Exhibit 99.1

2 Donald G. Southwell: Chairman, President & Chief Executive Officer Eric J. Draut: Executive Vice President & Chief Financial Officer

3 Housekeeping Statements Safe Harbor Statement This presentation may contain information that includes or is based upon forward-looking statements within the meaning of the federal securities laws. Forward-looking statements do not relate strictly to historical or current facts, but instead give expectations or forecasts of future events or the outcome of contingencies. Forward-looking statements are not guarantees of future performance and may turn out to be wrong, as they can be affected by inaccurate assumptions or by known or unknown risks and uncertainties that are difficult to predict; accordingly, you are cautioned not to place undue reliance on such statements, which speak only as of the date of this presentation. The Company assumes no obligation to publicly correct or update any forward-looking statements as a result of subsequent events or developments. You are advised to consult filings made by the Company with the Securities and Exchange Commission and the Company’s website for further information on these subjects. Non-GAAP Financial Measures This presentation contains non-GAAP financial measures to analyze the Company’s operating performance for the periods presented in this presentation. Because Unitrin’s calculation of these measures may differ from similar measures used by other companies, investors should be careful when comparing Unitrin’s non-GAAP financial measures to those of other companies. A detailed disclosure of these non-GAAP financial measures is included in this Presentation, along with GAAP reconciliations; the discussion at the end of this presentation is also posted on the Unitrin website at www.unitrin.com. Kemper The Company uses the registered trademark, “Kemper,” under license, for personal lines insurance only, from Lumbermen's Mutual Casualty Company (“Lumbermen's”), which is not affiliated with the Company. Lumbermen's continues to use the name, “Kemper Insurance Companies,” (“KIC”) in connection with its operations, which are distinct from, and not to be confused with, Unitrin’s Kemper business segment.

4 Unitrin’s History Spun-off from Teledyne in April 1990 Successfully defended against unsolicited merger proposal by American General (1994) 2 for 1 stock split (1999) Added to the S&P MidCap 400 index (1999) Completed tax-free spin-off of Curtiss Wright (2001) Recognized $562 million gain in tax-free exchange of Litton Holdings for Northrop securities (2001) Listed on the NYSE (2001)

5 History of Successful Acquisitions 1991 Supreme Life block of business (Life) 1992 Southern Life block of business (Life) 1995 Milwaukee Insurance Group (P&C) 1997 Union Auto Indemnity Group (P&C) 1998 Reliable Life (Life) 1998 Reserve National (Health) 1999 Valley & Charter Insurance Companies (P&C) 2001 Launched start-up Unitrin Direct (P&C) 2002 Kemper Insurance Companies (P&C) 2007 Primesco (Mutual Savings Life) (Life) 2007 Merastar Insurance (P&C) 2009 Direct Response Insurance (P&C)

6 Divestitures of Non-Core Businesses 1996 Interest sensitive life division 1999 Worksite products division 2000 Pyramid Life 2007 Southern States General Agency 2008 Unitrin Business Insurance 2009 Announced Fireside Bank exit strategy

7 40 th largest P&C writer in the United States 21 st largest Auto writer in the United States 84 th largest Life writer in the United States $2.9 Billion Revenues $8.6 Billion Assets $4.2 Billion Insurance Reserves 7,225 Employees / Associates Unitrin Today

8 Revenue Mix $400 $301 $159 $145 $179 $1,394 $56 Personal Auto 53% Life 15% Automobile Finance 7% Other 6% Homeowners 11% A & H 6% Commercial Auto 2% 2009 Earned Premiums and Auto Finance Revenues (Dollars in millions) Total $ 2,634

9 Net Income by Segment Year Ended December 31, (Dollars in Millions) 2009 2008 Property & Casualty Insurance Group: Kemper 63.7 $ 13.4 $ Unitrin Specialty 23.5 10.1 Unitrin Direct (5.3) (32.0) Subtotal 81.9 (8.5) Life & Health Insurance 112.1 51.8 Automobile Finance (5.3) (22.3) Total Segment Net Income 188.7 $ 21.0 $

10 Property & Casualty Insurance Group

11

12 Personal Lines Insurance Lines Insurance Headquartered in Jacksonville, Florida Personal auto (63% sales) and homeowners (32% sales) 2,500 independent agents in 39 states Lead product is Package Plus combined auto and homeowners policy targeting middle and upper-middle income consumers Net Written Premium: $918 million Policies in force: 787,000

13 13% 12% 12% Top 4 States Next 7 States Next 8 States All Other Active States Non-Active States Distribution of Business of Business 19%

14 Competitive Advantages Advantages Strong brand name recognized by agents and target market Package Policies specifically designed for target market Proprietary, cross-correlated pricing supported by a shared data warehouse Automation and service built for agency convenience Claims handling focused on high quality customer service, supported by a shared services group

15

16 Headquartered in Dallas, Texas Non Standard Personal and Commercial Auto insurance 8,000 independent agents in 21 states Target market includes insureds not eligible for Preferred and/or Standard Auto market Business model focused on automation and agent convenience Net Written Premium: $512 million Policies in Force: 366,000 Non Standard Auto Insurance

17 Top 4 States Next 6 States All Other Active States Non-Active States Distribution of Business 5% 19% 5% 41%

18 Competitive Advantages Recognized carrier in the NSA market for over 60 years Strong regional presence expandable to more states Point of sale systems designed for ease of placement Proprietary pricing supported by a shared data warehouse Claims handling designed for the unique challenges of NSA, supported by a shared claims organization

19

20 Headquartered in Chicago, Illinois Began as start-up in 2001 to market Personal Auto through direct mail channel Key acquisitions: - Kemper Direct – 2002: Internet channel focused - Merastar – 2007: Affinity and employer-sponsored voluntary benefit programs, homeowner line - Direct Response – 2009: Teachers.com Added direct homeowner line in 2008 Business model focused on growth through utilization of direct to consumer channels Growth deferred until profitability is achieved Net Written Premium: $320 million Policies in force: 216,000

21 Top 4 States Next 6 States All Other Active States Non-Active State 6% 17% 10% Distribution of Business 13%

22 Experienced foothold in the direct marketplace Complete on-line life cycle capabilities for ease of doing business Multi-channel experience and positioning Responsive direct claims handling supported by a shared claims organization Leveraging Kemper’s homeowner claim capability for direct market Implementing highly customizable product with unique features and fully integrated customer experience Building Competitive Advantages

23 Life & Health Insurance Group Career Agency Companies

24 84 th largest life insurance operation in the U.S. 2,600 career agents and 275 exclusive independent agents Targets customers seeking basic protection – life, health, accident & fire insurance Life and Health Insurance

25 Life and Health Operations Life $400 2009 Earned Premiums (Dollars in millions) A&H $159 Property $92 62% 24% 14% Total $ 651

26 Life and Health Reserves By Product Line Whole Life $2,809 Term Life $48 A&H $62 Total $3,028 (Dollars in Millions) Interest Sensitive Life $109

27 Career Agency Companies

28 Headquartered in St. Louis, Missouri 3,725 associates, including 2,600 career agents Target market includes moderate income consumers Key products include Whole Life, Term Life, Accident, Cancer and Property Operates in 25 states Career Agency Companies

29 Geographic Diversification United Reliable Union National Mutual Savings Career Agency Companies

30 Leader in lower income segment Significant barriers to entry Well-established career agency force Automated agent collection activities Products are basic – very stable with predictable cash flows Competitive Advantages Career Agency Companies

31

32 Limited Benefit $83 2009 Earned Premiums (Dollars in millions) Medicare Supplement $34 Accident & Other $10

33 Eric J. Draut Executive Vice President & Chief Financial Officer Financial Overview

34 “Run-off” Plan Update

35 Fireside was a subprime lender purchasing contracts in 15 states All lending was purchase of contracts from automobile dealers – no real estate Business was funded solely with FDIC insured deposits March 24, 2009 announcement date – no new deposits or loan applications accepted Final branch closed in September 2009 Expect to recover $230 million investment in Fireside bank over next several years

36 Dec. 31, Mar. 31, Dollars in Millions 2009 2009 Net Automobile Loan Receivables Outstanding 744.1 $ 1,125.2 $ Loans 30 or more days delinquent: Dollars 76.1 $ 103.4 $ As a percentage of Reserve for Loan Losses 91.4% 91.0% Reserve for Loan Losses: Dollars 83.3 $ 113.6 $ As a percentage of Net Automobile Receivables Outstanding 11.2% 10.1% Cash and U.S. Treasury and Agency Investments 214.0 $ 204.7 $

37 Dec. 31, Mar. 31, Dollars in Millions 2009 2009 Certificates of Deposits: Maturing in Less than One Year 245.4 $ 425.3 $ Maturing in More than One Year 437.0 629.1 Total 682.4 $ 1,054.4 $ Cash and U.S. Treasury and Agency Investments as a percentage of Certificates of Deposits 31.4% 19.4% Total Capital 233.4 $ 229.6 $ Tier One Capital 21.3% 15.6%

38 Investments

39 Investment Strategies We have no direct investment exposure to: Enhanced Money Market Funds Commercial Paper Investments Credit Derivatives Alt “A” Investments Securities Lending

40 Investment Strategies We have little investment exposure to: Subprime residential mortgage-backed securities Commercial mortgage-backed securities Collateralized debt obligations We substantially reduced equity exposure from pre-economic crisis levels

41 Fixed Income Portfolio Securities by NAIC Rating (Dollars in Millions; 12/31/09) Standard & Poor’s Equivalent NAIC Rating Market Value Percent of Total AAA/AA/A 1 $ 3,678 81% BBB 2 650 14% BB 3 110 2% B 4 27 1% CCC 5 75 1% In or near default 6 21 1% Total $ 4,561 100%

42 Total Invested Assets at Market (Dollars in Millions) 12/31/09 12/31/08 U.S. Government and Agencies 721 $ 11.8 % 979 $ 16.9 % Municipals 1,745 28.7 1,309 22.6 Corporate Bonds 2,095 34.4 1,848 31.9 Investments in Fixed Maturities 4,561 74.9 4,136 71.5 Intermec Common Stock 163 2.7 168 2.9 Other Equity Securities 195 3.2 222 3.8 Total Equity Securities 358 5.9 390 6.7 Short Term Investments 397 6.5 549 9.5 Loans to Policyholders 224 3.7 210 3.6 Real Estate 257 4.2 258 4.5 Limited Partnerships & Limited Liability Companies 286 4.7 242 4.2 Other 5 0.1 4 0.1 Total Invested Assets at Market 6,088 $ 100.0 % 5,789 $ 100.0 %

43 Capital

44 Unitrin Capital Structure ($ Millions) 12/31/07 12/31/08 12/31/09 Debt: Short-term - $ - $ - $ Long-term 560.1 560.8 561.4 Total 560.1 560.8 561.4 Shareholders' Equity 2,291.0 1,648.6 1,917.6 Total Capital 2,851.1 $ 2,209.4 $ 2,479.0 $ Basic Debt to Capital Ratio 19.6% 25.4% 22.6%

45 Unitrin Debt Structure Debt Structure – $200 million 4.875% Senior Notes due November 1, 2010 – $360 million 6.0% Senior Notes due May 15, 2017 Three-year $245 million undrawn revolving credit agreement established in 2009

46 Capital Strategies AM Best Group Ratings “A-” Senior Debt Ratings: - S&P “BBB-” - Moody’s “Baa3” Parent company cash and short term investments totaled $88 million at 12/31/09 Can pay off $200 million Senior Notes due 11/10 in cash Life & Health Insurance Group generates strong, stable cash flow Expect to recover $230 million investment in Fireside Bank over next several years

47 (Dollars in Millions) 12/31/2009 12/31/2008 Assets: Investments: Fixed Maturities at Fair Value $ 4,561.4 $ 4,135.9 Equity Investments 195.4 221.8 Intermec 98.4 102.2 Short Term and Other Investments 1,168.6 1,263.5 Total Investments 6,023.8 5,723.4 Automobile Loan Receivables 660.8 1,078.6 Deferred Policy Acquisition Costs 521.1 489.2 Goodwill 331.8 334.6 Other Assets 1,036.0 1,193.0 Total Assets $ 8,573.5 $ 8,818.8 Liabilities and Shareholders' Equity: Insurance Reserves 4,239.3 4,241.3 Certificates of Deposit 682.4 1,110.8 Debt 561.4 560.8 Other Liabilities 1,172.8 1,257.3 Total Liabilities 6,655.9 7,170.2 Shareholders' Equity 1,917.6 1,648.6 Total Liabilities and Shareholders' Equity $ 8,573.5 $ 8,818.8 Consolidated Balance Sheet

48 Donald G. Southwell: Chairman, President & Chief Executive Officer Closing Remarks

49 Investor Considerations Enterprise Risk Profile Well-executed Fireside Bank run-off strategy Reduced exposure to large catastrophes Low risk, simple life insurance products Significantly reduced equity investment risk Little exposure to commercial or residential mortgages No significant bottom line exposure to National Healthcare

50 Investor Considerations Trading significantly below book value Strong balance sheet and internally generated cash flow Historical actions demonstrate strong shareholder focus (e.g. Curtiss Wright spin-off) History of successful acquisitions

51 Investor Considerations Personal lines insurance industry fundamentals are favorable in 2010 Well-positioned for changing consumer purchasing preferences Stable, high-profit Life insurance operations Third consecutive quarter of strong operating and bottom line results

52 2010 Operating Expectations Continue successful run-off of Fireside Bank Profitable Unitrin Direct results Improved operating margins in Property & Casualty Businesses Reduced leverage

54 Non-GAAP Financial Measures Non-GAAP Financial Measures Unitrin uses the following non-GAAP financial measures to analyze the company’s operating performance. Because Unitrin’s calculation of this measures may differ from similar measures used by other companies, investors should be careful when comparing Unitrin’s non-GAAP financial measures to those of other companies. 1. Net Income by Segment excludes certain income and loss amounts that Unitrin does not allocate to its operating segments. Unitrin does not allocate certain dividend income, Net Realized Investment Gains (Losses), Net Impairment Losses Recognized in Earnings and certain Corporate Expenses that cannot be allocated to Discontinued Operations. 2. Total Invested Assets at Market includes Intermec marked at market value. Intermec is accounted for as an Investee; accordingly, Unitrin carries Intermec at Cost plus Cumulative Undistributed Comprehensive Earnings on its balance Sheet.

55 Year Ended (Dollars in Millions) 12/31/09 12/31/08 Net Income by Segments per Slide 9 188.7 $ 21.0 $ Net Income (Loss) From: Unallocated Dividend Income 1.1 9.5 Net Realized Gains on Sales of Investments 16.0 38.0 Net Impairment Losses Recognized in Earnings (32.8) (99.0) Other Expense, Net (9.8) (13.3) Income (Loss) from Continuing Operations before 163.2 (43.8) Equity in Net (Loss) Income of Investee Equity in Net Income (Loss) of investee (1.0) 5.8 Income (Loss) from Continuing Operations per GAAP Income Statement 162.2 $ (38.0) $ Non-GAAP Financial Measures

56 Year Ended (Dollars in Millions) 12/31/09 12/31/08 Total Invested Assets at Market per Slide 42 6,088 $ 5,789 $ Less: Intermec Market Value (163) (168) Plus: Interemec Book Value 99 102 Total Investments per GAAP Balance Sheet 6,024 $ 5,723 $ Non-GAAP Financial Measures