STIFEL FINANCIAL. Investor Presentation. December 2009

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STIFEL FINANCIAL Investor Presentation December 2009

Forward-Looking Statements This presentation may contain forward-looking statements within the meaning of the Private Securities Litigation Reform Act of 1995 that involve significant risks, assumptions and uncertainties, including statements relating to the market opportunity and future business prospects of Stifel Financial Corp., as well as Stifel, Nicolaus and Company, Inc. and its other subsidiaries (collectively, SF or the Company ). These statements can be identified by the use of the words may, will, should, could, would, plan, potential, estimate, project, believe, intend, anticipate, expect and similar expressions. In particular, these statements may refer to our goals, intentions and expectations, our business plans and growth strategies, our ability to integrate and manage our acquired businesses, estimates of our risks and future costs and benefits, and forecasted demographic and economic trends relating to our industry. You should not place undue reliance on any forward-looking statements, which speak only as of the date they were made. We will not update these forward-looking statements, even though our situation may change in the future, unless we are obligated to do so under federal securities laws. Actual results may differ materially and reported results should not be considered as an indication of future performance. Factors that could cause actual results to differ are included in the Company s annual and quarterly reports and from time to time in other reports filed by the Company with the Securities and Exchange Commission and include, among other things changes in general economic and business conditions, actions of competitors, regulatory actions, changes in legislation and technology changes. To supplement our financial statements presented in accordance with Generally Accepted Accounting Principles ( GAAP ), management uses certain non-gaap measures of financial performance and liquidity. These non-gaap measures are in addition to results prepared by the Company in accordance with GAAP, and should only be considered together with the Company s GAAP results. Page 1

Stifel Today LTM Net Revenues: $1,002mm Global Wealth Management (GWM) Capital Markets Capital Markets 47% Other 1% GWM 52% 1,900 (1) Financial Advisors in 273 offices throughout the United States Offers through Stifel Bank and Trust, lending products and services to private client customers as well as corporate clients Debt and Equity Markets Approximately 512 associates in 21 U.S. offices and 3 in Europe. Comprehensive coverage of domestic and European institutions Investment Banking and Public Finance 161 investment banking associates in 12 U.S. offices 65 public finance associates in 9 U.S. offices LTM Operating Contribution Capital Markets 58% GWM 42% (1) Represents total after UBS acquisition completed October 16, 2009 and Independent Contractors. Locations 298 Full Time Employees 4,289 Page 2

Run Rate Annualized Estimated Revenue Global Wealth Management $700 - $800 Capital Markets $450 - $550 Total $1,150 - $1,350 $1,250 $1,000 $750 $500 $250 $183 $211 $243 $259 $435 $743 $862 $1,023 $1,250 2002 2003 2004 2005 2006 2007 2008 9M 09 GWM CM Run Rat e Page 3

Global Wealth Management Overview Provides securities brokerage services and Stifel Bank products 1,900 Financial Advisors in 273 branch offices in 41 states at October 16, 2009* Proven organic growth and acquirer of private client business Organically grown to hire 320 advisors in 25 offices in 2009 Acquired Butler Wick & Company, Inc., adding 75 advisors in 23 offices across three states in December 2008 Acquired 56 branches from UBS Financial Services, Inc. with 322 advisors Strategy focused on recruiting experienced advisors with established client relationships and further expanding our U.S. footprint Strengths of our Brokerage Position Rank Company Headquarters RRs (1) Client Assets (2) 1 Citigroup/Smith Barney New York, NY 19,296 $1,034 2 Wells Fargo Securities St. Louis, MO 16,678 1,000+ 3 Merrill Lynch & Co. New York, NY 15,880 1,475 4 Edward D. Jones St. Louis, MO 10,532 400 5 UBS Financial Services, Inc. Weehawken, NJ 8,182 537 6 RBC Dain Rauscher Minneapolis, MN 2,157 177 7 Stifel Proforma St. Louis, MO 1,891 74 8 Oppenheimer New York, NY 1,395 NA 9 Raymond James Financial New York, NY 1,218 170 10 Morgan Keegan & Co. Memphis, TN 1,075 NA 11 Janney Montgomery Philadelphia, PA 857 NA 12 Robert Baird Milwaukee, WI 591 NA 13 Hilliard Lyons Louisville, KY 410 NA Net Revenues ($MM) Operating Contribution ($MM) Fee-Based Account Assets and # of Accounts (00 s) $800 $600 $400 $200 $187 $197 $231 $441 $471 $542 2004 2005 2006 2007 2008 9M '09 $765 Run Rate Potential $150 $120 * Represents total after UBS acquisition completed October 16, 2009 and Independent Contractors. (1) Source: SIFMA 2008 Year Book Retail RRs. (2) Source: Company Data, Goldman Sachs Research. $ in billions. $90 $60 $30 $48 $48 $50 $96 $98 $89 2004 2005 2006 2007 2008 9M '09 ($B) $100 $80 $60 $40 $20 7,616 9,635 $11.8 $17.2 $25.1 21,803 13,010 24,177 $48.9 $45.7 27,593 $83.5 2004 2005 2006 2007 2008 9/30/09 Total AUM # of Accounts 40,000 30,000 20,000 10,000 0 Page 4

Stifel Bank Overview April 2007- Acquired First Service Financial Company and its wholly-owned subsidiary FirstService Bank, a St. Louis-based Missouri commercial bank Growth since acquisition Assets of $1 billion, up over 600% from $130 million at acquisition announcement Deposits of $1 billion, up over 900% from $99 million at acquisition announcement Strategy and Opportunity Maintains high asset quality: $1.9 million Non-performing loans to gross loans $1.7 million LTM losses to average loans Offer banking products within the GWM client base Establish trust services during 2010 Annualized Interest Earning Assets Current Investment Portfolio Current Loan Portfolio 40% Total: $1 Billion 14% 46% Cash $145MM Investment Securities & Cash $495MM Loans Receivable $418MM 6% 3% 8% 8% 75% Total: $495MM ABS $15MM Corporates $41MM Agencies $1MM CMBS $38MM Agency MBS $367MM MBS $32MM Muni's $1MM 14% 10% 9% 59% Total: $418MM 8% Residential Real Real Estate $51.5MM Estate Commercial Real Real Estate $36.3MM Estate Consumer Consumer.4MM Home Equity Lines of Credit $33.2 Lines of Credit Commercial Commercial $29MM Construction and and Land $1.1MM Land Stock Secured Stock LoansSecured Loans $225.8MM Page 5

Capital Markets Overview Provides securities brokerage, trading, research services, as well as underwriting and corporate advisory 738 associates located in 21 offices in the U.S. Opportunistically expanding talent pool Victor Nesi, Director of Investment Banking and Co-Director of Capital Markets (June 2009) William Heinzerling, Head of Fixed Income Capital Markets (May 2009) Hired 11-person sales & trading team from Bear Stearns, a four-person convertible securities team from Banc of America, and strategic hires from Wachovia, JPMorgan, Barclays and others Highlights Recognized Industry Expertise and Execution Capabilities June 4, 2009 Stifel analysts win six awards in the Wall Street Journal s Best on the Street Survey May 19, 2009 Stifel research analysts win fourteen awards in FT / StarMine Analyst Survey April 22, 2009- Stifel M&A Advisory and Corporate Finance Transactions win Deal of the Year honors March 19, 2009 Stifel Nicolaus wins Consumer M&A Deal of the Year Award January 21, 2009 Stifel research sweeps both #1 rankings in 2008 StarMine Survey Research Coverage Stats (62 senior analysts covering 898 companies across 12 industry sectors) Net Revenues ($MM) Operating Contribution ($MM) # of Employees $600 $400 $200 $56 $61 $204 $305 $390 2004 2005 2006 2007 2008 9M ' 09 $481 $500 Run Rate 130 110 90 70 50 30 10-10 $15 $16 $43 $61 $92 $122 2004 2005 2006 2007 2008 9M '09 1,000 800 600 400 200 0 716 738 608 517 510 184 2004 2005 2006 2007 2008 9/30/09 Page 6

We See Opportunity Stifel is well-positioned in the current market: Dislocation creating opportunity for market share gains Ability to add talented professionals Evolving regulatory framework (Stifel is already regulated by the Fed) Strong balance sheet Page 7

Why We Are Different Successful Creator of Shareholder Value Core Diluted EPS 5 Year CAGR of 27% (1) $1,250 $1,000 $750 $500 $250 $188 $217 $247 Growth $ in millions Net Revenues Research Coverage by Market Cap YTD 9/30/09 Net Revenues ` $264 $452 $763 $870 $1,028 $1,250 >2bn 47% Middle Market Focus 22% 31% <$500mm Capital Markets Diverse Product Offering 47% 53% Global Wealth Management 2002 2003 2004 2005 2006 2007 2008 9M09 Run Rate National Platform with European Presence $500mm-$2bn Successful Acquirer STIFEL Former UBS Locations 298 Full Time Employees 4,289 (1) CAGR based on Core Diluted EPS from 2003 to 2008 which excludes merger-related equity compensation expenses and restructuring charges. LEGG MASON CAPITAL MARKETS RYAN BECK FIRST SERVICE BANK MILLER JOHNSON POWELL JOHNSON HANIFEN IMHOFF BUTLER WICK UBS BRANCH ACQUISITION Page 8

Stifel is a Growth Story Net Revenues ($MM) Core Net Income ($MM) (1) Total Equity ($MM) (3) $1,500 $1,200 $900 $600 $300 $188 $217 $247 $264 $452 $1,028 $763 $870 2002 2003 2004 2005 2006 2007 2008 9M 09 $1,250 Run Rate $80 $64 $48 $32 $16 $3 $15 $23 $21 $40 $67 $73 $39 2002 2003 2004 2005 2006 2007 2008 9M '08 $51 9M '09 $1,000 $750 $500 $250 $834 $593 $425 $220 $131 $155 $80 $100 2002 2003 2004 2005 2006 2007 2008 Q3'09 Total Client Assets ($BN) (2) Financial Advisors (2) Book Value Per Share ($) $100 $90 $80 $70 $60 $50 $40 $30 $20 $10 $16 $20 $20 $27 $35 $59 $52 $90 2002 2003 2004 2005 2006 2007 2008 Current 2,000 1,500 1,000 500 0 543 647 621 644 735 1,163 1,315 1,900 2002 2003 2004 2005 2006 2007 2008 Current (1) 2006-2008 excludes merger-related equity compensation expenses and restructuring charges. All other years reflect GAAP net income. (2) Represents total after UBS acquisition completed October 16, 2009 and Independent Contractors. (3) Pro forma for equity offering competed September 2009 $30.00 $24.00 $18.00 $12.00 $6.00.00 $27.63 $22.75 $18.36 $12.35 $9.02$10.21 $7.23 $5.91 2002 2003 2004 2005 2006 2007 2008 Q3'09 Page 9

Cumulative Stock Price Appreciation (as of 12/04/2009) Year 1 Year 2 Year 3 Year 4 Year 5 Oppenheimer Holdings 160.0% Stifel Financial Corp. 58.3% Stifel Financial Corp. 112.2% Stifel Financial Corp. 121.4% Stifel Financial Corp. 297.3% Evercore Partners Inc. 148.4% Evercore Partners Inc. 43.9% Greenhill & Co Inc. 11.8% Oppenheimer Holdings 67.5% Greenhill & Co Inc. 187.5% Goldman Sachs Group 98.2% Greenhill & Co Inc. 24.1% Oppenheimer Holdings 0.3% Greenhill & Co Inc. 46.9% Goldman Sachs Group 60.7% Morgan Stanley 93.1% JMP Group Inc. 13.4% Jefferies Group Inc. (11.4%) Goldman Sachs Group 31.0% Oppenheimer Holdings 31.2% JMP Group Inc. 73.3% Jefferies Group Inc. 3.1% KBW Inc (12.1%) Lazard Ltd. 20.7% Jefferies Group Inc. 18.0% Jefferies Group Inc. 69.1% KBW Inc 0.9% Evercore Partners Inc. (15.8%) Piper Jaffray Companies 14.2% Raymond James Financial 16.9% Raymond James Financial 40.9% Piper Jaffray Companies (0.4%) Goldman Sachs Group (16.1%) Jefferies Group Inc. 5.7% Piper Jaffray Companies (3.8%) FBR Capital Markets Corp 33.7% Lazard Ltd. (5.4%) Lazard Ltd. (18.7%) Raymond James Financial (3.9%) SWS Group Inc. (23.1%) Legg Mason Inc. 32.3% SWS Group Inc. (11.3%) Raymond James Financial (20.4%) SWS Group Inc. (19.5%) Morgan Stanley (44.2%) Lazard Ltd. 29.5% Oppenheimer Holdings (20.9%) Piper Jaffray Companies (29.2%) Morgan Stanley (45.4%) Legg Mason Inc. (60.4%) Stifel Financial Corp. 21.0% Goldman Sachs Group (22.2%) SWS Group Inc. (52.8%) Sanders Morris Harris (67.7%) Sanders Morris Harris (70.2%) Greenhill & Co Inc. 18.2% Raymond James Financial (26.1%) Sanders Morris Harris (58.5%) Legg Mason Inc. (75.8%) Evercore Partners Inc. n/a Piper Jaffray Companies 16.1% FBR Capital Markets Corp (32.2%) Morgan Stanley (62.0%) Evercore Partners Inc. n/a FBR Capital Markets Corp n/a KBW Inc 12.3% Morgan Stanley (41.7%) Legg Mason Inc. (69.5%) FBR Capital Markets Corp n/a JMP Group Inc. n/a Thomas Weisel Partners (11.0%) Sanders Morris Harris (48.3%) Thomas Weisel Partners (80.1%) JMP Group Inc. n/a KBW Inc n/a Sanders Morris Harris (11.5%) Legg Mason Inc. (60.4%) FBR Capital Markets Corp n/a KBW Inc n/a Lazard Ltd. n/a SWS Group Inc. (40.7%) Thomas Weisel Partners (69.4%) JMP Group Inc. n/a Thomas Weisel Partners n/a Thomas Weisel Partners n/a Year 6 Year 7 Year 8 Year 9 Year 10 Stifel Financial Corp. 469.1% Stifel Financial Corp. 895.3% Stifel Financial Corp. 956.9% Stifel Financial Corp. 875.6% Stifel Financial Corp. 1023.8% Goldman Sachs Group 69.4% Goldman Sachs Group 145.4% Jefferies Group Inc. 124.7% Jefferies Group Inc. 204.3% Jefferies Group Inc. 332.2% Raymond James Financial 44.1% Jefferies Group Inc. 129.1% Goldman Sachs Group 80.3% Goldman Sachs Group 56.4% Raymond James Financial 191.6% Jefferies Group Inc. 44.0% Raymond James Financial 85.4% Raymond James Financial 52.9% Raymond James Financial 55.7% Oppenheimer Holdings 124.2% Piper Jaffray Companies 11.0% Oppenheimer Holdings 32.1% Oppenheimer Holdings 18.3% Oppenheimer Holdings 39.0% Goldman Sachs Group 77.6% Oppenheimer Holdings (1.2%) SWS Group Inc. 20.6% Sanders Morris Harris 3.9% Sanders Morris Harris 24.7% Sanders Morris Harris 32.5% SWS Group Inc. (5.3%) Legg Mason Inc. (10.7%) Legg Mason Inc. (13.0%) Legg Mason Inc. (20.2%) Legg Mason Inc. 20.0% Legg Mason Inc. (43.7%) Morgan Stanley (23.2%) SWS Group Inc. (33.8%) SWS Group Inc. (28.3%) SWS Group Inc. (24.8%) Morgan Stanley (46.5%) Sanders Morris Harris (35.7%) Morgan Stanley (44.6%) Morgan Stanley (60.9%) Morgan Stanley (56.6%) Sanders Morris Harris (57.3%) Evercore Partners Inc. n/a Evercore Partners Inc. n/a Evercore Partners Inc. n/a Evercore Partners Inc. n/a Evercore Partners Inc. n/a FBR Capital Markets Corp n/a FBR Capital Markets Corp n/a FBR Capital Markets Corp n/a FBR Capital Markets Corp n/a FBR Capital Markets Corp n/a Greenhill & Co Inc. n/a Greenhill & Co Inc. n/a Greenhill & Co Inc. n/a Greenhill & Co Inc. n/a Greenhill & Co Inc. n/a JMP Group Inc. n/a JMP Group Inc. n/a JMP Group Inc. n/a JMP Group Inc. n/a JMP Group Inc. n/a KBW Inc n/a KBW Inc n/a KBW Inc n/a KBW Inc n/a KBW Inc n/a Lazard Ltd. n/a Lazard Ltd. n/a Lazard Ltd. n/a Lazard Ltd. n/a Lazard Ltd. n/a Piper Jaffray Companies n/a Piper Jaffray Companies n/a Piper Jaffray Companies n/a Piper Jaffray Companies n/a Thomas Weisel Partners n/a Thomas Weisel Partners n/a Thomas Weisel Partners n/a Thomas Weisel Partners n/a Thomas Weisel Partners n/a Page 10

Stifel s Investment in Expanding Client Capabilities Revenue ($M) $300 $250 $200 $150 $100 $50 $- Revenue Price Q1 Q2 Q3 Q4 Q1 Q2 Q3 Q4 2004 Stifel s Quarterly Revenue and Stock Price Growth Q1 Q2 Q3 Q4 Q1 Q2 Q3 Q4 2005 2006 2007 2008 2009 Q1 Q2 Q3 Q4 Q1 Q2 Stock Price $60 Q3 $50 $40 $30 $20 $10 $- Capital Markets Global Wealth Management Research Coverage Victor Nesi hired as Director of Investment Banking and Co-Director of Capital Markets Hired 13 new Managing Directors over past 18 months 800 600 400 200 Professionals & Support 118 738 Financial Advisors, Bank Associates & Support (1) 3,178 3,000 2,000 1,000 705 January 21, 2009 Stifel research sweeps both #1 rankings in 2008 StarMine Survey May 19, 2009 Stifel research analysts win fourteen awards in FT / StarMine Analyst Survey June 4, 2009 Stifel analysts win six awards in the Wall Street Journal s Best on the Street Survey Companies Covered 1,000 750 500 250 229 898 0 0 2004 Current 2004 Current (1) Represents total after UBS acquisition completed October 16, 2009 and Independent Contractors. 0 2004 Current Page 11

Growth The Numbers Business Units 2004 Total As of 9/30/09 % Change Since 2004 YTD YTD Net Additions Global Wealth Management Financial Advisors 621 (1) 1,900 206% 44% 583 Branch Support 284 1,011 256% 62% 388 Offices 86 273 217% 32% 66 Stifel Bank & Trust Support Associates 0 74 n/a 21% 13 Capital Markets Sales and Trading Professionals 37 337 811% 11% 34 Investment Banking / Analyst / Public Finance / Support 81 401 395% 17% 57 Infrastructure Support Associates 195 510 162% 34% 128 Total Associates 1,384 4,289 210% 39% 1,203 (1) Represents total after UBS acquisition completed October 16, 2009 and Independent Contractors. Page 12

Correlation between Associates and Revenue Growth 5,000 4,500 4,000 3,500 3,000 2,500 2,000 1,500 1,000 500 0 1997 1998 1999 2000 2001 2002 2003 2004 2005 2006 2007 2008 3Q 09 Run Rate $1,400 $1,200 $1,000 $800 $600 $400 $200 Total Associates Net Revenues (millions) Page 13

Significant Employee Ownership Insider (1) 40% Institutional 27% 33% Other (1) Approximate percentages include all fully diluted shares, units, options and shares owned by Stifel s former Chairman as of September 4, 2009. Page 14

Recent Equity Offerings Type Date Shared Issued Price Net Proceeds Secondary September-08 1,495,000 $45.00 $64.4 ATM June-09 1,000,000 $45.00 $43.9 Subtotal $108.3 Secondary September-09 1,725,000 $56.00 $91.8 Total $200.1 Page 15

Execution of Growth Strategy The September 2008 and June & September 2009 common offerings netted proceeds of $200 million Since September 1, 2008, Stifel has invested approximately $172 million of capital through both organic growth and acquisitions ( $ M ) $ 200 $ 180 $ 160 $ 140 $ 120 $ 100 $ 80 $ 60 $ 40 $ 20 $9 $ 7 6 $ 8 7 $ 1 7 2 B utl er Wi ck UB S Or gani c Gr owth T otal Uti l i zed Organic Growth Capi tal Page 16

Overall Growth Strategy Expand private client footprint in the U.S. Expand institutional equity business both domestically and internationally Grow investment banking Focus on asset generation within banking operations Enhance and accelerate Stifel Bank and Trust strategy Approach acquisition opportunities with discipline Consolidation and Industry Retrenchments Drive our Growth Page 17

Q&A Page 18