See Item 11 – Executive Compensation. 

EESA increases the maximum deposit insurance amount up to $250,000 until December 31, 2009 and removes the statutory limits on the FDIC’s 
ability to borrow from the Treasury during this period. The FDIC may not take the temporary increase in deposit insurance coverage into account 
when setting assessments. EESA allows financial institutions to treat any loss on the preferred stock of the Federal National Mortgage Association 
or Federal Home Loan Mortgage Corporation as an ordinary loss for tax purposes. 

Pursuant to his authority under EESA, the Secretary created the TARP Capital Purchase Program under which the Treasury Department will invest 
up to $250 billion in senior preferred stock of U.S. banks and savings associations or their holding companies. 

The Company applied to receive an investment by the Treasury under the Capital Purchase Program and our application was approved in November 
2008.  On  December  19,  2008,  the  Company  entered  into  a  Letter  Agreement  and  Securities  Purchase  Agreement  (collectively,  the “Purchase 
Agreement”)  with the United States Department of the Treasury (“Treasury”) under the TARP Capital Purchase Program, pursuant to which the 
Company sold (i) 35,000 shares of EFSC Fixed Rate Cumulative Perpetual Preferred Stock, Series A (the “Series A Preferred Stock”) and (ii) a warrant 
(the “Warrant”) to purchase 324,074 shares of EFSC common stock, par value $0.01 per share (the “Common Stock”), for an aggregate investment 
by the Treasury of $35.0 million. 

The Series A Preferred Stock will qualify as Tier 1 capital and will pay cumulative dividends at a rate of 5% per annum for the first five years, and 9% 
per  annum  thereafter.  The  Series  A  Preferred  Stock  may  be  redeemed  by  EFSC  after  three  years.  Prior  to  the  end  of  three  years,  the  Series  A 
Preferred Stock may be redeemed by EFSC only with proceeds from a qualifying sale of common stock of EFSC (a “Qualified Equity Offering”), 
although amendments to EESA enacted in February 2009 eliminate this restriction on the means of redeeming the Senior Preferred Stock.  

Pursuant to the terms of the Purchase Agreement, our ability to declare or pay dividends or distributions on, or purchase, redeem or otherwise 
acquire for consideration, shares of Junior Stock (as defined below) and Parity Stock (as defined below) will be subject to restrictions, including a 
restriction against increasing dividends from the last quarterly cash dividend per share ($0.0525) declared on the Common Stock prior to December 
19,  2008.  The  redemption,  purchase  or  other  acquisition  of  trust  preferred  securities  of  EFSC  or  our  affiliates  will  also  be  restricted.  These 
restrictions will terminate on the earlier of (a) the third anniversary of the date of issuance of the Series A Preferred Stock and (b) the date on which 
the  Series  A  Preferred  Stock  has  been  redeemed  in  whole  or  Treasury  has  transferred  all  of  the  Series  A  Preferred  Stock  to  third  parties.  The 
restrictions described in this paragraph are set forth in the Purchase Agreement. 

4

In addition, the ability of EFSC to declare or pay dividends or distributions on, or repurchase, redeem or otherwise acquire for consideration, shares 
of its Junior Stock and Parity Stock will be subject to restrictions in the event that EFSC fails to declare and pay full dividends (or declare and set 
aside a sum sufficient for payment thereof) on its Series A Preferred Stock. 

“Junior Stock” means the Common Stock and any other class or series of EFSC stock, the terms of which expressly provide that it ranks junior to the 
Series A Preferred Stock as to dividend rights and/or rights on liquidation, dissolution or winding up of EFSC. “Parity Stock” means any class or 
series of EFSC stock, the terms of which do not expressly provide that such class or series will rank senior or junior to the Series A Preferred Stock 
as to dividend rights and/or rights on liquidation, dissolution or winding up of EFSC (in each case without regard to whether dividends accrue 
cumulatively or non-cumulatively.) 

The Warrant has a 10-year term and is immediately exercisable upon its issuance, with an exercise price, subject to anti-dilution adjustments, equal 
to $16.20 per share of the Common Stock. Treasury has agreed not to exercise voting power with respect to any shares of Common Stock issued 
upon exercise of the Warrant. 

The Series A Preferred Stock and the Warrant were issued in a private placement exempt from registration pursuant to Section 4(2) of the Securities 
Act of 1933, as amended. Upon the request of Treasury at any time, EFSC has agreed to promptly enter into a deposit arrangement whereby the 
Series A Preferred Stock may be deposited and depositary shares (“Depositary Shares”), representing fractional shares of Series A Preferred Stock, 
may  be  issued.  EFSC  agreed  to  register  the  Series  A  Preferred  Stock,  the  Warrant,  the  shares  of  Common  Stock  underlying  the  Warrant  (the 
“Warrant  Shares”)  and Depositary Shares, if any, as soon as practicable after the date of the issuance of the Series A Preferred Stock and the 
Warrant. These shares were registered with the SEC on Form S-3 on January 16, 2009. Neither the Series A Preferred Stock nor the Warrant will be 
subject to any contractual restrictions on transfer, except that Treasury may only transfer or exercise an aggregate of one-half of the Warrant Shares 
prior to the earlier of the redemption of 100% of the shares of Series A Preferred Stock and December 31, 2009. 

The Purchase Agreement also subjects EFSC to certain of the executive compensation limitations included in the EESA. As a result, as a condition 
to the closing of the transaction, each of Messrs. Peter F. Benoist, Frank H. Sanfilippo, Stephen P. Marsh and John G. Barry and Ms. Linda M. 
Hanson, EFSC’s Executive Officers (as defined in the Purchase Agreement) (the “Senior Executive Officers”), (i) executed a waiver (the “Waiver”) 
voluntarily waiving any claim against the Treasury or EFSC for any changes to such Senior Executive Officer’s compensation or benefits that are 
required to comply with the regulation issued by the Treasury under the TARP Capital Purchase Program as published in the Federal Register on 
October 20, 2008 and acknowledging that the regulation may require modification of the compensation, bonus, incentive and other benefit plans, 
arrangements and policies and agreements (including so-called “golden parachute” agreements) (collectively, “Benefit Plans”) as they relate to the 
period the Treasury holds any equity or debt securities of EFSC acquired through the TARP Capital Purchase Program; and (ii) entered into a letter 
agreement  (the “Letter  Agreement”)  with EFSC amending the Benefit Plans with respect to such Senior Executive Officer as may be necessary, 
during the period that the Treasury owns any debt or equity securities of EFSC acquired pursuant to the Purchase Agreement or the Warrant, as 
necessary to comply with Section 111(b) of the EESA.  

The American Recovery and Reinvestment Act of 2009 significantly amended Section 111(b) of the EESA and imposed more severe restrictions on 
the  executive  compensation  while  loosening  the  requirements  to  redeem  the  Series  A  Preferred  Stock  including  a  complete  prohibition  on  any 
severance or other compensation upon termination of employment, significant caps on bonuses, retention payments and executive compensation 
and  a “clawback” requirement requiring the return of any bonus or incentive compensation based on earnings or other financial data that later turn 
out to be misstated. See Item 11 – Executive Compensation. These executive compensation restrictions may affect our ability to attract and retain 
key executives. 

The foregoing description of the TARP, the Capital Purchase Program and securities covered thereby is qualified in its entirety by reference to the 
Letter  Agreement – Standard Terms executed and delivered by the Company to the Secretary and the Warrant to Purchase Common Stock, both of 
which were executed and delivered by the Company and delivered to the Secretary at the closing of the Company’s issuance of Series A Preferred 
Stock to the Treasury.  

Bank Subsidiary 
At December 31, 2008, we had one wholly owned bank subsidiary. Enterprise is a Missouri trust company with banking powers and is subject to 
supervision and regulation by the Missouri Division of Finance. In addition, as a Federal Reserve non-member bank, it is subject to supervision and 
regulation by the FDIC. Enterprise is a member of the FHLB of Des Moines.  

5

Enterprise  is  subject  to  extensive  federal  and  state  regulatory  oversight.  The  various  regulatory  authorities  regulate  or  monitor  all  areas  of  the 
banking  operations,  including  security  devices  and  procedures,  adequacy  of  capitalization  and  loss  reserves,  loans,  investments,  borrowings, 
deposits,  mergers,  issuance  of  securities,  payment  of  dividends,  interest  rates  payable  on  deposits,  interest  rates  or  fees  chargeable  on  loans, 
establishment of branches, corporate reorganizations, maintenance of books and records, and adequacy of staff training to carry on safe lending 
and deposit gathering practices. Enterprise must maintain certain capital ratios and is subject to limitations on aggregate investments in real estate, 
bank premises, and furniture and fixtures.  

Transactions  with  Affiliates  and  Insiders: Enterprise  is  subject  to  the  provisions  of  Regulation  W  promulgated  by  the  Federal  Reserve,  which 
encompasses Sections 23A and 23B of the Federal Reserve Act. Regulation W places limits and conditions on the amount of loans or extensions of 
credit to, investments in, or certain other transactions with, affiliates and on the amount of advances to third parties collateralized by the securities 
or  obligations  of  affiliates.  Regulation  W  also  prohibits,  among  other  things,  an  institution  from  engaging  in  certain  transactions  with  certain 
affiliates  unless  the  transactions  are  on  terms  substantially  the  same,  or  at  least  as  favorable  to  such  institution  or  its  subsidiaries,  as  those 
prevailing at the time for comparable transactions with nonaffiliated companies. 

Community Reinvestment Act: The Community Reinvestment Act (“CRA”) requires that, in connection with examinations of financial institutions 
within its jurisdiction, the FDIC shall evaluate the record of the financial institutions in meeting the credit needs of their local communities, including 
low and moderate income neighborhoods, consistent with the safe and sound operation of those institutions. These factors are also considered in 
evaluating mergers, acquisitions, and applications to open a branch or facility. The Company has a satisfactory rating under CRA.  

USA  Patriot  Act: On October 26, 2001, President Bush signed into law the Uniting and Strengthening America by Providing Appropriate Tools 
Required to Intercept and Obstruct Terrorism Act of 2001 (the "USA PATRIOT Act"). Among its other provisions, the USA PATRIOT Act requires 
each  financial  institution  to:  (i)  establish  an  anti-money  laundering  program;  (ii)  establish  due  diligence  policies,  procedures  and  controls  with 
respect  to  its  private  banking  accounts  and  correspondent  banking  accounts  involving  foreign  individuals  and  certain  foreign  banks;  and  (iii) 
implement certain due diligence policies, procedures and controls with regard to correspondent accounts in the United States for, or on behalf of, a 
foreign  bank  that  does  not  have  a  physical  presence  in  any  country.  In  addition,  the  USA  PATRIOT  Act  contains  a  provision  encouraging 
cooperation  among  financial  institutions,  regulatory  authorities  and  law  enforcement  authorities  with  respect  to  individuals,  entities  and 
organizations engaged in, or reasonably suspected of engaging in, terrorist acts or money laundering activities. 

Limitations  on  Loans  and  Transactions: The  Federal  Reserve  Act  generally  imposes  certain  limitations  on  extensions  of  credit  and  other 
transactions by and between banks that are members of the Federal Reserve and other affiliates (which includes any holding company of which a 
bank  is  a  subsidiary  and  any  other  non-bank subsidiary of such holding company). Banks that are not members of the Federal Reserve are also 
subject to these limitations. Further, federal law prohibits a bank holding company and its subsidiaries from engaging in certain tie-in arrangements 
in connection with any extension of credit, lease or sale of property or the furnishing of services. 

Temporary Liquidity Guarantee Program: Pursuant to the Emergency Economic Stabilization Act of 2008, the maximum deposit insurance amount 
has been increased from $100,000 to $250,000 until December 31, 2009. On October 13, 2008, the FDIC established a Temporary Liquidity Guarantee 
Program (“TLGP”) under which the FDIC will fully guarantee all non-interest-bearing transaction accounts and all senior unsecured debt of insured 
depository  institutions  or  their  qualified  holding  companies  issued  between  October  14,  2008  and  June  30,  2009.  Senior  unsecured  debt  would 
include federal funds purchased and certificates of deposit outstanding to the credit of the bank. All eligible institutions participated in the program 
without cost for the first 30 days of the program. After December 5, 2008, institutions will be assessed at the rate of 10 basis points for transaction 
account balances in excess of $250,000 and at the rate of 75 basis points of the amount of debt issued. Institutions were required to opt out of the 
Temporary Liquidity Guarantee Program by December 5, 2008 if they did not wish to participate. The Company and Enterprise opted into the TLGP.  

Deposit Insurance Fund: The FDIC establishes rates for the payment of premiums by federally insured banks for deposit insurance. The Deposit 
Insurance  Fund  (“DIF”)  is  maintained  for  commercial  banks,  with  insurance  premiums  from  the  industry  used  to  offset  losses  from  insurance 
payouts when banks and thrifts fail. The FDIC is authorized to set the reserve ratio for the DIF annually at between 1.15% and 1.50% of estimated 
insured deposits.  

6

To  fund  this  program,  pursuant  to  the  Federal  Deposit  Insurance  Reform  Act  of  2005  (the “Reform  Act”),  the FDIC adopted a new risk-based 
deposit insurance premium system that provides for quarterly assessments. Beginning in 2007, institutions were grouped into one of four categories 
based on their FDIC ratings and capital ratios. Each institution is assessed for deposit insurance at an annual rate of between 5 and 43 basis points 
with  the  assessment  rate  to  be  determined  according  to  a  formula  based  on  a  weighted  average  of  the  institution’s individual FDIC component 
ratings plus either five financial ratios or the average ratings of its long-term debt. 

To restore its reserve ratio, the FDIC has proposed to raise the base annual assessment rate for all institutions by 7 basis points for the first quarter 
of 2009. Assessment rates for first quarter of 2009 would range from 12 to 50 basis points. For the second quarter of 2009, the proposed initial base 
assessment rates would range between 10 and 45 basis points. An institution’s assessment rate can be adjusted up or down as a result of additional 
proposed risk adjustments based on the following: long-term debt ratings, weighted average FDIC component ratings, various financial ratios, the 
institution’s reliance on brokered deposits and/or other secured liabilities and the amount of unsecured debt. 

During 2008, Enterprise had a weighted average assessment rate of 5.9 basis points. Total payments to the FDIC were $1.2 million in 2008. Based on 
an analysis of the proposed rates, underlying adjustments and our planned deposit base, we expect our FDIC insurance premiums to increase by 
approximately $1.0 million in 2009. 

On February 27, 2009, the FDIC imposed a one-time special assessment of 20 basis points, which will be collected in the third quarter of 2009. We 
are awaiting the final ruling of the assessment calculation, but our initial expectation is that the one-time assessment could increase our 2009 FDIC 
insurance premiums by as much as an additional $3.5 million. It is possible this amount may be reduced pending the final FDIC ruling.  

Millennium 
Millennium and the investment management industry in general are subject to extensive regulation in the United States at both the federal and state 
level,  as  well  as  by  self-regulatory organizations such as the National Association of Securities Dealers, Inc. ("NASD"). The SEC is the federal 
agency that is primarily responsible for the regulation of investment advisers. Millennium is licensed to sell insurance, including variable insurance 
policies, in various states and is subject to regulation by the NASD. This regulation includes supervisory and organizational procedures intended 
to assure compliance with securities laws, including qualification and licensing of supervisory and sales personnel and rules designed to promote 
high standards of commercial integrity and fair and equitable principles of trade. 

Employees 
At  December  31,  2008  we  had  approximately  348  full-time equivalent employees. None of the Company’s employees are covered by a collective 
bargaining agreement. Management believes that its relationship with its employees is good.  

ITEM 1A: RISK FACTORS 

An  investment  in  our  common  shares  is  subject  to  risks  inherent  to  our  business.  Described  below  are  certain  risks  and  uncertainties  that 
management has identified as material. Before making an investment decision, you should carefully consider the risks and uncertainties described 
below together with all of the other information included or incorporated by reference in this report. The risks and uncertainties described below are 
not the only ones we face. Although we have significant risk management policies, procedures and verification processes in place, additional risks 
and  uncertainties  that  management  is  not  aware  of  or  focused  on  or  that  management  currently  deems  immaterial  may  also  impair  our  business 
operations. 

If any of the following risks actually occur, our financial condition and results of operations could be materially and adversely affected. If this were 
to happen, the value of our common shares could decline, perhaps significantly, and you could lose all or part of your investment. 

7

 
Risks Related To Our Business 

The financial markets in the United States and elsewhere have been experiencing extreme and unprecedented volatility and disruption. We are 
exposed to significant financial and capital markets risk, including changes in interest rates, credit spreads and equity prices, which may have a 
material adverse effect on our results of operations, financial condition and liquidity. 
Our earnings and cash flows are largely dependent upon our net interest income. Net interest income is the difference between interest income 
earned  on  interest-earning  assets  such  as  loans  and  securities  and  interest  expense  paid  on  interest-bearing  liabilities  such  as  deposits  and 
borrowed  funds.  Interest  rates  are  highly  sensitive  to  many  factors  that  are  beyond  our  control,  including  general  economic  conditions,  the 
competitive environment within our markets, consumer preferences for specific loan and deposit products and policies of various governmental and 
regulatory agencies and, in particular, the Federal Reserve Board. Changes in monetary policy, including changes in interest rates, influence not 
only the amount of interest we receive on loans and securities and the amount of interest we pay on deposits and borrowings, but such changes 
also affect our ability to originate loans and obtain deposits as well as the fair value of our financial assets and liabilities. If the interest we pay on 
deposits and other borrowings increases at a faster rate than the interest we receive on loans and other investments, our net interest income, and 
therefore earnings, will be adversely affected. Earnings could also be adversely affected if the interest we receive on loans and other investments 
falls more quickly than the interest we pay on deposits and other borrowings. Management uses simulation analysis to produce an estimate of 
interest  rate  exposure  based  on  assumptions  and  judgments  related  to  balance  sheet  growth,  customer  behavior,  new  products,  new  business 
volume, pricing and anticipated hedging activities. Simulation analysis involves a high degree of subjectivity and requires estimates of future risks 
and trends. Accordingly, there can be no assurance that actual results will not differ from those derived in simulation analysis due to the timing, 
magnitude and frequency of interest rate changes, changes in balance sheet composition, and the possible effects of unanticipated or unknown 
events. 

Since  July  2007,  credit  markets  have  experienced  difficult  conditions,  extraordinary  volatility  and  rapidly  widening  credit  spreads  and,  therefore, 
have  provided  significantly  reduced  availability  of  liquidity  for  many  borrowers.  Uncertainties  in  these  markets  present  significant  challenges, 
particularly for the financial services industry. Disruptions in the financial markets caused widening credit spreads resulting in markdowns and/or 
losses by financial institutions from trading, hedging and other market activities. We obtain most of our funding from core deposit relationships 
with  our  clients  and  invest  those  funds  in  loans  to  our  clients  or  government-backed  agency  securities.  Our  investment  portfolio  contains  no 
mortgage-backed securities invested in subprime or alt-A mortgages. 

Our activities in the national credit markets are limited to funding vehicles such as brokered certificates of deposit and subordinated debentures. 
We have seen the cost of brokered deposits decline slower than other money market rates due to demand by financial institutions, and the cost and 
availability of subordinated debentures has been severely and negatively impacted by this adverse environment. It is difficult to predict how long 
these  economic  conditions  will  exist,  and  which  of  our  markets,  products  or  other  businesses  will  ultimately  be  affected.  In  addition,  further 
reductions  in  market  liquidity  may  make  it  difficult  to  value  certain  of  our  securities  if  trading  becomes  less  frequent.  As  such,  valuations  may 
include assumptions or estimates that may be more susceptible to significant period to period changes which could have a material adverse effect 
on our consolidated results of operations or financial condition. 

One  important  exposure  to  equity  risk  relates  to  the  potential  for  lower  earnings  associated  with  our  Wealth  Management  business,  where  fee 
income is earned based upon the fair value of the assets under management. During 2008, the significant declines in equity markets have negatively 
impacted assets under management. As a result, fee income earned from those assets has also decreased. 

If significant, further declines in equity prices, changes in U.S. interest rates and changes in credit spreads individually or in combination, could 
continue to have a material adverse effect on our consolidated results of operations, financial condition and liquidity both directly and indirectly by 
creating competition and other pressures such as employee retention issues. 

Liquidity risk could impair our ability to fund operations and jeopardize our financial condition. 
Liquidity is essential to our business. An inability to raise funds through deposits, borrowings, the sale of loans and other sources could have a 
substantial negative effect on our liquidity. Our access to funding sources in amounts adequate to finance our activities or on terms which are 
acceptable to us could be impaired by factors that affect us specifically or the financial services industry or economy in general. Factors that could 
detrimentally impact our access to liquidity sources include a decrease in the level of our business activity as a result of a downturn in the markets 
in which our loans are concentrated or adverse regulatory action against us. Our ability to borrow could also be impaired by factors that are not 
specific  to  us,  such  as  a  disruption  in  the  financial  markets  or  negative  views  and  expectations  about  the  prospects  for  the  financial  services 
industry in light of the recent turmoil faced by banking organizations and the continued deterioration in credit markets. 

8

The Company depends on payments from Enterprise, including dividends and payments under service agreements and tax sharing agreements, for 
substantially all of the Company’s revenue. Federal and state regulations limit the amount of dividends and the amount of payments that Enterprise 
may make to the Company under service and tax sharing agreements. See “Supervision and Regulation”. In the event Enterprise becomes unable to 
pay dividends to the Company or make payments under the service agreements or tax sharing agreements the Company may not be able to service 
our debt, pay our other obligations or pay dividends on the Series A Preferred Stock or our common stock. Accordingly, our inability to receive 
dividends or other payments from the Bank could also have a material adverse effect on our business, financial condition and results of operations 
and the value of investments in the Series A Preferred Stock or our common stock.  

At December 31, 2008, the Company had $0 outstanding on its $16.0 million line of credit. While the line of credit does not expire until April 2009, we 
do not have any current availability under the line due to our noncompliance with a certain covenant regarding classified loans as a percentage of 

bank equity and loan loss reserves. We may be unable to arrange for a holding company line of credit in 2009 given the uncertainties around bank 
industry performance. However, we believe our current level of cash at the holding company will be sufficient to meet all projected cash needs in 
2009. 

We believe the level of liquid assets at Enterprise is sufficient to meet current and anticipated funding needs. In addition to amounts currently 
borrowed, at December 31, 2008, Enterprise could borrow an additional $164.3 million available from the FHLB of Des Moines under blanket loan 
pledges and an additional $310.5 million available from the Federal Reserve Bank under pledged loan agreements. Enterprise also has access to over 
$70.0 million in overnight federal funds lines from various correspondent banks. See “Liquidity and Capital Resources” for more information. 

We are subject to credit and collateral risk. 
There are inherent risks associated with our lending activities. These risks include, among other things, the impact of changes in interest rates and 
changes  in  the  economic  conditions  in  the  markets  where  we  operate.  Increases  in  interest  rates  and/or  weakening  economic  conditions  could 
adversely impact the ability of borrowers to repay outstanding loans or the value of the collateral securing these loans. The real estate downturn in 
our geographic markets has hurt our business because a majority of our loans are secured by real estate. If real estate prices continue to decline, the 
value of real estate collateral securing our loans will be reduced. Our ability to recover on defaulted loans by foreclosing and selling real estate 
collateral will be further diminished and we would likely suffer losses on defaulted loans. Substantially all of our real property collateral is located in 
Missouri and Kansas. Over the past nine months, real estate values, particularly residential real estate values, have deteriorated in our markets. As a 
result,  our  2008  charge-offs were significantly higher than historical levels. During 2008, we incurred $12.7 million of net-charge-offs, or 0.70% of 
average loans compared to $2.0 million, or 0.14%, of average loans for 2007. 

Various factors may cause our allowance for loan losses to increase. 
We maintain an allowance for loan losses, which is a reserve established through a provision for loan losses charged to expense, that represents 
management’s estimate of probable losses within the existing portfolio of loans. The allowance, in the judgment of management, is necessary to 
reserve for estimated loan losses and risks inherent in the loan portfolio. The level of the allowance reflects management’s continuing evaluation of 
industry  concentrations;  specific  credit  risks;  loan  loss  experience;  current  loan  portfolio  quality;  present  economic,  political  and  regulatory 
conditions; and unexpected losses inherent in the current loan portfolio. The determination of the appropriate level of the allowance for loan losses 
inherently involves a degree of subjectivity and requires that we make significant estimates of current credit risks and future trends, all of which 
may  undergo  material  changes.  The  loan  loss  allowance  increased  in  2008  due  to  changes  in  economic  conditions  affecting  borrowers,  new 
information regarding existing loans, and identification of additional problem loans. We continue to monitor our loan loss allowance and may need 
to  increase  it  if  factors  continue  to  deteriorate.  In  addition,  bank  regulatory  agencies  and  our  independent  auditors  periodically  review  our 
allowance  for  loan  losses  and  may  require  an  increase  in  the  provision  for  loan  losses  or  the  recognition  of  further  loan  charge-offs, based on 
judgments that can differ somewhat from those of our own management. In addition, if charge-offs in future periods exceed the allowance for loan 
losses (i.e., if the loan allowance is inadequate), we will need additional loan loss provisions to increase the allowance for loan losses. Additional 
provisions to increase the allowance for loan losses, should they become necessary, would result in a decrease in net income and capital, and may 
have a material adverse effect on our financial condition and results of operations. Due to strong loan growth, an increase in non-performing loans 
and adverse risk rating changes primarily in the residential builder portfolio, the provision for loan losses was $22.5 million for 2008 compared to $4.6 
million for 2007.  

9

If our businesses do not perform well, we may be required to recognize an impairment of our goodwill or intangible assets or to establish a 
valuation allowance against the deferred income tax asset, which could have a material adverse effect on our results of operations and financial 
condition. 
Goodwill represents the excess of the amounts we paid to acquire subsidiaries and other businesses over the fair value of their net assets at the 
date of acquisition. We test goodwill at least annually for impairment. Impairment testing is performed based upon estimates of the fair value of the 
“reporting unit” to which the goodwill relates. The reporting unit is the operating segment or a business one level below that operating segment if 
discrete financial information is prepared and regularly reviewed by management at that level. The fair value of the reporting unit is impacted by the 
performance of the business and could be adversely impacted by any efforts made by the Company to limit risk. If it is determined that the goodwill 
or  other  long-term  intangible  asset  has  been  impaired,  the  Company  must  write  down  the  asset  by  the  amount  of  the  impairment,  with  a 
corresponding charge to net income. Such writedowns could have a material adverse effect on our results of operations and financial position. 
During 2008, we took an impairment charge of $9.2 million, pre-tax, with respect to our Millennium reporting unit. At December 31, 2008, the goodwill 
balance included in the consolidated balance sheet for the Millennium reporting unit was $3.1 million. It is possible that additional impairment at 
Millennium may occur in 2009. 

The Company’s 2008 analysis of goodwill at the Banking reporting unit indicated that no impairment existed at December 31, 2008. If current market 
conditions  persist  during  2009,  in  particular,  if  the  EFSC  common  share  price  falls  and  consistently  remains  below  book  value  per  share,  the 
Company  may  need  to  test  for  goodwill  impairment  at  an  interim  date.  Subsequent  reviews  of  goodwill  could  result  in  additional  impairment  of 
goodwill during 2009.  

Deferred income tax represents the tax effect of the differences between the book and tax basis of assets and liabilities. Deferred tax assets are 
assessed periodically by management to determine if they are realizable. If based on available information, it is more likely than not that the deferred 
income tax asset will not be realized, then a valuation allowance must be established with a corresponding charge to net income. As of December 31, 
2008, the Company did not carry a valuation allowance against its deferred tax asset balance of $15.7 million. Future facts and circumstances may 
require a valuation allowance. Charges to establish a valuation allowance could have a material adverse effect on our results of operations and 
financial position. 

We may be adversely affected by the soundness of other financial institutions. 
Financial  services  institutions  are  interrelated  as  a  result  of  trading,  clearing,  counterparty,  or  other  relationships.  We  have  exposure  to  many 
different industries and counterparties, and routinely execute transactions with counterparties in the financial services industry, including Federal 
Home Loan banks, commercial banks, brokers and dealers, investment banks, and other institutional clients. Many of these transactions expose us 
to credit risk in the event of a default by a counterparty or client. In addition, our credit risk may be exacerbated when the collateral we hold cannot 
be realized upon or is liquidated at prices not sufficient to recover the full amount of the credit or derivative exposure due to us. Any such losses 
could have a material adverse affect on our financial condition and results of operations.  

Our profitability depends significantly on economic conditions in the geographic regions in which we operate. 
The regional economic conditions in areas where we conduct our business have an impact on the demand for our products and services as well as 
the ability of our customers to repay loans, the value of the collateral securing loans and the stability of our deposit funding sources. A significant 
decline in general economic conditions caused by inflation, recession, an act of terrorism, outbreak of hostilities or other international or domestic 
occurrences, unemployment, changes in securities markets or other factors, such as severe declines in the value of homes and other real estate, 
could also impact these regional economies and, in turn, have a material adverse effect on our financial condition and results of operations. 

We operate in a highly competitive industry and market areas. 
We face substantial competition in all areas of our operations from a variety of different competitors, many of which are larger and may have more 
financial resources. Such competitors primarily include national and super-regional banks as well as smaller community banks within the markets in 
which we operate. However, we also face competition from many other types of financial institutions, including, without limitation, credit unions, 
mortgage banking companies, mutual funds, insurance companies, investment management firms, and other local, regional and national financial 
services firms. The financial services industry could become even more competitive as a result of legislative, regulatory and technological changes 
and continued consolidation. Also, technology has lowered barriers to entry and made it possible for non-banks to offer products and services 
traditionally provided by banks. 

10

Our ability to compete successfully depends on a number of factors, including, among other things: 

l our ability to develop and execute strategic plans and initiatives; 

l our  ability  to  develop,  maintain  and  build  upon  long-term client relationships based on quality service, high ethical standards and safe, 

sound assets; 

l our ability to expand our market position; 

l

l

l

the scope, relevance and pricing of products and services offered to meet client needs and demands; 

the rate at which we introduce new products and services relative to our competitors; and 

industry and general economic trends. 

Failure  to  perform  in  any  of  these  areas  could  significantly  weaken  our  competitive  position,  which  could  adversely  affect  our  growth  and 
profitability, which, in turn, could have a material adverse effect on our financial condition and results of operations. 

We are subject to extensive government regulation and supervision. 
Banking regulations are primarily intended to protect depositors’ funds, federal deposit insurance funds and the banking system as a whole, not 
shareholders.  These  regulations  affect  our  lending  practices,  capital  structure,  investment  practices,  dividend  policy  and  growth,  among  other 
things.  Congress  and  federal  regulatory  agencies  continually  review  banking  laws,  regulations  and  policies  for  possible  changes.  Changes  to 
statutes, regulations or regulatory policies; changes in the interpretation or implementation of statutes, regulations or policies; and/or continuing to 
become  subject  to  heightened  regulatory  practices,  requirements  or  expectations,  could  affect  us  in  substantial  and  unpredictable  ways.  Such 
changes could subject us to additional costs, limit the types of financial services and products that we may offer and/or increase the ability of non-
banks to offer competing financial services and products, among other things. Failure to appropriately comply with laws, regulations or policies 
(including  internal  policies  and  procedures  designed  to  prevent  such  violations)  could  result  in  sanctions  by  regulatory  agencies,  civil  money 
penalties and/or reputation damage, which could have a material adverse effect on our business, financial condition and results of operations. 

Our controls and procedures may fail or be circumvented. 
Management  regularly  reviews  and  updates  our  internal  controls,  disclosure  controls  and  procedures,  and  corporate  governance  policies  and 
procedures.  Any  system  of  controls,  however  well  designed  and  operated,  is  based  in  part  on  certain  assumptions  and  can  provide  only 
reasonable, not absolute, assurances that the objectives of the system are met. Any failure or circumvention of our controls and procedures or 
failure to comply with regulations related to controls and procedures could have a material adverse effect on our business, results of operations and 
financial condition. 

Recent and possible acquisitions may disrupt our business and dilute shareholder value. 
Acquiring other banks or businesses involves various risks commonly associated with acquisitions, including, among other things: 

   
   
   
   
   
l potential exposure to unknown or contingent liabilities of the target company; 

l exposure to potential asset quality issues of the target company; 

l difficulty and expense of integrating the operations and personnel of the target company; 

l potential disruption to our business; 

l potential diversion of our management’s time and attention; 

l

the possible loss of key employees and customers of the target company; 

l difficulty in estimating the value (including goodwill) of the target company; and 

l potential changes in banking or tax laws or regulations that may affect the target company. 

We  periodically  evaluate  merger  and  acquisition  opportunities  and  conduct  due  diligence  activities  related  to  possible  transactions  with  other 
financial institutions and financial services companies. As a result, merger or acquisition discussions and, in some cases, negotiations may take 
place and future mergers or acquisitions involving cash, debt or equity securities may occur at any time. Acquisitions typically involve the payment 
of a premium over book and market values, and, therefore, some dilution of our tangible book value and net income per common share may occur in 
connection  with  any  future  transaction.  Furthermore,  failure  to  realize  the  expected  revenue  increases,  cost  savings,  increases  in  geographic  or 
product presence, and/or other projected benefits from an acquisition could have a material adverse effect on our financial condition and results of 
operations. 

11

We may not be able to attract and retain skilled people. 
Our success depends, in large part, on our ability to attract and retain key people. Competition for the best people in most activities in which we are 
engaged can be intense and we may not be able to hire or retain the people we want and/or need. Although we maintain employment agreements 
with certain key employees, and have incentive compensation plans aimed, in part, at long-term employee retention, the unexpected loss of services 
of one or more of our key personnel could still occur, and such events may have a material adverse impact on our business because of the loss of 
the employee’s skills, knowledge of our market, years of industry experience and the difficulty of promptly finding qualified replacement personnel.  

The  restrictions  on  executive  compensation  imposed  by  EESA  and  ARRA  on  all  participants  in  TARP  severely  limit  the  amount  and  types  of 
compensation we can pay our executive officers and key employees, including a complete prohibition on any severance or other compensation 
upon  termination  of  employment,  significant  caps  on  bonuses,  retention  payments  and  executive  compensation  and  a “clawback”  requirement 
requiring the return of any bonus or incentive compensation based on earnings or other financial data that later turn out to be misstated. These 
restrictions may affect our ability to attract and retain key employees.  

Our information systems may experience an interruption or breach in security. 
We  rely  heavily  on  communications  and  information  systems  to  conduct  our  business.  Any  failure,  interruption  or  breach  in  security  of  these 
systems could result in failures or disruptions in our customer relationship management, general ledger, deposit, loan and other systems. While we 
have  policies  and  procedures  designed  to  prevent  or  limit  the  effect  of  the  possible  failure,  interruption  or  security  breach  of  our  information 
systems,  there  can  be  no  assurance  that  any  such  failure,  interruption  or  security  breach  will  not  occur  or,  if  they  do  occur,  that  they  will  be 
adequately addressed. The occurrence of any failure, interruption or security breach of our information systems could damage our reputation, result 
in a loss of customer business, subject us to additional regulatory scrutiny, or expose us to civil litigation and possible financial liability, any of 
which could have a material adverse effect on our financial condition and results of operations. 

Risks Associated With Our Shares 

Our share price can be volatile. 
Share price volatility may make it more difficult for you to resell your common stock when you want and at prices you find attractive. Our share price 
can fluctuate significantly in response to a variety of factors including, among other things: 

l actual or anticipated variations in quarterly results of operations; 

l

recommendations by securities analysts; 

l operating and stock price performance of other companies that investors deem comparable to our business; 

l news reports relating to trends, concerns and other issues in the financial services industry; 

   
   
   
   
   
   
   
   
   
   
l perceptions of us and/or our competitors in the marketplace; 

l

l

significant acquisitions or business combinations or capital commitments entered into by us or our competitors; or 

failure to integrate acquisitions or realize anticipated benefits from acquisitions. 

General  market  fluctuations,  market  disruption,  industry  factors  and  general  economic  and  political  conditions  and  events,  such  as  economic 
slowdowns or recessions, interest rate changes or credit loss trends, could also cause our share price to decrease regardless of operating results. 

An investment in our common shares is not an insured deposit. 
Our common stock is not a bank deposit and, therefore, is not insured against loss by the FDIC, any other deposit insurance fund or by any other 
public or private entity. Investment in our common stock is inherently risky for the reasons described in this “Risk Factors” section and elsewhere 
in this report and is subject to the same market forces that affect the price of common stock in any company. As a result, if you acquire our common 
shares, you may lose some or all of your investment. 

Our certificate of incorporation authorizes the issuance of preferred stock by our board of directors. 
Our Certificate of Incorporation authorizes the issuance of up to 5,000,000 shares of preferred stock with designations, powers, preferences, rights, 
qualifications and limitations determined from time to time by our Board of Directors. Accordingly, our Board of Directors is empowered, without 
stockholder  approval,  to  issue  preferred  stock  with  dividend,  liquidation,  conversion,  voting,  or  other  rights,  which  could  adversely  affect  the 
voting  power  or  other  rights  of  the  holders  of  the  common  stock.  In  the  event  of  issuance,  the  preferred  stock  could  be  utilized,  under  certain 
circumstances, as a method of discouraging, delaying or preventing a change in control of the Company. Although we have no present intention to 
issue any additional shares of its authorized preferred stock, there can be no assurance that the Company will not do so in the future. 

Not applicable.  

12

ITEM 1B: UNRESOLVED SEC COMMENTS 

ITEM 2: PROPERTIES

Banking facilities 
Our executive offices are located at 150 North Meramec, Clayton, Missouri, 63105. As of December 31, 2008, we had four banking locations and a 
support center in the St. Louis metropolitan area and seven banking locations in the Kansas City metropolitan area. We own four of the facilities 
and lease the remainder. In March 2006, the Company purchased its operations center located in St. Louis County, Missouri. Most of the leases 
expire  between  2009  and  2017  and  include  one  or  more  renewal  options  of  5  years.  One  lease  expires  in  2026.  All  the  leases  are  classified  as 
operating leases. We believe all our properties are in good condition.  

Wealth management facilities 
In February 2008, we purchased approximately 11,000 square feet of commercial condominium space in Clayton Missouri located approximately two 
blocks  from  our  executive  offices.  We  relocated  the  St.  Louis-based  Trust  Advisory  operations  to  this  location  in  the  fourth  quarter  of  2008. 
Enterprise Trust also has offices in Kansas City. Expenses related to the space used by Enterprise Trust are allocated to the Wealth Management 
segment. 

As of December 31, 2008, Millennium had 13 locations in 9 states throughout the United States. The executive offices are located in Nashville, 
Tennessee. None of the locations are owned by Millennium. The leases are classified as operating leases and expire in various years through 2011. 

ITEM 3: LEGAL PROCEEDINGS 

The Company and its subsidiaries are, from time to time, parties to various legal proceedings arising out of their businesses. Management believes 
that there are no such proceedings pending or threatened against the Company or its subsidiaries which, if determined adversely, would have a 
material adverse effect on the business, financial condition, results of operations or cash flows of the Company or any of its subsidiaries. 

ITEM 4: SUBMISSION OF MATTERS TO VOTE OF SECURITY HOLDERS 

A Special Meeting of Shareholders was held on December 12, 2008. Proxies were solicited pursuant to Regulation 14A of the Securities Exchange 
Act of 1934. The shareholders were asked to approve an amendment to the Company’s Certificate of Incorporation to authorize the issuance of up 
to 5,000,000 shares of preferred stock. At the meeting, shareholders approved the amendment by a vote of 7,758,555 “for” the amendment, 1,264,544 
“against” the amendment and 54,340 abstaining. Following the filing of the amendment to the Certificate of Incorporation, the Company’s Directors 
designated 35,000 shares of preferred stock for sale to the Treasury under the TARP program. 

13

   
   
   
PART II 

ITEM 5: MARKET FOR COMMON STOCK AND RELATED STOCKHOLDER MATTERS AND
ISSUER PURCHASE OF EQUITY SECURITIES 

Common Stock Market Prices 
The  Company’s  common  stock  trades  on  the  NASDAQ  Global  Select  Market  under  the  symbol “EFSC”.  Below  are  the  dividends  declared  by 
quarter  along  with  what  the  Company  believes  are  the  high  and  low  closing  sales  prices  for  the  common  stock.  There  may  have  been  other 
transactions at prices not known to the Company. As of March 2, 2009, the Company had 719 common stock shareholders of record and a market 
price of $9.06 per share. The number of holders of record does not represent the actual number of beneficial owners of our common stock because 
securities dealers and others frequently hold shares in “street name” for the benefit of individual owners who have the right to vote shares. 

Closing Price

High

Low

Cash dividends paid

on common shares

4th Qtr        3rd Qtr
$      22.56

2008
       2nd Qtr        1st Qtr

$      18.85

$      25.00

4th Qtr        3rd Qtr
$      24.34

2007
       2nd Qtr        1st Qtr

$      24.86

$      28.00

23.04
15.95 

25.25

18.60

25.00

18.19

26.81
20.02 

28.15

24.25

31.36

27.73

 $      23.81
25.70

19.97

 $      15.24
22.49 
11.49

0.0525

0.0525

0.0525

0.0525

0.0525

0.0525

0.0525

0.0525

14

Securities Authorized for Issuance Under Equity Compensation Plans 
The following table provides information as of December 31, 2008, regarding securities issued and to be issued under our equity compensation 
plans that were in effect during the year ended December 31, 2008:  

Number of securities to  Weighted-average
exercise price of
be issued upon exercise
outstanding options,
of outstanding options,
warrants and rights
warrants and rights
(b)
(a)

       Number of securities
remaining available for
future issuance under
equity compensation plans
(excluding shares
reflected in column (a)
(c)

827,471

$17.03

965,869

--

827,471 (1)

--

$17.03

--

965,869 (2)

Plan Category

Equity compensation
plans approved by the
Company's shareholders

Equity compensation
plans not approved by
the Company's
shareholders

Total

(1) Includes the following:  

l 29,090 shares of common stock to be issued upon exercise of outstanding stock options under the 1996 Stock Incentive Plan (Plan III); 

l 190,035 shares of common stock to be issued upon exercise of outstanding stock options under the 1999 Stock Incentive Plan (Plan IV); 

l 198,670 shares of common stock to be issued upon exercise of outstanding stock options under the 2002 Stock Incentive Plan (Plan V); 

l 407,176 shares of common stock used as the base for grants of stock settled stock appreciation rights under the 2002 Stock Incentive Plan 

(Plan V); 

l 2,500 shares of common stock to be issued upon exercise of outstanding stock options under the 1998 Nonqualified Plan. 

   
   
   
   
 
      
      
 
 
 
 
 
 
 
 
      
      
 
 
 
 
(2) Includes the following:  

l 28,800 shares of common stock available for issuance under the 1999 Stock Incentive Plan (Plan IV); 

l 856,723 shares of common stock available for issuance under the 2002 Stock Incentive Plan (Plan V); 

l 80,346 shares of common stock available for issuance under the Non-management Director Stock Plan. 

Dividends 
The holders of shares of common stock of the Company are entitled to receive dividends when declared by the Company’s Board of Directors out 
of  funds  legally  available  for  the  purpose  of  paying  dividends.  Holders  of  our  Series  A  Preferred  Stock  originally  issued  to  the  United  States 
Treasury  on  December  19,  2008,  are  entitled  to  cumulative  dividends  of  5%  per  annum.  Dividends  payable  on  the  Series  A  Preferred  Stock  are 
currently $1.8 million per annum. Dividends on the Series A Preferred Stock are prior to and in preference to any dividends payable on our common 
stock. Pursuant to the terms of the Purchase Agreement under the TARP Capital Purchase Program, prior to December 19, 2011 our ability to declare 
or pay dividends is subject to restrictions, including a restriction against increasing the dividend rate from the last quarterly cash dividend per share 
($0.0525) declared on the Common Stock prior to December 19, 2008. The amount of dividends, if any, that may be declared by the Company also 
depends  on  many  other  factors,  including  future  earnings,  bank  regulatory  capital  requirements  and  business  conditions  as  they  affect  the 
Company  and  its  subsidiaries.  As  a  result,  no  assurance  can  be  given  that  dividends  will  be  paid  in  the  future  with  respect  to  the  Company’s 
common stock. In addition, the Company currently plans to retain most of its earnings to strengthen our balance sheet given the weak economic 
environment. 

15

Repurchases of Common Stock 
On August 27, 2007, the Company’s Board of Directors authorized a one year stock repurchase program of up to 625,000 shares, or approximately 
5.00%, of the Company’s outstanding common stock in the open market or in privately negotiated transactions. No purchases were made in 2008 
and the program expired in August 2008 without reauthorization. In addition, participants in TARP are not allowed to repurchase shares of common 
stock. All repurchased shares are being held as Treasury stock. See Item 8, Note 1 – Significant Accounting Policies for more information.  

Performance Graph 
The following Stock Performance Graph and related information should not be deemed “soliciting material” or to be “filed” with the Securities 
and Exchange Commission nor shall such performance be incorporated by reference into any future filings under the Securities Act of 1933 or 
Securities Exchange Act of 1934, each as amended, except to the extent that the Company specifically incorporates it by reference into such 
filing.  

The following graph compares the cumulative total shareholder return on the Company’s common stock from December 31, 2003 through December 
31, 2008. The graph compares the Company’s common stock with the NASDAQ Composite and the SNL $1B-$5B Bank Index. The graph assumes 
an investment of $100.00 in the Company’s common stock and each index on December 31, 2003 and reinvestment of all quarterly dividends. The 
investment is measured as of each subsequent fiscal year end. There is no assurance that the Company’s common stock performance will continue 
in the future with the same or similar results as shown in the graph.  

   
   
Index

Enterprise Financial Services Corp
NASDAQ Composite
SNL Bank $1B-$5B

Period Ending
 12/31/03      12/31/04      12/31/05      12/31/06      12/31/07      12/31/08
113.30
78.72
84.81

174.94
132.39
102.26

164.16
110.08
121.31

237.34
120.56
140.38

133.02
108.59
123.42

100.00
100.00
100.00

16

ITEM 6: SELECTED FINANCIAL DATA 

The following consolidated selected financial data is derived from the Company’s audited financial statements as of and for the five years ended 
December  31,  2008.  This  information  should  be  read  in  connection  with  our  audited  consolidated  financial  statements,  related  notes  and 
“Management’s Discussion and Analysis of Financial Condition and Results of Operations” appearing elsewhere in this report. 

(in thousands, except per share data)

EARNINGS SUMMARY:

Interest income

Interest expense

Net interest income

Provision for loan losses

Noninterest income

Noninterest expense

Minority interest in net income of consolidated

       consolidated subsidiary

Income before income taxes
Income taxes  
NET INCOME

PER SHARE DATA:

Basic earnings per common share

Year ended December 31,

2008

2007

2006

2005

2004

$      117,981

$      122,517

$     

94,418

$     

68,108

$     

48,893

51,258

66,723

22,475

25,273

63,505

-

6,016

1,586

4,430

0.35

$

$

61,465

61,052

4,615

19,673

49,516

-

26,594

9,016

17,578

1.44

$

$

43,141

51,277

2,127

16,916

41,394

(875)

23,797

8,325

15,472

1.41

$

$

23,541

44,567

1,490

8,967

34,324

(113)

17,607

6,312

11,295

1.12

$

$

12,169

36,724

2,212

7,122

29,331

-

12,303

4,088

8,215

0.85

$

$

      
 
 
 
 
 
 
 
      
      
      
      
      
 
 
Diluted earnings per common share

Cash dividends paid on common shares

Book value per common share

Tangible book value per common share

0.34

0.21

14.31

10.24

1.40

0.21

13.96

8.86

1.36

0.18

11.52

8.43

1.05

0.14

8.85

7.27

0.82

0.10

7.44

7.23

BALANCE SHEET DATA:

Year end balances:

       Loans

       Allowance for loan losses

       Goodwill

       Intangibles, net

       Assets

       Deposits

       Subordinated debentures

       Borrowings

       Shareholders' equity

Average balances:

       Loans

       Earning assets

       Assets

       Interest-bearing liabilities

       Shareholders' equity

SELECTED RATIOS:

Return on average common equity

Return on average assets

Efficiency ratio

Average common equity to average assets

Yield on average interest-earning assets

Cost of interest-bearing liabilities

Net interest rate spread

Net interest rate margin

Nonperforming loans to total loans

Nonperforming assets to total assets

Net chargeoffs to average loans

Allowance for loan losses to total loans

Dividend payout ratio - basic

$

1,977,175

$

1,641,432

$

1,311,723

$

1,002,379

$

898,505

31,309

48,512

3,504

2,270,174

1,792,784

85,081

166,117

217,788

1,828,434

1,952,942

2,127,671

1,711,048

183,819

21,593

57,177

6,053

1,999,118

1,585,012

56,807

169,581

173,149

1,495,807

1,619,425

1,753,254

1,365,471

161,359

2.43  %

10.89  %

0.21

69.03

8.58
6.09 
3.00

3.09

3.47

1.50

1.92

0.70

1.58

1.00

61.34

9.20

7.63

4.50

3.13

3.83

0.77

0.78

0.14

1.32

16,988

29,983

5,789

1,535,587

1,315,508

35,054

40,752

132,994

1,159,110

1,300,378

1,385,726

1,055,520

113,000

13.69  %
1.12 
60.70

8.15

7.33

4.09

3.24

4.01

0.49

0.52

0.10

1.30

12,990

12,042

4,548

1,286,968

1,116,244

30,930

36,931

92,605

964,259

1,100,559

1,148,691

859,912

81,511

11,665

1,938

135

1,059,950

939,628

20,620

20,164

72,726

847,270

967,854

1,008,022

748,434

68,854

13.86  %

11.93  %

0.98

64.12

7.10

6.25

2.74

3.51

4.11

0.14

0.11

0.02

1.30

0.81

66.90

6.83

5.10

1.63

3.47

3.84

0.20

0.18

0.13

1.30
11.76  

60.09

15.01

12.78

12.58

17

ITEM 7: MANAGEMENT’S DISCUSSION AND ANALYSIS OF FINANCIAL CONDITION AND 
RESULTS OF OPERATIONS 

INTRODUCTION 
The objective of this section is to provide an overview of the results of operations and financial condition of the Company for the three years ended 
December 31, 2008. It should be read in conjunction with the Consolidated Financial Statements, Notes and other financial data presented elsewhere 
in this report, particularly the information regarding the Company’s business operations described in Item 1.  

EXECUTIVE SUMMARY 
This overview of management’s discussion and analysis highlights selected information in this document and may not contain all of the information 
that is important to you. For a more complete understanding of trends, events, commitments, uncertainties, liquidity, capital resources and critical 
accounting estimates, you should carefully read this entire document.  

Over the past eighteen months, banks and financial institutions of all sizes have been impacted by adverse conditions in the housing and credit 
markets,  and  recent  bank  failures  have  heightened  awareness  and  concern  regarding  the  safety  and  soundness  of  all  banks.  The  Company, 
including its wholly owned bank subsidiary, Enterprise, are “well-capitalized” under the regulatory guidelines. Since September 2008, we have raised 
$62.5 million in regulatory capital, raising our risk-based capital ratio to 12.81% - well in excess of the regulatory guidelines. On September 30, 2008, 

 
 
 
 
 
 
 
 
 
 
 
Enterprise completed a $2.5 million private placement of subordinated capital notes. On December 12, 2008, we completed a private placement of 
$25.0 million in Convertible Trust Preferred Securities that qualify as Tier II regulatory capital until they would convert to EFSC common stock. And 
finally, on December 19, 2008, we received $35.0 million from the US Treasury under the Capital Purchase Program.  

See “Supervision and Regulation”, “Liquidity and Capital Resources” and Item 8, Note 11 – Subordinated Debentures for more information. 

We are concentrating our resources on growing our core banking and wealth management businesses and aggressively managing asset quality 
through this credit cycle. The additional capital will strengthen our balance sheet and allows us to take advantage of opportunities that may emerge 
as a result of the current unsettled nature of the financial industry. In addition, please note:  

l We have not participated in the origination of subprime or Alt-A loans. 

l We have not invested in securities that are secured by subprime loans. 

l We  have  no  common  or  preferred  Federal  National  Mortgage  Association  (Fannie  Mae)  or  Federal  Home  Loan  Mortgage  Corporation 

(Freddie Mac) stock. 

Operating Results 
Net income for 2008 was $4.4 million, or $0.34 per fully diluted share, compared to $17.6 million, or $1.40 per fully diluted share in 2007. Included in 
2008 results are:  

l $9.2 million in pre-tax, non-cash goodwill and intangible impairment charges related to Millennium; 

l $3.4 million in pre-tax gains on the sale of non-strategic branches in the Kansas City market; and 

l $1.0 million pre-tax charge related to a payout under an employee retention agreement. 

Excluding these non-recurring items, operating earnings for the year were $9.1 million, or $0.70, per share. We are presenting operating earnings and 
loss figures, which are not financial measures as defined under U.S. GAAP, because we believe adjusting our results to exclude non-recurring items 
provides  shareholders  with  a  more  comparable  basis  for  evaluating  our  period-to-period operating results and financial performance. Below is a 
reconciliation of U.S. GAAP net (loss) income to operating (loss) earnings for the fourth quarter and year of 2008. 

(All amounts net of tax, in thousands, except per share data)

U.S. GAAP net (loss) income

Impairment charges related to Millennium

Gain on sales of Kansas City nonstrategic branches/charter

Employee retention agreement

Operating (loss) earnings

4th Quarter 2008

Net loss

$      (3,952)

      Diluted EPS
$        (0.32)

2,112

-  
560 
(1,280)

$

$

0.16

-  
0.04 
(0.12)

Total year 2008
Net income       Diluted EPS
$        0.34
$      4,430
0.46 
5,888 
(0.15)
(1,880)

640
9,078  

$

$

0.05

0.70

Our  diluted  earnings  per  share  are  $0.01  less  than  previously  reported  in  the  press  release  issued  on  January  29,  2009  on  Form  8-K due to the 
inclusion of preferred stock dividends that were not declared as of the press release date and not included in the earnings per share calculation at 
that time.  

18

Below are highlights of our Banking and Wealth Management segments. For more information on our segments, see Item 8, Note 20 – Segment 
Reporting.  

Banking 
Our core banking business continues to perform relatively well in light of the unprecedented turmoil in the financial markets and the continued 
deterioration of the housing market. Below is a summary of 2008:  

l Loan growth – At December 31, 2008, portfolio loans were $1.977 billion, an increase of $336.0 million, or 20%, from December 31, 2007. The 
strong net growth in loans is attributable in part to a more favorable competitive environment, with fewer competitors positioned today to 
capture new business, resulting in both increased volumes and more favorable pricing. More than 60% of the net loan growth was related to 
commercial and industrial businesses. Our loan portfolio mix at December 31, 2008, from both industry and collateral perspectives, did not 
change  significantly  from  December  31,  2007.  Loans  collateralized  by  commercial  real  estate  totaled  $829.0  million  at  year  end  2008. 
Approximately  $318.0  million,  or  38%,  of  that  total,  represented  real  estate  that  was “owner-occupied”  by  commercial  and  industrial 
businesses. 

   
   
   
   
 
      
      
 
 
 
 
 
Enterprise  continues  to  operate  a  loan  production  office  in  central  Phoenix.  Through  December  2008,  the  loan  production  office  has 
generated  approximately  $22.0  million  of  commercial  and  industrial  and  commercial  real  estate  loans.  In  2008,  we  applied  for  a  de  novo 
Arizona state bank charter. Unfortunately, conditions have led the Arizona regulatory authorities to stop approvals for de novo charters and 
as a result the most likely option to obtain a charter to operate a bank in Arizona is, through negotiated acquisition or an FDIC-assisted 
transaction. We continue to believe in the long-term value in the Phoenix market and remain confident in our decision to establish a bank in 
that region.  

The Bank has continued its lending activities since the Treasury’s investment on December 19, 2008. From the close of business December 
18, 2008 through February 28, 2009, the Bank funded $55.0 million in new loans and advanced another $80.4 million on existing loans. Total 
portfolio loans, net of payoffs and paydowns, grew $29.1 million or roughly 8% annualized between December 18, 2008 and February 28, 
2009. We continue to see loan opportunities in all our markets. During 2009, we expect our loan growth percentage to be in the high single 
digits.  

l Deposit  growth – Deposit growth in 2008 was challenging. Across the financial industry, growing concern over the safety of bank deposits 
caused some large balance clients to reduce their exposure by spreading funds among numerous financial institutions. Our focus for 2009 is 
to reduce our reliance on brokered deposits, grow our core deposits and increase our percentage of non-interest bearing deposits. We have 
adjusted our incentive programs to focus our associates on deposit gathering efforts and will be aggressively managing deposit rates to 
achieve this objective.  

During the fourth quarter of 2008, we increased core deposits $113.0 million, or 8%. While less than our historical fourth quarter deposit 
surge, this increase is significant in that it occurred despite a massive investor flight to the Treasury markets driven by the instability and 
volatility of the financial markets during that period. In 2008, total deposits grew $208.0 million, or 13%, to $1.793 billion. Brokered deposits 
represented $336.0 million of this total, an increase of $222.0 million over December 31, 2007. Approximately $37.0 million of deposits were 
sold as part of the Great American sale. Excluding the impact of the Great American sale and brokered deposits, core deposits increased 
$23.0  million,  or  2%,  in  2008.  For  the  year  ended  December  31,  2008,  brokered  deposits  represented  19%  of  total  deposits  on  average 
compared  to  7%  for  the  year  ended  December  31,  2007.  Non-interest  bearing  demand  deposits  represented  14%  of  total  deposits  at 
December 31, 2008, compared to 18% of total deposits one year ago. 

In July 2008, Enterprise became a participating depository institution in the Certificate of Deposit Accounts Registry Service, or CDARS, a 
private  network  of  institutions,  which  allows  us  to  provide  our  customers  with  access  to  additional  levels  of  FDIC  insurance.  As  of 
December 31, 2008, Enterprise had $60.0 million of reciprocal CDARS deposits outstanding. 

We elected to “opt-in” to the expanded FDIC deposit insurance program and the government sponsored debt issuance guaranty program, 
which represents additional sources of liquidity.  

19

     See “Supervision and Regulation” and “Liquidity and Capital Resources” for more information. 

l Asset  quality –  We  are  entering  the  third  year  of  slow  residential  housing  activity  in  St.  Louis  and  Kansas  City  with  no  significant 
improvement expected in 2009. During the latter half of 2008, we performed an in-depth review to specifically target our higher risk real estate 
loans  where  repayment  is  dependent  on  the  sale  of  the  underlying  properties.  Examples  would  be  residential  construction,  commercial 
construction, land acquisition and development, improved lots, and raw-land. The review:  

l determined our geographic distribution of construction projects (those within our primary lending areas compared to those that are out-

of-market) along with distribution by counties; 

l determined  if  we  were  exposed  to  concentration  risk  within  residential  subdivisions  through  an  excessive  number  of  builders,  or 

excessive number of speculative homes, or lots; 

l assessed  the  establishment  and  use  of  interest  reserves  by  determining  if  sufficient  amounts  were  structured  into  the  loans  at 

origination and determined if adequate amounts exist to carry the project to completion; 

l assessed the adequacy of financial information and analysis at loan origination or modification; and 

l evaluated disbursing procedures to ensure that loan advances are appropriate to the various stages of the construction project, which 

minimizes the risk of the bank becoming fully funded on a loan when the project has not reached completion.  

As a result of the review, we aggressively downgraded risk ratings primarily in the Kansas City region on residential construction loans, 
which resulted in higher provision expense and loan loss reserves for the year. Although loans to residential builders represent only 12% of 
our loan portfolio, they represent almost 40% of our nonperforming loans at December 31, 2008. 

We are closely monitoring our portfolio to determine if the recession is impacting other sectors. We have not seen significant deterioration 
in the commercial and industrial sector of our portfolio but anticipate continued economic weakness will adversely impact these borrowers in 

 
 
   
 
 
 
   
   
   
   
2009. Commercial construction projects have slowed, but not as severely as in the residential sector. Builders are still working on backlogs, 
but some projects are being cancelled and it appears 2010 may be slow. 

Non-performing loans were $29.7 million, or 1.50%, of portfolio loans at December 31, 2008. The allowance for loan losses was $31.3 million, 
or 1.58%, of portfolio loans vs. $21.6 million, or 1.32%, at the end of 2007. In 2008, we incurred $12.7 million of net charge-offs, or 0.70%, of 
average loans compared to $2.0 million of net charge-offs, or 0.14%, of average loans in 2007. See “Allowance for Loan Losses” for more 
information. 

l Net Interest Rate Margin – Our fully tax-equivalent net interest rate margin was 3.47% for 2008 versus 3.83% for 2007. The margin has been 
compressed as a result of sharply declining short-term rates, an increased volume of wholesale funding to support loan growth and higher 
average levels of nonperforming loans. 

l Noninterest Expense Reductions – In light of the difficult operating environment, during the fourth quarter of 2008, we took a number of 
actions to reduce operating expenses. These actions included staff reductions in all three markets, reductions in variable compensation and 
limitations on filling open positions and staff additions. These actions are expected to reduce noninterest expenses in 2009 by approximately 
$1.8 million. 

l Branch/Charter  Sales  and  Expansion –  As part of our expansion effort, we plan to continue our strategy of operating relatively fewer 
offices with a larger asset base per office, emphasizing commercial banking and wealth management and employing experienced staff who 
are compensated on the basis of performance and customer service. As a result, on February 28, 2008, we sold the Enterprise branch in 
Liberty, Missouri for an after tax gain of $315,000, or $0.02, per fully diluted share. On June 26, 2008, we merged the Claycomo branch of 
Great American into Enterprise and on July 31, 2008, we sold the Great American bank charter along with the DeSoto, Kansas branch. The 
sale  generated  an  after-tax gain of almost $1.6 million, or $0.13, per fully diluted share. Please refer to Item 8, Note 2 – Acquisitions and 
Divestitures for more information. 

Wealth Management 
The Wealth Management segment is comprised of Millennium, Enterprise Trust and our state tax credit brokerage activities. Wealth Management is 
a  strategic  line  of  business  consistent  with  our  Company  mission  of “guiding our clients to a lifetime of financial success.” It is a driver of fee 
income and is intended to help us diversify our dependency on bank spread incomes.  

20

For  2008,  Wealth  Management  recorded  a  pre-tax  net  loss  of  $6.7  million,  including  $9.2  million  of  impairment  charges  related  to  Millennium. 
Excluding the Millennium impairment charges, pre-tax net income was $2.5 million for 2008, compared to $4.2 million for 2007. Revenues for Trust and 
Millennium are net of commissions and other direct investment expenses such as custody charges and investment management expenses.  

l Trust  revenues  –  Revenues from the Trust division decreased $1.2 million, or 17%, for the year. The decline in the overall equity markets 
along with lost advisory revenues due to personnel turnover earlier in the year were the primary drivers of the decrease. Trust assets under 
administration were $1.2 billion at December 31, 2008, a 28% decrease over one year ago. We expect to see demand for our fiduciary services 
increase in 2009 due to market disruptions resulting from the acquisition of a major St. Louis investment firm. During the fourth quarter of 
2008, our Trust operations completed several initiatives designed to enhance client service including implementing a new client account 
reporting and aggregation system. 

l State  tax  credit  brokerage  activities –  In  2008,  we  recognized  approximately  $4.2  million  of  net  gains  from  state  tax  credit  brokerage 
activities whereby we sell certain state tax credits to our clients. Net gains associated with this activity were $792,000 in 2007. Of the 2008 
total,  $3.1  million  represented  the  net  effects  from  fair  value  adjustments  on  the  tax  credit  assets  and  related  interest  rate  caps  used  to 
economically hedge the tax credits. The remaining increase reflects the full year of the brokerage activity compared to a partial year in  2007 
and was consistent with the Company’s performance expectations for its first full year of operations. 

l Millennium  revenue – Millennium revenues decreased $1.9 million, or 28% for the year. While sales margins rebounded to near expected 
levels  in  the  fourth  quarter  of  2008,  paid  premiums  sales  were  down  from  2007  as  a  result  of  tighter  underwriting  standards,  continued 
disruption from the growing influence of aggregators and general turmoil in the financial services industry. We expect earnings before taxes 
and amortization in 2009 to be flat with 2008. 

l Millennium  impairment  charges  –We  evaluated  Millennium’s goodwill and intangible assets for impairment during the third quarter of 
2008.  In  connection  with  these  tests,  we  determined  that  margin  pressures  reducing Millennium  revenues  continue  to  negatively  affect 
operating performance, thereby reducing the fair value of our investment in Millennium. As a result, the Company recorded a $5.9 million, 
pre-tax goodwill impairment charge as of September 30, 2008. In the fourth quarter of 2008, due to slower paid premium sales and resulting 
decreased  earnings  of  Millennium,  we  identified  and  recorded  an  additional  pre-tax  goodwill  impairment  of  $2.8  million  and  $500,000  of 
intangible  asset impairment. The charges did not reduce our regulatory capital or cash flow. See “Noninterest Expenses” and Item 8, Note 9 
– Goodwill and Intangible Assets for more information. 

RESULTS OF OPERATIONS ANALYSIS 

   
   
   
   
Net Interest Income 
Comparison of 2008 vs. 2007 
Net  interest  income  is  the  primary  source  of  the  Company’s revenue. Net interest income is the difference between interest income on earning 
assets, such as loans and securities, and the interest expense on interest-bearing deposits and other borrowings used to fund interest earning and 
other assets. The amount of net interest income is affected by changes in interest rates and by the amount and composition of interest-earning 
assets and interest-bearing liabilities, such as the mix of fixed vs. variable rate loans. When and how often loans and deposits mature and reprice 
also impacts net interest income. 

Net  interest  spread  and  net  interest  rate  margin  are  utilized  to  measure  and  explain  changes  in  net  interest  income.  Interest  rate  spread  is  the 
difference between the yield on interest-earning assets and the rate paid for interest-bearing liabilities that fund those assets. The net interest rate 
margin is expressed as the percentage of net interest income to average interest-earning assets. The net interest rate margin exceeds the interest rate 
spread because noninterest-bearing sources of funds (net free funds), principally demand deposits and shareholders’ equity, also support earning 
assets.  

The Company’s balance sheet is relatively neutral to rate changes. In response to the federal funds decreases in early 2008, which in turn lowered 
the  prime  rate  earned  on  many  of  our  loans,  we  aggressively  reduced  deposit  rates.  This  allowed  us  to  partially  offset  the  lower  asset  yields. 
Following the December 2008 federal funds decreases, management chose to maintain the Enterprise prime rate at 4%. In addition, we are including 
interest rate floors in many of our new and renewing variable rate loans. 

Net  interest  income  (on  a  tax-equivalent  basis)  increased  $5.6  million,  or  9%,  from  $62.1  million  for  2007  to  $67.7  million  for  2008.  Total  interest 
income decreased $4.6 million while total interest expense decreased $10.2 million.  

21

Average interest-earning assets were $1.953 billion in 2008, an increase of $334.0 million, or 21%, from 2007. Loans accounted for the majority of the 
growth, increasing by $333.0 million, or 22%, to $1.828 billion. Interest income on loans increased $16.8 million from growth and decreased by $21.3 
million due to the impact of rates, for a net decrease of $4.5 million versus 2007.  

Average  interest-bearing liabilities increased $346.0 million, or 25%, to $1.711 billion compared to $1.365 billion for 2007. The growth in interest-
bearing liabilities resulted from a $99.0 million increase in interest-bearing core deposits, a $94.0 million increase in brokered certificates of deposit, a 
$5.4  million  increase  in  subordinated  debentures,  and  a  $147.0  million  increase  in  borrowed  funds  including  FHLB  advances  and  federal  funds 
purchased. In December 2008, we began utilizing the Federal Reserve discount window, due to its lower borrowing rates. For 2008, interest expense 
on interest-bearing liabilities increased $9.7 million due to growth while the impact of declining rates decreased interest expense on interest-bearing 
liabilities by $19.9 million, for a net decrease of $10.2 million versus 2007. See “Liquidity and Capital Resources” for more information.  

For  the  year  ended  December  31,  2008,  the  tax-equivalent net interest rate margin was 3.47% compared to 3.83% for 2007. The margin has been 
compressed  as  a  result  of  sharply  declining  short-term  rates  along  with  an  increased  volume  of  wholesale  funding  to  support  loan  growth. 
Approximately 0.11% of the decline is due to higher average levels of nonperforming loans in 2008 versus the prior year. In 2009, we expect margins 
to remain flat as improved loan pricing is expected to be offset by more aggressive deposit pricing in our markets.  

Comparison of 2007 vs. 2006 
Net  interest  income  (on  a  tax-equivalent basis) increased $9.9 million, or 19%, from $52.2 million for 2006 to $62.1 million for 2007. Total interest 
income increased $28.2 million while total interest expense increased $18.3 million. 

Average interest-earning assets were $1.619 billion in 2007, an increase of $319.0 million, or 25%, from 2006. Loans accounted for the majority of the 
growth, increasing by $337.0 million, or 29%, to $1.496 billion. Average short-term investments declined by $17.0 million due to a decline in federal 
funds sold. Interest income on loans increased $26.5 million from growth and $2.1 million due to the impact of rates, for a net increase of $28.6 million 
versus 2006.  

Average  interest-bearing liabilities increased $310.0 million, or 29%, to $1.365 billion compared to $1.056 billion for 2006. The growth in interest-
bearing liabilities resulted from a $223.0 million increase in interest-bearing core deposits, a $31.0 million increase in brokered certificates of deposit, 
a $21.0 million increase in subordinated debentures, and a $35.0 million increase in borrowed funds including FHLB advances. We continue to meet 
loan funding demands with FHLB advances and brokered certificates of deposit. For 2007, interest expense on interest-bearing liabilities increased 
$14.4 million due to growth while the impact of rising rates increased interest expense on interest-bearing liabilities by $3.9 million versus 2006. 

For the year ended December 31, 2007, the tax-equivalent net interest rate margin was 3.83% compared to 4.01% for 2006. Approximately 0.05% of 
the  decline  was  due  to  higher  average  levels  of  nonperforming  loans  in  2007  versus  the  prior  year.  Additionally,  higher  levels  of  subordinated 
debentures associated with the acquisition of Clayco negatively impacted the margin. 

22

Average Balance Sheet 

The  following  table  presents,  for  the  periods  indicated,  certain  information  related  to  our  average  interest-earning  assets  and  interest-bearing 
liabilities, as well as, the corresponding interest rates earned and paid, all on a tax equivalent basis. 

For 2006, loans and deposits associated with NorthStar Bank NA (“NorthStar”) are included for six months. The loans and deposits associated with 
Great American are included for ten months of 2007. Approximately $30.0 million of deposits associated with the DeSoto branch are included for 
seven months of 2008.  

(in thousands)

Assets

Interest-earning assets:

       Taxable loans (1)
       Tax-exempt loans (2)

   Total loans
       Taxable investments in debt and equity securities
       Non-taxable investments in debt and equity
          securities (2)
       Short-term investments

   Total securities and short-term investments

Total interest-earning assets

Noninterest-earning assets:

       Cash and due from banks
       Other assets
       Allowance for loan losses

       Total assets

Liabilities and Shareholders' Equity

Interest-bearing liabilities:

       Interest-bearing transaction accounts
       Money market accounts
       Savings
       Certificates of deposit

Total interest-bearing deposits

       Subordinated debentures
       Borrowed funds

Total interest-bearing liabilities

Noninterest-bearing liabilities:

       Demand deposits
       Other liabilities

       Total liabilities
       Shareholders' equity

For the years ended December 31,

2008

2007

2006

Interest

Average

Interest

Average

Interest

Average

Average

Income/

Yield/

Average

Income/

Yield/

Average

Income/

Yield/

      Balance

      Expense       Rate       Balance

      Expense       Rate       Balance

Expense

      Rate

$   1,798,065

$   110,610

6.15% $   1,463,133 

$   115,039   7.86% $   1,130,482 

$   86,893   7.69%

30,369

2,776   9.14 

32,674

2,824

1,828,434 

113,386

111,902

5,268

804

11,802

48

295

124,508

5,611

1,952,942

118,997

6.20

4.71

5.97

2.50

4.51

6.09

1,495,807

117,863

111,332

5,093

936

11,350

53

543

123,618

5,689

1,619,425

123,552

8.64

7.88

4.57

5.66

4.78

4.60

7.63

28,628

2,412

1,159,110

89,305

111,811

4,530

1,140

28,317

141,268

55

1,416

6,001

1,300,378

95,306

8.43

7.70

4.05

4.82

5.00

4.25

7.33

40,349

158,907

(24,527)

44,417

108,716

(19,304)

42,282

58,649

(15,583)

$ 2,127,671

$ 1,753,254

$ 1,385,726

1,554

1.28%

3,078

2.56%

102,327

2,332

2.28%

121,371

687,867

9,594

588,561

1,407,393

58,851

244,804

13,786

55

24,525

39,920

3,536

7,802

2.00

0.57

4.17

2.84

6.01

3.19

3.00

1,711,048

51,258

221,925

10,879

1,943,852

183,819

120,418

579,029

11,126

503,926

1,214,499

53,500

97,472

23,578

125

26,083

52,864

3,859

4,742

1,365,471

61,465

215,610

10,814

1,591,895

161,359

4.07

1.12

5.18

4.35

7.21

4.86

4.50

496,590

19,213

4,164

57

357,706

16,230

960,787

37,832

32,704

62,029

2,343

2,966

1,055,520

43,141

3.87

1.37

4.54

3.94

7.16

4.78

4.09

207,328

9,878

1,272,726

113,000

       Total liabilities & shareholders' equity

$ 2,127,671

$ 1,753,254

$ 1,385,726

Net interest income

Net interest spread

Net interest rate margin (3)

$

67,739

$

62,087

$ 52,165

3.09%

3.47

3.13%

3.83

3.24%

4.01

(1)

(2)

Average balances include non-accrual loans. The income on such loans is included in interest but is recognized only upon receipt. 
Loan fees, net of amortization of deferred loan origination fees and costs, included in interest income are approximately $1,394,000, $690,000 and $217,000 for the years ended December 
31, 2008, 2007, and 2006, respectively.

Non-taxable income is presented on a fully tax-equivalent basis using the combined statutory federal and state income tax in effect for the year. 
The tax-equivalent adjustments reflected in the above table are approximately $1,016,000, $1,035,000 and $888,000 for the years ended December 31, 2008, 2007, and 2006, respectively.

(3)

Net interest income divided by average total interest-earning assets.

     
 
 
 
      
   
23

Rate/Volume 
The following table sets forth, on a tax-equivalent basis for the periods indicated, a summary of the changes in interest income and interest expense 
resulting from changes in yield/rates and volume.  

For 2006, loans and deposits associated with NorthStar are included for six months. The loans and deposits associated with Great American are 
included for ten months of 2007. Approximately $30.0 million of deposits associated with the DeSoto branch are included for seven months of 2008.  

(in thousands)

Interest earned on:

       Taxable loans
       Nontaxable loans (3)
       Taxable investments in debt
              and equity securities
       Nontaxable investments in debt
              and equity securities (3)

Short-term investments

              Total interest-earning assets

Interest paid on:

       Interest-bearing transaction accounts
       Money market accounts
       Savings
       Certificates of deposit
       Subordinated debentures
       Borrowed funds

              Total interest-bearing liabilities

Net interest income

2008 compared to 2007

Increase (decrease) due to

2007 compared to 2006

Increase (decrease) due to

       Volume(1)         Rate(2)

Net

       Volume(1)         Rate(2)

Net

$     16,944

$     (21,373)

$      (4,429)

$     26,113 

$     2,033 

$     28,146

(161)

27

(7)

11

113

148

2

(259)

(48)

349

63

175

(19)

582

(5)

(248)

(11)

(814)

9

(59)

412

563

(2)

(873)

$

16,814

$

(21,369)

$

(4,555)

$

25,618

$

2,628

$

28,246

$

12

$

(1,536)

$

(1,524)

$

442

$

304

$

746

2,198

(15)

2,803

240

4,485

9,723

(11,990)

(55)

(4,361)

(563)

(1,425)

(9,792)

(70)

(1,558)

(323)

3,060

3,317

80

7,329

1,500

1,724

1,048

(12)

2,524

16

52

4,365

68

9,853

1,516

1,776

(19,930)

(10,207)

14,392

3,932

18,324

$

7,091

$

(1,439)

$

5,652

$

11,226

$

(1,304)

$

9,922

(1)

Change in volume multiplied by yield/rate of prior period.

(2)

Change in yield/rate multiplied by volume of prior period.

(3)

Nontaxable income is presented on a fully tax-equivalent basis using the combined statutory federal and state income tax rate in effect for each year.
NOTE: The change in interest due to both rate and volume has been allocated to rate and volume changes in proportion to the relationship of the absolute dollar amounts of the change in 
each. 

Provision for loan losses. The provision for loan losses was $22.5 million for 2008 compared to $4.6 million for 2007. The increase was due to strong 
loan growth, an increase in non-performing loans and adverse risk rating changes primarily in the residential builder portfolio. 

The provision for loan losses was $4.6 million for 2007 compared to $2.1 million for 2006. The increase was due to strong loan growth, higher non-
performing loan levels and adverse risk rating changes.  

See the sections below captioned “Loans” And “Allowance for Loan Losses” for more information on our loan portfolio and asset quality. 

Noninterest Income 
The following table presents a comparative summary of the major components of noninterest income.  

(in thousands)

Wealth Management revenue

Service charges on deposit accounts

Other service charges and fee income

Gain on sale of branches/charter

Years ended December 31,

        2008

2007

        2006

over 2007

        over 2006

Change 2008

Change 2007

$     10,848

$     13,980

$     13,809

  $     

(3,132)

$     

4,376

1,000

3,400

3,228 

852

-

2,228

586

-

1,148

148

3,400

171 

1,000

266

-

       
       
 
 
 
      
 
       
       
 
 
Gain (loss) on sale of other real estate

Gain on state tax credits, net

Gain on sale of securities

Miscellaneous income

       Total noninterest income  

552

4,201

161

735

(48)

792

233

636

2

-

-

291

600

3,409

(72)

99

(50)

792

233

345

$

25,273

$

19,673

$

16,916

  $

5,600

$

2,757

24

Comparison 2008 vs. 2007 
Noninterest income increased 28% during 2008. Our ratio of noninterest income to total revenue at December 31, 2008 was 27%, compared to 24% in 
2007. 

Wealth  Management  revenue  decreased  $3.1  million,  or  22%,  from  2007.  This  decrease  is  a  result  of  lower  revenue  and  margins  from  the  Trust 
division  and  Millennium.  Revenues  from  the  Trust  division  decreased  $1.2  million,  or  17%,  due  to  declining  market  value  of  assets  under 
management and client attrition related to advisor turnover experienced earlier this year. Assets under administration were $1.2 billion at December 
31, 2008, a 28% decrease from one year ago. 

Millennium revenues were $4.9 million, a decrease of $1.9 million, or 28%, due to lower levels of paid premium sales and slightly lower sales margins. 
Producer  sales  volumes  and  carrier  commission  payouts  remain  constrained  due  to  continued  consolidation  of  distributors  in  the  industry, 
uncertainty in the financial markets and tougher underwriting for large insurance cases. 

Increases  in  Service  charges  on  deposit  accounts  were  primarily  due  to  the  declining  earnings  crediting  rate  on  commercial  accounts,  which 
increased service charges earned. Other service charges and fee income increases were the result of higher fee volumes on debit cards, merchant 
processing, and fee income from our International Banking operation. 

Gain on sale of branches/charter includes a $550,000 pre-tax gain on the sale of the Liberty branch and a $2.8 million pre-tax gain on the sale of the 
Great American charter along with the Desoto Kansas branch. 

In 2008, we sold $7.9 million of other real estate at a net gain of $552,000. In 2007, we sold $5.6 million of other real estate at a net loss of $48,000.  

In the fourth quarter of 2007, we signed an agreement whereby we will purchase the rights to receive ten-year streams of state tax credits at agreed 
upon  discount  rates  and  then  re-sell  them  to  our  clients  for  a  profit.  Gains  from  state  tax  credit  brokerage  activities  were  $4.2  million  in  2008, 
compared to $792,000 in 2007. Of the 2008 total, $3.1 million represented the net effects from fair value adjustments on the tax credit assets and 
related interest rate caps used to economically hedge the tax credits. The remaining increase of $1.1 million reflects the full year of the brokerage 
activity compared to a partial year in 2007 and was consistent with the Company’s performance expectations for its first full year of operations. 

Comparison 2007 vs. 2006 
Noninterest  income  increased  16%  during  2007.  Our  ratio  of  fee  income  to  total  revenue  at  December  31,  2007  was  24%,  flat  with  2006.  Wealth 
Management  revenue  increased  $171,000,  or  1%  from  2006.  This  relatively  small  increase  compared  to  the  2006  increase  is  the  result  of  lower 
revenue and margins from Millennium. Revenues from the Trust division increased $370,000, or 5%, while revenues from Millennium decreased by 
almost $200,000. 

The decline in Millennium revenue was the result of less favorable carrier mix and higher commission payouts to direct producers. 

l Shift in carrier mix – Throughout 2007, more business was placed with certain carriers whose contractual payouts to Millennium were lower than 
other carriers, thus impacting Millennium’s revenue on this business. The decision on where to place business was based on several factors, 
including underwriting, product features, and carrier service levels. 

l Producer  mix – During 2007, more production came from producers who earn higher payouts from Millennium, thus lowering Millennium’s net 

revenue. 

Assets under administration were $1.7 billion at December 31, 2007, a 4% increase over 2006. 

Increases  in  Service  charges  on  deposit  accounts  were  primarily  due  to  incremental  activity  of  Great  American  along  with  increased  account 
activity.  Other  service  charges  and  fee  income  increases  were  the  result  of  higher  fee  volumes  on  debit  cards,  merchant  processing  and  health 
savings accounts along with Great American deposit fee income.  

25

In December 2007, we elected to sell and reinvest a portion of our investment portfolio as part of a restructuring effort to lengthen the portfolio 
duration and improve our overall expected return. We sold approximately $39.0 million of agency investments realizing a gain of $233,000 on these 
sales. In December, we reinvested approximately $19.0 million of the proceeds in collateralized mortgage obligations and reinvested the remaining 
$20.0 million in first quarter of 2008. 

Miscellaneous income in 2007 includes $268,000 from the sale of a holding company investment in an investment management firm.  

Noninterest Expense 
The following table presents a comparative summary of the major components of noninterest expenses.  

(in thousands)

Employee compensation and benefits

Occupancy

Furniture and equipment

Data processing

Communications

Director related expense

Meals and entertainment

Marketing and public relations

FDIC and other insurance

Amortization of intangibles

Impairment charges related to Millennium Brokerage Group

Postage, courier, and armored car

Professional, legal, and consulting

Loan, legal and Other Real Estate (ORE)

Other taxes  

Other

       Total noninterest expense

Years ended December 31,

Change 

Change 

2008

2007

2008

2007

2006

        over 2007        over 2006

$      31,024

$      29,555

$      25,247

$       1,469

$      4,308

4,246

1,470

2,187

693

481

1,484

704

2,055

1,444

9,200

928

2,021

1,717

568

3,283

3,901

1,439

1,911

668

409

2,966

1,028

1,431

546

508

1,878

1,744

708

846

985

574

1,604

1,128

-

953

-

845

1,447

1,102

501

626

252

437

3,070

2,601

345

31

276

25

72

(394)

(4)

1,209

(160)

9,200

(25)

574

1,216

(58)

213

935

411

480

122

(99)

134

(277)

272

476

-

108

345

249

189

469

$

63,505

$

49,516

$

41,394

$

13,989

$

8,122

Comparison of 2008 vs. 2007 
Noninterest expenses increased $14.0 million, or 28%, in 2008. This increase is mainly due to $9.2 million of goodwill impairment charges associated 
with  Millennium  and  a  $1.0  million  executive  retention  agreement  associated  with  the  acquisition  of  Great  American.  Excluding  these  charges, 
noninterest expenses increased $3.8 million, or 8%. The Company’s efficiency ratio for 2008 is 69%. Excluding the impairment charges, the retention 
payment and the $3.4 million branch sale gains, the efficiency ratio is 61%, unchanged from 2007. 

Employee  compensation  and  benefits. We  compensate  our  associates  in  ways  to  attract  and  retain  top  performers  and  to  provide  base  salary, 
incentives  and  rewards  that  incent  the  behaviors  consistent  with  a  high-performing  company.  We  have  implemented  a  disciplined  process  for 
managing the performance of our associates against defined business goals and results. The process includes frequent and candid performance 
feedback, measures individual contributions, differentiates individual performance and reinforces contribution with highly differentiated rewards. 
Two major components of our compensation program are the variable-pay incentive bonus pool and the Long-Term Incentive Plan (“LTIP”.)  

Employee  compensation  and  benefits  increased  $1.5  million,  or  5%,  over  2007.  Included  in  the  increase  is  $1.0  million  related  to  the  final  stock 
payment pursuant to the expiration of an executive retention agreement associated with the acquisition of Great American. The incremental impact 
of the Millennium compensation due to the December 31, 2007 restructuring and an increase in compensation expense for various stock programs 
associated with our LTIP also contributed to the increase. Lower variable compensation expenses driven by Company financial results offset these 
expenses. 

All other expense categories. All other expense categories include $8.7 million for the goodwill impairment charge and a $500,000 impairment charge 
on the customer related intangible asset associated with Millennium. Excluding these charges, all other expense categories increased $3.3 million, or 
17%, over 2007. 

Occupancy expense increases were due to scheduled rent increases on various Company facilities along with leasehold improvements completed at 
the Operations Center and our Clayton headquarters. 

Furniture and equipment increases were due to expansion at the Operations Center and in the Kansas City region.  

26

 
       
       
       
 
 
 
Data processing expenses increased due to upgrades to the Company’s main operating system, licensing fee increases for our core banking system 
as a result of our increased asset size and increased maintenance fees for various Company systems. 

Meals and entertainment expenses decreased due to less travel and controlled customer-related entertainment expenses. 

FDIC and other insurance increased $1.2 million due to higher FDIC insurance premiums (due to a higher rate structure imposed by the FDIC on all 
insured financial institutions.) See “Supervision and Regulation – Deposit Insurance Fund” in Part I – Item I for more information. 

Professional, legal and consulting increased due to the Arizona de novo bank activities, consulting services in Wealth Management and various 
legal matters.  

Increases in Loan, legal and ORE expenses were due to increased levels of nonperforming loans and ORE properties. 

Comparison of 2007 vs. 2006 
The  Company’s  efficiency  ratio  for  2007  was  61%,  unchanged  from  2006.  Noninterest  expenses  increased  20%,  or  $8.1  million,  in  2007. 
Approximately $2.8 million of this increase is related to the addition of Great American and $2.5 million was due to the full year impact of NorthStar. 
Excluding these amounts, noninterest expenses increased $2.8 million, or 7%.  

Employee compensation and benefits. Employee compensation and benefits increased $4.3 million. Increases of $1.3 million were related to Great 
American. Excluding these expenses, employee compensation and benefits increased $3.0 million, or 12%. The increase was due to salaries and 
related benefits of new associates in various areas of our organization including banking units and other support areas along with the full year 
impact of NorthStar. Approximately $710,000 of the increase is related to compensation expense for various stock programs associated with our 
LTIP.  

All  other  expense  categories. All  other  expense  categories  include  $1.5  million  for  Great  American  in  2007.  Excluding  Great  American,  all  other 
expense categories increased $2.3 million, or 15%, over 2006. 

Occupancy  expense  increases  were  due  to  scheduled  rent  increases  on  various  Company  facilities  along  with  related  leasehold  improvements 
completed at the Operations Center. 

Furniture and equipment increases were due to expansion at the Operations Center and in the Kansas City region, including Great American.  

Data processing expenses increased due to upgrades to the Company’s main operating system, licensing fee increases for our core banking system 
as  a  result  of  our  increased  asset  size  and  increased  maintenance  fees  for  various  Company  systems.  Costs  incurred  to  upgrade  NorthStar 
technology to our platform were capitalized and are being amortized according to the Company’s depreciation policies. In 2007, no significant costs 
were incurred to upgrade Great American to our platform since the actual conversion to the Enterprise systems did not occur until June 2008.  

FDIC and other insurance increased $201,000 due to higher FDIC insurance premiums (due to a higher rate structure imposed by the FDIC on all 
insured financial institutions.) 

Amortization of intangibles related to NorthStar was $409,000 in 2007 compared to $215,000 in 2006. In 2007, the amortization on the Great American 
core deposit intangible was $283,000. See Item 8, Note 9 – Goodwill and Intangible Assets for more information. 

Professional, legal and consulting increased due to new business initiatives and the addition of Great American. 

Other noninterest expense includes $270,000 for Great American. On September 30, 2007, EFSC Capital Trust I redeemed all of its $4.0 million variable 
rate trust preferred securities and its variable rate common securities. At the time of the redemption, the Company recognized an $82,000 charge in 
noninterest expense for unamortized debt issuance costs related to this instrument. The remaining increase is related to amortization on our tax 
credit limited partnership, increases in bank charges including ATM charges and other outside services.  

27

Minority Interest in Net Income of Consolidated Subsidiary 
On October 21, 2005, the Company acquired a 60% controlling interest in Millennium. As a result, in 2006 and 2007, the Company recorded the 40% 
non-controlling interest in Millennium, related to Millennium’s results of operations, in minority interest on the consolidated statements of income. 
Contractually, the Company was entitled to a priority return of 23.1% pre-tax on its original $15.0 million investment in Millennium. The Company 
adjusted minority interest by $1.3 million and $861,000, in 2007 and 2006, respectively, to recognize its priority return in line with its contractual 
rights. 

Effective December 31, 2007, the Company acquired the remaining 40% of Millennium for $1.5 million in cash. See Item 8, Note 2 – Acquisitions and 
Divestitures for more information.  

Income Taxes 
In 2008, the Company recorded income tax expense of $1.6 million on pre-tax income of $6.0 million, resulting in an effective tax rate of 26.3%. The 
following items were included in Income tax expense and impacted the 2008 effective tax rate: 

l

l

l

the  expiration  of  the  statute  of  limitations  for  the  2004  tax  year  warranted  the  release  of  $436,000  of  reserves  related  to  certain  state  tax 
positions; 

reserves associated with various tax benefits of $80,000 related to certain federal tax items were released; and  

recognition of federal tax benefits of $511,000 related to low income housing tax credits from a limited partnership interest.  

In 2007, the effective tax rate for the Company was 33.9% compared to 35.0% in 2006. The following items were included in Income tax expense and 
impacted the 2007 effective tax rate: 

l

l

l

the expiration of the statute of limitations for the 2003 tax year warranted the release of $375,000 of reserves on certain state tax positions; 

reserves related to various tax benefits of $68,000 related to certain federal tax items were released; and  

recognition of federal tax benefits of $242,000 related to low income housing tax credits from a limited partnership interest.  

Fourth Quarter 2008 Discussion 
For the quarter ended December 31, 2008, the Company recorded a net loss of $4.0 million, or $0.32, per fully diluted share compared to a net profit of 
$4.9 million, or $0.39, per fully diluted share for the same period in 2007. 

The tax-equivalent net interest rate margin was 3.37% for the fourth quarter of 2008 as compared to 3.80% for the same period in 2007. Net interest 
income in the fourth quarter of 2008 increased $1.1 million from the fourth quarter of 2007. This increase in net interest income was the result of a 
$3.8 million decrease in interest expense offset by a $2.7 million decrease in interest income. The yield on average interest-earning assets decreased 
from 7.42% during the fourth quarter of 2007 to 5.67% during the same period in 2008. The decline in the yield is primarily the result of reductions in 
the prime rate throughout 2008 along with higher levels of nonperforming loans in 2008. The cost of interest-bearing liabilities decreased from 4.26% 
for the fourth quarter of 2007 to 2.62% for the same period in 2008. These decreases are attributed mainly to lower money market rates (i.e. treasury, 
LIBOR and swap rates) that drive lower deposit and borrowing costs. 

The provision for loan losses was $14.1 million for the fourth quarter of 2008 compared with $2.5 million in the fourth quarter of 2007. The increase in 
the provision was due to an increase in nonperforming loans during the quarter of $6.1 million (versus $4.2 million in the fourth quarter of 2007), and 
adverse risk rating changes primarily in the residential housing sector of our portfolio. 

Noninterest income was $7.6 million during the fourth quarter of 2008, a $1.4 million increase over noninterest income of $6.2 million for the same 
period  in  2007.  The  increase  includes  $1.9  million  from  gain  on  state  tax  credits  and  $638,500  of  gain  reclassified  from  accumulated  other 
comprehensive income to earnings for measured ineffectiveness of cash flow hedges. Offsetting these increases were lower Trust and Millennium 
revenues. 

Noninterest expenses were $17.8 million during the fourth quarter of 2008 versus $13.1 million during the same period in 2007, a $4.7 million increase. 
The increase was primarily due to $3.3 million of impairment charges related to Millennium and $875,000 related to the final stock payment pursuant 
to the expiration of an executive retention agreement associated with the acquisition of Great American Bank. Also contributing to the increase was 
the  incremental  impact  of  the  Millennium  employee  compensation  due  to  the  December  31,  2007  restructuring,  an  increase  in  the  Company’s 
compensation  expense  for  various  stock  programs  associated  with  our  LTIP,  higher  FDIC  insurance  premiums  and  increases  in  ORE  expenses. 
Lower variable compensation expenses driven by Company financial results partially offset these expenses. 

28

Income tax benefits were $3.1 million during the fourth quarter of 2008 versus income tax expense of $2.0 million in the same period in 2007. The 
effective tax rate was (44.2%) for the fourth quarter of 2008 compared to 28.9% for the fourth quarter of 2007. The fourth quarter 2008 effective tax 
rate includes a tax benefit of $436,000 for various tax reserves that were released as a result of the statute of limitations expiring.  

FINANCIAL CONDITION 
Comparison for December 31, 2008 and 2007 
Total assets at December 31, 2008 were $2.27 billion. Assets increased $272.0 million, or 14%, over total assets of $2.0 billion at December 31, 2007. 
The increase in total assets was primarily driven by a $335.7 million, or 20%, increase in loans, partially offset by a $111.0 million decrease in cash 
and cash equivalents. 

Investments  were  $108.3  million  at  December  31,  2008  compared  to  $83.3  million  at  December  31,  2007.  In  December  2007,  a  portion  of  the  debt 
securities portfolio was sold in an effort to lengthen the portfolio duration and improve our expected overall return. 

Goodwill and intangible assets were $52.0 million at December 31, 2008, compared to $63.2 million at December 31, 2007, a decrease of $11.2 million. 
The decrease in goodwill and intangible assets was primarily related to impairment charges related to Millennium. See Item 8, Note 9 – Goodwill and 
Intangible Assets for more information.  

At  December  31,  2008,  Other  assets  included  $15.9  million  of  receivables  related  to  federal  income  taxes  along  with  $1.8  million  of  fair  value 
adjustments related to derivative financial instruments and $2.8 million of private equity investments. 

At December 31, 2008, deposits were $1.79 billion, an increase of $208.0 million, or 13%, from $1.59 billion at December 31, 2007. Total brokered CD’s 
at December 31, 2008 were $336.0 million compared to $114.0 million at December 31, 2007. Excluding brokered deposits and the effects of the sale of 
approximately $37.0 million in core deposits related to the branch sales, core deposits increased $23 million, or 2%, in 2008.  

As mentioned previously, while we typically experience a seasonal increase in deposits during the fourth quarter, the effect was muted in the fourth 
quarter of 2008 due to the investor flight to Treasury markets. Nevertheless, our core deposits increased during the fourth quarter, and our Treasury 
Management pipelines remain strong.  

Through  November  of  2008,  we  utilized  short-term  FHLB  advances  along  with  brokered  certificates  of  deposit  to  fund  shortfalls  due  to  loan 
demand.  In  December  2008,  following  the  Federal  Open  Market  Committee  meeting,  we  began  utilizing  the  Federal  Reserve  discount  window 
program  which  lowered  our  overnight  borrowing  rate  to  0.50%.  As  a  result,  we  replaced  all  short-term  FHLB  advances  with  Federal  Reserve 
advances at a lower overall cost. At December 31, 2008, FHLB advances were $120.0 million compared to $153.0 million at December 31, 2007. Federal 
funds purchased from the Federal Reserve were $19.4 million at December 31, 2008. 

During 2008, subordinated debentures increased by $27.5 million. See Item 8, Note 11 – Subordinated Debentures for more information. 

At December 31, 2008, the Company had $0 outstanding on its $16.0 million line of credit. While the line of credit does not expire until April 2009, we 
do not have any current availability under the line due to our noncompliance with a certain covenant regarding classified loans as a percentage of 
bank equity and loan loss reserves. We may be unable to arrange for a holding company line of credit in 2009 given the uncertainties around bank 
industry performance. However, we believe our current level of cash at the holding company will be sufficient to meet all projected cash needs in 
2009. See “Liquidity and Capital Resources” for more information.  

On December 19, 2008, the Company sold 35,000 shares of preferred stock and a warrant to purchase 324,074 shares of EFSC common stock, for an 
aggregate investment by the Treasury of $35.0 million. See Item 8, Note 4 – Preferred Stock and Common Stock Warrants for more information. 

Loans 
Total  loans,  less  unearned  loan  fees,  increased  $336.0  million,  or  20%  during  2008.  The  Company’s  lending  strategy  emphasizes  commercial, 
residential real estate, real estate construction and commercial real estate loans to small and medium sized businesses and their owners in the St. 
Louis, Kansas City and Phoenix metropolitan markets. Consumer lending is minimal. 

29

Nearly two-thirds of our net loan growth in 2008 was from our St. Louis units and over 60% of the 2008 net growth was to commercial and industrial 
businesses. A common underwriting policy is employed throughout the Company. Lending to these small and medium sized businesses are riskier 
from a credit perspective than lending to larger companies, but the risk is appropriately considered with higher loan pricing and ancillary income 
from cash management activities. The Company does not originate or invest in subprime single-family home loans. 

The following table sets forth the composition of the Company’s loan portfolio by type of loans (based on call report classifications) at the dates 
indicated:  

(in thousands)

Commercial and industrial

Real estate:  
     Commercial
     Construction
     Residential

Consumer and other

     Total Loans

December 31,

2008

2007

2006

2005

2004

$      556,210

$      476,184

$      352,914 

$      265,488 

$     253,594

829,476

337,550 

228,772

25,167

690,868

266,111

170,510

37,759

576,172

196,851

150,244

35,542

410,382

138,318

151,575

36,616

328,986 

127,180

149,293

39,452

$

1,977,175

$

1,641,432

$

1,311,723

$

1,002,379

$

898,505

2008

2007

2006

2005

2004

December 31,

       
       
       
       
       
 
 
 
Commercial and industrial

28.1%

29.0%

26.9%

26.5%

28.2%

Real estate:  
     Commercial
     Construction
     Residential

Consumer and other

     Total Loans

42.0%

17.1%

11.6%

1.2%

42.1%

16.2%

10.4%

2.3%

43.9%

15.0%

11.5%

2.7%

40.9%

13.8%

15.1%

3.7%

36.6%

14.2%

16.6%

4.4%

100.0%

100.0%

100.0%

100.0%

100.0%

Commercial and industrial loans are made based on the borrower’s character, experience, general credit strength, and ability to generate cash flows 
for repayment from income sources, even though such loans may also be secured by real estate or other assets. The credit risk related to commercial 
loans is largely influenced by general economic conditions and the resulting impact on a borrower’s operations. Commercial and industrial loans are 
primarily made to borrowers operating within the manufacturing industry. 

Real estate loans are also based on the borrower’s character, but more emphasis is placed on the estimated collateral values. Approximately 38% of 
commercial real estate loans were owner-occupied by commercial and industrial businesses where the primary source of repayment is dependent on 
sources  other  than  the  underlying  collateral.  Multifamily  properties  and  other  commercial  properties  on  which  income  from  the  property  is  the 
primary source of repayment makes for the balance of this category. The majority of this category of loans is secured by commercial and multi-
family  properties  located  within  our  two  primary  metropolitan  markets.  These  loans  are  underwritten  based  on  the  cash  flow  coverage  of  the 
property, typically meet the Company’s loan to value guidelines, and generally require either the limited or full guaranty of principal sponsors of the 
credit.  Real  estate  construction  loans,  relating  to  residential  and  commercial  properties,  represent  financing  secured  by  real  estate  under 
construction  for  eventual  sale.  Real  estate  residential  loans  include  residential  mortgages,  which  are  loans  that,  due  to  size,  do  not  qualify  for 
conventional home mortgages that the Company sells into the secondary market, second mortgages and home equity lines. Residential mortgage 
loans are usually limited to a maximum of 80% of collateral value. 

Consumer and other loans represent loans to individuals on both a secured and unsecured nature. Credit risk is mitigated by thoroughly reviewing 
the creditworthiness of the borrowers prior to origination. 

30

In addition to segmenting the Company’s loan portfolio by collateral or call report code, following is a breakout by industry codes at December 31, 
2008:  

Industry

Real Estate:  
       Developers of retail, industrial warehouse and office buildings
       Commercial and residential subcontractors
       Real estate property managers
       Raw land for resale
       Other

       Total real estate

Services:
       Financial and insurance companies
       Professional service firms
       Health care related services
       Others

       Total services

Construction:  
       Residential
       Commercial
       Multi-family housing

       Total construction

Manufacturing  
Wholesale

% of portfolio

        2008         2007

     16 %      19 %
3 %
4 %
2 %
2 %

3 %
6 %
2 % 
2 %

29 %

30 %

7 %
4 %
5 %
9 %

6 %
5 %
4 %
9 %

25 %

24 %

9 %
9 %
2 %

20 %

10 %
5 %

10 %
10 %
2 %

22 %

10 %
5 %

 
 
 
 
 
Retail Trade  
Transportation/Warehousing
Other

5 %
3 %
3 % 

3 %
3 %
3 %

100 %

100 %

Note: (%) in the following paragraphs represent percentages of total portfolio.  

Repayment of loans related to developers of retail, industrial warehouse, and commercial office buildings come from the cash flow of the properties. 

In  total,  the  residential  real  estate  represents  12%  of  the  Company’s  loan  portfolio.  When  calculating  this  exposure,  we  include  residential 
construction, the residential land speculators included in raw land and the residential subcontractors included in real estate. The majority of these 
loans are granted to builders within our primary markets. The Company requires third party disbursement on the majority of its builder portfolio and 
reviews projects regularly for progress status. Land Acquisition and Development (“LAD”) loans are included in residential (3%) and commercial 
(5%).  

Manufacturing  industries  are  diverse,  with  the  largest  component  being  Aerospace  Product  and  Parts  Manufacturing  (1%).  The  Wholesale 
industries are also diverse with the largest being Petroleum and Petroleum Product wholesalers (1%). Air Transportation companies (not rental or 
leasing) and Truck Transportation (2%) represent the largest portion of the Transportation/Warehousing category.  

Factors that are critical to managing overall credit quality are sound loan underwriting and administration, systematic monitoring of existing loans 
and commitments, early identification of potential problems, an adequate allowance for loan losses, and sound non-accrual and charge-off policies.  

Significant loan concentrations are considered to exist for a financial institution when there are amounts loaned to numerous borrowers engaged in 
similar  activities  that  would  cause  them  to  be  similarly  impacted  by  economic  or  other  conditions.  At  December  31,  2008,  no significant 
concentrations exceeding 10% of total loans existed in the Company's loan portfolio, except as described above.  

31

Loans at December 31, 2008 mature or reprice as follows:  

(in thousands)

Fixed Rate Loans (1)

Commercial and industrial

Real estate:  
     Commercial
     Construction
     Residential

Consumer and other

          Total

Variable Rate Loans (1) (2)

Commercial and industrial

Real estate:  
     Commercial
     Construction
     Residential

Consumer and other

          Total

Loans (1) (2)

Loans Maturing or Repricing

In One

After One

Through

After

        Year or Less        Five Years        Five Years       

Total

$     

51,085

$     126,321

$      6,348

$      183,754

111,008

382,099

46,183

35,441

8,433

60,700

66,096

2,605

38,646

17,257

7,604

1,717

531,753

124,140

109,141

12,755

$

252,150

$

637,821

$

71,572

$

961,543

$

372,456

$

297,723

213,409

119,632

12,412

$

1,015,632

$

-

-

-

-

-

-

$

$

-

-

-

-

-

-

$

372,456

297,723

213,409

119,632

12,412

$

1,015,632

 
 
 
  
 
 
 
 
Commercial and industrial

Real estate:  
     Commercial
     Construction
     Residential

Consumer and other

          Total

(1)

Loan balances are shown net of unearned loan fees.

(2)

Not adjusted for impact of interest rate swap agreements.

$

423,541

$

126,321

$

6,348

$

556,210

408,731

259,592

155,073

20,845

382,099

60,700

66,096

2,605

38,646

17,257

7,604

1,717

829,476

337,549

228,773

25,167

$

1,267,782

$

637,821

$

71,572

$

1,977,175

Fixed rate loans comprise approximately 50% of the loan portfolio at both December 31, 2008 and 2007. Variable rate loans are based on the prime 
rate or the London Interbank Offered Rate (“LIBOR”.) Most loan originations have one to three year maturities. While the loan relationship has a 
much longer life, the shorter maturities allow the Company to revisit the underwriting and pricing on each relationship periodically. Management 
monitors this mix as part of its interest rate risk management. See “Interest Rate Risk” section.  

Allowance for Loan Losses 
The  loan  portfolio  is  the  primary  asset  subject  to  credit  risk.  Credit  risk  is  controlled  and  monitored  through  the  use  of  lending  standards,  a 
thorough  review  of  potential  borrowers,  and  ongoing  review  of  loan  payment  performance.  Active  asset  quality  administration,  including  early 
problem loan identification and timely resolution of problems, further ensures appropriate management of credit risk. Credit risk management for 
each loan type is discussed briefly in the section entitled “Loans.” 

The allowance for loan losses represents management’s estimate of an amount adequate to provide for probable credit losses in the loan portfolio at 
the balance sheet date. Various quantitative and qualitative factors are analyzed and provisions are made to the allowance for loan losses. Such 
provisions are reflected in our consolidated statements of income. The evaluation of the adequacy of the allowance for loan losses is based on 
management’s ongoing review and grading of the loan portfolio, consideration of past loss experience, trends in past due and nonperforming loans, 
risk characteristics of the various classifications of loans, existing economic conditions, the fair value of underlying collateral, and other factors that 
could affect probable credit losses. Assessing these numerous factors involves significant judgment and could be significantly impacted by the 
current economic conditions. Management considers the allowance for loan losses a critical accounting policy. See “Critical Accounting Policies” 
for more information.  

32

In determining the allowance and the related provision for loan losses, three principal elements are considered: 

     1) specific allocations based upon probable losses identified during a quarterly review of the loan portfolio,  

     2) allocations based principally on the Company’s risk rating formulas, and  

     3) an unallocated allowance based on subjective factors.  

The first element reflects management’s estimate of probable losses based upon a systematic review of specific loans considered to be impaired. 
These estimates are based upon collateral exposure, if they are collateral dependent for collection. Otherwise, discounted cash flows are estimated 
and used to assign loss.  

The second element reflects the application of our loan rating system. This rating system is similar to those employed by state and federal banking 
regulators.  Loans  are  rated  and  assigned  a  loss  allocation  factor  for  each  category  that  is  consistent  with  our  historical  losses,  adjusted  for 
environmental factors. The higher the rating assigned to a loan, the greater the allocation percentage that is applied.  

The unallocated allowance is based on management’s evaluation of conditions that are not directly reflected in the determination of the formula and 
specific allowances. The evaluation of the inherent loss with respect to these conditions is subject to a higher degree of uncertainty because they 
may not be identified with specific problem credits or portfolio segments. The conditions evaluated in connection with the unallocated allowance 
include the following:  

l general economic and business conditions affecting our key lending areas; 

l credit quality trends (including trends in nonperforming loans expected to result from existing conditions); 

l collateral values; 

      
l

loan volumes and concentrations; 

l competitive factors resulting in shifts in underwriting criteria; 

l

l

specific industry conditions within portfolio segments; 

recent loss experience in particular segments of the portfolio; 

l bank regulatory examination results; and  

l

findings of our loan monitoring process.  

Executive management reviews these conditions quarterly in discussion with our entire lending staff. To the extent that any of these conditions is 
evidenced by a specifically identifiable problem credit or portfolio segment as of the evaluation date, management’s estimate of the effect of such 
conditions may be reflected as a specific allowance, applicable to such credit or portfolio segment. Where any of these conditions is not evidenced 
by a specifically identifiable problem credit or portfolio segment as of the evaluation date, management’s evaluation of the probable loss related to 
such condition is reflected in the unallocated allowance.  

The  allocation  of  the  allowance  for  loan  losses  by  loan  category  is  a  result  of  the  analysis  above.  The  allocation  methodology  applied  by  the 
Company, designed to assess the adequacy of the allowance for loan losses, focuses on changes in the size and character of the loan portfolio, 
changes in levels of impaired and other nonperforming loans, the risk inherent in specific loans, concentrations of loans to specific borrowers or 
industries, existing economic conditions, and historical losses on each portfolio category. Because each of the criteria used is subject to change, 
the allocation of the allowance for loan losses is made for analytical purposes and is not necessarily indicative of the trend of future loan losses in 
any particular loan category. The total allowance is available to absorb losses from any segment of the portfolio. Management continues to target 
and maintain the allowance for loan losses equal to the allocation methodology plus an unallocated portion, as determined by economic conditions 
and other qualitative and quantitative factors affecting the Company’s borrowers, as described above.  

Management believes that the allowance for loan losses is adequate at December 31, 2008.  

33

The following table summarizes changes in the allowance for loan losses arising from loans charged off and recoveries on loans previously charged 
off, by loan category, and additions to the allowance charged to expense.  

(in thousands)

Allowance at beginning of year  

(Disposed) acquired allowance for loan losses

Loans charged off:

       Commercial and industrial
       Real estate:  
              Commercial
              Construction
              Residential
       Consumer and other

       Total loans charged off

Recoveries of loans previously charged off:

       Commercial and industrial
       Real estate:  
              Commercial
              Construction
              Residential
       Consumer and other

       Total recoveries of loans

Net loan chargeoffs

Provision for loan losses

2008

2007

2006

2005

2004

At December 31,

       $      

21,593 
(50 )

3,783 

1,384  
5,516  
2,367 
31 

13,081 

64 

-

241 
56 
11 

372 

12,709 

22,475 

       $      

16,988

       $     

12,990

       $     

11,665

       $      10,590

2,010

3,069

238

43 

705

1,418

125

2,529

347

15

25

17

105

509

2,020  

4,615

1,067

25 

-

504

2

1,598

362

1

-

31

6

400

1,198

2,127

-

171 

424

-

-

49

644

209

74

-

177

19

479

165

1,490

-

425

577

-

100

194

1,296

92

-

-

42

25

159

1,137

2,212

 
 
 
 
 
Allowance at end of year

Average loans

Total portfolio loans

Nonperforming loans

Net chargeoffs to average loans  

Allowance for loan losses to loans

$ 

$ 

$ 

$ 

31,309 

1,828,434 
1,977,175 
29,662 

21,593

$

16,988

1,495,807

$

1,159,110

$

$

12,990

$

11,665

964,259

$

847,270

1,641,432

1,311,723

1,002,379

12,720

7,975

1,421

0.70 %
1.58 

0.14 %

1.32

0.10 %

1.30

0.02 %

1.30

898,505

1,827

0.13

1.30

The following table is a summary of the allocation of the allowance for loan losses for the five years ended December 31, 2008:  

2008

2007

December 31,

2006

2005

2004

Percent by

Category to

Percent by

Category to

Percent by

Category to

Percent by

Category to

Percent by

Category to

(in thousands)

       Allowance      Total Loans     Allowance      Total Loans     Allowance      Total Loans     Allowance      Total Loans     Allowance      Total Loans

Commercial and industrial

 $      5,938

28.1 %  $      4,106  

29.0 %  $      3,485  

26.9 %  $      3,172  

26.5 %  $      2,948  

28.2 %

Real estate:

       Commercial
       Construction  
       Residential  

Consumer and other

Not allocated

       Total allowance

10,764

6,482  

2,749

188

5,188

42.0

17.1

11.6

1.2

42.1

16.2

10.4

2.3

7,004

5,241

2,624

437

2,180

43.9

15.0

11.5

2.7

5,710

2,927

2,056

513

2,296

40.9

13.8

15.1

3.7

4,245

1,048

1,774

313

2,439

36.6

14.2

16.6

4.4

3,671

1,037

1,903

283

1,823

$  31,309

100.0 % $  21,593

100.0 % $  16,988

100.0 % $  12,990

100.0 % $  11,665

100.0 %

Nonperforming  loans  are  defined  as  loans  on  non-accrual  status,  loans  90  days  or  more  past  due  but  still  accruing,  and  restructured  loans. 
Nonperforming assets include nonperforming loans plus foreclosed real estate. 

Loans are placed on non-accrual status when contractually past due 90 days or more as to interest or principal payments. Additionally, whenever 
management  becomes  aware  of  facts  or  circumstances  that  may  adversely  impact  the  collectibility  of  principal  or  interest  on  loans,  it  is 
management’s practice to place such loans on non-accrual status immediately, rather than delaying such action until the loans become 90 days past 
due. Previously accrued and uncollected interest on such loans is reversed and income is recorded only to the extent that interest payments are 
subsequently received in cash and a determination has been made that the principal balance of the loan is collectible. If collectibility of the principal 
is in doubt, payments received are applied to loan principal. 

34

Loans  past  due  90  days  or  more  but  still  accruing  interest  are  also  included  in  nonperforming  loans.  Loans  past  due  90  days  or  more  but  still 
accruing are classified as such where the underlying loans are both well secured (the collateral value is sufficient to cover principal and accrued 
interest)  and  are  in  the  process  of  collection.  Also  included  in  nonperforming  loans  are “restructured”  loans.  Restructured  loans  involve  the 
granting of a concession to a borrower experiencing financial difficulty involving the modification of terms of the loan, such as changes in payment 
schedule or interest rate. 

The following table presents the categories of nonperforming assets and certain ratios as of the dates indicated:  

(in thousands)

Non-accrual loans

Loans past due 90 days or more and still accruing interest

Restructured loans

       Total nonperforming loans

Foreclosed property

Total nonperforming assets

At December 31,

2008

2007

2006

2005

2004

$     

29,662

$     

12,720

$     

6,363

$     

1,421

$     

1,827

-

-

29,662

13,868

-

-

12,720

2,963

$

43,530

$

15,683

$

112

-

6,475

1,500

7,975

-

-

1,421

-

$

1,421

$

-

-

1,827

123
1,950 

Total assets

$

2,270,174

$

1,999,118

$

1,535,587

$

1,286,968

$

1,059,950

 
 
 
 
 
 
     
     
     
     
     
 
 
 
Total loans

Total loans plus foreclosed property

1,977,175
1,991,043 

1,641,432 
1,644,395

1,311,723 
1,313,223

1,002,379
1,002,379 

898,505

898,628

Nonperforming loans to loans

Nonperforming assets to loans plus foreclosed property

Nonperforming assets to total assets

1.50 %

2.19

1.92

0.77 %  
0.95

0.78

0.49 %

0.14 %

0.20 %

0.61

0.52

0.14

0.11

0.22

0.18

Allowance for loan losses to nonperforming loans

106.00 %

170.00 %

264.00 %

914.00 %

639.00 %

Nonperforming loans were $29.7 million at December 31, 2008, an increase of $16.9 million over 2007. Nonperforming loans at December 31, 2008 by 
industry segment were as follows (in millions): 

Residential Construction/Land Acquisition and Development
Commercial and Industrial
Other

Commercial Real Estate      $     16.1
11.8
1.7
0.1

Total

$

29.7

At  December  31,  2008,  of  the  total  nonperforming  loans,  $17.0  million,  or  60%,  relates  to  five  relationships:  $4.8  million  secured  by  a  partially 
completed retail center; $3.5 million secured by commercial ground; $4.7 million secured by a medical office building; $2.8 million secured by a single 
family residence; and $1.9 million secured by a residential development. The remaining nonperforming loans consist of 20 relationships. Eighty-one 
percent of the total nonperforming loans are located in the Kansas City market. 

At December 31, 2007, of the total nonperforming loans, $7.3 million, or 57%, related to eight residential homebuilders in St. Louis and Kansas City. 
The two largest related to a residential builder in Kansas City totaling $2.2 million and a single-family rehab builder in Kansas City totaling $1.6 
million. The remaining nonperforming loans consisted of 11 relationships, nearly all of which were related to the soft residential housing markets in 
St. Louis and Kansas City. 

Two credits in the Kansas City market secured by real estate represented $3.7 million of the total nonperforming loans at December 31, 2006. Six of 
the remaining ten relationships on non-accrual at December 31, 2006 and approximately 50% of the nonperforming loan balances related to smaller 
relationships acquired in the NorthStar transaction. At December 31, 2005, the nonperforming loans consisted of five accounts with two credits 
accounting  for  68%  of  the  total.  At  December  31,  2004,  approximately  36%  of  the  nonperforming  loans  related  to  a  printing  company  and  the 
remainder consisted of five different borrowers.  

The Company’s nonperforming loans meet the definition of “impaired loans” under U.S. GAAP. As of December 31, 2008, the Company had a loan 
for $3.6 million, which also came within the definition of impaired loans based upon our expectation that the borrower will be unable or unwilling to 
pay 100% of future contractual obligations under the contract. As of December 31, 2008, 2007 and 2006, the Company had 26, 19 and 12 impaired 
loan relationships, respectively. 

35

Other real estate at December 31, 2008 was $13.9 million, an increase of $10.9 million over 2007. The foreclosed real estate includes: $6.1 million of 
single  family  residences  located  in  St.  Louis  and  Kansas  City;  $6.2  million  of  residential  lots  in  St.  Louis  and  Kansas  City;  and  $1.6  million  in 
commercial real estate. Approximately 55% of the foreclosed real estate is located in St. Louis. 

The severity of the economic downtown resulting from the constraints in the financial markets caused us to expand our risk monitoring processes in 
the fourth quarter of 2008 and into the current year. Increased scrutiny of residential builders, commercial developers and commercial and industrial 
credit was undertaken. Steps taken include reviewing all non-watch list credits related to the residential builder and commercial real estate developer 
segments to assess current cash flow information along with updated and current collateral valuations. For all commercial and industrial credits in 
excess of $1.0 million of exposure, we are also evaluating current financial information, updated financial projections and cash flow forecasts for 
fiscal 2009. Continued declines in the valuations of completed and unsold residential lot inventories due to the slowness of the residential housing 
markets are noted. Additionally, commercial retail and commercial office development show continuing evidence of weakness. As of February 28, 
2009, our nonperforming assets were $56.9 million, a 30% increase from December 31, 2008.  

Potential  problem  loans,  which  are  not  included  in  nonperforming  loans,  amounted  to  approximately  $15.8  million,  or  0.80%  of  total  loans 
outstanding at December 31, 2008, compared to $23.9 million, or 1.45% of total loans outstanding at December 31, 2007. Potential problem loans 
represent those loans with a well-defined weakness and where information about possible credit problems of borrowers has caused management to 
have doubts about the borrower’s ability to comply with present repayment terms. At February 28, 2009, the potential problem loans had increased 
to approximately $39.3 million, or 1.98% of total loans outstanding. 

Investments  

 
 
 
 
 
At December 31, 2008, the investment portfolio was $108.3 million, or 5%, of total assets. Our debt securities portfolio is primarily comprised of U.S. 
government  agency  obligations,  mortgage-backed  pools,  and  collateralized  mortgage  obligations  (“CMO’s”).  Our  other  investments  primarily 
consist of the common stock investment of our trust preferred securities and other private equity investments. The size of the investment portfolio 
is generally 5-10% of total assets and will vary within that range based on liquidity. Typically, management classifies securities as available for sale 
to maximize management flexibility, although securities may be purchased with the intention of holding to maturity. Securities available-for-sale are 
carried at fair value, with related unrealized net gains or losses, net of deferred income taxes, recorded as an adjustment to equity capital. 

The table below sets forth the carrying value of investment securities held by the Company at the dates indicated:  

December 31,

(in thousands)

Obligations of U.S. government agencies

Mortgage-backed securities

Municipal bonds

FHLB capital stock

Other investments

      Amount
$     

-

2008

2007
      %       Amount       %       Amount

2006

34.5% $      95,452

41,087

0.0% $     28,720
88.4% 
0.7%
6.9%  
4.0%

9,106

3,471

949

95,659
772 
7,517

4,367

49.3%

1.1%
  10.9% 

4.2%  
100.0% $

      %

  85.8%
8.6%

1.0%

2.7%

1.8%

9,617

1,111

3,007

2,023

$

108,315

100.0% $

83,333

111,210

100.0%

During 2008, the US government agency debt either matured or was called and we reinvested the proceeds in agency mortgage-backed securities 
(including CMO’s) given their more favorable option adjusted spreads. The underlying collateral on these mortgage-backed securities is diversified 
among state and does not include “subprime” mortgages.  

At December 31, 2008, of the $7.5 million in FHLB capital stock, $2.1 million is required for FHLB membership and $5.4 million is required to support 
our outstanding advances. Historically, it has been the FHLB practice to automatically repurchase activity-based stock that became excess because 
of a member's reduction in advances. The FHLB has the discretion, but is not required, to repurchase any shares that a member is not required to 
hold. In December 2008, the FHLB suspended the automatic repurchase of this excess stock.  

The Company had no securities classified as trading at December 31, 2008, 2007 or 2006.  

36

The following table summarizes expected maturity and yield information on the investment portfolio at December 31, 2008:  

(in thousands)

     Amount      Yield       Amount      Yield       Amount      Yield      Amount      Yield       Amount      Yield       Amount

Mortgage-backed securities

$     4,364

3.70% $     79,758

4.95% $     11,350

5.45% $      187

5.21%

-

0.00% $      95,659

     Yield
4.95%

Within 1 year

1 to 5 years

5 to 10 years

Over 10 years

No Stated Maturity

Total

Municipal bonds

FHLB capital stock

Other investments

       Total

400

4.45%

372

6.48%

-

-

$

4,764

0.00%
 0.00% 
3.76% $

-

-

80,130

0.00%
 0.00% 
4.95% $

-

-

-

11,350

0.00%

0.00%
 0.00% 
5.45% $

-

-

-

187

-

7,517

0.00%
0.00% 
 0.00%
5.21% $     11,884

4,367

0.00%
 4.44% 
3.13%

772

5.42%

7,517

4.44%

4,367

3.13%

3.96% $

108,315

4.84%

Yields on tax exempt securities are computed on a taxable equivalent basis using a tax rate of 36%. Expected maturities will differ from contractual 
maturities, as borrowers may have the right to call on repay obligations with or without prepayment penalties.  

Deposits 
The following table shows, for the periods indicated, the average annual amount and the average rate paid by type of deposit:  

For the year ended December 31,

2008

2007

2006

(in thousands)

Interest-bearing transaction accounts

Money market accounts

Savings accounts

Certificates of deposit

Average

balance

$      121,371

687,867

9,594

588,561

1,407,393

Weighted
     average rate     
1.28%

Average

balance

Weighted
     average rate     
2.56%

$      120,418

$      102,327

Average

balance

Weighted
     average rate
2.28%

2.00%

0.57%

4.17%

2.84%

579,029

11,126

503,926

1,214,499

4.07%

1.12%

5.18%

4.35%

496,590

4,164

357,706

960,787

3.87%

1.37%

4.54%

3.94%

 
 
 
 
 
 
 
 
     
 
 
 
 
Noninterest-bearing demand deposits

221,925

--

215,610

--

207,328

--

$

1,629,318

2.45%  

$

1,430,109

3.70%

$

1,168,115

3.24%

While we continued aggressive direct calling efforts of relationship officers in conjunction with our treasury management products and services, 
our core deposit growth in 2008 was lower than in prior years. Market concern over the safety of banks in general certainly had some impact on our 
lower deposit growth rate. Management has pursued closely-held businesses who desire a close working relationship with a locally-managed, full-
service bank. Due to the relationships developed with these customers, management views large deposits from this source as a stable deposit base. 
We also use certificates of deposit sold to retail customers of regional and national brokerage firms (i.e. brokered certificates of deposit) to help 
fund our growth. At December 31, 2008 and 2007, the Company had $336.0 million and $114.0 million in brokered certificates of deposit, respectively. 

Maturities of certificates of deposit of $100,000 or more are as follows:  

(in thousands)

       Three months or less
       Over three through six months
       Over six through twelve months
       Over twelve months

Total

37

      Total

$     134,351
101,333
137,362
147,151

$

520,197

Liquidity and Capital Resources 
Since  September  2008,  we  have  raised  $62.5  million  in  regulatory  capital,  raising  our  risk-based  capital  ratio  to  12.81% -  well  in  excess  of  the 
regulatory guidelines. On September 30, 2008, Enterprise completed a $2.5 million private placement of subordinated capital notes. In October 2008, 
given the difficult economic environment and the Company’s expectation to continue its growth, the Board approved the addition of $60.0 million in 
regulatory capital. The Company was approved by the U.S. Treasury for a $62.0 million Capital Purchase Program investment. At the same time, the 
Company  had  the  opportunity  to  privately  place  a  Convertible  Trust  Preferred  Security  offering.  As  a  result,  the  Company  decided  to  take 
advantage of both the private and public capital sources. 

On December 12, 2008, we completed a private placement of $25.0 million in Convertible Trust Preferred Securities that qualify as Tier II regulatory 
capital until they would convert to EFSC common stock. And on December 19, 2008, we received $35.0 million from the U.S. Treasury under the 
Capital Purchase Program. 

As of December 31, 2008, $20.0 million of the capital funds were used to pay off the Company’s line of credit and term loan. We also injected $18.0 
million  into  Enterprise  to  support  continued  loan  growth  and  bolster  its  capital  ratio.  Subject  to  other  demands  for  cash,  we  expect  to  use  the 
remaining capital funds to support continuing loan growth and strengthening our capital position as appropriate. Some portion of this additional 
capital  may  also  be  deployed  to  take  advantage  of  acquisition  opportunities  that  may  emerge  from  the  current  unsettled  nature  of  the  financial 
industry.  

Liquidity 
The objective of liquidity management is to ensure we have the ability to generate sufficient cash or cash equivalents in a timely and cost-effective 
manner  to  meet  its  commitments  as  they  become  due.  Typical  demands  on  liquidity  are  deposit  run-off  from  demand  deposits,  maturing  time 
deposits, which are not renewed, and fundings under credit commitments to customers. Funds are available from a number of sources, such as from 
the  core  deposit  base  and  from  loans  and  securities  repayments  and  maturities.  Additionally,  liquidity  is  provided  from  sales  of  the  securities 
portfolio, fed fund lines with correspondent banks, the Federal Reserve and the FHLB, the ability to acquire large and brokered deposits and the 
ability to sell loan participations to other banks. These alternatives are an important part of our liquidity plan and provide flexibility and efficient 
execution of the asset-liability management strategy.  

Our Asset-Liability Management Committee oversees our liquidity position, the parameters of which are approved by the Board of Directors. Our 
liquidity position is monitored monthly by producing a liquidity report, which measures the amount of liquid versus non-liquid assets and liabilities. 
Our  liquidity  management  framework  includes  measurement  of  several  key  elements,  such  as  the  loan  to  deposit  ratio,  wholesale  deposits  as  a 
percentage  of  total  deposits,  and  various  dependency  ratios  used  by  banking  regulators.  The  Company’s liquidity framework also incorporates 
contingency planning to assess the nature and volatility of funding sources and to determine alternatives to these sources. While core deposits 
and loan and investment repayments are principal sources of liquidity, funding diversification is another key element of liquidity management and is 
achieved by strategically varying depositor types, terms, funding markets, and instruments.  

For the year ended December 31, 2008, net cash provided by operating activities was $4.9 million less than for 2007. Net cash used in investing 
activities was $437.0 million for 2008 versus $151.0 million in 2007. The increase of $286.0 million was primarily due an increase in loan volume. Net 
cash provided by financing activities was $306.0 million in 2008 versus $230.0 million in 2007. The change in cash provided by financing activities is 
due to increases in brokered deposits in 2008, additional federal funds purchased, FHLB advances, additional subordinated debentures and TARP 
funds.  

 
 
 
 
Strong capital ratios, credit quality and core earnings are essential to retaining cost-effective access to the wholesale funding markets. Deterioration 
in any of these factors could have an impact on the Company’s ability to access these funding sources and, as a result, these factors are monitored 
on an ongoing basis as part of the liquidity management process. Enterprise is subject to regulations and, among other things, may be limited in its 
ability  to  pay  dividends  or  transfer  funds  to  the  parent  Company.  Accordingly,  consolidated  cash  flows  as  presented  in  the  consolidated 
statements of cash flows may not represent cash immediately available for the payment of cash dividends to the Company’s shareholders or for 
other cash needs. 

38

Parent Company liquidity 
The parent company’s liquidity is managed to provide the funds necessary to pay dividends to shareholders, service debt, invest in subsidiaries as 
necessary,  and  satisfy  other  operating  requirements.  The  parent  company’s  primary  funding  sources  to  meet  its  liquidity  requirements  are 
dividends from Enterprise and proceeds from the issuance of equity (i.e. stock option exercises). While our $16.0 million line of credit does not 
expire until April 2009, we do not have any current availability under the line due to our noncompliance with a certain covenant regarding classified 
loans as a percentage of bank equity and loan loss reserves. We may be unable to arrange for a holding company line of credit in 2009 given the 
uncertainties around bank industry performance. However, we believe our current level of cash at the holding company will be sufficient to meet all 
projected cash needs in 2009. See Item 8, Note 13 – Other borrowings and notes payable for more information regarding the line of credit.  

Another source of funding for the parent company includes the issuance of subordinated debentures. As of December 31, 2008, the Company had 
$82.6 million of outstanding subordinated debentures as part of nine Trust Preferred Securities Pools. These securities are classified as debt but are 
included in regulatory capital and the related interest expense is tax-deductible, which makes them a very attractive source of funding. See Item 8, 
Note 11 – Subordinated Debentures for more information.  

Enterprise liquidity 
Enterprise has a variety of funding sources available to increase financial flexibility. In addition to amounts currently borrowed, at December 31, 
2008, Enterprise could borrow an additional $164.3 million available from the FHLB of Des Moines under blanket loan pledges and an additional 
$310.5  million  available  from  the  Federal  Reserve  Bank  under  pledged  loan  agreements.  Enterprise  has  unsecured  federal  funds  lines  with  five 
correspondent banks totaling $70.0 million. 

Investment securities are another important tool to the Company’s liquidity objective. As of December 31, 2008, the entire investment portfolio was 
available for sale. Of the $96.4 million investment portfolio available for sale, $72.8 million was pledged as collateral for public deposits, treasury, tax 
and loan notes, and other requirements. The remaining debt securities could be pledged or sold to enhance liquidity, if necessary.  

In  July  2008,  Enterprise  joined  the  Certificate  of  Deposit  Account  Registry  Service,  or  CDARS,  which  allows  us  to  provide  our  customers  with 
access to additional levels of FDIC insurance coverage. The CDARS program is designed to provide full FDIC insurance on deposit amounts larger 
than the stated minimum by exchanging or reciprocating larger depository relationships with other member banks. Our depositors’ funds are broken 
into smaller amounts and placed with other banks that are members of the network. Each member bank issues CDs in amounts that are eligible for 
FDIC  insurance.  CDARS  are  considered  brokered  deposits  according  to  banking  regulations;  however,  the  Company  considers  the  reciprocal 
deposits  placed  through  the  CDARS  program  as  core  funding  since  the  original  funds  came  from  clients  and  does  not  report  the  balances  as 
brokered sources in its internal or external financial reports. Enterprise must remain “well-capitalized” in order to utilize the CDARS program. As of 
December 31, 2008, the Bank had $59.0 million of reciprocal CDARS deposits outstanding. We expect CDARS deposits to increase during 2009. 

In addition to the reciprocal deposits available through CDARS, we also have access to the “one-way buy” program, which allows us to bid on the 
excess deposits of other CDARS member banks. The Company will report any outstanding “one-way buy” funds as brokered funds in its internal 
and external financial reports. At December 31, 2008, we had no outstanding “one-way buy” deposits. 

As long as Enterprise remains “well-capitalized”, we have the ability to sell certificates of deposit through various national or regional brokerage 
firms, if needed. At December 31, 2008, we had $336.0 million of brokered certificates of deposit outstanding.  

Over the normal course of business, the Company enters into certain forms of off-balance sheet transactions, including unfunded loan commitments 
and letters of credit. These transactions are managed through the Company’s various risk management processes. Management considers both on-
balance  sheet  and  off-balance  sheet  transactions  in  its  evaluation  of  the  Company’s liquidity. The Company has $555.0 million in unused loan 
commitments as of December 31, 2008. While this commitment level would be very difficult to fund given the Company’s current liquidity resources, 
we know that the nature of these commitments is such that the likelihood of funding them is very low. 

At December 31, 2008 and 2007, approximately $10,018,000 and $6,400,000, respectively, of cash and due from banks represented required reserves 
on deposits maintained by the Company in accordance with Federal Reserve Bank requirements.  

39

Capital Resources 
As  a  financial  holding  company,  the  Company  is  subject  to “risk based” capital adequacy guidelines established by the Federal Reserve. Risk-

based  capital  guidelines  were  designed  to  relate  regulatory  capital  requirements  to  the  risk  profile  of  the  specific  institution  and  to  provide  for 
uniform requirements among the various regulators. Currently, the risk-based capital guidelines require the Company to meet a minimum total capital 
ratio  of  8.0%  of  which  at  least  4.0%  must  consist  of  Tier  1  capital.  Tier  1  capital  consists  of  (a)  common  shareholders’  equity  (excluding  the 
unrealized market value adjustments on the available-for-sale securities and cash flow hedges), (b) qualifying perpetual preferred stock and related 
additional  paid  in  capital  subject  to  certain  limitations  specified  by  the  FDIC,  and  (c)  minority  interests  in  the  equity  accounts  of  consolidated 
subsidiaries less (d) goodwill, (e) mortgage servicing rights within certain limits, and (f) any other intangible assets and investments in subsidiaries 
that the FDIC determines should be deducted from Tier 1 capital. The FDIC also requires a minimum leverage ratio of 3.0%, defined as the ratio of 
Tier  1  capital  to  average  total  assets  for  banking  organizations  deemed  the  strongest  and  most  highly  rated  by  banking  regulators.  A  higher 
minimum leverage ratio is required of less highly rated banking organizations. Total capital, a measure of capital adequacy, includes Tier 1 capital, 
allowance for loan losses, and subordinated debentures.  

The Company met the definition of “well-capitalized” (the highest category) at December 31, 2008, 2007 and 2006. The following table summarizes 
the Company’s risk-based capital and leverage ratios at the dates indicated:  

(Dollars in thousands)

Tier I capital to risk weighted assets

Total capital to risk weighted assets

Leverage ratio (Tier I capital to average assets)

Tangible common equity to tangible assets

Tier I capital

Total risk-based capital

At December 31

2008

2007

2006

8.89%

12.81%

8.58%
5.90% 
$     190,253  
273,978 
$

9.32%

10.54%

8.85%

5.68%
$     164,957  
186,549 
$

9.60%

10.83%

8.87%

6.48%

$     131,869

$

148,856

Risk Management 
Market risk arises from exposure to changes in interest rates and other relevant market rate or price risk. The Company faces market risk in the form 
of interest rate risk through transactions other than trading activities. Market risk from these activities, in the form of interest rate risk, is measured 
and  managed  through  a  number  of  methods.  The  Company  uses  financial  modeling  techniques  to  measure  interest  rate  risk.  These  techniques 
measure  the  sensitivity  of  future  earnings  due  to  changing  interest  rate  environments.  Guidelines  established  by  the  Bank’s  Asset/Liability 
Management Committee and approved by the Company’s Board of Directors are used to monitor exposure of earnings at risk. General interest rate 
movements are used to develop sensitivity as the Company feels it has no primary exposure to a specific point on the yield curve. These limits are 
based  on  the  Company’s  exposure  to  a  100  basis  points  and  200  basis  points  immediate  and  sustained  parallel  rate  move,  either  upward  or 
downward.  

Interest Rate Risk 
Our interest rate sensitivity management seeks to avoid fluctuating interest margins to enhance consistent growth of net interest income through 
periods of changing interest rates. Interest rate sensitivity varies with different types of interest-earning assets and interest-bearing liabilities. We 
attempt to maintain interest-earning assets, comprised primarily of both loans and investments, and interest-bearing liabilities, comprised primarily 
of deposits, maturing or repricing in similar time horizons in order to minimize or eliminate any impact from market interest rate changes. In order to 
measure earnings sensitivity to changing rates, the Company uses a static gap analysis and earnings simulation model. 

The static gap analysis starts with contractual repricing information for assets, liabilities, and off-balance sheet instruments. These items are then 
combined with repricing estimations for administered rate (interest-bearing demand deposits, savings, and money market accounts) and non-rate 
related products (demand deposit accounts, other assets, and other liabilities) to create a baseline repricing balance sheet. In addition, mortgage-
backed securities are adjusted based on industry estimates of prepayment speeds. 

40

The following table represents the estimated interest rate sensitivity and periodic and cumulative gap positions calculated as of December 31, 2008. 
Significant  assumptions  used  for  this  table  include:  loans  will  repay  at  historic  repayment  rates;  interest-bearing demand accounts and savings 
accounts are interest sensitive due to immediate repricing, and fixed maturity deposits will not be withdrawn prior to maturity. A significant variance 
in actual results from one or more of these assumptions could materially affect the results reflected in the table. 

(in thousands)

Interest-Earning Assets

Securities available for sale

Other investments

Interest-bearing deposits

Federal funds sold

      Year 1

      Year 2

      Year 3

      Year 4

      Year 5

Beyond

5 years

or no stated
      maturity      

Total

$     

19,198

$      15,160

$      15,751

$      17,618

$      27,405

$      1,299

$     

96,431

-

14,384

2,637

-

-

-

-

-

-

-

-

-

-

-

-

11,884

-

-

11,884

14,384

2,637

     
     
     
 
 
 
Loans (1)

Loans held for sale

Total interest-earning assets

Interest-Bearing Liabilities

1,206,660

252,585

198,435

96,009

151,914

71,572

1,977,175

2,632

-

-

-

-

-

2,632

$

1,245,511

$

267,745

$

214,186

$

113,627

$

179,319

$

84,755

$

2,105,143

Savings, NOW and Money market deposits

$

837,356

$

-

$

-

$

-

$

-

$

Certificates of deposit

Subordinated debentures

Other borrowings

Total interest-bearing liabilities

Interest-sensitivity GAP

       GAP by period

       Cumulative GAP

Ratio of interest-earning assets to

       interest-bearing liabilities

       Periodic

       Cumulative GAP as of December 31, 2008

Cumulative GAP as of December 31, 2007(2)

(1)

(2)

Adjusted for the impact of the interest rate swaps.  

For comparative purposes

520,432

32,064

127,210

140,719

44,246

10,310

20,800

-

300

1,775

14,433

7,000

442

28,274

-

10,807

- 
453

-

$

837,356

708,067

85,081

166,117

$

1,517,062

$

171,829

$

44,546

$

23,208

$

28,716 

$

11,260

$

1,796,621

$

$

(271,551)

(271,551) 

$

$

95,916

(175,635) 

$

$

169,640  
(5,995)

$

$

90,419 
84,424

$

$

150,603

235,027

$

$

73,495

308,522

$

$

308,522

308,522

0.82

0.82

0.94

1.56

0.90

4.81

1.00

4.90

1.05

6.24

1.13

7.53

1.17

0.98

1.06

1.09

1.13

1.18

1.17

1.17

1.18

At December 31, 2008, the Company was asset sensitive on a cumulative basis for all periods except years 1 and 2 based on contractual maturities. 
Asset sensitive means that assets will reprice faster than liabilities.  

Along with the static gap analysis, determining the sensitivity of short-term future earnings to a hypothetical plus or minus 100 and 200 basis point 
parallel  rate  shock  can  be  accomplished  through  the  use  of  simulation  modeling.  In  addition  to  the  assumptions  used  to  create  the  static  gap, 
simulation of earnings includes the modeling of the balance sheet as an ongoing entity. Future business assumptions involving administered rate 
products, prepayments for future rate-sensitive balances, and the reinvestment of maturing assets and liabilities are included. These items are then 
modeled to project net interest income based on a hypothetical change in interest rates. The resulting net interest income for the next 12-month 
period is compared to the net interest income amount calculated using flat rates. This difference represents the Company’s earnings sensitivity to a 
plus or minus 100 basis points parallel rate shock.  

The  resulting  simulations  for  December  31,  2008  demonstrate  that  the  Company’s  balance  sheet  is  relatively  neutral  to  rate  changes.  The 
simulations projected that net interest income of Enterprise would decrease by approximately 1.5% if rates rose by a 100 basis point parallel rate 
shock and projected that the net interest income would decrease by approximately 0.8% if rates fell by a 100 basis point parallel rate shock. 

The Company uses interest rate derivative financial instruments as an asset/liability management tool to hedge mismatches in interest rate exposure 
indicated by the net interest income simulation described above. They are used to modify the Company’s exposures to interest rate fluctuations and 
provide more stable spreads between loan yields and the rate on their funding sources. At December 31, 2008, the Company had $97.4 million in 
notional amount of outstanding interest rate swaps to help manage interest rate risk. Derivative financial instruments are also discussed in Item 8, 
Note 7 – Derivative Financial Instruments. 

41

Contractual Obligations, Off-Balance Sheet Risk, and Contingent Liabilities 
Through the normal course of operations, the Company has entered into certain contractual obligations and other commitments. Such obligations 
relate to funding of operations through deposits or debt issuances, as well as leases for premises and equipment. As a financial services provider, 
the Company routinely enters into commitments to extend credit. While contractual obligations represent future cash requirements of the Company, 
a  significant  portion  of  commitments  to  extend  credit  may  expire  without  being  drawn  upon.  Such  commitments  are  subject  to  the  same  credit 
policies and approval process accorded to loans made by the Company.  

The required contractual obligations and other commitments, excluding any contractual interest, at December 31, 2008 were as follows: 

Over 1 Year

Less Than

Less than

Over

 
 
 
 
 
 
       
(in thousands)

Operating leases

Certificates of deposit

Subordinated debentures

Federal Home Loan Bank advances

Commitments to extend credit

Standby letters of credit

      Total

      1 Year

      5 Years

$      12,249

$      2,378

$      5,646

      5 Years
$      4,225

708,067
85,081 
119,957

555,361

33,875

520,432

-

81,050
357,262 
33,875

187,182
- 
28,100

161,353

-

453

85,081

10,807

36,746

-

The Company also enters into derivative contracts under which the Company either receives cash from or pays cash to counterparties depending 
on changes in interest rates. Derivative contracts are carried at fair value on the consolidated balance sheet with the fair value representing the net 
present value of expected future cash receipts or payments based on market interest rates as of the balance sheet date. The fair value of these 
contracts changes daily as market interest rates change. Derivative liabilities are not included as contractual cash obligations as their fair value does 
not represent the amounts that may ultimately be paid under these contracts. 

CRITICAL ACCOUNTING POLICIES 
The following accounting policies are considered most critical to the understanding of the Company’s financial condition and results of operations. 
These  critical  accounting  policies  require  management’s  most  difficult,  subjective  and  complex  judgments  about  matters  that  are  inherently 
uncertain. Because these estimates and judgments are based on current circumstances, they may change over time or prove to be inaccurate based 
on actual experiences. In the event that different assumptions or conditions were to prevail, and depending upon the severity of such changes, the 
possibility of a materially different financial condition and/or results of operations could reasonably be expected. The impact and any associated 
risks related to our critical accounting policies on our business operations are discussed throughout “Management’s Discussion and Analysis of 
Financial Condition and Results of Operations,” where such policies affect our reported and expected financial results. For a detailed discussion on 
the application of these and other accounting policies, see Item 8, Note 1 – Significant Accounting Policies. 

The  Company  has  prepared  all  of  the  consolidated  financial  information  in  this  report  in  accordance  with  U.S.  generally  accepted  accounting 
principles  (“U.S. GAAP”). The Company makes estimates and assumptions that affect the reported amount of assets and liabilities, disclosure of 
contingent assets and liabilities at the date of the consolidated financial statements, and the reported amounts of revenue and expenses during the 
reporting period. Such estimates include the valuation of loans, goodwill, intangible assets, and other long-lived assets, along with assumptions 
used in the calculation of income taxes, among others. These estimates and assumptions are based on management’s best estimates and judgment. 
Management  evaluates  its  estimates  and  assumptions  on  an  ongoing  basis  using  historical  experience  and  other  factors,  including  the  current 
economic environment, which management believes to be reasonable under the circumstances. We adjust such estimates and assumptions when 
facts and circumstances dictate. Decreasing real estate values, illiquid credit markets, volatile equity markets, and declines in consumer spending 
have combined to increase the uncertainty inherent in such estimates and assumptions. As future events and their effects cannot be determined 
with  precision,  actual  results  could  differ  significantly  from  these  estimates.  Changes  in  estimates  resulting  from  continuing  changes  in  the 
economic environment will be reflected in the financial statement in future periods. There can be no assurances that actual results will not differ 
from those estimates.  

42

Allowance for Loan Losses 
The Company maintains an allowance for loan losses (“the allowance”), which is intended to be management’s best estimate of probable inherent 
losses  in  the  outstanding  loan  portfolio.  The  allowance  is  based  on  management’s continuing review and evaluation of the loan portfolio. The 
review and evaluation combines several factors including: consideration of past loan loss experience; trends in past due and nonperforming loans; 
risk characteristics of the various classifications of loans; existing economic conditions; the fair value of underlying collateral; and other qualitative 
and  quantitative  factors  which  could  affect  probable  credit  losses.  Because  current  economic  conditions  can  change  and  future  events  are 
inherently  difficult  to  predict,  the  anticipated  amount  of  estimated  loan  losses,  and  therefore  the  adequacy  of  the  allowance,  could  change 
significantly. As an integral part of their examination process, various regulatory agencies also review the allowance for loan losses. These agencies 
may require that certain loan balances be charged off when their credit evaluations differ from those of management, based on their judgments 
about information available to them at the time of their examination. The Company believes the allowance for loan losses is adequate and properly 
recorded in the consolidated financial statements.  

Acquisitions and Divestitures 
The  Company  has  accounted  for  business  combinations  in  accordance  with  Statement  of  Financial  Accounting  Standards  (“SFAS”)  No.  141, 
Business  Combinations (“SFAS 141”), Under SFAS 141, the assets and liabilities of the acquired entities are recorded at their estimated fair values 
at the date of acquisition. Goodwill represents the excess of the purchase price over the fair value of net assets, including the amount assigned to 
identifiable intangible assets. The purchase price allocation process requires an analysis of the fair values of the assets acquired and the liabilities 
assumed. When a business combination agreement provides for an adjustment to the cost of the combination contingent on future events, the 
Company includes that adjustment in the cost of the combination when the contingent consideration is determinable beyond a reasonable doubt 
and can be reliably estimated and should not otherwise be expensed according to the provisions of SFAS 141. The results of operations of the 
acquired  business  are  included  in  the  Company’s  consolidated  financial  statements  from  the  respective  date  of  acquisition.  As  a  general  rule, 
goodwill established in connection with a stock purchase is nondeductible for tax purposes. 

The  company  accounts  for  divestitures  under  SFAS  No.  144, “Accounting for the Impairment or Disposal of Long-Lived Assets” (“SFAS 144”.) 
SFAS 144 requires an entity to measure an asset (disposal group) classified as held for sale at the lower of its carrying value at the date the assets is 

 
 
 
 
 
initially classified as held for sale or its fair value less costs to sell. It also requires an entity to report in discontinued operations the results of 
operations of a component that either has been disposed of or held to sale if: 

l

the operations and cash flows of the disposal group will be eliminated from the ongoing operations as a result of the disposal transaction; 
and 

l

the Company will not have any significant continuing involvement in the operations of the entity after the disposal transaction. 

Any incremental direct costs incurred to transact the sale are allocated against the gain or loss on the sale. These costs would include items like 
legal fees, title transfer fees, broker fees, etc. Pursuant to SFAS 142, any goodwill associated with the portion of the reporting unit that constitutes a 
business to be disposed of is included in the carrying amount of the business in determining the gain or loss on the sale. Also, any intangible 
assets or write down to fair value associated with the entity to be disposed of is also included in the carrying amount of the business in determining 
the gain or loss on the sale. The gain or loss on the sale is classified in the consolidated statements of income as noninterest income. 

In  December  2007,  SFAS  No.  141  (revised  2007), “Business Combinations” (“SFAS 141(R)”) was issued. This statement replaces SFAS 141, and 
establishes several new principles and requirements for accounting for business combinations. The new accounting standard is effective for all 
business combinations consummated on or after December 15, 2008. 

Goodwill and Other Intangible Assets 
The  Company  accounts  for  goodwill  and  intangible  assets  according  to  SFAS  No.  142, Goodwill  and  Other  Intangible  Assets  (“SFAS  142”.) 
Intangible assets other than goodwill, such as core deposit intangibles, that are determined to have finite lives are amortized over their estimated 
remaining  useful  lives.  The  Company  tests  goodwill  for  impairment  on  an  annual  basis  and  intangible  assets  whenever  events  or  changes  in 
circumstances indicate that the Company may not be able to recover the respective asset’s carrying amount. Such tests involve the use of estimates 
and assumptions. Management believes that the assumptions utilized are reasonable. However, the Company may incur impairment charges related 
to goodwill or intangible assets in the future due to changes in business prospects or other matters that could affect our assumptions. 

SFAS 142 requires that goodwill be tested for impairment at the reporting unit level. Reporting units are defined as the same level as, or one level 
below,  an  operating  segment,  as  defined  in  SFAS  131, Disclosures  about  Segments  of  an  Enterprise  and  Related  Information.  An  operating 
segment is a component of a business for which separate financial information is available that management regularly evaluates in deciding how to 
allocate  resources  and  assess  performance.  The  Company’s reporting units are Millennium, Trust and the Banking operations of Enterprise. At 
December 31, 2008 and 2007, the Trust reporting unit had no goodwill.  

43

Historically, our goodwill impairment tests have been completed as of December 31 each year. Following the annual impairment test for 2006, the 
Company  changed  the  goodwill  impairment  test  date  for  the  Millennium  reporting  unit  to  September  30  of  each  fiscal  year.  This  change  in  the 
testing date was designed to provide sufficient time for independent experts to complete the Millennium reporting unit testing prior to year end 
reporting. The goodwill impairment test date for the Banking reporting unit did not change. 

Under SFAS 142, businesses must identify potential impairments by comparing the fair value of a reporting unit to its carrying amount, including 
goodwill.  Goodwill  impairment  does  not  occur  as  long  as  the  fair  value  of  the  unit  is  greater  than  its  carrying  value.  The  second  step  of  the 
impairment test is only required if a goodwill impairment is identified in step one. The second step of the test compares the implied fair market value 
of goodwill to its carrying amount. If the carrying amount of goodwill exceeds its implied fair market value, an impairment loss is recognized. That 
loss is equal to the carrying amount of goodwill that is in excess of its implied fair market value.  

SFAS 144 also requires long-lived assets, such as purchased intangibles subject to amortization, to be reviewed for impairment whenever events or 
changes in circumstances indicate that the carrying amount of an asset may not be recoverable. Recoverability of assets to be held and used is 
measured by a comparison of the carrying amount of an asset to estimated undiscounted future cash flows expected to be generated by the asset. If 
the carrying amount of an asset exceeds its estimated future cash flows, an impairment charge is recognized by the amount by which the carrying 
amount of the asset exceeds the fair value of the asset.  

There are three general approaches commonly used in business valuation: income approach, asset-based approach, and market approach. Within 
each of these approaches, there are various techniques for determining the value of a business using the definition of value appropriate for the 
appraisal assignment. Professional judgment is required to determine which valuation methods are the most appropriate. The valuation may utilize 
one  or  more  of  the  approaches.  Generally,  the  income  approaches  determine  value  by  calculating  the  net  present  value  of  the  benefit  stream 
generated by the business (discounted cash flow); the asset-based approaches determine value by adding the sum of the parts of the business (net 
asset value); and the market approaches determine value by comparing the subject company to other companies in the same industry, of the same 
size, and/or within the same region.  

Millennium reporting unit 
An independent third party performed the valuation of the Millennium reporting unit. Step one of the impairment valuation utilized a combination of 
the income approach and the market approach. The income and market approaches were weighted at 33% and 67%, respectively. The weights reflect 
the relative importance of the methods used and serve as a means of simulating the thinking of hypothetical investors. Significant assumptions and 
estimates  used  to  determine  the  step  one  impairment  value  included  expected  cash  flows  and  annual  growth  rates,  anticipated  future  earnings, 

   
 
operating margins and other indicators of value derived from market transactions of similar companies.  

Step  two  of  the  impairment  valuation  contemplated  a  hypothetical  acquisition  of  the  assets  and  liabilities  of  Millennium.  The  intangible  assets 
identified were trade name and customer lists. Significant assumptions and estimates used to determine the step two allocation include an expected 
discount rate, existing customer list and projected revenue from those customers. 

In accordance with SFAS 142 and SFAS 144, we evaluated Millennium’s goodwill and intangible assets for impairment as of September 30, 2008. In 
connection  with  these  tests,  we  determined  that  margin  pressures  reducing  Millennium  revenues  continued  to  negatively  affect  operating 
performance, thereby reducing the fair value of our investment in Millennium. As a result, the Company recorded a $5.9 million, pre-tax goodwill 
impairment charge as of September 30, 2008. In the fourth quarter of 2008, due to continued pressures in the sales margin and resulting decreased 
earnings  of  Millennium,  we  identified  and  recorded  an  additional  pre-tax  goodwill  impairment  of  $2.8  million  and  $500,000  of  intangible  asset 
impairment.  Millennium’s goodwill and intangible assets were $3.1 million and $1.4 million, respectively, at December 31, 2008. It is possible that 
additional impairment charges could occur in 2009. 

Banking reporting unit 
An independent third party performed the valuation of the Banking reporting unit. Step one of the impairment valuation utilized a combination of 
the income approach and the market approach. The income and market approaches were weighted at 67% and 33%, respectively. The weights reflect 
the relative importance of the methods used and serve as a means of simulating the thinking of hypothetical investors. Significant assumptions and 
estimates  used  to  determine  the  step  one  impairment  value  included  expected  cash  flows  and  annual  growth  rates,  anticipated  future  earnings, 
operating margins and other indicators of value derived from market transactions of similar companies. 

44

The 2008 annual impairment evaluation of the goodwill and intangible balances did not identify any impairment for the Banking reporting unit. At 
December  31,  2008,  the  Company’s common shareholders’ equity was $186.7 million. At March 2, 2009, the Company’s market capitalization was 
$116.0 million. A goodwill impairment test may be performed on the Banking reporting unit as of March 31, 2009. If current market conditions persist, 
it is possible that goodwill impairment could occur in the Banking reporting unit in 2009.  

There was no goodwill or intangible impairment recorded in 2007 or 2006 for either the Millennium or Banking reporting units. 

State Tax Credits Held for Sale 
On January 1, 2008, the Company adopted SFAS No. 157, Fair Value Measurements (“SFAS 157”), and SFAS No. 159, The Fair Value Option for 
Financial  Assets  and  Financial  Liabilities (“SFAS  159”.)  SFAS  157  defines  fair  value,  establishes  a  framework  for  measuring  fair  value  and 
expands disclosures about fair value measurements. SFAS 159 permits the Company to choose to measure eligible items at fair value at specified 
election dates. Unrealized gains and losses on items for which the fair value measurement option (“FVO”) has been elected are reported in earnings 
at each subsequent reporting date. The fair value option (i) may be applied instrument by instrument, with certain exceptions, thus the Company 
may record identical financial assets and liabilities at fair value or by another measurement basis permitted under generally accepted accounting 
principles, (ii) is irrevocable (unless a new election date occurs) and (iii) is applied only to entire instruments and not to portions of instruments. 

In 2007, the Company executed an agreement to purchase the rights to receive 10-year streams of state tax credits at agreed upon discount rates. At 
December 31, 2007, the Company had purchased $23.0 million of state tax credits. Upon adoption of SFAS 157 and SFAS 159, the Company elected 
to  account  for  the  state  tax  credit  assets  at  fair  value.  As  a  result,  the  state  tax  credits  were  re-measured  to  fair  value.  The  effect  of  the  re-
measurement was reported as a cumulative-effect adjustment, which reduced opening retained earnings on January 1, 2008, by $365,000. 

The Company is not aware of an active financial market for the 10-year streams of state tax credit financial instruments. However, the Company’s 
principal market for these tax credits consists of state residents who buy them to reduce their state tax exposure. The state tax credits purchased by 
the Company are held until they are “usable” and then are sold to our clients for a profit. 

The  Company  utilizes  a  discounted  cash  flow  analysis  (income  approach)  to  determine  the  fair  value  of  the  state  tax  credits.  The  fair  value 
measurement is calculated using an internal valuation model. The inputs to the fair value calculation include: the amount of tax credits generated 
each year, the anticipated sale price of the tax credit, the timing of the sale and a discount rate. The discount rate is defined as the LIBOR swap 
curve at a point equal to the remaining life in years of credits plus a risk premium spread. With the exception of the discount rate, the inputs to the 
fair  value  calculation  are  observable  and  readily  available.  The  discount  rate  is  an “unobservable  input”  and  is  based  on  the  Company’s 
assumptions. As a result, fair value measurement for these instruments falls within Level 3 of the fair value hierarchy of SFAS 157. 

At December 31, 2008, the discount rates utilized in our state tax credits fair value calculation ranged from 3.80% to 4.61%. Resulting changes in the 
fair value of the state tax credits held for sale of $4.6 million were reported in Gain on state tax credits, net in the consolidated statement of income 
for the year ended December 31, 2008. A rate simulation with a 100 basis point parallel rate shock to the discount rate was run for December 31, 2008. 
The resulting simulation indicates that if the LIBOR swap curve were to increase by 100 basis points, the fair value of the state tax credits would be 
lower by approximately $1.5 million. We would expect a portion of this decline would be offset by a change in the value of derivative financial 
instruments hedging the state tax credits.  

These Level 3 fair value measurements are based primarily upon our own estimates and are calculated based on the current economic and regulatory 
environment,  interest  rate  risks  and  other  factors.  Therefore,  the  results  cannot  be  determined  with  precision,  cannot  be  substantiated  by 
comparison  to  quoted  prices  in  active  markets,  and  may  not  be  realized  in  a  current  sale  or  immediate  settlement  of  the  asset  or  liability. 

Additionally, there are inherent uncertainties in any fair value measurement technique, and changes in the underlying assumptions used, including 
the discount rate and estimate of future cash flows, could significantly affect the fair value measurement amounts.  

45

Derivative Financial Instruments 
The Company uses derivative financial instruments to assist in managing interest rate sensitivity. The derivative financial instruments used are 
interest rate swaps and caps. Derivative financial instruments are required to be measured at fair value and recognized as either assets or liabilities 
in the consolidated financial statements. Fair value represents the payment the Company would receive or pay if the item were sold or bought in a 
current transaction. As of December 31, 2008, the Company used derivative financial instruments in a cash flow hedge program for prime based 
loans. In addition, as of December 31, 2008, the Company used nondesignated derivative financial instruments to economically hedge changes in 
the fair value of state tax credits held for sale and changes in the fair value of certain loans accounted for as trading instruments. 

l Cash Flow Hedges – Derivatives designated as cash flow hedges are recorded at fair value. The effective portion of the change in fair value 
is recorded (net of taxes) as a component of other comprehensive income (“OCI”) in shareholders’ equity. Amounts recorded in OCI are 
subsequently  reclassified  into  interest  income  or  expense  (depending  on  whether  the  hedged  item  is  an  asset  or  liability)  when  the 
underlying  transaction  affects  earnings.  The  ineffective  portion  of  the  change  in  fair  value  is  recorded  in  noninterest  income.  Upon 
dedesignation  of  a  derivative  financial  instrument  from  a  cash  flow  hedge  relationship,  any  remaining  amounts  in  OCI  are  recorded  in 
noninterest income over the expected remaining life of the underlying forecasted hedge transaction. The net interest differential between the 
hedged item and the hedging derivative financial instrument are recorded as an adjustment to interest income or interest expense of the 
related asset or liability. 

l Fair  Value  Hedges  –  For  derivatives  designated  as  fair  value  hedges,  the  change  in  fair  value  of  the  derivative  instrument  and  related 
hedged item are recorded in the related interest income or expense, as applicable, except for the ineffective portion, which is recorded in 
noninterest income in the consolidated statements of income. The swap agreement is accounted for on an accrual basis with the net interest 
differential being recognized as an adjustment to interest income or interest expense of the related asset or liability.  

l Non-Designated  Hedges – Certain derivative financial instruments are not designated as cash flow or as fair value hedges for accounting 
purposes. These non-designated derivatives are entered into to provide interest rate protection on net interest income or noninterest income 
but do not meet hedge accounting treatment. Changes in the fair value of these instruments are recorded in interest income or noninterest 
income in the consolidated statements of income depending on the underlying hedged item.  

The judgments and assumptions most critical to the application of this accounting policy are those affecting the estimation of fair value and hedge 
effectiveness. Changes in assumptions and conditions could result in greater than expected inefficiencies that, if large enough, could reduce or 
eliminate  the  economic  benefits  anticipated  when  the  hedges  were  established  and/or  invalidate  continuation  of  hedge  accounting.  Greater 
inefficiency and discontinuation of hedge accounting can result in increased volatility in reported earnings. For cash flow hedges, this would result 
in more or all of the change in the fair value of the related derivative financial instruments being reported in income. In December 2008, the Company 
discontinued hedge accounting on two prime based loan hedge relationships as a result of the significant decrease in the prime rate. As a result of 
the dedesignation, the changes in the fair value of the related derivative financial instruments are being reported in income without a corresponding 
and offsetting change in the fair value for the loans previously hedged.  

Deferred Tax Assets and Liabilities 
The Company accounts for income taxes under the asset/liability method. Deferred tax assets and liabilities are recognized for future tax effects of 
temporary  differences,  net  operating  loss  carry  forwards  and  tax  credits.  Deferred  tax  assets  are  reduced  if  necessary,  by  a  deferred  tax  asset 
valuation allowance. A valuation allowance is established when in the judgment of management, it is more likely than not that such deferred tax 
assets will not become realizable. In this case, we would adjust the recorded value of our deferred tax assets, which would result in a direct charge to 
income tax expense in the period that the determination is made. Likewise, we would reverse the valuation allowance when realization of the deferred 
tax asset is expected.  

Effects of New Accounting Pronouncements 
See Item 8, Note 1 – Summary of Significant Accounting Policies for information on recent accounting pronouncements and their impact, if any, on 
our consolidated financial statements.  

ITEM 7A: QUANTITATIVE AND QUALITATIVE DISCLOSURES ABOUT MARKET RISK 

Please refer to “Risk Factors” included in Item 1A and “Risk Management” included in Management’s Discussion and Analysis under Item 7.  

46

ITEM 8: FINANCIAL STATEMENTS AND SUPPLEMENTARY DATA 

 
Enterprise Financial Services Corp and subsidiaries  

Management’s Report on Internal Control over Financial Reporting  
Report of Independent Registered Public Accounting Firm  
Consolidated Balance Sheets at December 31, 2008 and 2007  
Consolidated Statements of Income for the years  
     ended December 31, 2008, 2007, and 2006  
Consolidated Statements of Shareholders’ Equity and Comprehensive Income  
     for the years ended December 31, 2008, 2007, and 2006  
Consolidated Statements of Cash Flows for the years  
     ended December 31, 2008, 2007, and 2006  
Notes to Consolidated Financial Statements  

47

Page Number 
48  
49  
51  

52  

53  

54  
55  

Management’s Report on Internal Control over Financial Reporting  

The  Company’s  management  is  responsible  for  establishing  and  maintaining  adequate  internal  control  over  financial  reporting.  The  Company’s 
internal  control  over  financial  reporting  is  a  process  designed  under  the  supervision  of  the  CEO  and  CFO  to  provide  reasonable  assurance 
regarding reliability of financial reporting and preparation of the Company’s financial statements for external reporting purposes in accordance with 
U.S. GAAP.  

The Company’s management assessed the effectiveness of the Company’s internal control over financial reporting as of December 31, 2008, based 
on  the  criteria  set  forth  by  the  Committee  of  Sponsoring  Organization  of  the  Treadway  Commission  (COSO)  in “Internal  Control-Integrated 
Framework.”  Based  on  the  assessment,  management  determined  that,  as  of  December  31,  2008,  the  Company’s  internal  control  over  financial 
reporting was effective based on these criteria.  

48

Report of Independent Registered Public Accounting Firm 

The Board of Directors and Shareholders  
Enterprise Financial Services Corp:  

We have audited Enterprise Financial Services Corp’s (the Company) internal control over financial reporting as of December 31, 2008, based on 
criteria  established  in  Internal  Control –  Integrated  Framework  issued  by  the  Committee  of  Sponsoring  Organizations  of  the  Treadway 
Commission  (COSO).  The  Company’s  management  is  responsible  for  maintaining  effective  internal  control  over  financial  reporting  and  for  its 
assessment  of  the  effectiveness  of  internal  control  over  financial  reporting,  included  in  the  accompanying Management’s  Report  on  Internal 
Control over Financial Reporting. Our responsibility is to express an opinion on the Company’s internal control over financial reporting based on 
our audit.  

We conducted our audit in accordance with the standards of the Public Company Accounting Oversight Board (United States). Those standards 
require that we plan and perform the audit to obtain reasonable assurance about whether effective internal control over financial reporting was 
maintained in all material respects. Our audit included obtaining an understanding of internal control over financial reporting, assessing the risk that 
a material weakness exists, and testing and evaluating the design and operating effectiveness of internal control based on the assessed risk. Our 
audit  also  included  performing  such  other  procedures  as  we  considered  necessary  in  the  circumstances.  We  believe  that  our  audit  provides  a 
reasonable basis for our opinion.  

A  company’s internal control over financial reporting is a process designed to provide reasonable assurance regarding the reliability of financial 
reporting  and  the  preparation  of  financial  statements  for  external  purposes  in  accordance  with  generally  accepted  accounting  principles.  A 
company’s internal control over financial reporting includes those policies and procedures that (1) pertain to the maintenance of records that, in 
reasonable detail, accurately and fairly reflect the transactions and dispositions of the assets of the company; (2) provide reasonable assurance that 
transactions are recorded as necessary to permit preparation of financial statements in accordance with generally accepted accounting principles, 
and  that  receipts  and  expenditures  of  the  company  are  being  made  only  in  accordance  with  authorizations  of  management  and  directors  of  the 
company; and (3) provide reasonable assurance regarding prevention or timely detection of unauthorized acquisition, use, or disposition of the 
company’s assets that could have a material effect on the financial statements.  

Because  of  its  inherent  limitations,  internal  control  over  financial  reporting  may  not  prevent  or  detect  misstatements.  Also,  projections  of  any 

  
  
  
  
evaluation of effectiveness to future periods are subject to the risk that controls may become inadequate because of changes in conditions, or that 
the degree of compliance with the policies or procedures may deteriorate.  

In our opinion, the Company maintained, in all material respects, effective internal control over financial reporting as of December 31, 2008, based on 
criteria established in Internal Control – Integrated Framework issued by COSO.  

We also have audited, in accordance with the standards of the Public Company Accounting Oversight Board (United States), the consolidated 
balance sheets of the Company as of December 31, 2008 and 2007, and the related consolidated statements of operations, shareholders’ equity and 
comprehensive income, and cash flows for each of the years in the three-year period ended December 31, 2008, and our report dated March 13, 2009 
expressed an unqualified opinion on those consolidated financial statements.  

St. Louis, Missouri 
March 13, 2009 

49

Report of Independent Registered Public Accounting Firm 

The Board of Directors and Shareholders  
Enterprise Financial Services Corp:  

We  have  audited  the  accompanying  consolidated  balance  sheets  of  Enterprise  Financial  Services  Corp  and  subsidiaries  (the  Company)  as  of 
December 31, 2008 and 2007, 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,  2008.  These  consolidated  financial  statements  are  the  responsibility  of  the 
Company’s management. Our responsibility is to express an opinion on these consolidated financial statements based on our audits.  

We conducted our audits  in accordance with the standards of the Public Company Accounting Oversight Board (United States). Those standards 
require that we plan and perform the audit to obtain reasonable assurance about whether the financial statements are free of material misstatement. 
An audit includes examining, on a test basis, evidence supporting the amounts and disclosures in the financial statements. An audit also includes 
assessing  the  accounting  principles  used  and  significant  estimates  made  by  management,  as  well  as  evaluating  the  overall  financial  statement 
presentation. We believe that our audits provide a reasonable basis for our opinion.  

In our opinion, the consolidated financial statements referred to above present fairly, in all material respects, the financial position of the Company 
as of December 31, 2008 and 2007, and the results of its operations and its cash flows for each of the years in the three-year period ended December 
31, 2008, in conformity with U.S. generally accepted accounting principles.  

As  discussed  in  Note  1  to  the  consolidated  financial  statements,  the  Company  adopted  the  provisions  of  Statement  of  Financial  Accounting 
Standards  No.  157, Fair  Value  Measurements, and Statement of Financial Accounting Standards No. 159, The Fair Value Option for Financial 
Assets and Financial Liabilities, including an amendment to FASB Statement No. 115, on January 1, 2008. 

We  also  have  audited,  in  accordance  with  the  standards  of  the  Public  Company  Accounting  Oversight  Board  (United  States),  the  Company’s 
internal control over financial reporting as of December 31, 2008, based on criteria established in Internal Control – Integrated Framework issued 
by the Committee of Sponsoring Organizations of the Treadway Commission (COSO), and our report dated March 13, 2009 expressed an unqualified 
opinion on the effectiveness of the Company’s internal control over financial reporting.  

St. Louis, Missouri 
March 13, 2009 

50

ENTERPRISE FINANCIAL SERVICES CORP AND SUBSIDIARIES 
Consolidated Balance Sheets 
Years ended December 31, 2008 and 2007 

December 31, 

 
 
  
(In thousands, except share and per share data)  

Assets 

Cash and due from banks  
Federal funds sold  
Interest-bearing deposits  
               Total cash and cash equivalents  
Securities available for sale, at fair value  
Other investments  
Loans held for sale  
Portfolio loans  
     Less: Allowance for loan losses  
               Portfolio loans, net  
Other real estate  
Fixed assets, net  
Accrued interest receivable  
State tax credits, held for sale,  
     at fair value as of December 31, 2008  
Goodwill  
Intangibles, net  
Other assets  
               Total assets  

Liabilities and Shareholders' Equity 

Deposits:  
     Demand deposits  
     Interest-bearing transaction accounts  
     Money market accounts  
     Savings  
     Certificates of deposit:  
     $100k and over  
     Other  
               Total deposits  
Subordinated debentures  
Federal Home Loan Bank advances  
Other borrowings  
Notes payable  
Accrued interest payable  
Other liabilities  
               Total liabilities  

Shareholders' equity:  
     Preferred stock, $0.01 par value;  
          5,000,000 shares authorized; 35,000 and  
          0 shares issued, respectively  
     Common stock, $0.01 par value;  
          30,000,000 shares authorized; 12,876,981 and  
          12,482,357 shares issued, respectively  
     Treasury stock, at cost; 76,000 shares  
     Additional paid in capital  
     Retained earnings  
     Accumulated other comprehensive income  
               Total shareholders' equity  

               Total liabilities and shareholders' equity  

2008 

2007 

$  

25,626   
2,637   
14,384   
42,647   
96,431   
11,884   
2,632   
   1,977,175   
31,309   
   1,945,866   
13,868   
25,158   
7,557   

$  

76,265   
75,665   
1,719   
153,649   
70,756   
12,577   
3,420   
   1,641,432   
21,593   
   1,619,839   
2,963   
22,223   
8,334   

39,142   
48,512   
3,504   
32,973   
$   2,270,174   

23,149   
57,177   
6,053   
18,978   
$   1,999,118   

$  

247,361   
126,644   
702,886  
7,826   

$  

278,313   
131,141   
672,577   
10,343   

520,197   
187,870   
   1,792,784   
85,081   
119,957   
46,160   
-   
2,473   
5,931   
   2,052,386   

347,318   
145,320   
   1,585,012   
56,807   
152,901   
10,680   
6,000   
3,710   
10,859   
   1,825,969   

31,116   

-   

129   
(1,743 ) 
115,111   
71,927   
1,248   
217,788   

125   
(1,743 ) 
104,127   
70,523   
117   
173,149   

$     2,270,174   

$     1,999,118   

     
     
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
 
 
   
  
  
  
 
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
See accompanying notes to consolidated financial statements. 

51

ENTERPRISE FINANCIAL SERVICES CORP AND SUBSIDIARIES 
Consolidated Statements of Income 
Years ended December 31, 2008, 2007 and 2006 

(In thousands, except per share data) 
Interest income: 
     Interest and fees on loans 
     Interest on debt and equity securities: 
          Taxable 
          Nontaxable 
     Interest on federal funds sold 
     Interest on interest-bearing deposits 
     Dividends on equity securities 
          Total interest income 
Interest expense: 
     Interest-bearing transaction accounts 
     Money market accounts 
     Savings 
     Certificates of deposit: 
          $100 and over 
          Other 
     Subordinated debentures 
     Federal Home Loan Bank advances 
     Notes payable and other borrowings 
          Total interest expense 
          Net interest income 
Provision for loan losses 
     Net interest income after provision for loan losses 
Noninterest income: 
     Wealth Management revenue 
     Service charges on deposit accounts 
     Other service charges and fee income 
     Gain on sale of branches/charter 
     Gain (loss) on sale of other real estate 
     Gain on state tax credits, net 
     Gain on sale of investment securities 
     Miscellaneous income 
          Total noninterest income 
Noninterest expense: 
     Employee compensation and benefits 
     Occupancy 
     Furniture and equipment 
     Data processing 
     Meals and entertainment 
     Amortization of intangibles 
     Impairment charges related to Millennium Brokerage Group 
     Other 
          Total noninterest expense 

Years ended December 31, 
2007 

2008 

2006 

$ 

112,387 

$ 

116,847 

$ 

88,437 

4,722 
31 
211 
83 
547 
117,981 

4,571 
34 
481 
62 
522  
122,517  

1,554 
13,786 
55 

18,127 
6,398 
3,536 
6,649 
1,153 
51,258 
66,723 
22,475 
44,248 

10,848 
4,376 
1,000 
3,400 
552 
4,201 
161 
735 
25,273 

31,024 
4,246 
1,470 
2,187 
1,484 
1,444 
9,200 
12,450 
63,505 

3,078 
23,578 
125 

18,329 
7,754 
3,859 
4,277 
465  
61,465  
61,052 
4,615  
56,437  

13,980 
3,228 
852 
- 
(48 ) 
792 
233 
636  
19,673  

29,555 
3,901 
1,439 
1,911 
1,878 
1,604 
- 
9,228  
49,516  

4,246 
35 
1,340 
76 
284  
94,418  

2,332 
19,213 
57 

12,386 
3,844 
2,343 
2,523 
443  
43,141  
51,277 
2,127  
49,150  

13,809 
2,228 
586 
- 
2 
- 
- 
291  
16,916  

25,247 
2,966 
1,028 
1,431 
1,744 
1,128 
- 
7,850  
41,394  

     
     
     
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
Minority interest in net income of consolidated subsidiary 

Income before income tax expense 
     Income tax expense 
Net income 

Earnings per common share: 
     Basic 
     Diluted 

See accompanying notes to consolidated financial statements. 

52

- 

6,016 
1,586 
4,430 

$ 

-  

(875 ) 

26,594 
9,016  
17,578  

23,797 
8,325  
15,472  

$ 

$ 

$ 
$     

0.35  
0.34 

$ 
$     

1.44  
1.40 

1.41 
$ 
 $      1.36   

ENTERPRISE FINANCIAL SERVICES CORP AND SUBSIDIARIES 
Consolidated Statements of Shareholders’ Equity and Comprehensive Income  
Years ended December 31, 2006, 2007, and 2008 

    Preferred     Common     Treasury      Additional paid     Retained     comprehensive     shareholders' 

Accumulated 
other 

Total 

Stock 

in capital 

earnings 

(in thousands, except per share data) 
Balance December 31, 2005 
     Net income  
     Change in fair value of investment securities, net of tax 
     Change in fair value of cash flow hedges, net of tax 
          Total comprehensive income 
     Cash dividends paid on common shares, $0.18 per share 
     Issuance under equity compensation plans, net, 166,543 shares 
     Acquisition of NorthStar Bancshares, Inc., 914,144 shares 
     Share-based compensation 
     Excess tax benefit related to equity compensation plans 
Balance December 31, 2006 
Cumulative effect of adoption of FIN 48 
Balance January 1, 2007 
     Net income  
     Change in fair value of investment securities, net of tax 
     Reclassification adjustment for realized gain 
          on sale of securities included in net income, net of tax 
          Total comprehensive income 
     Cash dividends paid on common shares, $0.21 per share 
     Issuance under equity compensation plans, net, 194,737 shares 
     Purchase of Treasury Stock, 76,000 shares 
     Acquisition of Clayco Banc Corporation, 698,733 shares 
     Additional contingent shares issued in connection with 
          acquisition of NorthStar Bancshares, Inc., 49,348 shares 
     Share-based compensation 
     Excess tax benefit related to equity compensation plans 
Balance December 31, 2007 
Cumulative effect of adoption of SFAS No. 159 (see Note 9) 
Balance January 1, 2008 
     Net income  
     Change in fair value of available for sale securities, net of tax 
     Reclassification adjustment for realized gain 

$ 

$ 

$ 

$ 

$ 

 -  $ 
- 
- 
- 

- 
- 
- 
- 
-   
 -  $ 
- 
 -  $ 
- 
- 

- 
- 
- 
- 
- 
- 

- 
- 
-   
 -  $ 

 -  $ 
- 
- 

income (loss) 
(1,137 ) 
- 
282 
263 

41,950  $ 
15,472 
- 
- 

105  $ 
- 
- 
- 

- 
1 
9 
- 
-   
115  $ 
- 
115  $ 
- 
- 

- 

- 
2 
- 
7 

$ 

$ 

$ 

- 
- 
- 
- 

- 
- 
- 
- 
- 
- 
- 
- 
- 
- 

- 

- 
- 
(1,743 ) 
- 

51,687  $ 
- 
- 
- 

- 
1,274 
23,473 
1,067 
525   
78,026  $ 
-   
78,026  $ 
- 
- 

(1,977 ) 
- 
- 
- 
-  
55,445   $ 
138  
55,583   $ 
17,578 
- 

- 

- 

- 
1,486 
- 
21,193 

(2,638 ) 
- 
- 
- 

1 
- 
-   
125  $ 
  - 
125  $ 
- 
- 

- 
- 
-  
(1,743 )  $ 
  -  
(1,743 )  $ 
- 
- 

1,281 
1,760 
381   
104,127  $ 
  -   
104,127  $ 

- 
- 

- 
- 
-  
70,523   $ 
(365 )   
70,158   $ 
4,430 
- 

$ 

$ 

$ 

$ 

$ 

equity 

92,605 
15,472 
282 
263  
16,017  
(1,977 ) 
1,275 
23,482 
1,067 
525  
132,994  
138  
133,132  
17,578 
858 

(149 ) 
18,287  
(2,638 ) 
1,488 
(1,743 ) 
21,200 

1,282 
1,760 
381  
173,149  
(365 ) 
172,784  
4,430 
816 

- 
- 
- 
- 
-  
(592 ) 
-  
(592 ) 
- 
858 

(149 ) 

- 
- 
- 
- 

- 
- 
-  
117  
 -  
117  
- 
816 

 
 
 
  
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
  
 
 
 
 
          on sale of securities included in net income, net of tax 
     Change in fair value of cash flow hedges, net of tax 
          Total comprehensive income 
     Cash dividends paid on common shares, $0.21 per share 
     Issuance of preferred stock and associated warrants, 35,000 shares 
     Issuance under equity compensation plans, net, 361,665 shares 
     Additional share-based compensation in connection with 
          acquisition of Clayco Banc Corporation, 32,959 shares 
     Share-based compensation 
     Excess tax benefit related to equity compensation plans 
Balance December 31, 2008 

See accompanying notes to consolidated financial statements. 

- 
- 

- 
31,116 
- 

- 
- 

- 
- 
4 

- 

- 
- 
- 

- 
- 

- 
3,884 
3,555 

- 
- 

(2,661 ) 
- 
- 

(103 ) 
418 

- 
- 
- 

(103 ) 
418  
5,561  
(2,661 ) 
35,000 
3,559 

- 
- 
-   

- 
- 
-   
$     31,116   $      129   $     (1,743 )  $     

-  
- 
-     

1,000 
2,085 
460   

- 
- 
-  
115,111  $     71,927    $       1,248  

- 
- 
-  

1,000 
2,085 
460  
 $     217,788   

53

ENTERPRISE FINANCIAL SERVICES CORP AND SUBSIDIARIES 
Consolidated Statements of Cash Flows 
Years ended December 31, 2008, 2007 & 2006 

(in thousands)  
Cash flows from operating activities:  
     Net income  
     Adjustments to reconcile net income to net cash  
          from operating activities:  
          Depreciation  
          Provision for loan losses  
          Deferred income taxes  
          Net amortization (accretion) of debt and equity securities  
          Amortization of intangible assets  
          Gain on sale of investment securities  
          Mortgage loans originated  
          Proceeds from mortgage loans sold  
          (Gain) loss on sale of other real estate  
          Gain on state tax credits, net  
          Additional share-based compensation from acquisition of Clayco  
          Excess tax benefits of share-based compensation  
          Share-based compensation  
          Gain on sale of branches/charter  
          Impairment charges related to Millennium Brokerage Group  
          Changes in:  
               Accrued interest receivable and income tax receivable  
               Accrued interest payable and other liabilities  
               Other, net  
               Net cash provided by operating activities  

Cash flows from investing activities:  
     Cash paid in sale of branch/charter, net of cash and cash equivalents received  
     Cash paid for acquisitions, net of cash and cash equivalents received  
     Net increase in loans  
     Proceeds from the sale/maturity/redemption/recoveries of:  
          Debt and equity securities, available for sale  
          State tax credits held for sale  

Years ended December 31, 
2007 

2008 

2006 

$  

4,430   

$  

17,578   

$  

15,472   

2,690   
22,475   
(6,246 )  
545   
1,444   
(161 )  
(46,416 )  
47,300   
(552 )  
(4,201 )  
1,000   
(460 )  
2,255   
(3,400 )  
9,200   

(3,054 )  
(2,203 )  
(4,356 )  
20,290   

(20,736 )  
-   
(370,963 )  

62,721   
4,422   

2,465   
4,615   
747   
(195 )  
1,604   
(233 )  
(81,221 )  
80,551   
48   
(792 )  
-   
(381 )  
1,944   
-   
-   

720   
(1,013 )  
(1,220 )  
25,217   

1,901   
2,127   
(1,244 )  
39   
1,128   
-   
(57,184 )  
57,822   
(2 )  
-   
-   
(525 )  
1,153  
-   
-   

(1,601 )  
327   
(1,651 )  
17,762   

-   
(9,375 )  
(168,032 )  

115,834   
4,578   

-   
(4,078 )  
(145,218 )  

73,626   
-   

 
 
   
 
 
  
     
     
     
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
 
  
  
  
  
  
   
  
  
  
  
  
  
  
          Other real estate  
          Loans previously charged off  
     Payments for the purchase/origination of:  
          Available for sale debt and equity securities  
          Limited partnership interests  
          State tax credits held for sale  
          Fixed assets  
               Net cash used in investing activities  

Cash flows from financing activities:  
     Net (decrease) increase in noninterest-bearing deposit accounts  
     Net increase in interest-bearing deposit accounts  
     Proceeds from issuance of subordinated debentures  
     Paydown of subordinated debentures  
     Proceeds from Federal Home Loan Bank advances  
     Repayments of Federal Home Loan Bank advances  
     Net proceeds from federal funds purchased  
     Net increase (decrease) in other borrowings  
     Proceeds from notes payable  
     Repayments on notes payable  
     Cash dividends paid on common stock  
     Excess tax benefits of share-based compensation  
     Issuance of preferred stock and warrants  
     Repurchase of common stock  
     Proceeds from the exercise of common stock options  
               Net cash provided by financing activities  
               Net (decrease) increase in cash and cash equivalents  
Cash and cash equivalents, beginning of year  
Cash and cash equivalents, end of year  

Supplemental disclosures of cash flow information:  
     Cash paid during the year for:  
          Interest  
          Income taxes  
     Noncash transactions:  
          Common stock issued for acquisitions  
          Transfer to other real estate owned in settlement of loans  

See accompanying notes to consolidated financial statements. 

8,593   
372   

(93,372 )  
(5,034 )  
(15,271 )  
(7,467 )  
(436,735 )  

(28,868 )  
273,312   
28,274   
-   
2,442,872   
(2,475,815 )  
19,400   
16,080   
15,000   
(21,000 )  
(2,661 )  
460   
35,000   
-   
3,389   
305,443   
(111,002 )  
153,649   
42,647   

$ 

5,260   
509   

(67,726 )  
(1,171 )  
(27,726 )  
(3,379 )  
(151,228 )  

28,313   
90,092   
18,557   
(4,124 )  
1,242,875   
(1,146,572 )  
-   
923   
6,750   
(4,751 )  
(2,638 )  
381   
-   
(1,743 )  
1,304   
229,367   
103,356   
50,293   
153,649   

167   
400   

(40,676 )  
-   
-   
(7,591 )  
(123,370 )  

(11,785 )  
53,261   
4,124   
-   
723,534   
(725,121 )  
-   
(6,015 )  
10,000   
(10,745 )  
(1,977 )  
525   
-   
-   
1,189   
36,990   
(68,618 )  
118,911   
50,293   

$  

$  

52,495   
11,579   

$  

61,223   
7,854   

42,377   
7,896   

$  

$  

$     

-    
18,432   

$     

22,482   
5,979   

$      23,482   
-   

54

NOTE 1—SUMMARY OF SIGNIFICANT ACCOUNTING POLICIES  

The more significant accounting policies used by the Company in the preparation of the consolidated financial statements are summarized below:  

Business  
Enterprise  Financial  Services  Corp  (the “Company”  or  “EFSC”)  is a financial holding company that provides a full range of banking and wealth 
management services to individuals and corporate customers located in the St. Louis and Kansas City metropolitan markets through its banking 
subsidiary, Enterprise Bank & Trust (“Enterprise”.) Enterprise also operates a loan production office in Phoenix, Arizona. In addition, the Company 
owns  100%  of  Millennium  Brokerage  Group,  LLC  (“Millennium”)  through  its  wholly-owned  subsidiary,  Millennium  Holding  Company,  Inc. 
Millennium is headquartered in Nashville, Tennessee and operates life insurance advisory and brokerage operations from fourteen offices serving 
life agents, banks, CPA firms, property and casualty groups, and financial advisors in 49 states. On July 31, 2008, the Company sold its remaining 
interest in Great American Bank (“Great American”.)  

The Company is subject to competition from other financial and nonfinancial institutions providing financial services in the markets served by the 

  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
 
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
 
  
 
  
 
  
  
  
  
  
Company’s subsidiary. Additionally, the Company and its banking subsidiary are subject to the regulations of certain federal and state agencies 
and undergo periodic examinations by those regulatory agencies. Millennium and the investment management industry in general are subject to 
extensive  regulation  in  the  United  States  at  both  the  federal  and  state  level,  as  well  as  by  self-regulatory  organizations  such  as  the  National 
Association of Securities Dealers, Inc. The Securities and Exchange Commission is the federal agency that is primarily responsible for the regulation 
of investment advisers. 

Use of Estimates  
The  consolidated  financial  statements  of  the  Company  and  its  subsidiaries  have  been  prepared  in  conformity  with  U.S.  Generally  Accepted 
Accounting Principles (“U.S. GAAP”) and conform to predominant practices within the banking industry. In preparing the consolidated financial 
statements,  management  is  required  to  make  estimates  and  assumptions,  which  significantly  affect  the  reported  amounts  in  the  consolidated 
financial statements. Such estimates include the valuation of loans, goodwill, intangible assets, and other long-lived assets, along with assumptions 
used in the calculation of income taxes, among others. These estimates and assumptions are based on management’s best estimates and judgment. 
Management  evaluates  its  estimates  and  assumptions  on  an  ongoing  basis  using  historical  experience  and  other  factors,  including  the  current 
economic environment, which management believes to be reasonable under the circumstances. We adjust such estimates and assumptions when 
facts and circumstances dictate. Decreasing real estate value, illiquid credit markets, volatile equity markets, and declines in consumer spending 
have combined to increase the uncertainty inherent in such estimates and assumptions. As future events and their effects cannot be determined 
with precision, actual results could differ significantly from these estimates. Changes in those estimates resulting from continuing changes in the 
economic environment will be reflected in the financial statement in future periods. Actual amounts could differ from those estimates.  

Consolidation  
The  consolidated  financial  statements  include  the  accounts  of  the  Company,  Enterprise,  Great  American  (through  the  date  of  disposition)  and 
Millennium.  Acquired  businesses  are  included  in  the  consolidated  financial  statements  from  the  date  of  acquisition.  All  material  intercompany 
accounts and transactions have been eliminated. Any minority ownership interests are reported in our Consolidated Balance Sheets as a liability. 
Any minority ownership interest of earnings or loss, net of tax, is classified as “Minority interest in net income of consolidated subsidiary” in our 
Consolidated Statements of Income. 

Investments  
The Company has currently classified investments in debt securities as available for sale.  

Securities classified as available for sale are carried at estimated fair value. Unrealized holding gains and losses for available for sale securities are 
excluded  from  earnings  and  reported  as  a  net  amount  in  a  separate  component  of  shareholders’  equity  until  realized.  All  previous  fair  value 
adjustments included in the separate component of shareholders’ equity are reversed upon sale. 

A decline in the fair value of any available for sale security below cost that is deemed other-than-temporary results in a charge to earnings and the 
establishment of a new cost basis for the security. To determine whether impairment is other-than-temporary, the Company considers whether it has 
the  ability  and  intent  to  hold  the  investment  until  a  market  price  recovery  and  considers  whether  evidence  indicating  cost  of  the  investment  is 
recoverable outweighs evidence to the contrary. Evidence considered in this assessment includes the reasons for the impairment, the severity and 
duration of the impairment, changes in value subsequent to year end, and forecasted performance of the investee.   

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Premiums and discounts are amortized or accreted over the lives of the respective securities as an adjustment to yield using the interest method. 
Dividend and interest income is recognized when earned. Realized gains and losses are included in earnings and are derived using the specific 
identification method for determining the cost of securities sold.  

Cash and Cash Equivalents  
At December 31, 2008 and 2007, approximately $10,018,000 and $6,400,000, respectively, of cash and due from banks represented required reserves 
on deposits maintained by the Company in accordance with Federal Reserve Bank requirements.  

Loans Held for Sale  
The Company provides long-term financing of one-to-four-family residential real estate by originating fixed and variable rate loans. Long-term, fixed 
and variable rate loans are sold into the secondary market without recourse. Upon receipt of an application for a real estate loan, the Company 
determines whether the loan will be sold into the secondary market or retained in the Company’s loan portfolio. The interest rates on the loans sold 
are locked with the buyer and the Company bears no interest rate risk related to these loans. Mortgage loans held for sale are carried at the lower of 
cost or fair value, which is determined on a specific identification method. The Company does not retain servicing on any loans sold, nor did the 
Company have any capitalized mortgage servicing rights at December 31, 2008 and 2007. Gains on the sale of loans held for sale are reported net of 
direct origination fees and costs in the Company’s consolidated statements of income.  

Interest and Fees on Loans  
Interest income on loans is accrued to income based on the principal amount outstanding. The recognition of interest income is discontinued when 
a loan becomes 90 days past due or a significant deterioration in the borrower’s credit has occurred which, in management’s opinion, negatively 
impacts the collectibility of the loan. Subsequent interest payments received on such loans are applied to principal if any doubt exists as to the 
collectibility of such principal; otherwise, such receipts are recorded as interest income. Loans are returned to accrual status when management 
believes full collectibility of principal and interest is expected.  

Loan  origination  fees  and  direct  origination  costs  are  deferred  and  recognized  over  the  lives  of  the  related  loans  as  a  yield  adjustment  using  a 
method, which approximates the interest method. 

Allowance For Loan Losses  
The allowance for loan losses is increased by provision charged to expense and is available to absorb charge offs, net of recoveries. Management 
utilizes a systematic, documented approach in determining the appropriate level of the allowance for loan losses. The level of the allowance reflects 
management’s continuing evaluation of industry concentrations; specific credit risks; loan loss experience; current loan portfolio quality; present 
economic, political and regulatory conditions; and unexpected losses inherent in the current loan portfolio. The determination of the appropriate 
level of the allowance for loan losses inherently involves a degree of subjectivity and requires that we make significant estimates of current credit 
risks and future trends, all of which may undergo material changes. Changes in economic conditions affecting borrowers, new information regarding 
existing loans, identification of additional problem loans and other factors, both within and outside of our control, may require an increase in the 
allowance for loan losses.  

Management believes the allowance for loan losses is adequate to absorb probable losses in the loan portfolio. While management uses available 
information to recognize losses on loans, future additions to the allowance may be necessary based on changes in economic conditions and other 
factors. In addition, various regulatory agencies, as an integral part of the examination process, periodically review the Bank’s loan portfolio. Such 
agencies may require additions to the allowance for loan losses based on their judgments and interpretations of information available to them at the 
time of their examinations.  

Accounting for Impaired Loans 
A loan is considered impaired when management believes it is probable that collection of all amounts due, both principal and interest, according to 
the  contractual  terms  of  the  loan  agreement  will  not  occur.  Non-accrual  loans,  loans  past  due  greater  than  90  days  and  still  accruing,  and 
restructured loans qualify as “impaired loans.” Loans are also considered “impaired” when it becomes probable that the Company will be unable to 
collect  all  amounts  due  according  to  the  loan’s  contractual  terms.  Restructured  loans  involve  the  granting  of  a  concession  to  a  borrower 
experiencing financial difficulty involving the modification of terms of the loan, such as changes in payment schedule or interest rate.  

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When measuring impairment, the expected future cash flows of an impaired loan are discounted at the loan’s effective interest rate. Alternatively, 
impairment is measured by reference to an observable market price, if one exists, or the fair value of the collateral for a collateral-dependent loan. 
Interest income on impaired loans is recorded when cash is received and only if principal is considered to be fully collectible. Loans and leases, 
which are deemed uncollectible, are charged off and deducted from the allowance for loan losses, while recoveries of amounts previously charged 
off are credited to the allowance for loan losses.  

Other Real Estate 
Other  real  estate  represents  property  acquired  through  foreclosure  or  deeded  to  the  Company  in  lieu  of  foreclosure  on  loans  on  which  the 
borrowers have defaulted as to the payment of principal and interest. Other real estate is recorded on an individual asset basis at the lower of cost 
or fair value less estimated costs to sell. The fair value of other real estate is based upon estimates of future cash flows, market value of similar 
assets,  if  available  or  independent  appraisals.  These  estimates  involve  significant  uncertainties  and  judgments  and  cannot  be  determined  with 
certainty. As a result, fair value estimates may not be realizable in a current sale or settlement of the other real estate. Subsequent reductions in fair 
value are expensed.  

Gains and losses resulting from the sale of other real estate are credited or charged to current period earnings. Costs of maintaining and operating 
other real estate are expensed as incurred, and expenditures to complete or improve other real estate properties are capitalized if the expenditures are 
expected to be recovered upon ultimate sale of the property.  

Fixed Assets  
Buildings, leasehold improvements, and furniture, fixtures, equipment, and capitalized software are stated at cost less accumulated depreciation and 
amortization is computed using the straight-line method over their respective estimated useful lives. Furniture, fixtures and equipment is depreciated 
over three to ten years and buildings and leasehold improvements over ten to forty years based upon lease obligation periods.  

State Tax Credits Held for Sale  
The Company purchases the rights to receive 10-year streams of state tax credits at agreed upon discount rates and sells such tax credits to Wealth 
Management  customers.  Upon  adoption  of  Statement  of  Financial  Accounting  Standards  (“SFAS”) No.  157, Fair Value Measurements (“SFAS 
157”), and SFAS No. 159, The Fair Value Option for Financial Assets and Financial Liabilities (“SFAS 159”) on January 1, 2008, the Company 
elected to prospectively account for $23 million of state tax credit assets at fair value. As a result, the Company recorded an adjustment to retained 
earnings as of January 1, 2008 of $365,000. All state tax credits purchased in 2008 were accounted for at fair value.  

The  Company  utilizes  a  discounted  cash  flow  analysis  (income  approach)  to  determine  the  fair  value  of  the  state  tax  credits.  The  fair  value 
measurement is calculated using an internal valuation model. The inputs to the fair value calculation include: the amount of tax credits generated 
each year, the anticipated sale price of the tax credit, the timing of the sale and a discount rate. The discount rate is defined as the LIBOR swap 
curve at a point equal to the remaining life in years of credits plus a risk premium spread. With the exception of the discount rate, the inputs to the 
fair  value  calculation  are  observable  and  readily  available.  The  discount  rate  is  an “unobservable  input”  and  is  based  on  the  Company’s 
assumptions. As a result, fair value measurement for these instruments fall within Level 3 of the fair value hierarchy of SFAS 157. 

Goodwill and Other Intangible Assets  
The Company accounts for goodwill and intangible assets according to SFAS No. 142, Goodwill and Other Intangible Assets (“SFAS 142”). The 
Company tests goodwill for impairment on an annual basis. Such tests involve the use of estimates and assumptions. Intangibles, consisting of 
customer lists are amortized using the straight-line method over the estimated useful life of 5 years and trade names are amortized using the straight-
line method over the estimated useful lives of approximately 20 years. Core deposit intangibles are amortized using an accelerated method over an 
estimated useful life of approximately 10 years. 

Historically, our goodwill impairment tests have been completed as of December 31 each year. Following the annual impairment test for 2006, the 
Company changed the goodwill and intangible asset impairment test date for the Millennium reporting unit to September 30 of each fiscal year. This 
change in the testing date was designed to provide sufficient time for independent experts to complete the Millennium reporting unit testing prior to 
year end reporting. The goodwill and other intangible impairment test date for the Banking segment did not change. 

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Under SFAS 142, businesses must identify potential goodwill impairments by comparing the fair value of a reporting unit to its carrying amount, 
including goodwill. Goodwill impairment is not indicated as long as the fair value of the reporting unit is greater than its carrying value. The second 
step of the impairment test is only required if a goodwill impairment is identified in step one. The second step of the test compares the implied fair 
value of goodwill to its carrying amount. If the carrying amount of goodwill exceeds its implied fair value, an impairment loss is recognized. That 
loss is equal to the carrying amount of goodwill that is in excess of its implied fair market value.  

Impairment of Long-Lived Assets  
Long-lived assets, such as fixed assets, and purchased intangibles subject to amortization, are reviewed for impairment whenever events or changes 
in circumstances indicate that the carrying amount of an asset may not be recoverable according to SFAS No. 144, “Accounting for the Impairment 
or Disposal of Long-Lived Assets” (“SFAS 144”). Recoverability of assets to be held and used is measured by a comparison of the carrying amount 
of  an  asset  to  estimated  undiscounted  future  cash  flows  expected  to  be  generated  by  the  asset.  If  the  carrying  amount  of  an  asset  exceeds  its 
estimated future cash flows, an impairment charge is recognized by the amount by which the carrying amount of the asset exceeds the fair value of 
the asset. Assets to be disposed of are separately presented in the balance sheet and reported at the lower of the carrying amount or fair value less 
costs to sell, and are no longer depreciated. The assets and liabilities of a disposed group classified as held for sale are presented separately in the 
appropriate asset and liability sections of the balance sheet.  

Derivative Financial Instruments and Hedging Activities  
The Company uses derivative financial instruments to assist in the management of interest rate sensitivity and to modify the repricing, maturity and 
option  characteristics  of  certain  assets  and  liabilities.  Derivative  instruments  are  required  to  be  measured  at  fair  value  and  recognized  as  either 
assets or liabilities in the consolidated financial statements. Fair value represents the payment the Company would receive or pay if the item were 
sold or bought in a current transaction. The accounting for changes in fair value (gains or losses) of a hedged item is dependent on whether the 
related  derivative  is  designated  and  qualifies  for “hedge accounting.” In accordance with SFAS No. 133, Accounting for Derivative Instruments 
and Hedging Activities (“SFAS 133”), the Company assigns derivatives to one of these categories at the purchase date: fair value hedge, cash flow 
hedge  or  non-designated  derivatives.  SFAS  133  requires  an  assessment  of  the  expected  and  ongoing  hedge  effectiveness  of  any  derivative 
designated a fair value hedge or cash flow hedge. Derivatives are included in other assets and other liabilities in the consolidated balance sheets. 
Generally, the only derivative instruments used by the Company have been interest rate swaps. In 2008, the Company executed several interest rate 
cap contracts. 

The following is a summary of the Company’s accounting policies for derivative instruments and hedging activities.  

l Cash Flow Hedges – Derivatives designated as cash flow hedges are recorded at fair value. The effective portion of the change in fair value is 
recorded  (net  of  taxes)  as  a  component  of  other  comprehensive  income  (“OCI”)  in  shareholders’  equity.  Amounts  recorded  in  OCI  are 
subsequently reclassified into interest income or expense (depending on whether the hedged item is an asset or liability) when the underlying 
transaction  affects  earnings.  The  ineffective  portion  of  the  change  in  fair  value  is  recorded  in  noninterest  income.  Upon  dedesignation  of  a 
derivative financial instrument from a cash flow hedge relationship, any remaining amounts in OCI are recorded in noninterest income over the 
expected remaining life of the underlying forecasted hedge transaction. The net interest differential between the hedged item and the hedging 
derivative financial instrument are recorded as an adjustment to interest income or interest expense of the related asset or liability.  

l Fair Value Hedges – For derivatives designated as fair value hedges, the change in fair value of the derivative instrument and related hedged 
item are recorded in the related interest income or expense, as applicable, except for the ineffective portion, which is recorded in noninterest 
income  in  the  consolidated  statements  of  income. The swap agreement is accounted for on an accrual basis with the net interest differential 
being recognized as an adjustment to interest income or interest expense of the related asset or liability.  

l Non-Designated  Hedges –  Certain  derivative  financial  instruments  are  not  designated  as  cash  flow  or  as  fair  value  hedges  for  accounting 
purposes. These non-designated derivatives are intended to provide interest rate protection on net interest income or noninterest income but do 
not meet hedge accounting treatment. Changes in the fair value of these instruments are recorded in interest income or noninterest income in the 
consolidated statements of income depending on the underlying hedged item. 

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Income Taxes  
The Company and its subsidiaries file consolidated federal income tax returns. Deferred tax assets and liabilities are recognized for the estimated 
future  tax  consequences  attributable  to  differences  between  the  financial  statement  carrying  amounts  of  existing  assets  and  liabilities  and  their 
respective  tax  bases.  Deferred  tax  assets  and  liabilities  are  measured  using  enacted  tax  rates  in  effect  for  the  year  in  which  those  temporary 
differences are expected to be recovered or settled. A valuation allowance is recognized if the Company determines it is more likely than not that all 
or some portion of the deferred tax asset will not be recognized. In estimating accrued taxes, the Company assesses the relative merits and risks of 
the appropriate tax treatment considering statutory, judicial and regulatory guidance in the context of the tax position. Because of the complexity of 
tax laws and regulations, interpretation can be difficult and subject to legal judgment given specific facts and circumstances. It is possible that 
others, given the same information, may at any point in time reach different reasonable conclusions regarding the estimated amounts of accrued 
taxes.  

Treasury Stock 
On August 27, 2007, the Company’s Board of Directors authorized a one-year stock repurchase program of up to 625,000 shares, or approximately 
5.00%, of the Company’s outstanding common stock in the open market or in privately negotiated transactions. No purchases were made in 2008 
and the program expired in August 2008 without reauthorization. In addition, participants in TARP are not allowed to repurchase shares of common 
stock. At December 31, 2008, the Company has 76,000 shares of Treasury stock. All repurchased shares are being held as Treasury stock for general 
corporate purposes. Treasury shares are accounted for under the cost method and are included as a component of shareholders’ equity.  

Stock-Based Compensation  
Effective January 1, 2006, the Company adopted SFAS No. 123(R), Share-based  Payment (“SFAS 123(R)”.) This statement requires that all stock-
based compensation be recognized as an expense in the financial statements and that such cost be measured at the grant date fair value for all 
equity classified awards. The Company adopted this statement using the modified prospective method, which required the Company to recognize 
compensation expense on a prospective basis for all outstanding unvested awards.  

Acquisitions and Divestitures  
In  accordance  with  SFAS  No.  141, Business  Combinations (“SFAS  141”),  the  Company  has  accounted  for  business  combinations  using  the 
purchase method of accounting. Accordingly, the assets and liabilities of the acquired entities have been recorded at their estimated fair values at 
the date of acquisition. Goodwill represents the excess of the purchase price over the fair value of net assets, including the amount assigned to 
identifiable intangible assets. 

The purchase price allocation process requires an estimation of the fair values of the assets acquired and the liabilities assumed. When a business 
combination agreement provides for an adjustment to the cost of the combination contingent on future events, the Company has included that 
adjustment  in  the  cost  of  the  combination  when  the  contingent  consideration  is  determinable  beyond  a  reasonable  doubt  and  can  be  reliably 
estimated and should not otherwise be expensed according to the provisions of SFAS 141. The results of operations of the acquired business are 
included  in  the  Company’s consolidated financial statements from the respective date of acquisition. As a general rule, goodwill established in 
connection with a stock purchase is nondeductible for tax purposes. 

The Company accounts for divestitures under SFAS 144, which requires an entity to measure an asset (disposal group) classified as held for sale at 
the lower of its carrying value at the date the asset is initially classified as held for sale or its fair value less costs to sell. It also requires an entity to 
report in discontinued operations the results of operations of a component that either has been disposed of or held to sale if: 

l The operations and cash flows of the disposal group will be eliminated from the ongoing operations as a result of the disposal transaction, 

and 

l The Company will not have any significant continuing involvement in the operations of the entity after the disposal transaction. 

Any incremental direct costs incurred to transact the sale are allocated against the gain or loss on the sale. These costs would include items like 
legal fees, title transfer fees, broker fees, etc. Pursuant to SFAS 142, any goodwill and intangible assets associated with the portion of the reporting 
unit to be disposed of is included in the carrying amount of the business in determining the gain or loss on the sale. 

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Cash Flow Information  
For purposes of reporting cash flows, the Company considers cash and due from banks, interest-bearing deposits and federal funds sold to be cash 
and cash equivalents.  

Reclassification  
Certain reclassifications have been made to the 2007 and 2006 immaterial amounts to conform to the current year presentation. Such reclassifications 
had no effect on previously reported consolidated net income or shareholders’ equity. 

New Accounting Standards 
On January 1, 2008, the Company adopted SFAS No. 157, Fair Value Measurements (“SFAS 157”), and SFAS No. 159, The Fair Value Option for 
Financial  Assets  and  Financial  Liabilities (“SFAS  159”.)  SFAS  157  defines  fair  value,  establishes  a  framework  for  measuring  fair  value  and 

   
expands disclosures about fair value measurements. SFAS 159 permits the Company to choose to measure eligible items at fair value at specified 
election dates. Unrealized gains and losses on items for which the fair value measurement option (“FVO”) has been elected are reported in earnings 
at each subsequent reporting date. The fair value option (i) may be applied instrument by instrument, with certain exceptions, thus the Company 
may record identical financial assets and liabilities at fair value or by another measurement basis permitted under generally accepted accounting 
principles, (ii) is irrevocable (unless a new election date occurs) and (iii) is applied only to entire instruments and not to portions of instruments. The 
effect  of  the  re-measurement  was  reported  as  a  cumulative-effect  adjustment,  which  reduced  opening  retained  earnings  on  January  1,  2008,  by 
$365,000.  Upon  adoption,  the  Company  elected  to  account  for  $23  million  of  state  tax  credit  assets  at  fair  value.  See  Note  19 –  Fair  Value 
Measurements for more information.  

In  December  2007,  the  Financial  Accounting  Standards  Board  (“FASB”)  issued  SFAS  No.  141(R), Business  Combinations — a replacement of 
FASB No. 141 (“SFAS 141R”.) SFAS 141R replaces SFAS 141, Business Combination (“SFAS 141”) and applies to all transaction and other events 
in which one entity obtains control over one or more other businesses. SFAS 141R requires an acquirer, upon initially obtaining control of another 
entity,  to  recognize  the  assets,  liabilities  and  any  non-controlling  interest  in  the  acquiree  at  fair  value  as  of  the  acquisition  date.  Contingent 
consideration is required to be recognized and measured at fair value on the date of acquisition rather than at a later date when the amount of that 
consideration may be determinable beyond a reasonable doubt. This fair value approach replaces the cost-allocation process required under SFAS 
141 whereby the cost of an acquisition was allocated to the individual assets acquired and liabilities assumed based on their estimated fair value. 
SFAS 141R requires acquirers to expense acquisition-related costs as incurred rather than allocating such costs to the assets acquired and liabilities 
assumed, as was previously the case under SFAS 141. Under SFAS 141R, the requirements of SFAS 146, Accounting for Costs Associated with Exit 
or Disposal Activities, would have to be met in order to accrue for a restructuring plan in purchase accounting. Pre-acquisition contingencies are to 
be recognized at fair value, unless it is a non-contractual contingency that is not likely to materialize, in which case, nothing should be recognized in 
purchase accounting and, instead, that contingency would be subject to the probable and estimable recognition criteria of SFAS 5, Accounting for 
Contingencies. SFAS 141R is expected to have an impact on the Company’s accounting for business combinations closing on or after January 1, 
2009. 

In December 2007, the FASB issued SFAS No. 160, Noncontrolling Interests in Consolidated Financial Statements - an amendment of ARB No. 51 
(“SFAS  160”).  SFAS  160  amends  Accounting  Research  Bulletin  No.  51, “Consolidated  Financial  Statements,”  to  establish  accounting  and 
reporting  standards  for  the  noncontrolling  interest  in  a  subsidiary  and  for  the  deconsolidation  of  a  subsidiary.  SFAS  160  also  clarifies  that  a 
noncontrolling interest in a subsidiary is an ownership interest in the consolidated entity that should be reported as equity in the consolidated 
financial statements. SFAS 160 requires consolidated net income to be reported at amounts that include the amounts attributable to both the parent 
and the noncontrolling interest. Prior to SFAS 160, net income attributable to the noncontrolling interest generally was reported as an expense or 
other  deduction  in  arriving  at  consolidated  net  income.  Additional  disclosures  are  required  as  a  result  of  SFAS  160  to  clearly  identify  and 
distinguish between the interests of the parent’s owners and the interests of the noncontrolling owners of a subsidiary. SFAS 160 is effective for 
fiscal years beginning after December 15, 2008. The Company is currently evaluating the impact that SFAS 160 may have on its future consolidated 
financial statements.  

In  March  2008,  the  FASB  issued  SFAS  No.  161,  Disclosures  about  Derivative  Instruments  and  Hedging  Activities — an Amendment of FASB 
Statement No. 133 (“SFAS 161”.) SFAS 161 expands disclosure requirements regarding an entity’s derivative instruments and hedging activities. 
Expanded qualitative disclosures that will be required under SFAS 161 include: (1) how and why an entity uses derivative instruments; (2) how 
derivative instruments and related hedged items are accounted for under SFAS 133, Accounting for Derivative Instruments and Hedging Activities, 
and related interpretations; and (3) how derivative instruments and related hedged items affect an entity’s financial position, financial performance, 
and cash flows. SFAS 161 also requires additional quantitative disclosures in financial statements. SFAS 161 will be effective for the Company on 
January  1,  2009.  Management  does  not  expect  that  the  adoption  of  the  provisions  of  SFAS  161  will  have  a  material  impact  on  the  Company’s 
financial statements. 

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In October 2008, the FASB issued Financial Accounting Standards Board Staff Position (“FSP”) FAS No. 157-3, Determining the Fair Value of a 
Financial  Asset  When  the  Market  for  That  Asset  Is  Not  Active (“FSP  FAS  157-3”.)  The  FSP  clarifies  the  application  of  SFAS  157, Fair Value 
Measurements, in a market that is not active and provides an example to illustrate key considerations in determining the fair value of a financial 
asset when the market for that financial asset is not active. The FSP was effective immediately therefore the Company is currently subject to the 
provision of the FSP. The implementation of FSP FAS 157-3 did not affect the Company’s fair value measurements as of December 31, 2008. 

NOTE 2—ACQUISITIONS AND DIVESTITURES 

Acquisition of Clayco Banc Corporation 
On  February  28,  2007,  the  Company  acquired  100%  of  the  total  outstanding  common  stock  of  Kansas  City-based  Clayco  Banc  Corporation 
(“Clayco”)  and  its  wholly  owned  subsidiary  Great  American  Bank  for  total  consideration  of  $36,000,000,  consisting  of  cash  of  $14,800,000  and 
698,733 shares of common stock valued at $21,200,000. 

At the time of acquisition, 32,959 shares valued at $1,000,000 were deposited into an escrow account as part of an executive retention agreement. At 
December 31, 2008 the contingency was resolved, the shares were released to the executive, and the Company recorded additional compensation 
expense of $1,000,000. 

Acquisition of NorthStar Bancshares  
On July 5, 2006, the Company acquired 100% of the total outstanding common stock of Kansas City-based NorthStar Bancshares, Inc and its wholly 

owned subsidiary NorthStar Bank NA (“NorthStar”) for total consideration of $36,000,000, consisting of cash of $8,000,000 and 1,091,500 shares of 
common stock valued at $28,000,000. 

As part of the acquisition, $4,573,000 of the purchase price consisting of cash of $17,000 and 177,356 shares of common stock valued at $4,556,000 
was deposited into a “Reserved Credit Escrow” account pending the collection of certain loans. The escrowed funds were considered “contingent 
consideration” under U.S. GAAP and therefore, were not recorded in common stock or additional paid in capital until the contingency was resolved. 
The Reserved Credit Escrow amount had scheduled release dates in January and July 2007 based on the receipt of principal payments or proceeds 
from the sale of several identified loans and other real estate. In January 2007, no proceeds were released. In July 2007, $1,300,000 of the escrow was 
released to the selling stockholders of NorthStar. This consisted of 49,348 shares of EFSC common stock and $6,400 in cash. The remaining balance 
of  the  escrow  was  released  to  the  Company.  With  the  contingency  resolved,  the  Company  has  recorded  the  additional  common  stock,  paid  in 
capital and related goodwill.  

Pro forma (unaudited)  
The following pro forma consolidated amounts give effect to the Company’s acquisitions of NorthStar and Clayco as if they had occurred January 
1, 2006. The pro forma consolidated amounts presented below are based on continuing operations. The pro forma consolidated amounts are not 
necessarily indicative of the operating results that would have been achieved had the transactions been in effect and should not be construed as 
being representative of future operating results.  

(in thousands, except per share data) 
Revenues(1)  
Net income  
Net income per share: 
     Basic 
     Diluted 
Weighted average shares used in calculation: 
     Basic 
     Diluted 

(1)     Revenues include net interest income and noninterest income.

Year ended December 31, 
2007 
$     81,871 
17,789 

2006 
$     78,001 
16,376 

1.44 
1.40  

12,383 
12,706 

1.35 
1.30 

12,175 
12,598 

Sale of Liberty Branch  
On February 28, 2008, the Company sold its Enterprise banking branch located in Liberty, Missouri to an unaffiliated bank. Deposit liabilities of 
$7,358,000 were transferred and approximately $158,000 of fixed assets were sold. Goodwill and core deposit intangibles related to Liberty of $97,000 
and $269,000, respectively, were written off on the sale date. The gain on the sale was $550,000.  

61

Great American Transactions  
On June 26, 2008, the Company transferred the assets and deposit liabilities of the Great American Claycomo branch along with certain other assets 
and liabilities of Great American to Enterprise. Approximately $168,000,000 of assets and $126,000,000 of liabilities were transferred to Enterprise. 

On July 31, 2008, the Company sold the Great American bank charter and its remaining DeSoto branch to an unaffiliated bank holding company, for 
cash  of  $6,500,000.  The  net  assets  of  the  Great  American  charter  on  the  date  of  the  sale  were  $2,500,000,  comprised  of  assets  of  approximately 
$33,000,000 and liabilities of approximately $30,500,000. Goodwill and core deposit intangibles related to Great American of $680,000 and $336,000, 
respectively, were written off on the sale date. The gain on the sale was $2,850,000. 

Acquisition of Millennium Brokerage Group  
On  October  13,  2005,  the  Company  acquired  60%  of  Millennium,  a  Tennessee  limited  liability  company,  for  total  consideration  of  $15,000,000, 
consisting  of  $9,750,000  in  cash  and  249,161  shares  of  common  stock  valued  at  $5,250,000.  The  original  agreement  provided  that  the  Company 
would purchase the remaining 40% interest in Millennium in two tranches of 20% each in 2008 and 2010, respectively. However, on December 31, 
2007,  the  Company  accelerated  the  acquisition  timetable  and  purchased  the  remaining  40%  interest.  The  acquisition  was  accelerated  to 
accommodate  a  change  in  the  Millennium  partner  compensation  plan  and  equity  incentives  and  to  recognize  the  effects  of  the  decline  in 
Millennium’s margins on valuing the remaining ownership interests pursuant to the original buyout terms. As a result, Millennium became a wholly 
owned subsidiary of the Company. The Company acquired the remaining 40% interest in Millennium for cash of $1,500,000. The additional purchase 
was accounted for as a step acquisition and as such, was considered additional purchase price and recorded as goodwill. In addition, subsequent 
annual payments of up to $2,000,000 each year for four years are contingent upon Millennium’s achievement of certain pre-tax earnings targets. No 
incremental amounts were paid in 2008.  

NOTE 3—EARNINGS PER SHARE  

  
     
     
     
 
 
 
 
     
Basic  earnings  per  common  share  is  calculated  by  dividing  net  income  available  to  common  shareholders  by  the  weighted  average  number  of 
common shares outstanding during the period. Diluted earnings per common share gives effect to all dilutive potential common shares outstanding 
during the period using the treasury stock method and convertible preferred stock using the if-converted method. The following table presents a 
summary of per share data and amounts for the periods indicated. 

(in thousands, except per share data) 
Basic 
Net income, as reported 
     Preferred stock dividend (undeclared) 
     Amortization of preferred stock discount 
Net income available to common shareholders 

Weighted average common shares outstanding 

Basic earnings per common share 

Diluted 
Net income available to common shareholders 

Weighted average common shares outstanding 
Effect of dilutive stock options and restricted share units 
Diluted weighted average common shares outstanding 

Diluted earnings per common share 

62

Years ended December 31, 
2007 

2008 

2006 

$      4,430 
(58 ) 
(21 ) 
4,351  

$ 

$     17,578 
- 
- 
17,578 

$ 

$     15,472 
- 
- 
15,472 

 $ 

12,589  

12,239 

10,964 

$ 

0.35  

$ 

1.44 

$ 

1.41 

$ 

4,351  

$ 

17,578 

$ 

15,472 

12,589 
146   
12,735  

12,239 
323 
12,562 

10,964 
423 
11,387 

$ 

0.34  

$ 

1.40 

$ 

1.36 

For the years ended December 31, 2008, 2007 and 2006, there were weighted average common stock equivalents of approximately 516,000, 215,000, 
and 0, respectively, which were excluded from the earnings per share calculation because their effect was anti-dilutive. 

NOTE 4—PREFERRED STOCK AND COMMON STOCK WARRANTS 

Preferred Equity  
The  Company’s Articles of Incorporation, as amended, authorize the issuance of 5,000,000 shares of preferred stock at a par value of $0.01 per 
share. On December 19, 2008, the Company entered into an agreement with the United States Department of the Treasury (“Treasury”) under the 
Troubled  Asset  Recovery  Program-Capital  Purchase  Program,  pursuant  to  which  the  Company  sold  (i)  35,000  shares  of  Fixed  Rate  Cumulative 
Perpetual Preferred Stock, Series A (“Senior Preferred Stock”) and (ii) a warrant to purchase 324,074 shares of EFSC common stock (“common stock 
warrants”), par value $0.01 per share, for an aggregate investment by the Treasury of $35,000,000. 

The proceeds received were allocated between the Senior Preferred Stock and the common stock warrants based upon their relative fair values, 
which  resulted  in  the  recording  of  a  discount  on  the  senior  preferred  stock  upon  issuance  that  reflects  the  value  allocated  to  the  warrant.  The 
discount  will  be  accreted  using  a  level-yield basis over five years, consistent with managements estimate of the life of the preferred stock. The 
allocated carrying value of the senior preferred stock and common stock warrants on the date of issuance (based on their relative fair values) were 
$31,116,000 and $3,884,000, respectively. Cumulative dividends on the senior preferred stock are payable at 5% per annum for the first five years and 
at a rate of 9% per annum thereafter on the liquidation preference of $1,000 per share. 

The Company is prohibited from paying any dividend with respect to shares of common stock unless all accrued and unpaid dividends are paid in 
full on the senior preferred stock for all past dividend periods. The Senior Preferred Stock is non-voting, other than class voting rights on matters 
that could adversely affect the Senior Preferred Stock. The Senior Preferred Stock is callable at par after three years. Prior to the end of three years, 
according to the terms of the operative agreements, the Senior Preferred Stock may be redeemed with the proceeds from one or more qualified equity 
offerings  of  any  Tier  1  perpetual  preferred  or  common  stock  of  EFSC  of  at  least  $8,750,000  (each  a “Qualified  Equity  Offering”),  although 
amendments to the Emergency Economic Stabilization Act of 2008 enacted in February of 2009 eliminate this restriction on the means of redeeming 
the Senior Preferred Stock. The Treasury may also transfer the senior preferred stock to a third party at any time. 

Common Stock Warrants  
The common stock warrants have a term of 10 years and are exercisable at any time, in whole or in part, at an exercise price of $16.20 per share 
(subject to certain anti-dilution adjustments). The Treasury may not exercise or transfer the common stock warrants with respect to more than half 

     
     
     
 
 
 
  
 
 
 
  
  
 
 
  
 
 
 
  
 
 
of the initial shares of common stock underlying the common stock warrants prior to the earlier of (a) the date on which the Company receives 
aggregate gross proceeds of not less than $35,000,000 from one or more Qualified Equity Offerings or (b) December 31, 2009. The number of shares 
of common stock to be delivered upon settlement of the common stock warrant will be reduced by 50% if the Company receives aggregate gross 
proceeds of at least $35,000,000 from one or more Qualified Equity Offerings prior to December 31, 2009. 

Assumptions were used in estimating the fair value of common stock warrants. The weighted average expected life of the common stock warrant 
represents the period of time that common stock warrants are expected to be outstanding. The risk-free interest rate is based on the U.S. Treasury 
yield  curve  in  effect  at  the  time  of  grant.  The  expected  volatility  is  based  on  the  historical  volatility  of  the  Company’s  stock.  The  following 
assumptions were used in estimating the fair value for the common stock warrants: a weighted average expected life of 10 years, a risk-free interest 
rate of 3.1%, an expected volatility of 47.3%, and a dividend yield of 5%. Based on these assumptions, the estimated fair value of the common stock 
warrants was $2,972,000. As previously noted, based on the warrants’ fair value relative to the senior preferred stock fair value, $3,884,000 of the 
$35,000,000 of proceeds was recorded to Additional paid in capital in the December 31, 2008 consolidated balance sheet. 

63

NOTE 5—INVESTMENTS  

The amortized cost and estimated fair value of available for sale debt securities are summarized below:  

(in thousands) 
Available for sale securities: 
     Mortgage-backed securities 
     Municipal bonds 

(in thousands) 
Available for sale securities: 
     Obligations of U.S. government agencies 
     Mortgage-backed securities 
     Municipal bonds 

2008 

Gross 

Gross 

Amortized 

      Cost 

Unrealized  Unrealized 

Estimated 
      Gains        Losses       Fair Value 

$     94,368 
765  
95,133 

$ 

$     1,438 
7  
1,445 

$ 

$     (147 ) 
-   
(147 ) 

$ 

$     95,659 
772 
96,431 

$ 

2007 

Gross 

Gross 

Amortized 
Cost 

Unrealized  Unrealized 
Losses 

Gains 

Estimated 
Fair Value 

$ 

$ 

28,531 
41,107 
947 
70,585 

$ 

$ 

193 
82 
5 
280 

$ 

$ 

(4 ) 
(102 ) 
(3 ) 
(109 ) 

$ 

$ 

28,720 
41,087 
949 
70,756 

The  amortized  cost  and  estimated  fair  value  of  debt  securities  classified  as  available  for  sale  at  December  31,  2008,  by  contractual  maturity,  are 
shown below. Expected maturities may differ from contractual maturities because borrowers may have the right to call or prepay obligations with or 
without call or prepayment penalties. 

(in thousands) 
Due in one year or less 
Due after one year through five years 
Mortgage-backed securities 

      Cost 

Amortized  Estimated 
     Fair Value 
$      400 
372 
95,659 
96,431 

$      400 
365 
94,368  
95,133 

$ 

$ 

During 2008, proceeds from the sales and calls of investments in debt securities were $14,362,000, which resulted in gross gains of $161,000. During 
2007, proceeds from the sales of investments in debt securities were $38,684,000, which resulted in gross gains of $233,000. Debt securities having a 
carrying value of $72,800,000 and $39,613,000 at December 31, 2008 and 2007, respectively, were pledged as collateral to secure public deposits and 
for other purposes as required by law or contract provisions. 

64

    
    
  
 
 
 
 
 
    
    
 
 
 
 
 
 
 
 
 
  
     
Provided below is a summary of securities available for-sale which were in an unrealized loss position at December 31, 2008 and 2007. The unrealized 
losses  reported  as  of  December  31,  2008  for  the  mortgage-backed securities for 12 months or less includes 13 securities and primarily relates to 
FNMA  or  Federal  Home  Loan  Mortgage  Corporation  (“FHLMC”)  pools with estimated maturities or repricings of three to four years. FNMA or 
FHLMC guarantees the contractual cash flows of these securities. The Company has the ability and intent to hold these securities until such time 
as the value recovers or the securities mature. Further, the Company believes the deterioration in value is attributable to changes in market interest 
rates and not credit quality of the issuer. 

(in thousands) 
Mortgage-backed securities 

(in thousands) 
Obligations of U.S. government agencies 
Mortgage-backed securities 
Municipal bonds 

2008 
12 months or more 

Total 

Less than 12 months 

Estimated 

Unrealized 
     Fair Value       Losses 

$     21,709 

$     

144 

$      628 

$      

Estimated 

Unrealized 
     Fair Value       Losses 

Estimated 

Unrealized 
     Fair Value       Losses 
3 

$     22,337 

$     

147 

Less than 12 months 

Estimated 
Fair Value 
-  
$ 
4,285  
- 
4,285 

$ 

Unrealized 
Losses 

$ 

$ 

- 
13 
-  
13 

2007 
12 months or more 

Estimated 
Fair Value 
3,991 
$ 
6,303 
273  
10,567 

$ 

Unrealized 
Losses 

$ 

$ 

4 
89 
3  
96 

Total 

Estimated 
Fair Value 
3,991 
$ 
10,588  
273 
14,852 

$ 

Unrealized 
Losses 

$ 

$ 

4 
102 
3 
109 

Enterprise is a member of the Federal Home Loan Bank (“FHLB”) of Des Moines. As a member of the FHLB system administered by the Federal 
Housing Finance Board, the bank is required to maintain a minimum investment in the capital stock of its respective FHLB consisting of membership 
stock and activity-based stock. The FHLB capital stock of $7,517,000 is recorded at cost, and is included in other investments in the consolidated 
balance  sheets,  which  represents  redemption  value.  The  remaining  amounts  in  other  investments  include  the  Company’s  investment  in  the 
Company’s trust preferred securities (see Note 11) and various private equity investments.  

NOTE 6—LOANS  

Below is a summary of loans by category at December 31, 2008 and 2007:  

(in thousands) 
Real Estate Loans: 
     Construction and land development 
     Farmland 
     1-4 Family residential 
     Multifamily residential 
     Other real estate loans 
Total real estate loans 
Commercial and industrial 
Other 
     Total Loans 

December 31, 

2008 

2007 

$      337,550 
7,583 
228,772 
43,610 
778,283 
1,395,798 
556,210  
25,716  
1,977,724 

$ 

$ 

$      266,111 
6,699 
163,256 
46,937 
644,486 
1,127,489 
476,184 
37,725 
1,641,398 

$ 

$ 

Unearned loan (fees) costs, net 
     Total loans, net of unearned loan (fees) costs  

(549 ) 
1,977,175 

$ 

$ 

34 
1,641,432 

Enterprise grants commercial, residential, and consumer loans primarily in the St. Louis and Kansas City metropolitan areas. The Company has a 
diversified loan portfolio, with no particular concentration of credit in any one economic sector; however, a substantial portion of the portfolio is 
concentrated in and secured by real estate. The ability of the Company’s borrowers to honor their contractual obligations is dependent upon the 
local economy and its effect on the real estate market.  

65

Following is a summary of activity for the year ended December 31, 2008 of loans to executive officers and directors or to entities in which such 

 
 
 
 
 
 
  
 
 
 
 
     
     
     
 
 
 
 
 
 
     
 
 
individuals had beneficial interests as a shareholder, officer, or director. Such loans were made in the normal course of business on substantially the 
same terms, including interest rates and collateral, as those prevailing at the time for comparable transactions with other customers and did not 
involve more than the normal risk of collectibility. 

(in thousands)  
Balance January 1, 2008  
New loans and advances  
Payments  
Balance December 31, 2008  

      Total 

$     3,186   
3,204  
(343 ) 
6,047  

$  

A summary of activity in the allowance for loan losses for the years ended December 31, 2008, 2007, and 2006 is as follows:  

(in thousands)  
Balance at beginning of year  
(Disposed) acquired allowance for loan losses  
Provision for loan losses  
Loans charged off  
Recoveries of loans previously charged off  
Balance at end of year  

       2008   

       2007   

       2006   

$      21,593   
(50 ) 
22,475    
(13,081 ) 
372   
31,309   

$  

$     16,988   
2,010   
4,615   
(2,529 ) 
509   
21,593   

$  

$     12,990   
3,069   
2,127   
(1,598 ) 
400   
16,988   

$  

A summary of impaired loans at December 31, 2008, 2007, and 2006 is as follows:  

(in thousands)  
Non-accrual loans  
Performing loans  
Loans past due 90 days or more  
     and still accruing interest  
Restructured loans continuing to  
     accrue interest  
Total impaired loans  

Allowance for losses on impaired loans  
Impaired loans with no related  
     allowance for loan losses  
Average balance of impaired  
     loans during the year  

2008 
$     29,662 
3,660 

December 31, 
2007 
$     12,720 
- 

2006 
$     6,363 
- 

-  

-  

112 

- 
33,322 

- 
12,720 

- 
6,475 

$  

$  

$  

$  

7,380 

$  

3,515 

$  

2,040 

- 

- 

112 

17,364 

11,268 

2,658 

There were no loans over 90 days past due and still accruing interest at December 31, 2008 or 2007. There was one loan over 90 days past due and 
still accruing interest at December 2006. This loan paid off on January 5, 2007. If interest on non-accrual loans had been accrued, such income would 
have been $3,169,000, $1,153,000 and $218,000 for the years ended December 31, 2008, 2007, and 2006, respectively. The cash amount collected and 
recognized  as  interest  income  on  impaired  loans  was  $121,000,  $113,000  and  $75,000  for  the  years  ended  December  31,  2008,  2007,  and  2006, 
respectively. The amount recognized as interest income on impaired loans continuing to accrue interest was $0, $0, and $3,000 for the years ended 
December 31, 2008, 2007, and 2006, respectively.  

66

NOTE 7—DERIVATIVE FINANCIAL INSTRUMENTS AND HEDGING ACTIVITIES  

Historically, Enterprise has utilized derivative financial instruments to manage certain interest rate risks. Derivative financial instruments are utilized 
when they can be demonstrated to effectively hedge a designated asset or liability and such asset or liability exposes the Company to interest rate 
or fair value risk. The decision to enter into an interest rate swap or cap is made after considering the asset/liability mix and the desired asset/liability 
sensitivity of the Company. 

The  Company  accounts  for  its  derivatives  under  SFAS  No.  133,  as  amended,  which,  requires  recognition  of  all  derivatives  as  either  assets  or 
liabilities in the consolidated balance sheet and require measurement of those instruments at fair value through adjustments to the hedged item, 

 
 
  
  
  
  
  
 
 
  
 
  
  
  
   
  
 
  
     
     
     
  
  
  
  
  
  
  
  
  
  
  
 
 
 
 
  
  
  
 
  
 
  
  
   
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
other comprehensive income, or current earnings, as appropriate.  

To qualify for hedge accounting treatment, a derivative must be highly effective in mitigating the designated changes in fair value or cash flow of 
the hedged item. Prior to entering into a hedge, the Company formally documents the relationship between hedging instruments and hedged items, 
as well as the related risk management objective. The documentation process includes linking derivatives that are designated as fair value or cash 
flow hedges to specific assets or liabilities in the consolidated balance sheet or to specific forecasted transactions, and defining the effectiveness 
and  ineffectiveness  testing  methods  to  be  used.  The  Company  also  formally  assesses,  both  at  the  hedge’s inception and on an ongoing basis, 
whether the derivatives that are used in hedging transactions have been, and are expected to continue to be, highly effective in offsetting changes 
in fair values or cash flows of hedged items. 

The Company’s credit exposure related to derivative financial instruments represents the accounting loss Enterprise would incur in the event the 
counterparties failed completely to perform according to the terms of the derivative financial instruments. At December 31, 2008, we had pledged, as 
collateral in connection with our interest rate swap agreements, cash of $470,000. At December 31, 2007, we had not pledged securities or received 
collateral in connection with our derivative agreements. 

Cash Flow Hedges  
At December 31, 2008, Enterprise had two outstanding interest rate swap agreements whereby Enterprise pays a variable rate of interest equivalent 
to the prime rate and receives a fixed rate of interest. The interest rate swaps have notional amounts of $40,000,000 each and Enterprise receives 
fixed rates of 4.81% and 4.25%, respectively. The swaps were designed to hedge the cash flows associated with a portfolio of prime based loans. 
Amounts paid or received under these swap agreements are accounted for on an accrual basis and recognized in interest income on loans in the 
2008 consolidated statements of income. The net cash flows related to these cash flow hedges increased interest income on loans by $76,000 in 
2008. Enterprise had no cash flow hedges at December 31, 2007. Previously, Enterprise had entered into similar interest rate swaps, which matured in 
2006. Those swaps decreased net interest income on loans by $410,000 in 2006. 

At  December  31,  2008,  the  Company  had  recorded  $1,291,000  in  Other  assets  in  the  consolidated  balance  sheet  related  to  the  fair  value  of  the 
interest rate swaps. The effective portion of the change in the derivatives’ gain or loss is reported as a component of other comprehensive income, 
net of taxes. The ineffective portion of the change in the cash flow hedge’s gain or loss is recorded in earnings. On December 16, 2008, the prime 
rate used to determine the variable rate payments Enterprise would be making to its counterparty was lowered to a rate less than the Enterprise 
prime rate which is used to determine the variable rate receipts from the prime based borrowers. As a result of the variable rate differential, the 
Company concluded that the cash flow hedges would not be prospectively effective and dedesignated the related interest rate swaps.  

The Company used the Hypothetical Derivative Method to measure ineffectiveness. As a result, at December 31, 2008, the Company reclassified 
$638,500 from Accumulated other comprehensive income in the consolidated statement of shareholders’ equity and comprehensive income and into 
Noninterest income in the consolidated statement of income for the year then ended.  

The  amount  of  gain  or  loss  associated  with  the  cash  flow  hedge  remaining  in  other  comprehensive  income  of  $652,500  will  be  reclassified  into 
earnings as the underlying loans are repaid. The Company expects to reclassify $248,000 of remaining hedge-related amounts from Accumulated 
other comprehensive income to earnings over the next twelve months. 

On February 4, 2009, the swaps were terminated. The Company received cash of $861,000, and recorded a loss of $530,000. 

67

All  cash  flow  hedges  in  2006  were  effective,  and  therefore,  no  gain  or  loss  was  recorded  in  earnings  in  2006.  There  were  no  cash  flow  hedges 
outstanding during any period in 2007. 

Fair Value Hedges 
At  December  31,  2008  and  2007,  Enterprise  had  no  derivative  financial  instruments  designated  as  fair  value  hedges.  Previously,  Enterprise  had 
entered into interest rate swap agreements whereby Enterprise paid a variable rate of interest based on a spread to the one or three-month LIBOR 
and  received  a  fixed  rate  of  interest  equal  to  that  of  the  hedged  instrument.  The  changes  in  fair  value  of  the  derivative  instrument  and  related 
hedged item were recognized through interest expense. For 2007 and 2006, all fair value hedges were effective, and therefore, the amounts recorded 
to interest expense for the derivative instrument and related hedged item were entirely offset.  

One swap with a notional amount of $10,000,000, under which Enterprise received a fixed rate of 2.90%, matured in February 2007. The fair value of 
the swap was ($35,000) at December 31, 2006. Two swaps, each with a $10,000,000 notional amount, under which Enterprise received fixed rates of 
2.30% and 2.45%, matured in February and April 2006, respectively. 

Amounts paid or received were accounted for on an accrual basis and recognized as interest expense of the related hedged instrument. The net 
cash flows related to fair value hedges increased interest expense on certificates of deposit by $0, $41,000, and $363,000 in 2008, 2007 and 2006, 
respectively. 

At inception of the CD, Enterprise paid broker placement fees by reducing the proceeds received from the issued CD. The fees did not affect the 
inception value of the interest rate swap. Placement fees are capitalized and amortized into interest expense over the life of the CD in a manner 
similar to debt issuance costs. 

Non-Designated Hedges  
Interest rate swaps  
At December 31, 2008 and 2007, the Company had interest rate swap agreements with notional amounts aggregating $17,476,000 and $5,397,000, 
respectively. The swaps economically hedge changes in fair value of a group of fixed rate loans. The related loans are also carried at fair value. 
These swap agreements provide for Enterprise to pay a fixed rate of interest equal to that of the underlying fixed rate loans and to receive a variable 
rate  of  interest  based  on  a  spread  to  one-month LIBOR. The net cash flows related to these swaps decreased Interest and fees on loans in the 
consolidated statements of income by $164,000, $3,900, and $2,100 in 2008, 2007, and 2006, respectively. The change in fair value of the interest rate 
swaps decreased Interest and fees on loans in the consolidated statements of income by $1,167,000, $228,000, and $119,000 in 2008, 2007 and 2006, 
respectively. The changes in fair value of the interest rate swaps were partially offset by increases in the fair value of the related fixed rate loans of 
$1,101,000, $221,000, and $124,000 in 2008, 2007, and 2006, respectively. The fair value of the swaps was ($1,467,000), ($300,000), and ($119,000) at 
December 31, 2008, 2007, and, 2006, respectively.  

Interest rate caps  
In 2008, Enterprise entered into interest rate cap contracts which entitle Enterprise to receive from the issuer at specified dates, the amount, if any, 
by which a specified market rate exceeds the cap strike interest, applied to a notional principal amount. At December 31, 2008, the Company had 
interest rate cap contracts with notional amounts totaling $188,050,000. Enterprise paid a premium of $2,082,000 at the inception of the contract. No 
principal payments are exchanged. The change in fair value decreased Noninterest income in the consolidated statement of income by $1,538,000 in 
2008. At December 31, 2008, the caps’ fair value was $544,000.  

68

NOTE 8—FIXED ASSETS  

A summary of fixed assets at December 31, 2008 and 2007 is as follows:  

(in thousands) 
Land 
Buildings and leasehold improvements 
Furniture, fixtures and equipment 
Capitalized software 

Less accumulated depreciation and amortization 
     Total fixed assets 

December 31, 

      2008 

      2007 

$      2,249 
22,726 
12,658 
214  
37,847 
12,689 
25,158 

$ 

$      2,299 
18,827 
11,617 
84 
32,827 
10,604 
22,223 

$ 

Depreciation  and  amortization  of  building,  leasehold  improvements,  and  furniture,  fixtures,  equipment  and  capitalized  software  included  in 
noninterest expense amounted to $2,690,000, $2,465,000 and $1,901,000 in 2008, 2007, and 2006, respectively. 

The  Company  has  facilities  leased  under  agreements  that  expire  in  various  years  through  2026.  The  Company’s aggregate rent expense totaled 
$2,631,000, $2,356,000, and $1,724,000 in 2008, 2007 and 2006, respectively. Sublease rental income was $110,236, $37,000 and $39,000 for 2008, 2007 
and 2006. The future aggregate minimum rental commitments (in thousands) required under the leases are as follows:  

Year 
2009 
2010 
2011 
2012 
2013 
Thereafter 
Total  

     Amount 

2,378 
2,388 
1,392 
1,318 
549 
4,225 
$     12,249 

For leases which renew or are subject to periodic rental adjustments, the monthly rental payments will be adjusted based on then current market 
conditions and rates of inflation.  

69

NOTE 9—GOODWILL AND INTANGIBLE ASSETS  

 
 
 
 
 
 
 
 
 
 
The tables below present an analysis of the goodwill and intangible assets for the years ended December 31, 2008, 2007 and 2006. 

(in thousands)  
Balance at December 31, 2005  
     Acquisition-related adjustments (1)  
     Goodwill from purchase of NorthStar Bancshares, Inc  
Balance at December 31, 2006  
     Acquisition-related adjustments (1)  
     Goodwill from purchase of Clayco Banc Corporation  
     Goodwill from purchase of 40% of Millennium Brokerage Group  
Balance at December 31, 2007  
     Acquisition-related adjustments (1)  
     Goodwill write-off related to sale of Liberty branch  
     Goodwill write-off related to sale of DeSoto branch  
     Goodwill impairment related to Millennium Brokerage Group  
Balance at December 31, 2008  

      Millennium       
$     10,104   
189   
-   
10,293   
-  
-   
1,505   
11,798   
36   
-    
-   
(8,700 )  
3,134   

$  

Reporting Unit 
Bank 
$      1,938   
-   
17,752   
19,690   
481    
25,208   
-   
45,379  
776   
(97 )  
(680 )  
-   
45,378   

$  

Total 
$     12,042   
189   
17,752   
29,983   
481  
25,208   
1,505   
57,177   
812   
(97 )  
(680 )  
(8,700 )  
48,512   

$  

(1)     Includes additional purchase accounting adjustments on the Millennium, NorthStar and Clayco acquisitions necessary to reflect 
additional valuation data since the respective acquisition dates. See Note 2 – Acquisitions and Divestitures for more information.

(in thousands)  
Balance at December 31, 2005  
     Intangibles from purchase of NorthStar Bancshares, Inc  
     Amortization expense  
Balance at December 31, 2006  
     Intangibles from purchase of Clayco Banc Corporation  
     Amortization expense  
Balance at December 31, 2007  
     Amortization expense  
     Intangible write-off related to sale of Liberty branch  
     Intangible write-off related to sale of DeSoto branch/Great American charter  
     Intangible write-off related to Millennium  
Balance at December 31, 2008  

Customer and 
Trade Name 
Intangibles 

Core Deposit 
Intangible 

$     

$  

4,548   
-   
(912 ) 
3,636   
-   
(912 ) 
2,724   
(845 ) 
-    
-   
(500 ) 
1,379   

$     

$ 

$     

      Net Intangible 
4,548   
2,369   
(1,128 ) 
5,789   
1,868   
(1,604 ) 
6,053   
(1,444 ) 
(269 ) 
(336 ) 
(500 ) 
3,504   

-   
2,369   
(216 ) 
2,153   
1,868    
(692 ) 
3,329   
(599 ) 
(269 ) 
(336 ) 
-   
2,125   

$  

The  following  table  reflects  the  expected  amortization  schedule  for  the  customer,  trade  name  and  core  deposit  intangibles  (in  thousands)  at 
December 31, 2008. 

Year 

2009  
2010  
2011  
2012   
2013  
After 2013  

      Amount 
$     1,077 
1,015 
371 
309 
247 
485 
3,504 

$  

Historically, the goodwill impairment tests have been completed as of December 31 each year. Following the annual impairment test for 2006, the 
Company  changed  the  goodwill  impairment  test  date  for  the  Millennium  reporting  unit  to  September  30  of  each  fiscal  year.  This  change  in  the 
testing date was designed to provide sufficient time for independent experts to complete the Millennium reporting unit testing prior to year end 
reporting. The goodwill impairment test date for the Banking reporting unit did not change. 

70

  
     
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
 
 
  
  
  
 
  
  
  
  
  
  
  
  
  
 
  
  
  
  
    
  
    
     
     
  
  
  
 
  
  
  
  
  
  
 
  
  
  
  
  
 
  
  
 
 
  
 
  
  
  
  
 
  
  
The  goodwill  associated  with  Millennium  was  evaluated  in  accordance  with  SFAS  142, Goodwill and Other Intangible Assets. Due primarily to 
continued  pressures  in  the  sales  margin  and  resulting  earnings  of  Millennium,  the  Company’s  wholesale  insurance  brokerage  business,  this 
analysis determined that the carrying value of the reporting unit was higher than the fair value of the reporting unit, which resulted in a non-cash 
goodwill impairment charge of $8,700,000 in 2008. The Millennium intangible assets are related to their customer lists and tradename. The Company 
also tested the Millennium intangible assets for impairment in conformity with SFAS 144, Accounting for the Impairment or Disposal of Long-Lived 
Asset,  and  determined  that  the  customer  related  intangible  was  impaired  by  $500,000.  These  impairment  charges  did  not  reduce  the  Company’s 
regulatory capital or cash flow. The carrying value of the Millennium customer lists and tradename, were $1,165,000 and $214,000, respectively, as of 
December 31, 2008.  

The annual goodwill impairment evaluation in 2008 did not identify any impairment at the Banking unit. However, paragraph 28 of SFAS 142 requires 
that the goodwill impairment analysis be conducted when events or circumstances occur that would more likely than not reduce the fair value of a 
reporting unit below its carrying amount. An example of such an event includes significant adverse changes in the business climate, such as a 
significant decline in the Company’s market capitalization.  

NOTE 10—MATURITY OF CERTIFICATES OF DEPOSIT  

Following is a summary of certificates of deposit maturities at December 31, 2008:  

(in thousands)  
Less than 1 year
Greater than 1 year and less than 2 years
Greater than 2 years and less than 3 years
Greater than 3 years and less than 4 years
Greater than 4 years and less than 5 years
Over 5 years

NOTE 11—SUBORDINATED DEBENTURES 

$100,000
and Over       Other

      Total

$

$

373,045
112,953
33,064
596
100
439

$

147,387
27,766
11,182
1,179
342
14

520,432
140,719
44,246
1,775
442
453

$      520,197

$      187,870

$      708,067

The Corporation has nine wholly-owned statutory business trusts. These trusts issued preferred securities that were sold to third parties. The sole 
purpose of the trusts was to invest the proceeds in junior subordinated debentures of the Company that have terms identical to the trust preferred 
securities. In addition to the statutory business trusts, on September 30, 2008, Enterprise completed a $2,500,000 private placement of subordinated 
capital notes. The notes mature in 2018, pay a fixed rate of interest at 10%, and are callable by Enterprise in five years. 

On December 12, 2008, the Company closed an offering of $25,000,000 in convertible trust preferred securities through EFSC Capital Trust VIII, a 
statutory business trust sponsored by the Company. The proceeds from the offering were used to provide additional parent company liquidity and 
regulatory capital. The securities have a 9% coupon, mature in 30 years and are callable by the Company after 5 years. They are convertible to 
1,439,263  of  the  Company’s  common  stock.  The  Company  may  terminate  the  conversion  rights,  subject  to  certain  limitations,  after  a  two-year 
lockout period, if the Company’s price per share exceeds $22.58 for twenty consecutive trading days.  

On September 20, 2007, the Company issued EFSC Capital Trust VII. The proceeds from the offering were used to refinance EFSC Capital Trust I, 
which  was  redeemed  on  September  30,  2007.  EFSC  Capital  Trust  I  redeemed  all  of  its  $4,000,000  variable  rate  trust  preferred  securities  and  its 
$124,000 of variable rate common securities. At the time of the redemption, the Company recognized an $82,000 charge in noninterest expense for 
unamortized debt issuance costs related to this instrument. 

On  February  26,  2007  the  Company  issued  EFSC  Capital  Trust  VI  to  partially  fund  the  Clayco  acquisition.  On  February  28,  2007,  as  part  of  the 
Clayco acquisition, the Company acquired Clayco Trust I and Clayco Trust II. 

71

The amounts and terms of each respective issuance at December 31 were as follows: 

(in thousands)

EFSC Clayco Trust I

EFSC Capital Trust II

EFSC Capital Trust III

Amount

2008

 $

3,196     $
5,155

2007

Maturity Date
3,196     December 17, 2033
5,155

June 17, 2034 
December 15, 2034

Call date

Interest Rate

     December 17, 2008
June 17, 2009 
December 15, 2009

     Floats @ 3MO LIBOR + 2.85%
Floats @ 3MO LIBOR + 2.65%

Floats @ 3MO LIBOR + 1.97%

11,341

11,341

  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
  
EFSC Clayco Trust II

EFSC Capital Trust IV

EFSC Capital Trust V

EFSC Capital Trust VI

EFSC Capital Trust VII

EFSC Capital Trust VIII

       Total trust preferred securities

4,124

10,310

4,124

14,433

4,124

25,774

82,581

4,124

September 15, 2035

September 15, 2010

Floats @ 3MO LIBOR + 1.83%

10,310

December 15, 2035

December 15, 2010

Fixed for 5 years @ 6.14%(1)

4,124

September 15, 2036

September 15, 2011

Floats @ 3MO LIBOR + 1.60%

March 30, 2037

March 30, 2012

Fixed for 5 years @ 6.573%(2)

December 15, 2037

December 15, 2012

December 15, 2038

December 15, 2013 (3)

Floats @ 3MO LIBOR + 2.25%
Fixed @ 9% 

14,433
4,124 
-

56,807

Enterprise Subordinated Notes

2,500

-

October 1, 2018

October 1, 2013

Fixed @ 10% 

Total Subordinated Debentures

$

85,081

$

56,807

(1)       After October 2010, floats @ 3MO LIBOR + 1.44%

(2)

(3)

After February 2012, floats @ 3MO LIBOR + 1.60%

Convertible to EFSC common stock at a conversion price of $17.37. Forced conversion by EFSC if EFSC common stock trades at greater than or equal to $22.58 for twenty consecutive 
trading days after two years.

The subordinated debentures, which are the sole assets of the trusts, are subordinate and junior in right of payment to all present and future senior 
and subordinated indebtedness and certain other financial conditions of the Company. The Company fully and unconditionally guarantees each 
trust’s  securities  obligations.  The  trust  preferred  securities  are  included  in  Tier  1  capital  for  regulatory  capital  purposes,  subject  to  certain 
limitations. 

The securities are redeemable in whole or in part on or after their respective call dates. Mandatory redemption dates may be shortened if certain 
conditions  are  met.  The  securities  are  classified  as  subordinated  debentures  in  the  Company’s  consolidated  balance  sheets.  Interest  on  the 
subordinated debentures held by the trusts is recorded as interest expense in the Company’s consolidated statements of income. The Company’s 
investment in these trusts are included in other investments in the consolidated balance sheets. 

An entity managed and controlled by certain members of the Company’s Board of Directors purchased $5,000,000 of the convertible trust preferred 
securities of EFSC Capital Trust VIII on December 12, 2008. 

NOTE 12—FEDERAL HOME LOAN BANK ADVANCES 

FHLB advances are collateralized by 1-4 family residential real estate loans, business loans and certain commercial real estate loans. At December 
31, 2008 and 2007 the carrying value of the loans pledged to the FHLB of Des Moines was $465,000,000 and $336,000,000, respectively. 

Enterprise also has a $7,517,000 investment in the capital stock of the FHLB of Des Moines and maintains a line of credit that had availability of 
approximately $164,300,000 at December 31, 2008. 

The following table summarizes the type, maturity and rate of the Company’s FHLB advances at December 31: 

2008

2007

Outstanding

Weighted

Outstanding

Weighted

(in thousands)

Long term non-amortizing fixed advance

Long term non-amortizing fixed advance

Long term non-amortizing fixed advance

Long term non-amortizing fixed advance

Long term non-amortizing fixed advance

Long term non-amortizing fixed advance

Mortgage matched fixed advance

Term
less than 1 year 
1 - 2 years

2 - 3 years

3 - 4 years

4 - 5 years

5 - 10 years

10 - 15 years

      Balance

      Rate

      Balance

      Rate

$

81,050

20,800

300

7,000

-

10,000

807

3.48% 
4.19%

6.07%

4.52%

-

4.53%

5.69%

$

58,387

55,536

20,800

300

7,000

10,000

878

3.76%

4.05%

4.19%

6.07%

4.52%

4.53%

5.69%

      Total Federal Home Loan Bank Advances

$     119,957

3.77%

$     152,901

4.02%

72

All of the FHLB advances have fixed interest rates. At December 31, 2008, $50,000,000 of the advances are prepayable by the Company at anytime, 
subject to prepayment penalties. Of the advances with a term of less than one year, at December 31, 2008, $20,000,000, $25,000,000, and $25,000,000 
is callable by the FHLB beginning on the option date in February 2009, March 2009 and December 2009, respectively, and quarterly thereafter.  

 
 
 
 
 
 
 
 
 
 
 
 
 
 
NOTE 13—OTHER BORROWINGS AND NOTES PAYABLE 

A summary of other borrowings is as follows:  

(in thousands)

Federal funds purchased
Securities sold under repurchase agreements
     Total

Average balance during the year
Maximum balance outstanding at any month-end
Weighted average interest rate during the year
Weighted average interest rate at December 31

December 31,

2008

$      19,400
26,760

$

2007

1,784
8,896

$

$

46,160

$      10,680

35,781
55,232

$

8,068
10,782

1.81%
0.38%  

3.32%
3.17%

Enterprise  also  has  a  line  with  the  Federal  Reserve  Bank  of  St.  Louis  for  back-up  liquidity  purposes.  As  of  December  31,  2008,  approximately 
$310,500,000 was available under this line. This line is secured by a pledge of certain eligible loans.  

Notes Payable  
At December 31, 2008 the Company had a $16,000,000 unsecured bank line of credit and a $4,000,000 term loan that expire on April 30, 2009. As of 
September 30, 2008, the Company became noncompliant with certain covenants regarding classified loans as a percentage of bank equity and loan 
loss reserves. As a result, the Company repaid all outstanding balances on the line of credit and term loan in December 2008. The Company does 
not expect to renew this arrangement at maturity. Both the line of credit and term loan accrue interest based on LIBOR plus 1.25% and are payable 
quarterly. For the year ended December 31, 2008, the average balance and maximum month-end balance of these instruments was $12,849,000 and 
$20,000,000, respectively. 

NOTE 14—LITIGATION AND OTHER CLAIMS  

Various legal claims have arisen during the normal course of business, which in the opinion of management, after discussion with legal counsel; will 
not result in any material liability. 

NOTE 15—INCOME TAXES  

The components of income tax expense for the years ended December 31 are as follows:  

(in thousands)

Current:
       Federal
       State and local
Deferred

Years ended December 31,

2008

       2007

2006

$

7,599
233
     (6,246)

$

7,637
632
747

$

9,023
546
     (1,244)

$

1,586

$     9,016

$

8,325

73

A  reconciliation  of  expected  income  tax  expense,  computed  by  applying  the  statutory  federal  income  tax  rate  of  35%  in  2008,  2007,  and  2006  to 
income before income taxes and the amounts reflected in the consolidated statements of income is as follows:  

(in thousands)

Income tax expense at statutory rate
Increase (reduction) in income tax resulting from:
       Tax-exempt income
       State and local income tax expense
       Non-deductible expenses
       Other, net

              Total income tax expense  

Years ended December 31,

2008

$

2,106

       2007
$

9,308

       2006
$

8,327

(401)
151
208
(478)
$     1,586 

(303)
411
258
(658)
$     9,016 

(274)
355
236
(319)

$     8,325

      
 
 
      
A net deferred income tax asset of $13,225,000 and $7,492,000 is included in other assets in the consolidated balance sheets at December 31, 2008 
and  2007,  respectively.  The  tax  effect  of  temporary  differences  that  gave  rise  to  significant  portions  of  the  deferred  tax  assets  and  deferred  tax 
liabilities is as follows: 

(in thousands)

Deferred tax assets:
       Allowance for loan losses
       Deferred compensation
       Merchant banking investments
       Loans
       Intangible assets
       Other

              Total deferred tax assets

Deferred tax liabilities:
       Unrealized gains on securities available for sale
       State tax credits, net
       Core deposit intangibles
       Office equipment and leasehold improvements

              Total deferred tax liabilities

              Net deferred tax asset

Years ended December 31,

2008

2007

$

$

11,292
824
239
21
3,244
75

15,695

467
1,056
774
173

2,470

$

13,225

$

7,693
897
239
102
-
-

8,931

24
-
1,212
203

1,439

7,492

A valuation allowance is provided on deferred tax assets when it is more likely than not that some portion of the assets will not be realized. The 
Company did not have any valuation allowances as of December 31, 2008 or December 31, 2007. Management believes it is more likely than not that 
the results of future operations will generate sufficient taxable income to realize the deferred tax assets above.  

The  Company,  or  one  of  its  subsidiaries,  files  income  tax  returns  in  the  U.S.  federal  jurisdiction  and  in  seven  states.  With  few  exceptions,  the 
Company is no longer subject to U.S. federal, state or local income tax audits by tax authorities for years before 2005. The Company is not currently 
under audit by any taxing jurisdiction. 

The Company recognizes interest and penalties related to uncertain tax positions in income tax expense and classifies such interest and penalties in 
the liability for unrecognized tax benefits. As of December 31, 2008, the Company had approximately $230,000 accrued for interest and penalties.  

The  Company  adopted  the  provisions  of  Financial  Accounting  Standards  Board  Interpretation  No.  48, Accounting  for  Uncertainty  in  Income 
Taxes,  an  Interpretation  of  FAS  No.  109, Accounting  for  Income  Taxes on  January  1,  2007.  As  a  result  of  the  implementation,  the  Company 
recognized a $138,000 decrease in the liability for unrecognized tax benefits, which was accounted for as an increase to the January 1, 2007 balance 
of retained earnings. The Company recognizes interest and penalties related to uncertain tax positions in income tax expense and classifies such 
interest and penalties in the liability for unrecognized tax benefits. 

74

As of December 31, 2008, the gross amount of unrecognized tax benefits was $1,690,000 and the total amount of unrecognized tax benefits that 
would impact the effective tax rate, if recognized, was $1,200,000. The Company believes it is reasonably possible that an additional $430,000 in 
unrecognized tax benefits related to certain federal and state tax items will be recognized during 2009 as a result of the expiration of certain statues of 
limitations.  

The activity in the accrued liability for unrecognized tax benefits was as follows:  

(in thousands)

Balance at beginning of year
Additions based on tax positions related to the
       current year
Additions for tax positions of prior years
Reductions for tax positions of prior years
Settlements of lapse of exposure

       2008

       2007

 $      2,412

$     2,430

245
241  
(491)
(717)

484
112
- 
(614)

      
 
 
 
Balance at end of year

$

1,690

$

2,412 

NOTE 16—REGULATORY MATTERS  

The  Company  and  each  of  its  bank  subsidiaries  are  subject  to  various  regulatory  capital  requirements  administered  by  the  Federal  banking 
agencies. Failure to meet minimum capital requirements can initiate certain mandatory and possible additional discretionary actions by regulators 
that,  if  undertaken,  could  have  a  direct  material  effect  on  the  financial  statements  of  the  Company  and  its  banking  subsidiaries.  Under  capital 
adequacy guidelines and the regulatory framework for prompt corrective action, the Company and each bank must meet specific capital guidelines 
that  involve  quantitative  measures  of  assets,  liabilities,  and  certain  off-balance-sheet items as calculated under regulatory accounting practices. 
Each bank’s capital amounts and classification are also subject to qualitative judgments by the regulators about components, risk weightings, and 
other factors.  

Quantitative measures established by regulation to ensure capital adequacy require the Company and each bank to maintain minimum amounts and 
ratios  (set  forth  in  the  following  table)  of  total  and  Tier  1  capital  to  risk-weighted assets, and of Tier 1 capital to average assets. Management 
believes, as of December 31, 2008 and 2007, that the Company and bank meet all capital adequacy requirements to which they are subject.  

As of December 31, 2008 and 2007, the bank was categorized as “well capitalized” under the regulatory framework for prompt corrective action. To 
be categorized as “well capitalized” each bank must maintain minimum total risk-based, Tier 1 risk-based and Tier 1 leverage ratios as set forth in the 
table.  

75

The actual capital amounts and ratios are also presented in the table.  

(in thousands)

As of December 31, 2008:

       Total Capital (to Risk Weighted Assets)

To Be Well

Capitalized Under

For Capital

Applicable

Actual

Adequacy Purposes

Action Provisions

Amount

       Ratio        Amount

Ratio

Amount

       Ratio

              Enterprise Financial Services Corp

$      273,978

12.81   %

$      171,136

              Enterprise Bank & Trust

230,008

10.86

169,479

 8.00   %
8.00 

$      

-

-    %

211,848

10.00

       Tier I Capital (to Risk Weighted Assets)

              Enterprise Financial Services Corp

              Enterprise Bank & Trust

       Tier I Capital (to Average Assets)

              Enterprise Financial Services Corp

              Enterprise Bank & Trust

As of December 31, 2007:

       Total Capital (to Risk Weighted Assets)

190,253

200,968

190,253

200,968

8.89

9.49

8.40

8.95

85,568

84,739

67,961

67,392

4.00

4.00

3.00

3.00

-

-

127,109

6.00

-

-

112,319

5.00

              Enterprise Financial Services Corp

$

186,549

10.54   %

$

141,534

8.00   %

$

-

-    %

              Enterprise Bank & Trust

              Great American Bank

       Tier I Capital (to Risk Weighted Assets)

              Enterprise Financial Services Corp

              Enterprise Bank & Trust

              Great American Bank

       Tier I Capital (to Average Assets)

              Enterprise Financial Services Corp

              Enterprise Bank & Trust

              Great American Bank

NOTE 17—COMPENSATION PLANS  

160,862

10.02

18,381

11.80

164,957

9.32

141,259

16,434

8.80
10.55 

164,957

141,259

  8.85
8.32

16,434

8.14

128,463

12,457

70,767

64,231

6,229

55,938

50,959

55,938

8.00

8.00

4.00

4.00

4.00

3.00

3.00

3.00

160,579

10.00

15,571

10.00

-

96,347

9,343

-

84,931

10,094

-

6.00

6.00

-

5.00

5.00

The  Company  has  adopted  share-based  compensation  plans  to  reward  and  provide  long-term incentive for directors and key employees of the 

      
     
     
     
     
 
 
 
 
  
 
 
 
 
 
Company.  These  plans  provide  for  the  granting  of  stock,  stock  options,  stock  appreciation  rights,  and  restricted  stock  units  (“RSU’s”),  as 
designated by the Company’s Board of Directors. The Company uses authorized and unissued shares to satisfy share award exercises. During 2008, 
share-based compensation was issued in the form of stock, stock options, stock-settled stock appreciation rights and RSU’s. At December 31, 2008, 
there were 885,523 shares available for grant under the various share-based compensation plans. An additional 80,346 shares of stock were available 
for issuance under the Stock Plan for Non-Management Directors approved by the Shareholders in April 2006. 

The share-based compensation expense that was charged against income was $2,255,000, $1,906,000 and $1,252,000 for the years ended December 
31, 2008, 2007 and 2006, respectively. The total income tax benefit recognized in the income statement for share-based compensation arrangements 
was $460,000, $381,000 and $525,000 for the years ended December 31, 2008, 2007 and 2006, respectively. 

In determining compensation cost for stock options, the Black-Scholes option-pricing model is used to estimate the fair value of options on date of 
grant. The Black-Scholes model is a closed-end model that uses the assumptions in the following table. The risk-free rate for the expected term is 
based  on  the  U.S.  Treasury  zero-coupon  spot  rates  in  effect  at  the  time  of  grant.  Expected  volatility  is  based  on  historical  volatility  of  the 
Company’s common stock. The Company uses historical exercise behavior and other factors to estimate the expected term of the options, which 
represents the period of time that the options granted are expected to be outstanding. 

Risk-free interest rate
Expected dividend rate
Expected volatility
Expected term

         2008          2007          2006

3.9%
0.6% 
39.4%
6 years

5.2%
0.6% 
36.0%
6 years

4.5%
0.3%
54.6%
9.5 years

76

Employee Stock Options and Stock-settled Stock Appreciation Rights 
Stock options were granted to key employees with exercise prices equal to the market price of the Company’s common stock at the date of grant and 
have 10-year contractual terms. Stock options have a vesting schedule of between three to five years. In 2007, the Company began granting stock-
settled stock appreciation rights (“SSAR”) to key employees. The SSAR’s are subject to continued employment, have a 10-year contractual term 
and vest ratably over five years. Neither stock options nor SSAR’s carry voting or dividend rights until exercised. At December 31, 2008, there was 
$32,000  and  $2,883,000  of  total  unrecognized  compensation  cost  related  to  stock  options  and  SSAR’s,  respectively,  which  is  expected  to  be 
recognized over a weighted average period of 1.3 years and 3.6 years, respectively. 

(in thousands, except grant date fair value) 

Weighted average grant date fair value of options
Compensation expense
Intrinsic value of option exercises on date of exercise
Cash received from the exercise of stock options

Following is a summary of the employee stock option activity for 2008. 

(Dollars in thousands, except share data) 

Outstanding at December 31, 2007

Granted

Exercised

Forfeited

Outstanding at December 31, 2008

Exercisable at December 31, 2008

Vested and expected to vest at December 31, 2008

        2008

        2007

        2006

$        8.27
705 
2,177
3,148

$       10.69
452 
1,961
1,233

$       18.34
21
1,750
1,226

Weighted

Weighted

Average

Average

Exercise

Price

Remaining

Aggregate

Contractual

Intrinsic

Term

        Value

15.42

19.79

11.84

24.58 

$

Shares

891,816 
305,198 
(265,779) 
       (103,764)

827,471 

$       17.03

       6.5 years 

$       (1,484)

485,274 

765,457 

$

$

14.24

16.47

4.5 years

6.5 years

$

$

485 

(941)

Restricted Stock Units 
As part of a long-term incentive plan, the Company awards nonvested stock, in the form of RSU’s to employees. RSU’s are subject to continued 
employment  and  vest  ratably  over  five  years.  RSU’s do not carry voting or dividend rights until vested. Sales of the units are restricted prior to 
vesting. 

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
       
       
       
 
 
 
 
 
 
 
 
 
 
   
 
 
 
 
 
(in thousands) 

Compensation expense

Total fair value at vesting date

Total unrecognized compensation cost for nonvested

stock units

Expected years to recognize unearned compensation

2008

  2007

  2006

$

1,380

$

765

1,308 

$

1,384

1,029

1,421

3,038

3,441

3,418

       3.0 years

         3.1 years

         3.5 years

A  summary  of  the  status  of  the  Company's  restricted  stock  unit  awards  as  of  December  31,  2008  and  changes  during  the  year  then  ended  is 
presented below. 

Outstanding at December 31, 2007
Granted
Vested
Forfeited

Outstanding at December 31, 2008

77

  Weighted
  Average
  Grant Date
          Fair Value

$

23.74
21.39
22.63
                23.20

Shares  

168,286 
95,067 
(59,510)
              (53,385)

150,458 

$

22.89

Stock Plan for Non-Management Directors 
In 2006, the Company adopted a Stock Plan for Non-Management Directors, which provides for issuing shares of common stock to non-employee 
directors as compensation in lieu of cash. The plan was approved by the shareholders and allows up to 100,000 shares to be awarded. Shares are 
issued twice a year and compensation expense is recorded as the shares are earned, therefore, there is no unrecognized compensation cost related 
to this plan. In 2008, the Company issued 9,544 shares of stock at a weighted average fair value of $17.83 per share. In 2007, the Company issued 
6,729  shares  of  stock  at  a  weighted  average  fair  value  of  $27.40  per  share.  The  Company  recognized  $170,000  and  $146,000  of  stock-based 
compensation expense for the shares issued to the directors in 2008 and 2007, respectively. 

Moneta Plan 
In 1997, the Company entered into a solicitation and referral agreement with Moneta Group, Inc. (“Moneta”), a nationally recognized firm in the 
financial planning industry. There have been no options granted to Moneta under the agreement since 2003. The fair value of each option granted 
to Moneta was estimated on the date of grant using the Black-Scholes option pricing model. The Company recognized the fair value of the options 
over the vesting period as expense. As of December 31, 2006, the fair value of all Moneta options had been recognized. The Company recognized 
$17,000 in Moneta option-related expenses during 2006. 

Following is a summary of the Moneta stock option activity for 2008. 

(Dollars in thousands, except share data) 

Outstanding at December 31, 2007
Granted
Exercised
Forfeited

Outstanding at December 31, 2008

Exercisable at December 31, 2008

Weighted
Average
Remaining
Contractual
Term

Aggregate
Intrinsic

        Value

  Weighted
Average
Exercise

Shares

        Price

$

137,098 
- 
       (53,680) 
(4,169)

12.62
- 
10.34
15.32

79,249 

$       14.02

       1.4 years

$

97

79,249 

$

14.02

1.4 years

$              97

401(k) plans 
Effective January 1, 1993, the Company adopted a 401(k) thrift plan which covers substantially all full-time employees over the age of 21. In addition, 
substantially all employees of Millennium can elect to participate in a safe-harbor 401(k) plan. The amount charged to expense for the Company’s 
contributions to the plans was $529,000, $447,000 and $323,000 for 2008, 2007, and 2006, respectively. 

NOTE 18—COMMITMENTS 

       
       
       
 
 
 
   
 
   
   
 
 
 
 
 
 
 
 
 
 
       
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
       
 
   
 
   
 
  
   
 
 
 
The Company issues financial instruments with off balance sheet risk in the normal course of the business of meeting the financing needs of its 
customers.  These  financial  instruments  include  commitments  to  extend  credit  and  standby  letters  of  credit.  These  instruments  may  involve,  to 
varying degrees, elements of credit and interest-rate risk in excess of the amounts recognized in the consolidated balance sheets. 

The  Company’s extent of involvement and maximum potential exposure to credit loss in the event of nonperformance by the other party to the 
financial instrument for commitments to extend credit and standby letters of credit is represented by the contractual amount of these instruments. 
The Company uses the same credit policies in making commitments and conditional obligations as it does for financial instruments included on its 
consolidated balance sheets. At December 31, 2008, no amounts have been accrued for any estimated losses for these financial instruments. 

The contractual amount of off-balance-sheet financial instruments as of December 31, 2008 and 2007 is as follows: 

(in thousands) 

Commitments to extend credit
Standby letters of credit

78

December 31,
2008

December 31,
2007

$

       555,361
33,875

$

       535,227
36,464

Commitments to extend credit are agreements to lend to a customer as long as there is no violation of any condition established in the contract. 
Commitments usually have fixed expiration dates or other termination clauses and may require payment of a fee. Of the total commitments to extend 
credit at December 31, 2008 and 2007, approximately $131,000,000 and $61,181,000, respectively, represents fixed rate loan commitments. Since certain 
of the commitments may expire without being drawn upon, the total commitment amounts do not necessarily represent future cash requirements. 
The Company evaluates each customer’s credit worthiness on a case-by-case basis. The amount of collateral obtained, if deemed necessary by the 
bank  upon  extension  of  credit,  is  based  on  management’s  credit  evaluation  of  the  borrower.  Collateral  held  varies,  but  may  include  accounts 
receivable, inventory, premises and equipment, and real estate.  

Standby letters of credit are conditional commitments issued by the bank subsidiaries to guarantee the performance of a customer to a third party. 
These standby letters of credit are issued to support contractual obligations of each bank’s customers. The credit risk involved in issuing letters of 
credit is essentially the same as the risk involved in extending loans to customers. The approximate remaining term of standby letters of credit range 
from 1 month to 5 years at December 31, 2008.  

NOTE 19—FAIR VALUE MEASUREMENTS  

Effective January 1, 2008, the Company adopted SFAS 157, Fair Value Measurements, for financial assets and financial liabilities. In accordance 
with FSP 157-2, Effective Date of FASB Statement No. 157 (“FSP 157-2”), the Company will delay application of SFAS 157 for non-financial assets 
and non-financial liabilities, until January 1, 2009. SFAS 157 defines fair value, establishes a framework for measuring fair value in generally accepted 
accounting principles and expands disclosures about fair value measurements.  

SFAS 157 defines fair value as the price that would be received to sell an asset or paid to transfer a liability in an orderly transaction between market 
participants. A fair value measurement assumes that the transaction to sell the asset or transfer the liability occurs in the principal market for the 
asset or liability or, in the absence of a principal market, the most advantageous market for the asset or liability. The price in the principal (or most 
advantageous) market used to measure the fair value of the asset or liability shall not be adjusted for transaction costs. An orderly transaction is a 
transaction  that  assumes  exposure  to  the  market  for  a  period  prior  to  the  measurement  date  to  allow  for  marketing  activities  that  are  usual  and 
customary for transactions involving such assets and liabilities; it is not a forced transaction. Market participants are buyers and sellers in the 
principal market that are (i) independent, (ii) knowledgeable, (iii) able to transact and (iv) willing to transact.  

SFAS 157 requires the use of valuation techniques that are consistent with the market approach, the income approach and/or the cost approach. 
The market approach uses prices and other relevant information generated by market transactions involving identical or comparable assets and 
liabilities. The income approach uses valuation techniques to convert future amounts, such as cash flows or earnings, to a single present amount 
on a discounted basis. The cost approach is based on the amount that currently would be required to replace the service capacity of an asset 
(replacement  cost).  Valuation  techniques  should  be  consistently  applied.  Inputs  to  valuation  techniques  refer  to  the  assumptions  that  market 
participants would use in pricing the asset or liability. Inputs may be observable, meaning those that reflect the assumptions market participants 
would use in pricing the asset or liability developed based on market data obtained from independent sources, or unobservable, meaning those that 
reflect the reporting entity's own assumptions about the assumptions market participants would use in pricing the asset or liability developed based 
on the best information available in the circumstances. In that regard, SFAS 157 establishes a fair value hierarchy for valuation inputs that gives the 
highest priority to quoted prices in active markets for identical assets or liabilities and the lowest priority to unobservable inputs. The fair value 
hierarchy is as follows:  

l Level 1 Inputs - Unadjusted quoted prices in active markets for identical assets or liabilities that the reporting entity has the ability to access at 

the measurement date. 

l Level  2  Inputs  - Inputs other than quoted prices included in Level 1 that are observable for the asset or liability, either directly or indirectly. 
These might include quoted prices for similar assets or liabilities in active markets, quoted prices for identical or similar assets or liabilities in 

   
 
       
 
 
markets  that  are  not  active,  inputs  other  than  quoted  prices  that  are  observable  for  the  asset  or  liability  (such  as  interest  rates,  volatilities, 
prepayment speeds, credit risks, etc.) or inputs that are derived principally from or corroborated by market data by correlation or other means. 

l Level  3  Inputs  - Unobservable inputs for determining the fair values of assets or liabilities that reflect an entity's own assumptions about the 

assumptions that market participants would use in pricing the assets or liabilities.  

79

In general, fair value is based upon quoted market prices, where available. If such quoted market prices are not available, fair value is based upon 
internally developed models that primarily use, as inputs, observable market-based parameters. Valuation adjustments may be made to ensure that 
financial  instruments  are  recorded  at  fair  value.  These  adjustments  may  include  amounts  to  reflect  counterparty  credit  quality,  the  Company's 
creditworthiness, among other things, as well as unobservable parameters. Any such valuation adjustments are applied consistently over time. The 
Company's valuation methodologies may produce a fair value calculation that may not be indicative of net realizable value or reflective of future fair 
values. While management believes the Company's valuation methodologies are appropriate and consistent with other market participants, the use 
of different methodologies or assumptions to determine the fair value of certain financial instruments could result in a different estimate of fair value 
at the reporting date. These valuation methodologies were applied to all of the Company's financial assets and financial liabilities carried at fair 
value effective January 1, 2008.  

l Securities available for sale. Securities classified as available for sale are reported at fair value utilizing Level 2 and Level 3 inputs. The Company 
obtains fair value measurements from an independent pricing service. The fair value measurements consider observable data that may include 
dealer quotes, market spreads, cash flows, the U.S. Treasury yield curve, live trading levels, trade execution data, market consensus prepayment 
speeds, credit information and the bond's terms and conditions. Through September 30, 2008, Level 3 securities available for sale included a 
Federal Home Loan Mortgage Corporation pool. This security was sold during the fourth quarter of 2008. 

l Portfolio  Loans. Certain fixed rate portfolio loans are accounted for as trading instruments and reported at fair value. Fair value on these loans is 

determined using a third party valuation model with observable Level 2 market data inputs. 

l State tax credits held for sale. Pursuant to the provisions of SFAS 159, the Company elected to record its state tax credits held for sale at fair 
value. The cumulative effect adjustment necessary to carry the credits on hand at January 1, 2008 was $570,000, which was recorded, net of tax as 
an adjustment to retained earnings as of January 1, 2008. 

The  Company  is  not  aware  of  an  active  market  that  exists  for  the  10-year  streams  of  state  tax  credit  financial  instruments.  However,  the 
Company’s principal market for these tax credits consists of state residents who buy these credits from local and regional accounting firms who 
broker them. As such, the Company employed a discounted cash flow analysis (income approach) to determine the fair value. 

The fair value measurement is calculated using an internal valuation model with observable market data including discounted cash flows based 
upon the terms and conditions of the tax credits. Assuming that the underlying project remains in compliance with the various federal and state 
rules governing the tax credit program, each project will generate about 10 years of tax credits. The inputs to the fair value calculation include: 
the amount of tax credits generated each year, the anticipated sale price of the tax credit, the timing of the sale and a discount rate. The discount 
rate is defined as the LIBOR swap curve at a point equal to the remaining life in years of credits plus a 205 basis point spread. With the exception 
of the discount rate, the other inputs to the fair value calculation are observable and readily available. The discount rate is considered a Level 3 
input because it is an “unobservable input” and is based on the Company’s assumptions. Given the significance of this input to our fair value 
calculation, the state tax credit assets are reported as Level 3 assets. 

Economically, the Company equates the state tax credits to a fixed rate loan. After considering various risks, such as credit risk, compliance risk, 
and recapture risk, management concluded the state tax credits are equivalent to a fixed rate loan priced at Prime minus 75 basis points. When 
pricing a fixed rate loan, most banks utilize the Prime-based swap curve, which is based on the LIBOR swap curve plus a prime equivalent spread 
of 265 to 285 basis points depending on market pricing and the maturity of the underlying loan. The Prime-based swap curve is available daily on 
Bloomberg or other national pricing services. As a result, management concluded the spread of 205 basis points (prime equivalent spread of 285 
basis points minus 75 basis points) to the LIBOR curve should be utilized in the fair value calculation. 

At December 31, 2008, the discount rates utilized in our state tax credits fair value calculation ranged from 3.80% to 4.61%. Resulting changes in 
the fair value of the state tax credits held for sale of $4,635,000 were reported in Gain on state tax credits in the consolidated statement of income 
for the year ended December 31, 2008. 

l Derivatives. Derivatives are reported at fair value utilizing Level 2 inputs. The Company obtains counterparty quotations to value its interest rate 
swaps and caps. In addition, the Company validates the counterparty quotations with third party valuation sources. Derivatives with negative 
fair values are included in Other liabilities in the consolidated balance sheets. Derivatives with positive fair value are included in Other assets in 
the consolidated balance sheets. 

80

The following table summarizes financial instruments measured at fair value on a recurring basis as of December 31, 2008, segregated by the level of 

   
   
   
  
  
  
  
   
 
the valuation inputs within the fair value hierarchy utilized to measure fair value: 

(in thousands) 

Assets
       Securities available for sale
       State tax credits held for sale
       Derivative financial instruments
       Portfolio loans

Total assets

Liabilities
       Derivative financial instruments

Total liabilities

  Level 1
  Inputs        

  Level 2
  Inputs

  Level 3
  Inputs

 Total Fair

        Value

$

$

-
- 
-
-

$

96,431 
-
1,835
18,875

$

-
39,142 
-
-

96,431
39,142
1,835
18,875

$              -

$       117,141

$       39,142

$       156,283

$

$

-

-

$

$

1,467

1,467

$

$

-

-

$

$

-

-

The following table presents the changes in Level 3 financial instruments measured at fair value as of December 31, 2008. 

(in thousands) 

Balance at January 1, 2008
       Total gains or losses (realized and unrealized):
              Included in earnings
              Included in other comprehensive income
       Purchases, sales, issuances and settlements, net
       Transfer in and/or out of Level 3

Balance at December 31, 2008

Change in unrealized gains or losses relating to assets still held

at the reporting date

Securities
available for
sale, at fair
value

State tax credits

        held for sale

$

- 

$

22,547

- 
                (37)
37  
- 

- 

$

5,740
-
10,855
-

39,142

- 

$

4,635

$

$

Certain financial assets and financial liabilities are measured at fair value on a non-recurring basis; that is, the instruments are not measured at fair 
value on an ongoing basis but are subject to fair value adjustments in certain circumstances (for example, when there is evidence of impairment). 

l Loans held for sale. These loans are reported at the lower of cost or fair value. Fair value is determined based on expected proceeds based on 

sales contracts and commitments and are considered Level 2 inputs. 

l

Impaired  loans. Impaired loans are included as Portfolio loans on the Company’s consolidated balance sheet with amounts specifically reserved 
for  credit  impairment  in  the  Allowance  for  loan  losses.  The  fair  value  of  impaired  loans  is  based  on  underlying  collateral.  These  assets  are 
classified as Level 2. 

l Other Real Estate. These assets are reported at the lower of the loan carrying amount at foreclosure or fair value less estimated costs to sell. Fair 
value is based on third party appraisals of each property and the Company’s judgment of other relevant market conditions. These are considered 
Level 2 inputs. 

81

The following table presents the financial instruments measured at fair value on a non-recurring basis as of December 31, 2008. 

(in thousands) 

Loans held for sale
Impaired loans
Other real estate

Level 1
Input

Level 2
Input

Level 3
        Input

Total Fair

        Value

$

- 
-
                -

$

2,632
33,322
         13,868 

$

-
- 
                -

$

2,632
33,322
       13,868

   
   
 
       
   
   
   
 
 
 
 
 
 
 
 
 
 
 
 
   
   
   
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
       
 
 
 
Total

$

-

$

49,822

$

-

$

49,822

Certain non-financial assets and non-financial liabilities measured at fair value on a recurring basis include reporting units measured at fair value in 
the first step of a goodwill impairment test. Certain non-financial assets measured at fair value on a non-recurring basis include non-financial assets 
and  non-financial liabilities measured at fair value in the second step of a goodwill impairment test, as well as intangible assets and other non-
financial  long-lived  assets  measured  at  fair  value  for  impairment  assessment.  As  stated  above,  FSP  157-2  will  be  applicable  to  these  fair  value 
measurements beginning January 1, 2009. 

Effective  January  1,  2008,  the  Company  adopted  the  provisions  of  SFAS  No.  159,  The Fair Value Option for Financial Assets and Financial 
Liabilities - Including an amendment of FASB Statement No. 115. There were no valuation allowances related to the state tax credits held for sale 
that were impacted by the adoption of SFAS 159. Below is a summary of the impact of the initial implementation of the FVO. 

(in thousands) 

State tax credits held for sale

Pretax cumulative effect of adoption of the fair value option
Increase in deferred tax asset

Cumulative effect of adoption of the fair value option

 (charge to retained earnings)

December 31, 2007
(carrying value prior
to adoption)

Cumulative effect of
adjustment at
January 1, 2008

January 1, 2008
fair value (carrying
value after
adoption)

$

23,117

$                             (570) 

$

22,547

(570)
205 

(365)

$

SFAS  107,  Disclosures  about  Fair  Value  of  Financial  Instruments,  extends  existing  fair  value  disclosure  for  some  financial  instruments  by 
requiring disclosure of the fair value of such financial instruments, both assets and liabilities recognized and not recognized in the consolidated 
balance sheets. 

82

Following  is  a  summary  of  the  carrying  amounts  and  fair  values  of  the  Company’s financial instruments on the consolidated balance sheets at 
December 31, 2008 and 2007:  

(in thousands)

Balance sheet assets

       Cash and due from banks

       Federal Funds Sold

       Interest-bearing deposits

       Securities available for sale

       Other investments

       Loans held for sale

       Derivative financial instruments

       Loans, net of allowance for loan losses

       State tax credits, held for sale

       Accrued interest receivable

Balance sheet liabilities

       Deposits

       Subordinated debentures

       Other borrowed funds

       Derivative financial instruments

       Accrued interest payable

2008

2007

Carrying
       Amount

Estimated

fair value

Carrying
       Amount

Estimated

fair value

$

25,626

$

25,626

$

76,265

$

2,637

14,384

96,431

11,884

2,632

1,835

2,637

14,384

96,431

11,884

2,632

1,835

75,665

1,719

70,756

12,577

3,420

300

76,265

75,665

1,719

70,756

12,577

3,420

300

1,945,866

1,991,183

1,619,839

1,622,977

39,142

7,557

39,142

7,557

23,149

8,334

23,149

8,334

       1,792,784

       1,800,958

       1,585,012

       1,588,539

85,081

166,117

1,467

2,473

71,393

180,864

1,467

2,473

56,807

169,580

-

3,710

57,050

182,065

-

3,710

The  following  methods  and  assumptions  were  used  to  estimate  the  fair  value  of  each  class  of  financial  instruments  for  which  it  is  practical  to 
estimate such value:  

 
 
 
 
 
 
 
       
       
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
      
      
 
 
 
 
Cash, Federal funds sold, and other short-term instruments  
For cash and due from banks, federal funds purchased, interest-bearing deposits, and accrued interest receivable (payable), the carrying amount is a 
reasonable estimate of fair value, as such instruments reprice in a short time period.  

Securities available for sale  
The  Company  obtains  fair  value  measurements  for  available  for  sale  debt  instruments  from  an  independent  pricing  service.  The  fair  value 
measurements  consider  observable  data  that  may  include  dealer  quotes,  market  spreads,  cash  flows,  the  U.S.  Treasury  yield  curve,  live  trading 
levels, trade execution data, market consensus prepayment speeds, credit information and the bond's terms and conditions. 

Other investments  
Other investments, which primarily consists of membership stock in the FHLB is reported at cost, which approximates fair value.  

Loans, net of allowance for loan losses  
The fair value of adjustable-rate loans approximates cost. The fair value of fixed-rate loans is estimated by discounting the future cash flows using 
the current rates at which similar loans would be made to borrowers for the same remaining maturities.  

State tax credits held for sale  
The fair value of state tax credits held for sale is calculated using an internal valuation model with unobservable market data including discounted 
cash flows based upon the terms and conditions of the tax credits. 

Derivative financial instruments  
The fair value of derivative financial instruments is based on quoted market prices by the counterparty and verified by the Company using public 
pricing information.  

Deposits  
The fair value of demand deposits, interest-bearing transaction accounts, money market accounts and savings deposits is the amount payable on 
demand  at  the  reporting  date.  The  fair  value  of  fixed-maturity certificates of deposit is estimated by discounting the future cash flows using the 
rates currently offered for deposits of similar remaining maturities.  

83

Subordinated debentures  
Fair  value  of  floating  interest  rate  subordinated  debentures  is  assumed  to  equal  carrying  value.  Fair  value  of  fixed  interest  rate  subordinated 
debentures is based on discounting the future cash flows using rates currently offered for financial instruments of similar remaining maturities.  

Other borrowed funds  
Other borrowed funds include FHLB advances, customer repurchase agreements, federal funds purchased, and notes payable. The fair value of 
FHLB advances is based on the discounted value of contractual cash flows. The discount rate is estimated using current rates on borrowed money 
with similar remaining maturities. The fair value of federal funds purchased, customer repurchase agreements and notes payable are assumed to be 
equal to their carrying amount since they have an adjustable interest rate.  

Commitments to extend credit and standby letters of credit  
The fair value of commitments to extend credit and standby letters of credit would be estimated using the fees currently charged to enter into similar 
agreements, taking into account the remaining terms of the agreements, the likelihood of the counterparties drawing on such financial instruments, 
and the present creditworthiness of such counterparties. The Company believes such commitments have been made on terms which are competitive 
in the markets in which it operates; however, no premium or discount is offered thereon and accordingly, the Company has not assigned a value to 
such instruments for purposes of this disclosure.  

Limitations  
Fair value estimates are made at a specific point in time, based on relevant market information and information about the financial instrument. These 
estimates are subjective in nature and involve uncertainties and matters of significant judgment, and therefore, cannot be determined with precision. 
Such  estimates  include  the  valuation  of  loans,  goodwill,  intangible  assets,  and  other  long-lived  assets,  along  with  assumptions  used  in  the 
calculation  of  income  taxes,  among  others.  These  estimates  and  assumptions  are  based  on  management’s  best  estimates  and  judgment. 
Management  evaluates  its  estimates  and  assumptions  on  an  ongoing  basis  using  historical  experience  and  other  factors,  including  the  current 
economic environment, which management believes to be reasonable under the circumstances. We adjust such estimates and assumptions when 
facts and circumstances dictate. Decreasing real estate values, illiquid credit markets, volatile equity markets, and declines in consumer spending 
have combined to increase the uncertainty inherent in such estimates and assumptions. As future events and their effects cannot be determined 
with  precision,  actual  results  could  differ  significantly  from  these  estimates.  Changes  in  estimates  resulting  from  continuing  changes  in  the 
economic  environment  will  be  reflected  in  the  financial  statement  in  future  periods.  In  addition,  these  estimates  do  not  reflect  any  premium  or 
discount that could result from offering for sale at one time the Company’s entire holdings of a particular financial instrument. Fair value estimates 
are based on existing on-balance and off-balance-sheet financial instruments without attempting to estimate the value of anticipated future business 
and the value of assets and liabilities that are not considered financial instruments. In addition, the tax ramifications related to the realization of the 
unrealized gains and losses can have a significant effect on fair value estimates and have not been considered in many of the estimates. 

NOTE 20—SEGMENT REPORTING  

The Company has two primary operating segments, Banking and Wealth Management, which are delineated by the products and services that each 
segment offers. The segments are evaluated separately on their individual performance, as well as, their contribution to the Company as a whole. 

The  Banking  operating  segment  consists  of  a  full-service  commercial  bank,  Enterprise,  with  locations  in  St.  Louis  and  Kansas  City  and  a  loan 
production office in Phoenix, Arizona. The majority of the Company’s assets and income result from the Banking segment. With the exception of the 
loan production office, all banking locations have the same product and service offerings, have similar types and classes of customers and utilize 
similar service delivery methods. Pricing guidelines and operating policies for products and services are the same across all regions. 

The Wealth Management segment includes the Trust division of Enterprise, the state tax credit brokerage activities, and Millennium. The Trust 
division provides estate planning, investment management, and retirement planning as well as consulting on management compensation, strategic 
planning and management succession issues. State tax credits are part of a fee initiative designed to augment the Company’s wealth management 
segment  and  banking  lines  of  business.  Millennium  operates  life  insurance  advisory  and  brokerage  operations  from  thirteen  offices  serving  life 
agents, banks, CPA firms, property & casualty groups, and financial advisors in 49 states. 

84

The  Corporate  segment’s  principal  activities  include  the  direct  ownership  of  the  Company’s  banking  and  non-banking  subsidiaries  and  the 
issuance of debt and equity. Its principal source of revenue is dividends from its subsidiaries and stock option exercises.  

The financial information for each business segment reflects that information which is specifically identifiable or which is allocated based on an 
internal allocation method. There were no material intersegment revenues among the three segments. Management periodically makes changes to 
methods of assigning costs and income to its business segments to better reflect operating results. When appropriate, these changes are reflected 
in prior year information presented below.  

Following are the financial results for the Company’s operating segments.  

(in thousands)

Net interest income (expense)

Provision for loan losses

Noninterest income

Non interest expense

Impairment charges related to Millennium Brokerage Group

Income (loss) before income tax expense

Income tax expense (benefit)

Net income (loss)

Years ended December 31,

       Wealth

Banking

Management

2008
      Corporate and       
Intercompany

Total

$

71,628

$

(1,043)

$

(3,862)

$

66,723

22,475

10,027

38,851

-

20,329

7,296

-

15,049

11,536

9,200

(6,730)

(2,447)

-

197

3,918

-

(7,583)

(3,263)

22,475

25,273

54,305

9,200

6,016

1,586

$

13,033

$      (4,283)

$       (4,320)

$

4,430

Loans, less unearned loan fees

$1,977,175

$

-

$

Goodwill

Intangibles, net

Deposits

Borrowings

Total assets

Net interest income (expense)

Provision for loan losses

Noninterest income

Non interest expense

Income (loss) before income tax expense

Income tax expense (benefit)

Net income (loss)

45,378

2,126

1,818,514

168,617

3,134

1,378

-

-

2,204,341

48,775

-

-

-

$1,977,175

48,512

3,504

(25,730)

1,792,784

82,581

17,058

251,198

2,270,174

2007

Wealth

Corporate and

Banking

Management

Intercompany

Total

$

64,840

$

138

$

(3,926)

$

61,052

4,615

4,472

35,483

29,214

10,283

-

14,772

10,674

4,236

1,525

-

429

3,359

(6,856)

(2,792)

4,615

19,673

49,516

26,594

9,016

$

18,931

$

2,711

$

(4,064)

$

17,578

      
 
 
 
Loans, less unearned loan fees

$1,641,432

$

-

$

Goodwill

Intangibles, net

Deposits

Borrowings

Total assets

Net interest income (expense)

Provision for loan losses

Noninterest income

Non interest expense

Minority interest

Income (loss) before income tax expense

Income tax expense (benefit)

Net income (loss)

Loans, less unearned loan fees

Goodwill

Intangibles, net

Deposits

Borrowings

Total assets

85

NOTE 21—PARENT COMPANY ONLY CONDENSED FINANCIAL STATEMENTS  

Condensed Balance Sheets 

(in thousands)

Assets
Cash
Investment in Enterprise Bank & Trust
Investment in Millennium Holding Company
Investment in Great American Bank
Other assets

      Total assets

Liabilities and Shareholders' Equity
Subordinated debentures
Notes payable  
Accounts payable and other liabilities
Shareholders' equity

      Total liabilities and shareholders' equity

45,379

3,330

1,588,963

163,581

11,798

2,723

-

-

1,952,495

42,542

-

-

-

$1,641,432

57,177

6,053

(3,951)

1,585,012

62,807

4,081

226,388

1,999,118

2006

Wealth

Corporate and

Banking

Management

Intercompany

Total

$

53,639

$

105

$

(2,467)

$

51,277

2,127

3,056

28,563

-

26,005

9,119

$

16,886

$1,311,723

19,690

2,153

1,319,201

36,752

-
13,809 
9,207

(875)

3,832

1,379

2,453

-

10,293

3,636

-

-

$

$

-

51

3,624

-

( 6,040)

( 2,173)

2,127

16,916

41,394

(875)

23,797

8,325

$

$

(3,867)

$

15,472

-
- 
-

$1,311,723

29,983

5,789

(3,693)

1,315,508

39,054

75,806

1,517,617

16,991

979

1,535,587

December 31,

2008

2007

$

23,840
249,662
8,861
-
18,947

$

487
162,881
17,754
43,570
14,519

$     301,310

$     239,211

$

82,581
-
941
217,788

$

56,807
6,000
3,255
173,149

$

301,310

$

239,211

(in thousands)

Years ended December 31,

2008

2007

2006

Condensed Statements of Income 

 
 
 
 
 
    
 
 
      
      
Income:

      Dividends from subsidiaries

      Other
Total income  

Expenses:

      Interest expense-subordinated debentures

      Interest expense-notes payable

      Other expenses

Total expenses

$

45,811

$

8,440

$

9,669

3,162

48,973

3,471

507

4,918

8,896

559

8,999

3,859

197

3,359

7,415

133

9,802

2,343

207

3,623

6,173

Net income before taxes and equity in undistributed earnings of subsidiaries

40,077

1,584

3,629

Income tax benefit

2,338

2,792

2,173

Net income before equity in undistributed earnings of subsidiaries

42,415

4,376

5,802

Equity in undistributed earnings of subsidiaries

Net income  

      (37,985)
4,430 

$

13,202

9,670

$      17,578

$      15,472

86

Condensed Statements of Cash Flow 

(in thousands)

Cash flows from operating activities:

      Net income

      Adjustments to reconcile net income to net cash

            provided by operating activities:

            Gain on sale of charter

            Share-based compensation

            Net income of subsidiaries

            Dividends from subsidiaries

            Excess tax benefits of share-based compensation

            Additional share-based compensation from acquisition of Clayco

            Other, net

Net cash provided by operating activities

Cash flows from investing activities:

      Cash contributions to subsidiaries

      Cash received in sale of charter, net of cash and cash equivalents paid

      Cash paid for acquisitions, net of cash acquired

      Purchases of available for sale debt securities

      Proceeds from maturities and principal paydowns on available

            for sale debt securities

      Purchase of limited partnership interests

Net cash used in investing activities

Cash flows from financing activities:

      Proceeds from notes payable

      Paydowns of notes payable

      Proceeds from issuance of subordinated debentures

Years Ended December 31,

2008

2007

2006

$

4,430

$

17,578

$

15,472

(2,850)

2,255

-

1,944

-

1,153

(7,826)

      (21,642)

      (19,339)

45,811

(460)

1,000

(28)

42,332

(73,988)

5,575

-

(1,494)

-

(5,034)

(74,941)

15,000

      (21,000)

25,774

8,440

(381)

-

(2,096)

3,843

-

-

(17,085)

(784)

124

(1,171)

(18,916)

6,750

(4,751)

18,557

9,669

(525)

-

10

6,440

-

-

(8,060)

(538)

-

-

(8,598)

10,000

(10,745)

4,124

 
 
 
 
 
      
      
 
 
      Paydown of subordinated debentures

      Cash dividends paid

      Excess tax benefits of share-based compensation

      Issuance of preferred stock and warrants

      Common stock repurchased

      Proceeds from the exercise of common stock options

Net cash provided by financing activities

Net increase (decrease) in cash and cash equivalents

Cash and cash equivalents, beginning of year

Cash and cash equivalents, end of year

Noncash transactions:

      Common stock issued for acquisitions of businesses

-

(2,661)

460

35,000

-

3,389

55,962

23,353

487
23,840 

$

(4,124)

(2,638)

381

-

(1,743)

1,304

13,736

(1,337)

1,824
487 

-

$

22,482

$

$

$

$

-

(1,977)

525

-

-

1,189

3,116

958

866
1,824 

5,249  

87

NOTE 22—QUARTERLY CONDENSED FINANCIAL INFORMATION (Unaudited)  

The following table presents the unaudited quarterly financial information for the years ended December 31, 2008 and 2007.  

(in thousands, except per share data)

Interest income

Interest expense

       Net interest income

Provision for loan losses

2008

4th

3rd

2nd

1st

Quarter

Quarter

Quarter

Quarter

$

29,163

$

29,289

$

29,283

$

30,246

11,963

17,200

12,705

16,584

12,481

16,802

14,125

2,825

3,200

14,109

16,137

2,325 

       Net interest income after provision for loan losses

3,075

13,759

13,602

13,812

Noninterest income

Noninterest expense

7,650

17,817

7,641

19,133

4,444

12,723

5,538

13,832

       Income before income tax expense

(7,092)

2,267

5,323

5,518

Income tax expense

       Net income

Earnings per common share:

       Basic

       Diluted

(in thousands, except per share data)

Interest income

Interest expense

       Net interest income

Provision for loan losses

(3,140)

948

1,823

1,955

$

(3,952)

$

1,319

$

3,500

$

3,563

$

(0.32)

$

(0.32)

$

0.10

0.10

$

0.28

0.27

0.29

0.28

2007

4th

3rd

2nd

Quarter
$     31,916 
15,713

Quarter
$     31,807 
16,002

Quarter
$     30,946 
15,821

16,203

15,805

15,125

1st

Quarter

$     27,848

13,929

13,919

2,450

600

715

850

 
 
       
       
       
 
 
 
 
 
 
 
 
 
 
       Net interest income after provision for loan losses

13,753

15,205

14,410

13,069

Noninterest income

Noninterest expense

6,230

13,083

4,638

12,202

4,906

12,370

3,899

11,861

Minority interest in net income of consolidated subsidiary

-

-

157

(157)

       Income before income tax expense

6,900

7,641

7,103

4,950

Income tax expense

       Net income

Earnings per common share

       Basic

       Diluted

1,994

2,642

2,588

1,792

$

4,906

$

4,999

$

4,515

$

3,158

$

$

0.40

0.39

$

0.40

0.40

$

0.37

0.36

0.27
0.26  

The sum of the quarterly EPS amounts may not equal the full year amounts due to rounding.  

88

ITEM 9: CHANGES IN AND DISAGREEMENTS WITH ACCOUNTANTS ON ACCOUNTING AND 
FINANCIAL DISCLOSURE 

NONE  

ITEM 9A: CONTROLS AND PROCEDURES

Disclosure Controls and Procedures 

As  of  December  31,  2008,  under  the  supervision  and  with  the  participation  of  the  Company’s  Chief  Executive  Officer  (“CEO”)  and  the  Chief 
Financial  Officer  (“CFO”),  management  has  evaluated  the  effectiveness  of  the  design  and  operation  of  the  Company’s disclosure controls and 
procedures pursuant to Exchange Act Rule 13a-15. Based on that evaluation, the CEO and CFO concluded that the Company’s disclosure controls 
and procedures were effective as of December 31, 2008, to ensure that information required to be disclosed in the Company’s periodic SEC filings is 
processed, recorded, summarized and reported when required. There were no significant changes in the Company’s internal controls or in the other 
factors that could significantly affect those controls subsequent to the date of the evaluation. 

Management’s Report on Internal Control over Financial Reporting 

Management’s  Report  on  Internal  Controls  over  financial  reporting  and  the  audit  report  of  KPMG  LLP,  the  Company’s independent registered 
public accounting firm, are included in Item 8 and are incorporated in this Item 9A by reference.  

ITEM 9B: OTHER INFORMATION 

The Company is not aware of any information required to be disclosed in a report on Form 8-K during the fourth quarter covered by their Form 10-K, 
but not reported, whether or not otherwise required by this Form 10-K.  

ITEM 10: DIRECTORS, EXECUTIVE OFFICERS AND CORPORATE GOVERNANCE 

PART III 

The information required by this item is incorporated herein by reference to the Company’s Proxy Statement for its annual meeting to be held on 
Thursday, April 30, 2009. The Company’s executive officers consist of the named executive officers disclosed in the Compensation Discussion and 
Analysis Section of the Proxy Statement. 

ITEM 11: EXECUTIVE COMPENSATION 

The information required by this item is incorporated herein by reference to the Company’s Proxy Statement for its annual meeting to be held on 
Thursday, April 30, 2009.  

 
 
 
 
 
ITEM 12: SECURITY OWNERSHIP OF CERTAIN BENEFICIAL OWNERS AND MANAGEMENT AND 
RELATED STOCKHOLDER MATTERS 

The information required by this item is incorporated herein by reference to the Company’s Proxy Statement for its annual meeting to be held on 
Thursday, April 30, 2009.  

ITEM 13: CERTAIN RELATIONSHIPS AND RELATED TRANSACTIONS AND DIRECTOR 
INDEPENDENCE 

The information required by this item is incorporated herein by reference to the Company’s Proxy Statement for its annual meeting to be held on 
Thursday, April 30, 2009.  

ITEM 14: PRINCIPAL ACCOUNTANT FEES AND SERVICES 

The information required by this item is incorporated by reference to the Company’s Proxy Statement for its annual meeting to be held on Thursday, 
April 30, 2009.  

89

PART IV 

(a) 1. Financial Statements 

ITEM 15. EXHIBITS AND FINANCIAL STATEMENT SCHEDULES 

The consolidated financial statements of Enterprise Financial Services Corp and its subsidiaries and independent auditors' reports are included in 
Part II (Item 8) of this Form 10 K. 

      2. Financial Statement Schedules 

All financial statement schedules have been omitted, as they are either inapplicable or included in the Notes to Consolidated Financial Statements. 

      3. Exhibits 

The following documents are included or incorporated by reference in this Annual Report on Form 10-K: 

Exhibit  
No.  
3.1

      Certificate of Incorporation of Registrant, (incorporated herein by reference to Exhibit 3.1 of Registrant’s Registration Statement on Form 

S-1 filed on December 19, 1996 (File No. 333-14737)).

3.2

3.3

3.4

3.5

3.6

3.7

Amendment to the Certificates of Incorporation of Registrant (incorporated herein by reference to Exhibit 4.2 to Registrant’s Registration 
Statement on Form S-8 filed on July 1, 1999 (File No. 333-82087)).

Amendment  to  the  Certificate  of  Incorporation  of  Registrant  (incorporated  herein  by  reference  to  Exhibit  3.1  to  Registrant’s Quarterly 
Report on Form 10-Q for the period ending September 30, 1999).

Amendment  to  the  Certificate  of  Incorporation  of  Registrant  (incorporated  herein  by  reference  to  Exhibit  99.2  to  Registrant’s Current 
Report on Form 8-K filed on April 30, 2002).

Amendment  to  the  Certificate  of  Incorporation  of  Registrant  (incorporated  herein  by  reference  to  Appendix  A  to  Registrant’s  Proxy 
Statement on Form 14-A filed on November 20, 2008).

Certificate  of  Designations  of  Registrant  for  Fixed  Rate  Cumulative  Perpetual  Preferred  Stock,  Series  A,  dated  December  17,  2008 
(incorporated herein by reference to Exhibit 3.1 to Registrant’s Current Report on Form 8-K filed on December 23, 2008).

Bylaws of Registrant, as amended, (incorporated herein by reference to Exhibit 3.1 to Registrant’s Current Report on Form 8-K filed on 
October 2, 2007).

10.1

Key Executive Employment Agreement dated effective as of July 1, 2008 by and between Registrant and Stephen P. Marsh (incorporated 
herein by reference to Exhibit 99.1 to Registrant’s Current Report on Form 8-K filed on November 25, 2008), and amended by that First 

 
 
 
 
 
 
 
Amendment  of  Executive  Employment  Agreement  dated  as  of  December  19,  2008  (incorporated  herein  by  reference  to  Exhibit  99.6  to 
Registrant’s Current Report on Form 8-K filed on December 23, 2008).

Key  Executive  Employment  Agreement  dated  effective  as  of  December  1,  2004  by  and  between  Registrant  and  Frank  H.  Sanfilippo 
(incorporated herein by reference to Exhibit 10.1 to Registrant’s Current Report on Form 8-K filed on December 1, 2004), and amended by 
that First Amendment of Executive Employment Agreement dated as of December 19, 2008 (incorporated herein by reference to Exhibit 
99.5 to Registrant’s Current Report on Form 8-K filed on December 23, 2008).

Key  Executive  Employment  Agreement  dated  effective  as  of  September  24,  2008,  by  and  between  Registrant  and  Peter  F.  Benoist 
(incorporated herein by reference to Exhibit 10.1 to Registrant’s Current Report on Form 8-K filed on September 30, 2008), and amended 
by that First Amendment of Executive Employment Agreement dated as of December 19, 2008 (incorporated herein by reference to Exhibit 
99.3 to Registrant’s Current Report on Form 8-K filed on December 23, 2008). 

90

Key  Executive  Employment  Agreement  dated  effective  as  of  November  1,  2004,  by  and  between  Registrant  and  Linda  M.  Hanson 
(incorporated  herein  by  reference  to  Exhibit  10.14  to  Registrant’s  Report  on  Form  10-K for the year ended December 31, 2007), and 
amended  by  that  First  Amendment  of  Executive  Employment  Agreement  dated  as  of  December  19,  2008  (incorporated  herein  by 
reference to Exhibit 99.4 to Registrant’s Current Report on Form 8-K filed on December 23, 2008).

Key Executive Employment Agreement dated effective as of October 5, 2007, by and among Registrant, Enterprise Bank & Trust, and 
John G. Barry (filed herewith), and amended by that First Amendment of Executive Employment Agreement dated as of December 19, 
2008 (incorporated herein by reference to Exhibit 99.7 to Registrant’s Current Report on Form 8-K filed on December 23, 2008).

Waiver executed by each of Peter F. Benoist, Frank H. Sanfilippo, Linda M. Hanson, Stephen P. Marsh and John G. Barry (incorporated 
herein by reference to Exhibit 99.2 to Registrant’s Current Report on Form 8-K filed on December 23, 2008).

Consulting Agreement dated May 1, 2008, by and between Registrant and Kevin C. Eichner (incorporated herein by reference to Exhibit 
10.1 to Registrant’s Current Report on Form 8-K filed on March 3, 2008).

Enterprise  Financial  Services  Corp  Deferred  Compensation  Plan  I  (incorporated  herein  by  reference  to  Exhibit  10.1  of  Registrant’s 
Quarterly Report on Form 10-Q for the period ended March 31, 2000).

Enterprise Financial Services Corp Amended and Restated Deferred Compensation Plan I dated effective as of December 31, 2008.

Enterprise Financial Services Corp, Third Incentive Stock Option Plan (incorporated herein by reference to Exhibit 4.5 to Registrant’s 
Registration Statement on Form S-8 filed on December 29, 1997 (File No. 333-43365)).

Enterprise Financial Services Corp, Fourth Incentive Stock Option Plan (incorporated herein by reference to Registrant’s 1998 Proxy 
Statement on Form 14-A).

Enterprise Financial Services Corp, Stock Plan for Non-Management Directors (incorporated herein by reference to Registrant’s Proxy 
Statement on Form 14-A filed on March 7, 2006).

Enterprise  Financial  Services  Corp,  2002  Stock  Incentive  Plan,  as  amended  (incorporated  herein  by  reference  to  Registrant’s Proxy 
Statement on Form 14-A, filed on March 17, 2008).

Enterprise Financial Services Corp, Annual Incentive Plan (incorporated herein by reference to Registrant’s Proxy Statement on Form 
14-A, filed on March 7, 2006).

Enterprise  Financial  Services  Corp,  Incentive  Stock  Purchase  Plan  (incorporated  herein  by  reference  to  Exhibit  4.6  to  Registrant’s 
Registration Statement on Form S-8 filed on November 1, 2002 (File No. 333-100928)).

$20,000,000 Amended and Restated Credit Agreement, as modified by the Third Modification Agreement dated April 30, 2007, by and 
between Registrant and U.S. Bank National Association (incorporated herein by reference to Exhibit 10.1 to Registrant’s Current Report 
on Form 8-K filed on June 22, 2007).

10.2

10.3

10.4

10.5

10.6

10.7

10.8

10.9(1)

10.10

10.11

10.12

10.13

10.14

10.15

10.16

10.16.1(1)      $20,000,000 Amended and Restated Credit Agreement, as modified by the Fourth, Fifth and Sixth Modification Agreements dated April 

30, 2008, June 30, 2008, and December 11, 2008, by and between Registrant and U.S. Bank National Association.

91

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
10.17

10.18

10.19

10.20

10.21

Stock  Purchase  Agreement  dated  February  5,  2008  between  Registrant  and  First  Financial  Bancshares,  Inc.  (incorporated  herein  by 
reference to Exhibit 2.1 to Registrant’s Current Report on Form 8-K filed on February 6, 2008).

Membership Interest Purchase Agreement (Second Installment Closing) by and among Registrant, Millennium Holding Company, Inc., 
and Millennium Brokerage Group, LLC, et al. dated December 31, 2007 (incorporated herein by reference to Exhibit 2.1 to Registrant’s 
Current Report on Form 8-K filed on January 7, 2008).

Condominium Sale Contract, dated October 3, 2007, by and between Enterprise Bank & Trust and Maryland Walk LLC (incorporated 
herein by reference to Exhibit 10.1 to Registrant’s Current Report on Form 8-K dated October 9, 2007).

Indenture dated December 12, 2008, by and between Registrant and Wilmington Trust Company (incorporated herein by reference to 
Exhibit 4.1 to Registrant’s Current Report on Form 8-K filed on December 15, 2008).

Amended and Restated Declaration of Trust dated December 12, 2008, by and among Registrant, Wilmington Trust Company, and each 
of the Administrators named therein (incorporated herein by reference to Exhibit 4.2 to Registrant’s Current Report on Form 8-K filed on 
December 15, 2008).

10.22

Guarantee dated December 12, 2008, by and between Registrant and Wilmington Trust Company (incorporated herein by reference to 
Exhibit 4.3 to Registrant’s Current Report on Form 8-K filed on December 15, 2008).

10.23(1)

First  Amendment  to  Amended  and  Restated  Declaration  of  Trust  No.  2  dated  January  9,  2009  by  and  among  Registrant,  Wilmington 
Trust Company and each of the Administrators named therein.

10.24       Warrant to Purchase Shares of Common Stock dated December 19, 2008, by Registrant in favor of the United States Department of the 
Treasury (incorporated herein by reference to Exhibit 4.1 to Registrant’s Current Report on Form 8-K filed on December 23, 2008).

10.25

14.1

21.1(1)

23.1(1)

24.1(1)

31.1(1)

31.2(1)

32.1(1)

32.2(1)

Letter  Agreement  dated  December  19,  2008,  including  Securities  Purchase  Agreement –  Standard  Terms  incorporated  by  reference 
therein, by and between Registrant and the United States Department of the Treasury (incorporated herein by reference to Exhibit 99.1 to 
Registrant’s Current Report on Form 8-K filed on December 23, 2008).

Code  of  Ethics  for  the  Principal  Executive  Officer  and  Senior  Financial  Officers  (incorporated  herein  by  reference  to  Exhibit  14.1  to 
Registrant’s Report on Form 10-K for the year ended December 31, 2003).

Subsidiaries of Registrant.

Consent of KPMG LLP.

Power of Attorney

Chief Executive Officer’s Certification required by Rule 13(a)-14(a).

Chief Financial Officer’s Certification required by Rule 13(a)-14(a).

Chief  Executive  Officer  Certification  pursuant  to  18  U.S.C. § 1350, as adopted pursuant to section § 906 of the Sarbanes-Oxley Act of 
2002

Chief Financial Officer Certification pursuant to 18 U.S.C. § 1350, as adopted pursuant to section § 906 of the Sarbanes-Oxley Act of 2002

(1) Filed herewith 

Note:      

In  accordance  with  Item  601  (b)  (4)  (iii)  of  Regulation  S-K,  Registrant  hereby  agrees  to  furnish  to  the  Commission,  upon  request,  the 
instruments defining the rights of holders of each issue of long-term debt of Registrant and its consolidated subsidiaries.  

92

SIGNATURES 

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
Pursuant to the requirements of Section 13 or 15(d) of the Securities Act of 1934, the Registrant has duly caused this report to be signed on its 
behalf by the undersigned, thereunto duly authorized, on the 16th of March, 2009. 

ENTERPRISE FINANCIAL SERVICES CORP  

/s/ Peter F. Benoist  
Peter F. Benoist  
Chief Executive Officer  

/s/ Frank H. Sanfilippo  
Frank H. Sanfilippo  
Chief Financial Officer  

Pursuant to the requirements of the Securities Act of 1934, this Report on Form 10-K has been signed by the following persons in the capacities 
indicated on the 16th of March, 2009.  

 Signatures  

/s/ Peter F. Benoist*  
Peter F. Benoist  

/s/ James J. Murphy, Jr.*  
James J. Murphy, Jr.  

/s/ Kevin C. Eichner*  
Kevin C. Eichner  

/s/ Michael A. DeCola*  
Michael A. DeCola  

/s/ William H. Downey*  
William H. Downey  

/s/ Robert E. Guest, Jr.*  
Robert E. Guest, Jr.  

/s/ Lewis A. Levey*  
Lewis A. Levey  

/s/ Birch M. Mullins*  
Birch M. Mullins  

/s/ Brenda D. Newberry*  
Brenda D. Newberry  

/s/ Robert E. Saur*  
Robert E. Saur  

/s/ Sandra A. Van Trease*  
Sandra A. Van Trease  

/s/ Henry D. Warshaw*  
Henry D. Warshaw  

*Signed by Power of Attorney.  

93

Title  

President and Chief Executive Officer and Director  

Chairman of the Board of Directors  

Vice Chairman and Director  

Director  

Director  

Director  

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Director  

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Section 2: EX-10.9 (AMENDED AND RESTATED DEFERRED 
COMPENSATION PLAN I)

EXHIBIT 10.9 

AMENDMENT AND RESTATEMENT OF THE
ENTERPRISE FINANCIAL SERVICES CORP. 
DEFERRED COMPENSATION PLAN I 
_______________

Article I 
Establishment of Plan 

     1.1. Purpose. The Board of Directors of Enterprise Financial Services Corp., a Delaware corporation, established the Plan originally effective 
December 20, 1999 to provide deferred compensation benefits to selected executives of the Corporation.

     1.2. Amendment and Restatement. The Plan is amended and restated as set forth herein to comply with Code Section 409A and to make other 
changes. 

     1.3. Effective Date and Term. The Corporation adopts this amended and restated Plan effective as of January 1, 2005. Deferral Accounts to 
which Annual Deferrals under Section 4.1 and Corporation credits under Section 4.4 were credited with respect to Deferral Periods ending prior to 
January 1, 2005, including all earnings (including earnings credited after December 31, 2004) credited to such Deferral Accounts, shall to the extent 
such amounts were vested as of December 31, 2004 remain subject to the terms of the Plan document in effect on December 31, 2004 and this 
Amendment and Restatement of the Plan document shall not apply to such Deferral Accounts. 

     1.4. Applicability of ERISA. This Plan is intended to be an unfunded, top-hat plan maintained primarily for the purpose of providing deferred 
compensation to a select group of management or highly compensated employees within the meaning of ERISA.

Article II 
Definitions 

     As used within this document, the following words and phrases have the meanings described in this Article II unless a different meaning is 
required by the context. Some of the words and phrases used in the Plan are not defined in this Article II, but for convenience, are defined as they 
are introduced into the text. Words in the masculine gender shall be deemed to include the feminine gender. Any headings used are included for 
ease of reference only, and are not to be construed so as to alter any of the terms of the Plan. 

     2.1. Affiliated Company. Any corporation which is a member of the same controlled group of corporations determined by Code Section 1563(a) 
[without regard to Code Section 1563(a)(4) and (e)(3)(C)] of which the Company is a member.

     2.2. Annual Deferral. The amount of Basic Salary and/or Bonuses which the Participant elects to defer in each Deferral Period pursuant to 
Article 4.1 of the Plan.

     2.3. Basic Salary. A Participant’s base, annual salary for the applicable Plan Year. 

     2.4. Beneficiary. Individual(s) or entit(ies) designated by a Participant in accordance with Section 14.6.

     2.5. Board. The Board of Directors of the Corporation.

     2.6. Bonus. Earnings and incentive compensation awarded to a Participant at the option of the Corporation which may or may not occur during 
each Plan Year.

     2.7. Code. The Internal Revenue Code of 1986, as amended. References to a section of the Code shall include that section and any comparable 
section or sections of any future legislation that amends, supplements or supersedes such section.

     2.8. Committee. The Compensation Committee of the Board.

     2.9. Corporation. Enterprise Financial Services Corp. or, where the context so admits or requires, an Affiliated Company.

     2.10. Deferral Account or Accounts. The account or accounts established for a Participant pursuant to Section 5.1 of the Plan. 

     2.11. Deferral Election. The election made by the Participant pursuant to Section 4.1 of the Plan. 

     2.12. Deferral Period. The Plan Year. 

     2.13. Disability. The disability of a Participant within the meaning of Code Section 409A(a)(2)(C). 

     2.14. Effective Date. January 1, 2005. 

     2.15. Eligible Employee. An employee of the Corporation or an Affiliated Company who is designated by the Board as an Eligible Employee. 

     2.16. ERISA. The Employee Retirement Income Security Act of 1974, as amended. 

     2.17. Participant. Any individual who becomes eligible to participate in the Plan pursuant to Article III of the Plan. 

     2.18. Participant Agreement and Deferral Election Form. The written agreement to defer Basic Salary and/or Bonuses made by the Participant. 
Such written agreement shall be in a form designated by the Corporation. In order to revoke a Participant Agreement and Deferral Election Form, the 
Participant must notify the Committee and the Plan Administrator of such revocation in writing and such revocation shall not be effective until 
January 1 of the Plan Year following the Plan Year in which such notification is provided to the Committee. 

     2.19. Plan. The Enterprise Financial Services Corp. Deferred Compensation Plan I, as amended and restated. 

     2.20. Plan Administrator. The Corporation unless the Corporation designates another individual, committee or entity to hold the position of the 
Plan Administrator. 

     2.21. Plan Year. The 12-month period beginning each January 1 and ending on the following December 31. 

     2.22. Rabbi Trust. A grantor trust that conforms to the terms of the model trust set forth in Internal Revenue Service Revenue Procedure 92-64 
(or any Revenue Procedure or other Internal Revenue Service publication that supersedes Revenue Procedure 92-64), the assets of which shall be 
subject to the claims of the Corporation’s creditors in the event of the Corporation’s insolvency, and the creation of which does not trigger 
inclusion of any amounts deferred under this plan in the income of Participants.

     2.23. Retirement Date. The first day of the first month coincident with or next following the date on which a Participant reaches age 65 and has a 
Separation from Service. If a Participant continues employment with Corporation beyond age 65, the Retirement Date is the first day of the first 
month coincident with or next following the date on which Participant has a Separation from Service. 

     2.24. Separation from Service. Termination of employment with the Company and all Affiliated Companies determined in accordance with the 
provisions of Treasury Regulation 1.409A-1(h).  

     2.25. Valuation Date. Each business day of the Plan Year. 

     2.26. Year of Service. Each consecutive twelve (12) month period during which a Participant is continually employed by the Corporation. 

Article III 
Eligibility and Participation 

     3.1. Participation – Eligibility and Initial Period. Participation in the Plan is open only to Eligible Employees. Any employee first becoming an 
Eligible Employee (e.g., a new hire or promoted employee) shall become a Participant as of January 1 of the Deferral Period following the Deferral 
Period in which the Eligible Employee submits a properly completed and executed Participation Agreement and Deferral Election Form with the Plan 
Administrator, provided that the employee is still an Eligible Employee as of such date. 

     3.2. Participation – Subsequent Entry into Plan. An Eligible Employee who fails or elects not to participate at the time of initial eligibility as set 

forth in Section 3.1 remains eligible to become a Participant in subsequent Plan Years as long as he continues his status as an Eligible Employee. In 
such event, the Eligible Employee may become a Participant effective as of January 1 of the Deferral Period following the Deferral Period in which 
the Eligible Employee submits a properly completed and executed Participation Agreement and Deferral Election Form. 

Article IV 
Contributions 

     4.1. Deferral Election. Prior to the first day of a Deferral Period for which a Deferral Election is applicable, an Eligible Employee shall file with the 
Committee a Participation Agreement and Deferral Election Form indicating the amount of Annual Deferrals for such Deferral Period. After the 
Deferral Period commences, such Deferral Election is irrevocable and shall continue for the entire Deferral Period, except that it shall terminate upon 
the Participant’s Separation from Service.  

     4.2. Maximum Deferral Election. A Participant may elect to defer up to twenty-five percent (25%) of Basic Salary and/or up to one hundred 
(100%) of Bonuses earned during a Deferral Period. A Deferral Election is automatically reduced if the Committee determines that such action is 
necessary to meet Federal or State legal requirements. 

     4.3. Minimum Deferral Election. A Participant must elect to defer at least $2,400 during the Deferral Period from Basic Salary, Bonuses, or a 
combination of Basic Salary and Bonuses. If such amount is not elected, no Annual Deferral may be made with respect to such Deferral Period.  

     4.4. Corporation Credits. The Corporation may, in its sole discretion, declare an amount to be credited to a Participant’s Deferral Account.  

Article V 
Accounts

     5.1. Deferral Accounts. Solely for recordkeeping purposes, the Plan Administrator shall establish a Deferral Account for each Participant for 
each Plan Year for which the Participant has made a Deferral Election. A Participant’s Deferral Account for a Deferral Period is (i) credited with the 
Annual Deferrals selected by him under Section 4.1, (ii) credited with amounts credited on his behalf by the Corporation under Section 4.4, (iii) 
credited (or charged, as the case may be) with the hypothetical or deemed investment earnings and losses determined pursuant to Section 5.3, and 
(iv) charged with distributions made to or with respect to the Participant and or his Beneficiary or Beneficiaries. 

     5.2. Crediting of Deferral Accounts. Annual Deferrals attributable to a Participant’s Basic Salary under Section 4.1 are credited to a Participant’s 
Deferral Account as of the date on which such contributions are withheld from his Basic Salary. Annual Deferrals attributable to Bonuses under 
Section 4.1 are credited to a Participant’s Deferral Account as of the date on which the contribution would have otherwise been paid to the 
Participant. Amounts under Section 4.4 are credited to the Participant’s Deferral Account as of the date declared by the Corporation. Any 
distribution with respect to a Deferral Account is charged to that Account as of the date such payment is made by the Corporation or the trustee of 
any Rabbi Trust established for the Plan. 

     5.3. Earning Credits or Losses. Amounts credited to a Deferral Account are credited with deemed net income, gain and loss, including the 
deemed net unrealized gain and loss based on hypothetical investment directions made by the Participant with respect to his Deferral Account on a 
form designated by the Corporation, in accordance with investment options and procedures adopted by the Corporation in its sole discretion, from 
time to time. Such earnings continue to accrue during any period in which installments are paid pursuant to Article VII.  

     5.4. Hypothetical Nature of Accounts. The Plan constitutes a mere promise by the Corporation to make the benefit payments in the future. Any 
Deferral Account established for a Participant under this Article V is hypothetical in nature and is only maintained for the Corporation’s 
recordkeeping purposes so that any contributions and deemed investment earnings and losses on such amounts can be credited (or charged, as the 
case may be). Neither the Plan nor any of the Deferred Accounts (or subaccounts) or shall hold any actual funds or assets except as otherwise 
provided under a Rabbi Trust. The right of any individual or entity to receive one or more payments under the Plan is an unsecured claim against 
the general assets of the Corporation. Any liability of the Corporation to any Participant, former Participant, or Beneficiary with respect to a right to 
payment is based solely upon contractual obligations created by the Plan. The Corporation, the Board, the Committee and any individual or entity is 
or are not to be deemed to be a trustee or trustees of any amounts to be paid under the Plan. Nothing contained in the Plan, and no action taken 
pursuant to its provisions, creates or is to be construed to create a trust of any kind, or a fiduciary relationship, between the Corporation and a 
Participant, former Participant, Beneficiary, or any other individual or entity. The Corporation may, in its sole discretion, establish a Rabbi Trust as a 
vehicle in which to place funds with respect to this Plan. The Corporation does not in any way guarantee any Participant’s Deferral Account 
against loss or depreciation, whether caused by poor investment performance, insolvency of a deemed investment or by any other event or 
occurrence. In no event shall an employee, officer, director, or stockholder of the Corporation be liable to any individual or entity on account of any 
claim arising by reason of the Plan provisions or any instrument or instruments implementing its provisions, or for the failure of any Participant, 
Beneficiary or other individual or entity to be entitled to any particular tax consequences with respect to the Plan or any credit or payment 
thereunder. 

     5.5. Statement of Deferral Accounts. The Plan Administrator shall provide to each Participant quarterly statements setting forth the value of the 
Deferral Accounts maintained for such Participant.

Article VI 
Vesting 

     6.1. Vesting. The Corporation’s credits to a Participant’s Deferral Accounts under Section 4.4 and any deemed investment earnings attributable 
to such credits become one hundred percent (100%) vested and non-forfeitable when the Participant has five Years of Service with the Corporation. 
Prior to the time a Participant has five Years of Service with the Corporation, the Corporation’s credits to his Deferral Accounts under Section 4.4 
and any deemed earnings attributable to such contributions are zero percent (0%) vested. Notwithstanding anything in this Section 6.1 to the 
contrary, a Participant becomes one hundred percent (100%) vested in the Corporation’s credits to his Deferral Accounts under Section 4.4, 
including any deemed investment earnings attributable to such amounts, upon his death or Disability while he is actively employed by the 
Corporation. All other amounts credited to a Participant’s Deferral Accounts are one hundred percent (100%) vested at all times.  

Article VII 
Benefits

     7.1. Retirement Date. Unless benefits have commenced pursuant to another section in this Article VII, the amount of a Participant’s benefits 
under this Plan are based on the vested amount credited to his Deferral Accounts as of the Valuation Date coinciding with his Retirement Date or, if 
no Valuation Date coincides with his Retirement Date, as of the Valuation Date which first occurs after his Retirement Date. Payment of amounts 
under this Section shall commence within thirty (30) days of the Participant’s Retirement Date in accordance with the payment methods elected by 
the Participant on his Participation Agreement and Deferral Election Forms. 

     7.2. Disability. If a Participant suffers a Disability while employed with the Corporation and before he is otherwise entitled to benefits under this 
Article, he receives the vested amount credited to his Deferral Accounts as of the Valuation Date coinciding with the date on which the Participant 
incurs the Disability or, if no Valuation Date coincides with the date on which he incurs the Disability, as of the Valuation Date which first occurs 
after the date upon which he incurs a Disability. Payment of any amount under this Section commences within thirty (30) days of when the 
Participant incurs the Disability in accordance with the payment method elected by the Participant on his Participation Agreement and Deferral 
Election Form. 

     7.3. Pre-Retirement Survivor Benefit. If a Participant dies before becoming entitled to benefits under this Article, the Beneficiary or Beneficiaries 
designated under Section 14.6, is or are paid, in a single, lump sum, a pre-retirement survivor benefit equal to the vested amount credited to the 
Participant’s Deferral Accounts as of the Valuation Date coinciding with the date of the Participant’s death or, if no Valuation Date coincides with 
his date of death, as of the Valuation Date which first occurs after his date of death. Payment of any amount under this Section shall be made within 
thirty (30) days of the Participant’s death, or if later, within thirty (30) days of when the Committee receives notification of or otherwise confirms the 
Participant’s death.  

     7.4. Post-Retirement Survivor Benefit. If a Participant dies after benefits have commenced, but prior to receiving complete payment of benefits 
under this Article, the Beneficiary or Beneficiaries designated under Section 14.6, shall receive, in a single, lump sum, the vested amount credited to 
the Participant’s Deferral Accounts as of the Valuation Date coinciding with the date of the Participant’s death or, if no Valuation Date coincides 
with his date of death, as of the Valuation Date which first occurs after his date of death. Payment of any amount under this Section shall be made 
within thirty (30) days of the Participant’s death, or if later, within thirty (30) days of when the Committee receives notification of or otherwise 
confirms the Participant’s death.  

     7.5. Termination. If a Participant has a Separation from Service before he becomes entitled to receive benefits by reason of any of the above 
Sections, he shall receive, in a single, lump sum, the vested amount credited to his Deferral Accounts as of the Valuation Date coinciding with the 
date of the Participant’s Separation from Service or, if no Valuation Date coincides with his Separation from Service, as of the Valuation Date which 
first occurs after such Separation from Service. Payment of any amount under this Section shall be made within thirty (30) days of the Participant’s 
Separation from Service. 

     7.6. Change in Control. If a Change in Control occurs before a Participant becomes entitled to receive benefits by reason of any of the above 
Sections or before the Participant has received complete payment of his benefits under this Article, he shall receive a single, lump sum payment of 
the total amount credited to his Deferral Accounts as of the Valuation Date immediately preceding the date on which the Change in Control occurs. 
Payment of any amount under this Section shall commence within thirty (30) days of the occurrence of the Change in Control.  

     For purposes of this Plan, a “Change in Control” shall be deemed to have occurred on the date on which any of the following four events has 
occurred: 

          (a) A change in ownership of the Corporation, which shall be deemed to occur when: 

     (i) any Person (other than the Corporation or any of its Affiliates, a trustee or other fiduciary holding securities of the Corporation under 
an employee benefit plan of the Corporation or any one or more of the Corporation’s directors as of the date this Plan is approved) becomes 
the beneficial owner of securities of the Corporation representing more than 50% of the combined voting power of the Corporation’s then 
outstanding securities; or 

     (ii) any Person (other than the Corporation or any of its Affiliates, or a trustee or other fiduciary holding securities of the Corporation 
under an employee benefit plan of the Corporation) becomes the beneficial owner of securities of Enterprise Bank and Trust Company 
(“ETC”) representing more than 50% of the combined voting power of ETC’s then outstanding securities, provided that such event shall 
constitute a Change in Control only with respect to Participants who are employed by ETC or a Subsidiary thereof and only with respect to 
such Participants’ Deferral Accounts that relate to employment with ETC or a Subsidiary thereof.  

          (b) A change in ownership of a substantial portion of assets, which shall be deemed to occur upon: 

     (i) consummation of a transaction in which any Person (other than a Person described in Treasury Regulation 1.409A-3(i)(5)(vii)(B)) 
acquires assets from the Corporation and its Subsidiaries that have a total gross fair market value of more than 50% of the total gross fair 
market value of all of the assets of the Corporation and its Subsidiaries immediately before such acquisition or acquisitions; or 

     (ii) consummation of a transaction in which any Person (other than a Person described in Treasury Regulation 1.409A-3(i)(5)(vii)(B)) 
acquires assets from ETC and ETC’s Subsidiaries that have a total gross fair market value of more than 50% of the total gross fair market 
value of all of the assets of ETC and ETC’s Subsidiaries immediately before such acquisition or acquisitions, provided that such event shall 
constitute a Change in Control only with respect to Participants who are employed by ETC or a Subsidiary thereof and only with respect to 
such Participants’ Deferral Accounts that relate to employment with ETC or a Subsidiary thereof. 

          (c) The replacement of a majority of members of the Corporation’s Board during any 12-month period by directors whose appointment or 
election is not endorsed by a majority of the members of the Corporation’s Board before the date of their appointment or election, provided that for 
purposes of this provision, the term “Corporation” shall refer solely to Enterprise Financial Services Corp.  

          (d) the consummation of a reorganization, merger or consolidation (a “Business Combination”) of the Corporation in which one of the 
events described in (a), (b) or (c) above also occurs; provided that, an event described in (a), (b) or (c) above shall not be deemed to have occurred 
if, following such Business Combination (i) all or substantially all of the Persons who were the beneficial owners, respectively, of Corporation’s 
outstanding securities immediately prior to such Business Combination beneficially own, directly or indirectly, more than a majority of the combined 
voting power of the then outstanding voting securities entitled to vote generally in the election of directors of the Corporation resulting from such 
Business Combination, (ii) no Person (excluding any Corporation resulting from such Business Combination) beneficially owns, directly or 
indirectly, 50% or more of the combined voting power of the then outstanding voting securities entitled to vote generally in the election of directors 
of the Corporation resulting from such Business Combination except to the extent such ownership existed prior to the Business Combination, and 
(iii) at least a majority of the members of the Board of the company resulting from the Business Combination are endorsed by a majority of the 
members of the Corporation’s Board at the time of the execution of the definitive agreement, or the action of the Board providing for such Business 
Combination. 

     Notwithstanding anything in this Plan to the contrary, in applying the foregoing definition of Change in Control to any particular transaction or 
situation, the rules set forth in Treasury Regulation 1.409A-3(i)(5), including without limitation rules for identification of relevant corporations and 
attribution of stock ownership, shall govern and shall, to the extent necessary to cause such definition to comply with Code Section 409A, 
supersede any inconsistent provision herein. For purposes of the foregoing definition of Change in Control only, the following terms shall be 
defined as follows: 

     “Affiliate” with respect to any person, means any other Person that, directly or indirectly through one or more intermediaries, Controls, is 
Controlled by, or is under common Control with the first Person, including but not limited to a Subsidiary of the first Person, a Person of which the 
first Person is a Subsidiary, or another Subsidiary of a Person of which the first Person is also a Subsidiary. 

     “Beneficial owner” shall have the meaning ascribed to such term in Rule 13(d)(3) under the Securities Exchange Act of 1934, but only to the 
extent that such meaning is consistent with the concept of ownership under Treasury Regulation 1.409A-3(i)(5).  

     “Control” With respect to any Person, means the possession, directly or indirectly, severally or jointly, of the power to direct or cause the 
direction of the management policies of such Person, whether through the ownership of voting securities, by contract or credit arrangement, as 
trustee or executor, or otherwise.

     “Person” means any natural person, firm, partnership, limited liability company, association, corporation, company, trust, business trust, 
governmental authority or other entity, or “more than one person acting as a group” as such phrase is defined in Treasury Regulation 1.409A-3(i)(5)
(v)(B) or 1.409A-3(i)(5)(vii)(C), as applicable (a “409A Group”), provided that such term shall include a 409A Group only to the extent that such 
409A Group is also a “group” within the meaning of Section 13(d) or 14(d) of the Exchange Act or any comparable successor provisions. 

     “Subsidiary” With respect to any Person, each corporation or other Person in which the first Person owns, directly or indirectly, capital stock or 
other ownership interests representing 50% or more of the combined voting power of the outstanding voting stock or other ownership interests of 

such corporation or other Person. 

     7.7. Payment Methods. Unless otherwise provided in this Article VII, a Participant may elect to receive payment of the vested amount credited 
to a Deferral Account in a single lump sum or in five (5), or ten (10) annual installments. This election must be made on the Participant Agreement 
and Deferral Election Form in advance of the corresponding Deferral Period. A different form of distribution may be elected with respect to each 
Deferral Account. Any installment payments shall be paid annually on the first practicable day after the distributions are scheduled to commence. 
Each installment payment shall be determined by multiplying the Deferral Account balance, as of the last Valuation Date immediately preceding the 
date upon which an installment is to be paid, by a fraction, the numerator of which is one and the denominator of which is the number of remaining 
installment payments. A Participant, the payment of whose Account has not commenced as of December 31, 2008, shall make the election described 
in the immediately preceding sentence before January 1, 2009, with respect to Deferral Accounts relating to Plan Years commencing before January 
1, 2009. Payment will commence, except as described in Section 7.8, within thirty (30) days of the occurrence of the event giving rise to the 
distribution. 

     7.8. Six-Month Delay in Payments to Specified Employees. Notwithstanding anything in this Plan to the contrary, payment of benefits under 
Sections 7.1 or 7.5 to a Participant, who is a specified employee within the meaning of Code § 409A(a)(2)(B)(i) on his Retirement Date or date of 
termination of employment with the Corporation, shall commence as of the first day of the seventh month immediately following the month in which 
such termination of employment occurs. In this event, such Participant’s benefits under the Plan are based upon the vested amount credited to his 
Accounts as of the Valuation Date coinciding with the first day of such seventh month, or if no Valuation Date coincides with such date, as of the 
Valuation Date which first occurs after the first day of such seventh month. 

Article VIII 
In-Service Distributions  

     8.1. Election of In-Service Distributions. A Participant may irrevocably elect for each Deferral Period, on the Participation Agreement and 
Deferral Election Form for such Deferral Period, to receive an amount in the future as an in-service distribution from his Deferral Account relating to 
such Deferral Period. Such Deferral Election shall state the percentage of the value of the Deferral Account to be paid and the date on which such 
in-service distribution is to be paid provided that such date is not earlier than five (5) years from January 1st of the Plan Year following the year of 
said election. For example: the earliest distribution date for the Deferral Account relating to the Plan Year ending December 31, 2009 would be 
January 1, 2014. This is calculated using January 1, 2009 as the “January 1st of the Plan Year following” plus five (5). 

     8.2. Payment of In-Service Distributions. All in-service distributions shall be paid in a single, lump sum within thirty (30) days of the date stated 
on the Participation Agreement and Deferral Election Form and shall be based on the value of the Deferral Accounts as of the Valuation Date that 
coincides with the of the in-service distribution date or, if such date is not a Valuation Date, as of the Valuation Date which first occurs after such in 
service disbursement date. 

     8.3. Termination Prior to In-Service Distribution Date. Notwithstanding a Participant’s election of an in-service distribution, in the event a 
Participant’s employment terminates for any reason pursuant to Article VII of the Plan and prior to such Participant receiving any in-service 
distribution, the Participant shall receive his Deferral Accounts according to the payment method designated in Article VII and no further benefits 
shall be paid pursuant to the Plan. 

Article IX 
Hardship Withdrawals 

     9.1. Hardship Withdrawals. If a Participant incurs an unforeseeable emergency within the meaning of Code § 409A(a)(2)(B)(i), the Participant 
may make a written request to the Committee for a hardship withdrawal from his Deferral Accounts. Withdrawals of amounts because of 
unforeseeable emergencies are only permitted to the extent reasonably necessary to satisfy the emergency need but cannot exceed the vested 
amount of a Participant’s Deferral Accounts at the time of withdrawal. This section shall be interpreted in a manner consistent with Code Section 
409A(a)(2)(B)(ii)(II). In the event of a hardship withdrawal under this Section, the Participant’s Annual Deferrals for the remainder of the Plan Year 
shall be suspended. Annual Deferrals may commence with the next following Plan Year provided the Participant completes the appropriate 
Participation Agreement and Deferral Election form prior to January 1 of the corresponding Plan Year. 

Article X
Establishment of Trust 

     10.1. Establishment of Trust. The Corporation may establish a Rabbi Trust for the Plan. If established, the Rabbi Trust shall be irrevocable and 
all benefits payable under this Plan to a Participant shall be paid directly from the Rabbi Trust. To the extent that such benefits are not paid from the 
Rabbi Trust, the benefits shall be paid from the general assets of the Corporation. Except as to any amounts paid or payable to a Rabbi Trust, the 
Corporation shall not be obligated to set aside, earmark or escrow any funds or other assets to satisfy its obligations under this Plan, and the 
Participant and/or his designated Beneficiaries shall not have any property interest in any specific assets of the Corporation other than the 
unsecured right to receive payments from the Corporation, as provided in this Plan. 

Article XI
Plan Administration

     11.1. Plan Administration. The Plan shall be administered by the Committee, and such Committee may designate an agent to perform the 
recordkeeping duties. The Committee shall construe and interpret the Plan, including disputed and doubtful terms and provisions and, in its sole 
discretion, decide all questions of eligibility and determined the amount, manner and time of payment of benefits under the Plan. The determinations 
and interpretations of the Committee shall be consistently and uniformly applied to all Participants and Beneficiaries, including, but not limited to, 
interpretations and determinations of amounts due under this Plan, and shall be final and binding on all parties. The Plan at all times shall be 
interpreted and administered as an unfunded, deferred compensation plan, and no provision of the Plan shall be interpreted so as to give any 
Participant or Beneficiary any right in any asset of the Corporation which is a right greater than the right of a general unsecured creditor of the 
Corporation. 

Article XII
Non-alienation of Benefits 

     12.1. Non-alienation of Benefits. The interests of Participants and their Beneficiaries under this Plan are not subject to the claims of their 
creditors and may not be voluntarily or involuntarily sold, transferred, alienated, assigned, pledged, anticipated, or encumbered, attached or 
garnished. Any attempt by a Participant, his Beneficiary, or any other individual or entity to sell, transfer, alienate, assign, pledge, anticipate, 
encumber, attach, garnish, charge or otherwise dispose of any right to benefits payable shall be void. The Corporation may cancel and refuse to pay 
any portion of a benefit which is sold, transferred, alienated, assigned, pledged, anticipated, encumbered, attached or garnished. Notwithstanding 
anything in this Section 12.1 to the contrary, a payment or payments may be made to satisfy a domestic relations order within the meaning of Code 
Section 414(p)(1)(B). The withholding of taxes from Plan payments, the recovery of Plan overpayments of benefits made to a Participant or 
Beneficiary, the transfer of Plan benefit rights from the Plan to another plan, or the direct deposit of Plan payments to an account in a financial 
institution (if not actually a part of an arrangement constituting an assignment or alienation) shall not be construed as assignment or alienation 
under this Article XII. 

Article XIII
Amendment and Termination 

     13.1. Amendment and Termination. The Corporation reserves the right to amend, alter or discontinue this Plan at any time. Such action may be 
taken in writing by any officer of the Corporation who has been duly authorized by the Corporation to perform acts of such kind. However, no such 
amendment shall deprive any Participant or Beneficiary of any portion of any benefit which would have been payable had the Participant’s 
employment with the Corporation terminated on the effective date of such amendment or termination. Notwithstanding the provisions of this Article 
XIII to the contrary, the Corporation may amend the Plan at any time, in any manner, if the Corporation determines any such amendment is required 
to otherwise conform the Plan to the provisions of any applicable law including, but not limited to, ERISA and the Code.  

Article XIV
General Provisions

     14.1. Good Faith Payment. Any payment made in good faith in accordance with provisions of the Plan shall be a complete discharge of any 
liability for the making of such payment under the provisions of this Plan. 

     14.2. No Right to Employment. This Plan does not constitute a contract of employment, and participation in the Plan shall not give any 
Participant the right to be retained in the employment of the Corporation. 

     14.3. Binding Effect. The provisions of this Plan shall be binding upon the Corporation and its successors and assigns and upon every 
Participant and his/her heirs, Beneficiaries, estates and legal representatives. 

     14.4. Participant Change of Address. Each Participant and Beneficiary entitled to benefits shall file with the Plan Administrator, in writing, any 
change of post office address. Any check representing payment and any communication addressed to a Participant or Beneficiary or a former 
Participant or Beneficiary at this last address filed with the Plan Administrator, or if no such address has been filed, then at his last address as 
indicated on the Corporation’s records, shall be binding on such Participant and Beneficiary for all purposes of the Plan, and neither the Plan 
Administrator, the Corporation nor any other payer shall be obliged to search for or ascertain the location of any such Participant or Beneficiary. If 
the Plan Administrator is in doubt as to the address of any Participant or Beneficiary entitled to benefits or as to whether benefit payments are 
being received by a Participant or Beneficiary, it shall, by registered mail addressed to such Participant or Beneficiary at his last known address, 
notify such Participant or Beneficiary that: 

(i) All unmailed and future Plan payments shall be withheld until Participant or Beneficiary provides the Plan Administrator with evidence of 
such Participant’s or Beneficiary’s continued life and proper mailing address; and 

(ii) Participant’s or Beneficiary’s right to any Plan payment shall, at the option of the Committee, be canceled forever, if, at the expiration of five 
(5) years from the date of such mailing, such Participant or his Beneficiary shall not have provided the Committee with evidence of his continued 

life and proper mailing address. 

     14.5. Notices. Each Participant and Beneficiary shall furnish to the Plan Administrator any information the Plan Administrator deems necessary 
for purposes of administering the Plan, and the payment provisions of the Plan are conditional upon the Participant or Beneficiary furnishing 
promptly such true and complete information as the Plan Administrator may request. Each Participant and Beneficiary shall submit proof of his age 
when required by the Plan Administrator. The Plan Administrator shall, if such proof of age is not submitted as required, use such information as is 
deemed by it to be reliable, regardless of the lack of proof, or the misstatement of the age of individuals entitled to benefits. Any notice or 
information which, according to the terms of the Plan or requirements of the Plan Administrator, must be filed with the Plan Administrator, shall be 
deemed so filed if addressed and either delivered in person or mailed to and received by the Plan Administrator, in care of the Corporation currently 
located at: 

          Enterprise Financial Services Corp.
          Attn: Chief Financial Officer
          150 North Meramec
          Clayton, MO 63105 

     14.6. Designation of Beneficiary. Each Participant shall designate, by name, on Beneficiary designation forms provided by the Plan 
Administrator, the Beneficiary(ies) who shall receive any benefits which might be payable after such Participant’s death. A Beneficiary designation 
may be changed or revoked without such Beneficiary’s consent at any time or from time to time in the manner as provided by the Plan 
Administrator, and the Plan Administrator shall have no duty to notify any individual or entity designated as a Beneficiary of any change in such 
designation which might affect such individual or entity’s present or future rights. If the designated Beneficiary does not survive the Participant, all 
amounts which would have been paid to such deceased Beneficiary shall be paid to any remaining Beneficiary in that class of beneficiaries, unless 
the Participant has designated that such amounts go to the lineal descendants of the deceased Beneficiary. If none of the designated primary 
Beneficiaries survive the Participant, and the Participant did not designate that payments would be payable to such Beneficiary’s lineal 
descendants, amounts otherwise payable to such Beneficiaries shall be paid to any successor Beneficiaries designated by the Participant, or if 
none, to the Participant’s spouse, or, if the Participant was not married at the time of death, the Participant’s estate.  

     No Participant shall designate more than five (5) simultaneous Beneficiaries, and if more than one (1) Beneficiary is named, Participant shall 
designate the share to be received by each Beneficiary. Despite the limitation on five (5) Beneficiaries, a Participant may designate more than five (5) 
Beneficiaries provided such beneficiaries are the surviving spouse and children of the Participant. If a Participant designates alternative, successor, 
or contingent Beneficiaries, such Participant shall specify the shares, terms and conditions upon which amounts shall be paid to such multiple, 
alternative, successor or contingent beneficiaries. Any payments made under this Plan after the death of a Participant shall be made only to the 
Beneficiary or Beneficiaries designated pursuant to this Section. 

     14.7. Claims. Any claim for benefits must initially be submitted in writing to the Plan Administrator. If such claim is denied (in whole or in part), 
the claimant shall receive notice from the Plan Administrator, in writing, setting forth the specific reasons for denial, with specific references to 
applicable provisions of this Plan. Such notice shall be provided within ninety (90) days of the date the claim for benefits is received by the Plan 
Administrator, unless special circumstances require an extension of time for processing the claim, in which event notification of the extension shall 
be provided to the claimant prior to the expiration of the initial ninety (90) day period. The extension notification shall indicate the special 
circumstances requiring the extension of time and the date by which the Plan Administrator expects to render its decision. Any such extension shall 
not exceed ninety (90) days. Any disagreements about such interpretations and construction may be appealed in writing by the claimant within 
sixty (60) days to the Plan Administrator. The Plan Administrator shall respond to such appeal within sixty (60) days, with a notice in writing fully 
disclosing its decision and its reasons, unless special circumstances require an extension of time for reviewing the claim, in which event notification 
of the extension shall be provided to the claimant prior to the expiration of the initial sixty (60) day period. Any such extension shall be provided to 
the claimant prior to the commencement of the extension. Any such extension shall not exceed sixty (60) days. No member of the Board, or any 
committee thereof, shall be liable to any individual or entity for any action take hereunder, except those actions undertaken with lack of good faith.  

     14.8. Action by Board. Any action required to be taken by the Board pursuant to the Plan provisions may be performed by a committee of the 
Board, to which the Board delegates the authority to take actions of that kind. 

     14.9. Governing Law and Venue. To the extent not superseded by the laws of the United States, the laws of the State of Missouri shall be 
controlling in all matters relating to this Plan. State and federal courts located in the State of Missouri have exclusive jurisdiction to determine all 
matters relating to the Plan and venue is proper in such courts. 

     14.10. Severability. In the event any provision of this Plan shall be held illegal or invalid for any reason, such illegality or invalidity shall not 
affect the remaining provisions of the Plan, and the Plan shall be interpreted and enforced as if such illegal and invalid provisions had never been 
set forth. 

     14.11. Withholding Taxes. A distribution pursuant to the Plan shall be subject to appropriate withholding taxes. 

     14.12. Interpretation. Terms in the masculine shall include the feminine and terms in the singular shall include the plural, and vice versa, where 
ever the context so admits or requires. 

     IN WITNESS WHEREOF, ENTERPRISE FINANCIAL SERVICES CORP. has adopted this Amendment and Restatement of the Enterprise 
Financial Services Corp. Deferred Compensation Plan I as of this 17 day of December, 2008. 

ENTERPRISE FINANCIAL SERVICES CORP.  

By:  /s/ Mark G. Murtha 
Title:  

ATTEST:  

(Back To Top) 

Section 3: EX-10.16.1 ($20,000,000 AMENDED AND RESTATED CREDIT 
AGREEMENT)

EXHIBIT 10.16.1

FOURTH MODIFICATION AGREEMENT 

     This FOURTH MODIFICATION AGREEMENT (this “Agreement”) is made and entered into as of April 30, 2008, by and between ENTERPRISE 
FINANCIAL  SERVICES  CORP.,  a  Delaware  corporation  (the “Borrower”),  and  U.S.  BANK  NATIONAL  ASSOCIATION,  a  national  banking 
association (the “Lender”). 

RECITALS 
     A.  Pursuant to that certain Amended and Restated Credit Agreement dated July 28, 2006, by and between Borrower and Lender (the “Credit 
Agreement”), Lender extended the following credit facilities to Borrower: (i) a revolving loan in the principal amount of $11,000,000.00, the proceeds 
of which are to be used solely to finance Borrower’s general working capital purposes (the “Revolving Loan”), and (ii) a term loan in the principal 
amount of $4,000,000.00, the proceeds of which were to be used to finance Borrower’s acquisition of NorthStar Bancshares, Inc (the “Term Loan”).  

     B.  The Revolving Loan is evidenced by an Amended and Restated Revolving Credit Note dated July 28, 2006, executed by Borrower, as maker, 
and payable to Lender in a maximum principal amount equal to the Revolving Credit Commitment (the “Revolving Note”).  

     C.  The Term Loan is evidenced by a Promissory Note dated July 28, 2006, executed by Borrower, as maker, and payable to Lender in a maximum 
principal amount equal to the Term Credit Commitment (the “Term Note” and, together with the Revolving Note, the “Notes”).  

     D.  On December 6, 2006, Borrower and Lender entered into a First Modification Agreement pursuant to which the parties agreed to add certain 
financial covenants to the Credit Agreement (the “First Modification”).  

     E.  On February 23, 2007, Borrower and Lender entered into a Second Modification Agreement pursuant to which the parties agreed to amend 
certain covenants contained in the Credit Agreement (the “Second Modification”).  

     F.  On April 30, 2007, Borrower and Lender entered into a Third Modification Agreement pursuant to which the parties agreed to (i) to increase 
the Revolving Credit Commitment from $11,000,000.00 to $16,000,000.00, (ii) to extend the Revolving Credit Termination Date from April 30, 2007 to 
April  30,  2008,  and  (iii)  to  amend  the  definition  of  the  term  Fixed  Charge  Coverage  Ratio  contained  in  the  Credit  Agreement  (the “Third 
Modification”).  

     G.  This Agreement, the Credit Agreement, the Notes, the First Modification, the Second Modification, the Third Modification and any and all 
other documents executed and delivered or relating in any manner to the Loan are collectively referred to herein as the “Loan Documents”.  

  
  
 
 
     H. The parties enter into this Agreement to extend the Revolving Credit Termination Date from April 30, 2008 to April 30, 2009.  

     I.  Capitalized  terms  used  in  this  Agreement  and  not  otherwise  defined  in  this  Agreement  have  the  meaning  assigned  to  them  in  the  Credit 
Agreement. 

     NOW  THEREFORE,  Lender  and  Borrower,  for  good,  sufficient  and  valuable  consideration,  the  receipt  and  sufficiency  of  which  is  hereby 
acknowledged, agree as follows:  

     1.  Modification  to  the  Credit  Agreement.  The  Credit  Agreement  is  modified  by  deleting  the  reference  to “April  30,  2008”  contained  in  the 
definition of the term “Revolving Credit Termination Date” appearing in Section 1.1 and inserting a reference to “April 30, 2009” in lieu thereof. 

     2.  Modification  to  the  Other  Loan  Documents.  Each  of  the  other  Loan  Documents  is  hereby  modified  such  that  references  to  the  Credit 
Agreement shall refer to the Credit Agreement as modified by this Agreement.  

     3.  No Other Modifications. Except as expressly set forth herein, all other terms and conditions of the Loan Documents shall remain unmodified 
and in full force and effect, and Borrower hereby confirms and ratifies such terms and conditions and agrees to perform and comply with the same. 

     4.  Accuracy  of  Representations  and  Warranties.  Borrower  represents  and  warrants  to  Lender  that  Borrower  is  duly  authorized  and  has  all 
requisite power to execute and deliver this Agreement. Borrower further represents and warrants that each of the representations and warranties 
contained  in  the  Loan  Documents  is  true  and  correct  in  all  material  respects  as  of  the  date  of  this  Agreement  (except  to  the  extent  such 
representations and warranties are expressly made as of a particular date, in which event such representations and warranties were true and correct 
as of such date).  

     5.  No  Impairment. Nothing in this Agreement shall be deemed to, or shall in any manner, prejudice or impair Lender’s rights under the Loan 
Documents. This Agreement shall not be deemed to be nor shall it constitute any alteration, waiver, annulment or variation of the Loan Documents 
or the terms and conditions of or any rights, powers or remedies under the Loan Documents, except as expressly set forth in this Agreement.  

     6.  Waiver of Claims and Defenses. Borrower hereby waives and releases any and all claims, defenses or rights of set-off, known or unknown, 
existing as of the date of this Agreement, which in any manner arise out of or relate to the Loan or any of the Loan Documents.  

     7.  Further Acts and Assurances. Borrower agrees to comply with any and all requirements of Lender hereafter made by Lender from time to time 
so long as the Loan is outstanding, and Borrower agrees to make, execute and deliver to Lender any and all further instruments, documents and 
agreements required by Lender.  

     8.  Entire  Agreement.  This  Agreement  and  the  other  Loan  Documents  embody  the  entire  agreement  and  understanding  between  the  parties 
hereto and supersede all prior agreements and understandings relating to the subject matter hereof.  

     9.  Binding Agreement. This Agreement shall be binding upon and inure to the benefit of the parties hereto and their respective successors and 
assigns.  

     10.  Applicable Law. This Agreement shall be governed by and construed in accordance with the laws of the State of Missouri, except to the 
extent superseded by Federal law.  

     11.  Counterparts. This Agreement may be executed in any number of counterparts, all of which taken together shall constitute one agreement, 
and any party hereto may execute this Agreement by signing any such counterpart. In making proof of this Agreement, it shall not be necessary to 
produce or account for more than one such counterpart.  

     12.  NO  ORAL  AGREEMENTS.  ORAL  AGREEMENTS  OR  COMMITMENTS  TO  LOAN  MONEY,  EXTEND  CREDIT  OR  TO  FORBEAR 
FROM ENFORCING REPAYMENT OF A DEBT INCLUDING PROMISES TO EXTEND OR RENEW SUCH DEBT ARE NOT ENFORCEABLE, 
REGARDLESS OF THE LEGAL THEORY UPON WHICH IT IS BASED, THAT IS IN ANY WAY RELATED TO THE CREDIT AGREEMENT. TO 
PROTECT YOU (BORROWER) AND US (LENDER) FROM MISUNDERSTANDING OR DISAPPOINTMENT, ANY AGREEMENTS WE REACH 
COVERING SUCH MATTERS ARE CONTAINED IN THIS WRITING, WHICH IS THE COMPLETE AND EXCLUSIVE STATEMENT OF THE 
AGREEMENT BETWEEN US, EXCEPT AS WE MAY LATER AGREE IN WRITING TO MODIFY IT.  

[Signature Page Follows] 

     IN WITNESS WHEREOF, the parties hereto have caused their duly authorized officers to execute and deliver this Agreement as of the date set 
forth above. 

BORROWER:  

ENTERPRISE FINANCIAL SERVICES CORP.,  
a Delaware corporation  

By:  /s/ Frank H. Sanfilippo 
                Frank H. Sanfilippo  
                Chief Financial Officer  

LENDER:  

U.S. BANK NATIONAL ASSOCIATION,  
a national banking association  

By:  /s/ Jaycee D. Greene 
                Jaycee D. Greene  
                Vice President  

FIFTH MODIFICATION AGREEMENT 

     This FIFTH MODIFICATION AGREEMENT (this “Agreement”) is made and entered into as of June 30, 2008, by and between ENTERPRISE 
FINANCIAL  SERVICES  CORP.,  a  Delaware  corporation  (the “Borrower”),  and  U.S.  BANK  NATIONAL  ASSOCIATION,  a  national  banking 
association (the “Lender”). 

RECITALS 
     J.  Pursuant to that certain Amended and Restated Credit Agreement dated July 28, 2006, by and between Borrower and Lender (the “Credit 
Agreement”), Lender extended the following credit facilities to Borrower: (i) a revolving loan in the original principal amount of $11,000,000.00, the 
proceeds of which are to be used by Borrower for general working capital purposes (the “Revolving Loan”), and (ii) a term loan in the principal 
amount of $4,000,000.00, the proceeds of which were to be used to finance Borrower’s acquisition of NorthStar Bancshares, Inc (the “Term Loan” 
and together with the Revolving Loan, the “Loans”).  

     K.  The Revolving Loan is evidenced by an Amended and Restated Revolving Credit Note dated July 28, 2006, executed by Borrower, as maker, 
and payable to Lender in a maximum principal amount equal to the Revolving Credit Commitment (the “Revolving Note”).  

     L.  The Term Loan is evidenced by a Promissory Note dated July 28, 2006, executed by Borrower, as maker, and payable to Lender in a maximum 
principal amount equal to the Term Credit Commitment (the “Term Note” and, together with the Revolving Note, the “Notes”).  

     M.  On December 6, 2006, Borrower and Lender entered into a First Modification Agreement pursuant to which the parties agreed to add certain 
financial covenants to the Credit Agreement (the “First Modification”).  

     N.  On February 23, 2007, Borrower and Lender entered into a Second Modification Agreement pursuant to which the parties agreed to amend 
certain covenants contained in the Credit Agreement (the “Second Modification”).  

     O.  On April 30, 2007, Borrower and Lender entered into a Third Modification Agreement pursuant to which the parties agreed to (i) increase the 
Revolving Credit Commitment from $11,000,000.00 to $16,000,000.00, (ii) extend the Revolving Credit Termination Date from April 30, 2007 to April 30, 
2008, and (iii) amend the definition of the term Fixed Charge Coverage Ratio contained in the Credit Agreement (the “Third Modification”).  

     P.  On April 30, 2008, Borrower and Lender entered into a Fourth Modification Agreement pursuant to which the parties agreed to extend the 

  
  
  
  
  
  
  
  
  
Revolving Credit Termination Date from April 30, 2008 to April 30, 2009 and to modify a financial covenant (the “Fourth Modification”).  

     Q.  This  Agreement,  the  Credit  Agreement,  the  Notes,  the  First  Modification,  the  Second  Modification,  the  Third  Modification,  the  Fourth 
Modification and any and all other documents executed and delivered or relating in any manner to the Loans are collectively referred to herein as 
the “Loan Documents”.  

     R.  The  parties  enter  into  this  Agreement  to  provide  for  a  temporary  increase  in  the  Revolving  Credit  Commitment  from  $16,000,000.00  to 
$18,000,000.00.  

     S.  Capitalized  terms  used  in  this  Agreement  and  not  otherwise  defined  in  this  Agreement  have  the  meaning  assigned  to  them  in  the  Credit 
Agreement. 

     NOW  THEREFORE,  Lender  and  Borrower,  for  good,  sufficient  and  valuable  consideration,  the  receipt  and  sufficiency  of  which  is  hereby 
acknowledged, agree as follows:  

     1. Modifications to the Revolving Note. The Revolving Note is modified as follows:  

     (a) The reference to “$16,000,000.00” contained in the upper left-hand corner of the Revolving Note is deleted and replaced with a reference 
to “$18,000,000.00”. 

     (b) The reference to “SIXTEEN MILLION AND NO/100 DOLLARS ($16,000,000.00)” appearing in the first paragraph is deleted and replaced 
with a reference to “EIGHTEEN MILLION AND NO/100 DOLLARS ($18,000,000.00)”. 

     (c) The following is inserted after the first sentence appearing on the first page of the Note:  

“On or before August 31, 2008 (the “Principal Reduction Date”), Borrower shall make a payment of principal under this Note in an amount 
sufficient to reduce the then outstanding principal balance of this Note to an amount not greater than $16,000,000.00 and from and after the 
Principal Reduction Date, the principal amount available to be borrowed under this Note is limited to $16,000,000.00.”  

     2. Modifications to the Credit Agreement. The Credit Agreement is modified as follows:  

     (a) The reference to “SIXTEEN MILLION AND NO/100 DOLLARS ($16,000,000.00)” contained in the recitals is deleted and replaced with a 
reference to EIGHTEEN MILLION AND NO/100 DOLLARS ($18,000,000.00)”. 

     (b) The definition of the term “Revolving Credit Commitment” appearing in Section 1.1 is deleted and replaced with the following:  

“Revolving Credit Commitment” shall mean (i) from June 30, 2008 until August 31, 2008, an amount equal to $18,000,000.00, and (ii) from and 
after September 1, 2008, an amount equal to $16,000,000.00.” 

     3.  Modification  to  the  Other  Loan  Documents.  Each  of  the  other  Loan  Documents  is  hereby  modified  such  that  references  to  the  Credit 
Agreement and the Revolving Note shall refer to the Credit Agreement and the Revolving Note, respectively, as modified by this Agreement.  

     4.  No Other Modifications. Except as expressly set forth herein, all other terms and conditions of the Loan Documents shall remain unmodified 
and in full force and effect, and Borrower hereby confirms and ratifies such terms and conditions and agrees to perform and comply with the same. 

     5.  Accuracy  of  Representations  and  Warranties.  Borrower  represents  and  warrants  to  Lender  that  Borrower  is  duly  authorized  and  has  all 
requisite power to execute and deliver this Agreement. Borrower further represents and warrants that each of the representations and warranties 
contained  in  the  Loan  Documents  is  true  and  correct  in  all  material  respects  as  of  the  date  of  this  Agreement  (except  to  the  extent  such 
representations and warranties are expressly made as of a particular date, in which event such representations and warranties were true and correct 
as of such date).  

     6.  No  Impairment. Nothing in this Agreement shall be deemed to, or shall in any manner, prejudice or impair Lender’s rights under the Loan 
Documents. This Agreement shall not be deemed to be nor shall it constitute any alteration, waiver, annulment or variation of the Loan Documents 
or the terms and conditions of or any rights, powers or remedies under the Loan Documents, except as expressly set forth in this Agreement.  

     7.  Waiver of Claims and Defenses. Borrower hereby waives and releases any and all claims, defenses or rights of set-off, known or unknown, 

 
existing as of the date of this Agreement, which in any manner arise out of or relate to the Loans or any of the Loan Documents.  

     8.  Further Acts and Assurances. Borrower agrees to comply with any and all requirements of Lender hereafter made by Lender from time to time 
so  long  as  either  of  the  Loans  are  outstanding,  and  Borrower  agrees  to  make,  execute  and  deliver  to  Lender  any  and  all  further  instruments, 
documents and agreements required by Lender.  

     9.  Entire  Agreement.  This  Agreement  and  the  other  Loan  Documents  embody  the  entire  agreement  and  understanding  between  the  parties 
hereto and supersede all prior agreements and understandings relating to the subject matter hereof.  

     10.  Binding Agreement. This Agreement shall be binding upon and inure to the benefit of the parties hereto and their respective successors and 
assigns.  

     11.  Applicable Law. This Agreement shall be governed by and construed in accordance with the laws of the State of Missouri, except to the 
extent superseded by Federal law.  

     12.  Counterparts. This Agreement may be executed in any number of counterparts, all of which taken together shall constitute one agreement, 
and any party hereto may execute this Agreement by signing any such counterpart. In making proof of this Agreement, it shall not be necessary to 
produce or account for more than one such counterpart.  

     13.  NO  ORAL  AGREEMENTS.  ORAL  AGREEMENTS  OR  COMMITMENTS  TO  LOAN  MONEY,  EXTEND  CREDIT  OR  TO  FORBEAR 
FROM ENFORCING REPAYMENT OF A DEBT INCLUDING PROMISES TO EXTEND OR RENEW SUCH DEBT ARE NOT ENFORCEABLE, 
REGARDLESS OF THE LEGAL THEORY UPON WHICH IT IS BASED, THAT IS IN ANY WAY RELATED TO THE CREDIT AGREEMENT. TO 
PROTECT YOU (BORROWER) AND US (LENDER) FROM MISUNDERSTANDING OR DISAPPOINTMENT, ANY AGREEMENTS WE REACH 
COVERING SUCH MATTERS ARE CONTAINED IN THIS WRITING, WHICH IS THE COMPLETE AND EXCLUSIVE STATEMENT OF THE 
AGREEMENT BETWEEN US, EXCEPT AS WE MAY LATER AGREE IN WRITING TO MODIFY IT.  

[Signature Page Follows] 

     IN WITNESS WHEREOF, the parties hereto have caused their duly authorized officers to execute and deliver this Agreement as of the date set 
forth above.  

BORROWER:  

ENTERPRISE FINANCIAL SERVICES CORP.,  
a Delaware corporation  

By:  /s/ Frank H. Sanfilippo 
                Frank H. Sanfilippo  
                Chief Financial Officer  

LENDER:  

U.S. BANK NATIONAL ASSOCIATION,  
a national banking association  

By:  /s/ Jaycee D. Greene 
                Jaycee D. Greene  
                Vice President  

SIXTH MODIFICATION AGREEMENT 

  
  
  
  
  
  
  
  
  
     This  SIXTH  MODIFICATION  AGREEMENT  (this “Agreement”)  is  made  and  entered  into  as  of  December  11,  2008,  by  and  between 
ENTERPRISE FINANCIAL SERVICES CORP., a Delaware corporation (the “Borrower”), and U.S. BANK NATIONAL ASSOCIATION, a national 
banking association (the “Lender”). 

RECITALS 
     T.  Pursuant to that certain Amended and Restated Credit Agreement dated July 28, 2006, by and between Borrower and Lender (the “Credit 
Agreement”), Lender extended the following credit facilities to Borrower: (i) a revolving loan in the original principal amount of $11,000,000.00, the 
proceeds of which are to be used by Borrower for general working capital purposes (the “Revolving Loan”), and (ii) a term loan in the principal 
amount of $4,000,000.00, the proceeds of which were to be used to finance Borrower’s acquisition of NorthStar Bancshares, Inc (the “Term Loan” 
and together with the Revolving Loan, the “Loans”).  

     U.  The Revolving Loan is evidenced by an Amended and Restated Revolving Credit Note dated July 28, 2006, executed by Borrower, as maker, 
and payable to Lender in a maximum principal amount equal to the Revolving Credit Commitment (the “Revolving Note”).  

     V.  The Term Loan is evidenced by a Promissory Note dated July 28, 2006, executed by Borrower, as maker, and payable to Lender in a maximum 
principal amount equal to the Term Credit Commitment (the “Term Note” and, together with the Revolving Note, the “Notes”).  

     W.  On December 6, 2006, Borrower and Lender entered into a First Modification Agreement pursuant to which the parties agreed to add certain 
financial covenants to the Credit Agreement (the “First Modification”).  

     X.  On February 23, 2007, Borrower and Lender entered into a Second Modification Agreement pursuant to which the parties agreed to amend 
certain covenants contained in the Credit Agreement (the “Second Modification”).  

     Y.  On April 30, 2007, Borrower and Lender entered into a Third Modification Agreement pursuant to which the parties agreed to (i) increase the 
Revolving Credit Commitment from $11,000,000.00 to $16,000,000.00, (ii) extend the Revolving Credit Termination Date from April 30, 2007 to April 30, 
2008, and (iii) amend the definition of the term Fixed Charge Coverage Ratio contained in the Credit Agreement (the “Third Modification”).  

     Z.  On April 30, 2008, Borrower and Lender entered into a Fourth Modification Agreement pursuant to which the parties agreed to extend the 
Revolving Credit Termination Date from April 30, 2008 to April 30, 2009 and to modify a financial covenant (the “Fourth Modification”).  

     AA.  On June 30, 2008, Borrower and Lender entered into a Fifth Modification Agreement pursuant to which the parties agreed to provide for a 
temporary increase in the Revolving Credit Commitment from $16,000,000.00 to $18,000,000.00 (the “Fifth Modification”).  

     BB.  This  Agreement,  the  Credit  Agreement,  the  Notes,  the  First  Modification,  the  Second  Modification,  the  Third  Modification,  the  Fourth 
Modification, the Fifth Modification and any and all other documents executed and delivered or relating in any manner to the Loans are collectively 
referred to herein as the “Loan Documents”.  

     CC.  The parties enter into this Agreement to amend the restriction on indebtedness of Borrower appearing in the Credit Agreement as more 
specifically described therein.  

     DD.  Capitalized terms used in this Agreement and not otherwise defined in this Agreement have the meaning assigned to them in the Credit 
Agreement. 

AGREEMENT 

     Lender and Borrower, for good, sufficient and valuable consideration, the receipt and sufficiency of which is hereby acknowledged, agree as 
follows:  

     1. Modification to the Credit Agreement. The Credit Agreement is modified by deleting Section 8.1 and inserting the following in place thereof:  

“8.1Restriction  on  Indebtedness.  Create,  incur,  assume  or  have  outstanding  any  indebtedness  for  borrowed  money  (including 
capitalized  leases)  except  (i)  indebtedness  under  the  Revolving  Note  or  the  Term  Note  issued  under  this  Agreement,  (ii)  other 
indebtedness to the Lender, (iii) fed funds transactions in the ordinary course of business, (iv) indebtedness owing to any Federal 
Home Loan Bank (or any successor thereto), (v) indebtedness on account of the Subsidiary Bank maintaining deposit accounts in 
the ordinary course of business, (vi) any other indebtedness outstanding on the date hereof, and shown on the Borrower’s financial 
statements  delivered  to  the  Lender  prior  to  the  date  hereof,  together  with  restatements,  substitutions  and  refinancings  of  such 
indebtedness, (vii) trust preferred securities issued by Borrower on February 26, 2007 in the amount of $14,000,000.00 with a maturity 
of March 30, 2037, (viii) trust preferred securities issued by Borrower on September 30, 2007 in the amount of $4,000,000.00 with a 
maturity of December 15, 2037, and (ix) trust preferred securities to be issued by Borrower (in one or more issuances) on or about 

 
December 11, 2008 in the amount of $25,000,000.00 with a maturity on or about December ___, 2038.” 

     2.  Modification  to  the  Other  Loan  Documents.  Each  of  the  other  Loan  Documents  is  hereby  modified  such  that  references  to  the  Credit 
Agreement and the Revolving Note shall refer to the Credit Agreement and the Revolving Note, respectively, as modified by this Agreement.  

     3.  No Other Modifications. Except as expressly set forth herein, all other terms and conditions of the Loan Documents shall remain unmodified 
and in full force and effect, and Borrower hereby confirms and ratifies such terms and conditions and agrees to perform and comply with the same. 

     4.  Accuracy  of  Representations  and  Warranties.  Borrower  represents  and  warrants  to  Lender  that  Borrower  is  duly  authorized  and  has  all 
requisite power to execute and deliver this Agreement. Borrower further represents and warrants that each of the representations and warranties 
contained  in  the  Loan  Documents  is  true  and  correct  in  all  material  respects  as  of  the  date  of  this  Agreement  (except  to  the  extent  such 
representations and warranties are expressly made as of a particular date, in which event such representations and warranties were true and correct 
as of such date).  

     5.  No  Impairment. Nothing in this Agreement shall be deemed to, or shall in any manner, prejudice or impair Lender’s rights under the Loan 
Documents. This Agreement shall not be deemed to be nor shall it constitute any alteration, waiver, annulment or variation of the Loan Documents 
or the terms and conditions of or any rights, powers or remedies under the Loan Documents, except as expressly set forth in this Agreement. 

     6.  Waiver of Claims and Defenses. Borrower hereby waives and releases any and all claims, defenses or rights of set-off, known or unknown, 
existing as of the date of this Agreement, which in any manner arise out of or relate to the Loans or any of the Loan Documents.  

     7.  Further Acts and Assurances. Borrower agrees to comply with any and all requirements of Lender hereafter made by Lender from time to time 
so  long  as  either  of  the  Loans  are  outstanding,  and  Borrower  agrees  to  make,  execute  and  deliver  to  Lender  any  and  all  further  instruments, 
documents and agreements required by Lender.  

     8.  Entire  Agreement.  This  Agreement  and  the  other  Loan  Documents  embody  the  entire  agreement  and  understanding  between  the  parties 
hereto and supersede all prior agreements and understandings relating to the subject matter hereof.  

     9.  Binding Agreement. This Agreement shall be binding upon and inure to the benefit of the parties hereto and their respective successors and 
assigns.  

     10.  Applicable Law. This Agreement shall be governed by and construed in accordance with the laws of the State of Missouri, except to the 
extent superseded by Federal law.  

     11.  Counterparts. This Agreement may be executed in any number of counterparts, all of which taken together shall constitute one agreement, 
and any party hereto may execute this Agreement by signing any such counterpart. In making proof of this Agreement, it shall not be necessary to 
produce or account for more than one such counterpart.  

     12.  NO  ORAL  AGREEMENTS.  ORAL  AGREEMENTS  OR  COMMITMENTS  TO  LOAN  MONEY,  EXTEND  CREDIT  OR  TO  FORBEAR 
FROM ENFORCING REPAYMENT OF A DEBT INCLUDING PROMISES TO EXTEND OR RENEW SUCH DEBT ARE NOT ENFORCEABLE, 
REGARDLESS OF THE LEGAL THEORY UPON WHICH IT IS BASED, THAT IS IN ANY WAY RELATED TO THE CREDIT AGREEMENT. TO 
PROTECT YOU (BORROWER) AND US (LENDER) FROM MISUNDERSTANDING OR DISAPPOINTMENT, ANY AGREEMENTS WE REACH 
COVERING SUCH MATTERS ARE CONTAINED IN THIS WRITING, WHICH IS THE COMPLETE AND EXCLUSIVE STATEMENT OF THE 
AGREEMENT BETWEEN US, EXCEPT AS WE MAY LATER AGREE IN WRITING TO MODIFY IT.  

[Signature Page Follows] 

     IN WITNESS WHEREOF, the parties hereto have caused their duly authorized officers to execute and deliver this Agreement as of the date set 
forth above. 

BORROWER:  

ENTERPRISE FINANCIAL SERVICES CORP.,  
a Delaware corporation  

  
  
  
By:  /s/ Frank H. Sanfilippo 
                Frank H. Sanfilippo  
                Chief Financial Officer  

LENDER:  

U.S. BANK NATIONAL ASSOCIATION,  
a national banking association  

By:  /s/ Jaycee D. Greene 
                Jaycee D. Greene  
                Vice President  

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Section 4: EX-10.23 (FIRST AMENDMENT TO AMENDED AND 
RESTATED DECLARATION OF TRUST NO. 2)

EXHIBIT 10.23

FIRST AMENDMENT TO
AMENDED AND RESTATED DECLARATION OF TRUST NO. 2 

     This FIRST AMENDMENT TO AMENDED AND RESTATED DECLARATION OF TRUST NO. 2 (this “Amendment”) is entered into effective 
as of January 9, 2009, by and among Wilmington Trust Company, as Delaware Trustee and Institutional Trustee, Enterprise Financial Services Corp, 
as Sponsor, and Frank H. Sanfilippo, Deborah N. Barstow and Betty L. Lewis, as Administrators (collectively the “Parties”). 

     The  Parties  are  party  to  an  Amended  and  Restated  Declaration  of  Trust  No.  2  dated  as  of  December  12,  2008  (the “Declaration”).  Each 
capitalized term that is used and not otherwise defined in this Amendment has the meaning that the Declaration assigns to that term.  

     The Institutional Trustee has received all opinions, certifications and consents required as a condition precedent to amending the Declaration 
and the Parties have agreed to make certain amendments to the Declaration in accordance with Section 11.1 of the Declaration. 

     Therefore, for good and valuable consideration, the receipt and sufficiency of which are acknowledged, the Parties hereby agree as follows. 

     1. Section 7(b)(II) of Annex A of the Declaration shall be deleted in its entirety and replaced with the following: 

     Except as provided in Section 7(b)(III) below with respect to conversion of Securities after a Redemption/Distribution Notice has been 
given, if any Securities are converted during an Extension Period, the Holder may elect in the Conversion Request to (x) provided that such 
election would not cause Sponsor to be in violation of any shareholder approval requirement of Rule 4350(i) or any successor rule, as such 
may  be  amended,  of  the  NASDAQ  Stock  Market  Rules,  convert  all  or  any  part  of  the  accrued  and  unpaid  interest  on  the  converted 
Securities  (including  Additional  Interest  thereon,  if  any,  to  the  extent  permitted  by  applicable  laws,  rules  or  regulations)  (“Convertible 
Interest”) into shares of Common Stock on the Conversion Date in an amount equal to such Convertible Interest divided by the Conversion 
Price  or  (y)  receive  such  accrued  and  unpaid  interest  on  the  converted  Securities  up  to,  but  excluding  the  Conversion  Date,  (including 
Additional Interest thereon, if any, to the extent permitted by applicable laws, rules or regulations) on the Distribution Payment Date upon 
which such Extension Period ends. In the event that the Holder does not elect either (x) or (y) in the Conversion Request, the Holder shall be 
deemed  to  have  elected  (y).  At  any  time  following  the  submission  of  the  Conversion  Request  and  prior  to  the  payment  in  full  of  such 
Convertible Interest, the Holder may, by delivery of a separate Conversion Request convert any Convertible Interest into shares of Common 
Stock in an amount equal to such Convertible Interest divided by the Conversion Price, such conversion to be governed by the applicable 
provisions of this Annex A. If a Holder makes the election, or is deemed to have made the election, described in clause (y), the Holder shall 
receive from the Sponsor a letter agreement in the form of Exhibit C attached hereto. 

     2. Section 7 of Annex A of the Declaration shall be amended to include a new Section 7(l) which shall read as follows: 

  
  
  
  
  
  
     Notwithstanding  anything  to  the  contrary  contained  in  this  Section  7,  a  Holder  of  Securities  may  convert  Securities  or  Convertible 
Interest pursuant to this Section 7, or receive shares of Common Stock upon such conversion, to the extent (but only to the extent) that 
such conversion or receipt would not cause or result in such Holder and its Affiliates, collectively, being deemed to own, control or have the 
power to vote, for purposes of the Bank Holding Company Act of 1956, as amended (the “BHC Act”), the Change in Bank Control Act of 
1978, as amended (the “CIBC Act”), Section 16 of Securities Exchange Act of 1934, as amended (“1934 Act”) or Rule 13d-3 of the 1934 Act, 
and  any  rules  and  regulations  promulgated  under  any  of  the  BHC  Act,  the  CIBC  Act  or  the  1934  Act,  10%  or  more  of  any  class  of 
outstanding voting securities of the Sponsor outstanding at such time (it being understood, for the avoidance of doubt, that no security 
shall be included in any such percentage calculation to the extent that it cannot by its terms be converted into or exercisable for outstanding 
voting securities of the Sponsor by such Holder or its Affiliates at the time of such measurement or transfer).  

     3. The Parties agree that the Declaration is hereby deemed amended in such respects as may be necessary to give effect to the agreements set 
forth in Section 1 of this Amendment. Except as amended pursuant to the preceding sentence, the Declaration remains in full force and effect. 

     4. This Amendment may be executed by delivery of a signature by facsimile or other electronic means reasonably acceptable to both parties and 
such signature shall constitute an original for all purposes. This Amendment may be executed in two or more counterparts, all of which shall be 
considered one and the same instrument and shall become effective when one or more counterparts have been signed by each of the Parties and 
delivered to the other. 

     5.  Each  of  the  Parties  acknowledges  that  it  has  been  represented  by  counsel  in  connection  with  this  Amendment  and  the  transactions 
contemplated by this Amendment. Accordingly, any rule of law or any legal decision that would require interpretation of any claimed ambiguities in 
this Amendment against the drafting party has no application and is expressly waived. 

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

     IN WITNESS WHEREOF, the Parties have caused this First Amendment to Amended and Restated Declaration of Trust No. 2 to be executed 
effective as of the date first written above. 

WILMINGTON TRUST COMPANY, 
as Delaware Trustee 

By:   /s/ Christopher J. Slaybaugh 

          Name: Christopher J. Slaybaugh 
          Title: 

WILMINGTON TRUST COMPANY, 
as Institutional Trustee 

By:    

          Name: 
          Title: 

ENTERPRISE FINANCIAL SERVICES CORP, as Sponsor 

By:    

          Name: 
          Title: 

  
 
 
 
 
 
 
 
 
 
 
 
 
ADMINISTRATORS OF 
EFSC CAPITAL TRUST VIII 

By:   /s/ Frank H. Sanfilippo 

          Name: Frank H. Sanfilippo 

By:   /s/ Deborah N. Barstow 

          Name: Deborah N. Barstow 

By:   /s/ Betty L. Lewis 

          Name: Betty L. Lewis 

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Section 5: EX-21.1 (SUBSIDIARIES OF REGISTRANT) 

EXHIBIT 21.1 

SUBSIDIARIES OF THE REGISTRANT 

State of Organization

Delaware
Missouri
Missouri
Delaware
Delaware
Delaware
Delaware
Delaware
Delaware
Delaware
Delaware
Delaware
Missouri
Missouri
Missouri
Tennessee

Company

Enterprise Financial Services Corp
Enterprise Bank & Trust
Charford, Inc.
EFSC Capital Trust II
EFSC Capital Trust III
EFSC Capital Trust IV
EFSC Capital Trust V
EFSC Capital Trust VI
EFSC Capital Trust VII
EFSC Capital Trust VIII
EFSC Clayco Trust I
EFSC Clayco Trust II
Enterprise Real Estate Mortgage Company, LLC
Enterprise IHC, LLC
Millennium Holding Company, Inc.
Millennium Brokerage Group, LLC

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Section 6: EX-23.1 (CONSENT OF KPMG LLP) 

EXHIBIT 23.1 

Consent of Independent Registered Public Accounting Firm 

 
 
 
 
 
 
 
 
        
 
 
The Board of Directors 
Enterprise Financial Services Corp:  

We consent to the incorporation by reference in the Registration Statements No. 333-14737 on Form S-1, No. 333-156771 on Form S-3, and No. 333-
152985, No. 333-82087, No. 333-43365, No. 333-100928, each on Form S-8 of Enterprise Financial Services Corp of our reports dated March 13, 2009, 
with respect to the consolidated balance sheets of Enterprise Financial Services Corp and subsidiaries as of December 31, 2008 and 2007, 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, 2008, and the effectiveness of internal control over financial reporting as of December 31, 2008, which reports appear in 
the December 31, 2008 annual report on Form 10-K of Enterprise Financial Services Corp.  

St. Louis, Missouri 
March 16, 2009  

/s/ KPMG LLP  

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Section 7: EX-24.1 (POWER OF ATTORNEY) 

EXHIBIT 24.1

POWER OF ATTORNEY 

The  undersigned  members  of  the  Board  of  Directors  and  Executive  Officers  of  Enterprise  Financial  Services  Corp,  a  Delaware  corporation  (the 
“Company”) hereby appoint Frank H. Sanfilippo or Peter F. Benoist as their Attorney-in-Fact for the purpose of signing the Company’s Securities 
Exchange Commission Form 10-K (and any and all Amendments thereto) for the year ended December 31, 2008.  

Dated: January 29, 2009  

Signatures

/s/ Peter F. Benoist

Peter F. Benoist

/s/ James J. Murphy, Jr.

James J. Murphy, Jr.

/s/ Kevin C. Eichner

Kevin C. Eichner

/s/ Michael A. DeCola

Michael A. DeCola

/s/ William H. Downey

William H. Downey

/s/ Robert E. Guest, Jr.

Robert E. Guest, Jr.

/s/ Lewis A. Levey

Lewis A. Levey

Title

President and Chief Executive Officer and Director

Chairman of the Board of Directors

Vice Chairman and Director

Director

Director

Director

Director

  
  
          
 
 
 
 
 
 
 
 
/s/ Birch M. Mullins

Birch M. Mullins

/s/ Brenda D. Newberry

Brenda D. Newberry

/s/ Robert E. Saur*

Robert E. Saur

/s/ Sandra A. Van Trease

Sandra A. Van Trease

/s/ Henry D. Warshaw

Henry D. Warshaw

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Director

Director

Director

Director

Director

Section 8: EX-31.1 (CHIEF EXECUTIVE OFFICER'S CERTIFICATION 
REQUIRED BY RULE 13(A)-14(A)) 

EXHIBIT 31.1 

CERTIFICATION 

I, Peter F. Benoist, certify that:  

1. I have reviewed this annual report on Form 10-K of Enterprise Financial Services Corp;  

2. Based on my knowledge, this annual report does not contain any untrue statement of a material fact or omit to state a material fact necessary to 
make the statements made, in light of the circumstances under which such statements were made, not misleading with respect to the period covered 
by this annual report; 

3.  Based  on  my  knowledge,  the  financial  statements,  and  other  financial  information  included  in  this  annual  report,  fairly  present  in  all  material 
respects the financial condition, results of operations and cash flows of the registrant as of, and for, the periods presented in this annual report; 

4. The registrant’s other certifying officer and I are responsible for establishing and maintaining disclosure controls and procedures (as defined in 
Exchange Act Rules 13a-15(e) and 15d-15(e)) for the registrant and have: 

a) Designed such disclosure controls and procedures, or caused such controls and procedures to be designed under our supervision, to ensure 
that  material  information  relating  to  the  registrant,  including  its  consolidated  subsidiaries,  is  made  known  to  us  by  others  within  those  entities, 
particularly during the period in which this annual report is being prepared; 

b)  Designed  such  internal  control  over  financial  reporting,  or  caused  such  internal  control  over  financial  reporting  to  be  designed  under  our 
supervision, provide reasonable assurance regarding the reliability of financial reporting and the preparation of financial statements for external 
purposes in accordance with generally accepted accounting principles; 

c)  Evaluated  the  effectiveness  of  the  registrant’s  disclosure  controls  and  procedures  and  presented  in  this  report  our  conclusions  about  the 
effectiveness of the disclosure controls and procedures, as of the end of the period covered by this report based on such evaluation; and 

d) Disclosed in this report any change in the registrant’s internal control over financial reporting that occurred during the registrant’s most recent 
fiscal quarter that has materially affected, or is reasonably likely to materially affect, the registrant’s internal control over financial reporting.  

5. The registrant’s other certifying officer and I have disclosed, based on our most recent evaluation of internal control over financial reporting, to 
the registrant’s auditors and the audit committee of registrant’s board of directors (or persons performing the equivalent functions): 

a) All significant deficiencies and retained weaknesses in the design or operation of internal controls over financial reporting which are reasonably 
likely to adversely affect the registrant’s ability to record, process, summarize and report financial information; and 

 
 
 
 
b) Any fraud, whether or not material, that involves management or other employees who have a significant role in the registrant’s internal control.  

Date: March 16, 2009  

/s/ Peter F. Benoist  
Peter F. Benoist, Chief Executive Officer 

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Section 9: EX-31.2 (CHIEF FINANCIAL OFFICER'S CERTIFICATION 
REQUIRED BY RULE 13(A)-14(A)) 

I, Frank H. Sanfilippo, certify that:  

1. I have reviewed this annual report on Form 10-K of Enterprise Financial Services Corp;  

EXHIBIT 31.2 

2. Based on my knowledge, this annual report does not contain any untrue statement of a material fact or omit to state a material fact necessary to 
make the statements made, in light of the circumstances under which such statements were made, not misleading with respect to the period covered 
by this annual report; 

3.  Based  on  my  knowledge,  the  financial  statements,  and  other  financial  information  included  in  this  annual  report,  fairly  present  in  all  material 
respects the financial condition, results of operations and cash flows of the registrant as of, and for, the periods presented in this annual report; 

4. The registrant’s other certifying officer and I are responsible for establishing and maintaining disclosure controls and procedures (as defined in 
Exchange Act Rules 13a-15(e) and 15d-15(e)) for the registrant and have: 

a) Designed such disclosure controls and procedures, or caused such controls and procedures to be designed under our supervision, to ensure 
that  material  information  relating  to  the  registrant,  including  its  consolidated  subsidiaries,  is  made  known  to  us  by  others  within  those  entities, 
particularly during the period in which this annual report is being prepared; 

b)  Designed  such  internal  control  over  financial  reporting,  or  caused  such  internal  control  over  financial  reporting  to  be  designed  under  our 
supervision, provide reasonable assurance regarding the reliability of financial reporting and the preparation of financial statements for external 
purposes in accordance with generally accepted accounting principles; 

c)  Evaluated  the  effectiveness  of  the  registrant’s  disclosure  controls  and  procedures  and  presented  in  this  report  our  conclusions  about  the 
effectiveness of the disclosure controls and procedures, as of the end of the period covered by this report based on such evaluation; and 

d) Disclosed in this report any change in the registrant’s internal control over financial reporting that occurred during the registrant’s most recent 
fiscal quarter that has materially affected, or is reasonably likely to materially affect, the registrant’s internal control over financial reporting.  

5.  The  registrant’s  other  certifying  officer  and  I  have  disclosed,  based  on  our  most  recent  evaluation,  to  the  registrant’s auditors and the audit 
committee of registrant’s board of directors (or persons performing the equivalent functions): 

a) All significant deficiencies and retained weaknesses in the design or operation of internal controls over financial reporting which are reasonably 
likely to adversely affect the registrant’s ability to record, process, summarize and report financial information; and 

b) Any fraud, whether or not material, that involves management or other employees who have a significant role in the registrant’s internal control.  

Date: March 16, 2009 

/s/ Frank H. Sanfilippo  
Frank H. Sanfilippo, Chief Financial Officer        

  
  
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Section 10: EX-32.1 (CHIEF EXECUTIVE OFFICER CERTIFICATION 
PURSUANT TO 18 U.S.C. SECTION 1350)

Exhibit 32.1

CERTIFICATION PURSUANT TO
18 U.S.C. SECTION 1350,
AS ADOPTED PURSUANT TO
SECTION 906 OF THE SARBANES-OXLEY ACT OF 2002 

In connection with the Annual Report of Enterprise Financial Services Corp (the “Company”) on Form 10-K for the period ending December 31, 2008 
as filed with the Securities and Exchange Commission (the “Report”), I, Peter F. Benoist, Chief Executive Officer of the Company, certify, pursuant to 
18  U.S.C. § 1350, as enacted pursuant to § 906 of the Sarbanes-Oxley Act of 2002, that the Report fully complies with the requirements of Section 13
(a) or 15(d) of the Securities Exchange Act of 1934; and the information contained in the Report fairly presents, in all material respects, the financial 
condition and results of operations of the Company.  

/s/ Peter F. Benoist  
Peter F. Benoist  
Chief Executive Officer                
March 16, 2009  

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Section 11: EX-32.2 (CHIEF FINANCIAL OFFICER CERTIFICATION 
PURSUANT TO 18 U.S.C. SECTION 1350)

Exhibit 32.2

CERTIFICATION PURSUANT TO
18 U.S.C. SECTION 1350,
AS ADOPTED PURSUANT TO
SECTION 906 OF THE SARBANES-OXLEY ACT OF 2002 

In connection with the Annual Report of Enterprise Financial Services Corp (the “Company”) on Form 10-K for the period ending December 31, 2008 
as  filed  with  the  Securities  and  Exchange  Commission  (the “Report”),  I,  Frank  H.  Sanfilippo,  Chief  Financial  Officer  of  the  Company,  certify, 
pursuant to 18 U.S.C. § 1350, as enacted pursuant to § 906 of the Sarbanes-Oxley Act of 2002, that the Report fully complies with the requirements 
of Section 13(a) or 15(d) of the Securities Exchange Act of 1934; and the information contained in the Report fairly presents, in all material respects, 
the financial condition and results of operations of the Company. 

/s/ Frank H. Sanfilippo 
Frank H. Sanfilippo 

 
 
  
 
 
  
Chief Financial Officer                   
March 16, 2009 

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