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First Quarter 2009 Results
      April 30, 2009
Explanatory Note
This presentation contains, and management may make, certain “forward-looking statements” within the meaning of the Private Securities Litigation Reform Act of 1995. All
statements, other than statements of historical facts, may be forward-looking statements. Specifically, earnings guidance, statements about our share repurchase plans,
statements about the potential impact of the recent disruption in the investment markets and other economic conditions on our investment portfolio and underwriting results are
forward looking, and we may make forward-looking statements about: our results of operations (including, among others, premium volume, net and operating income, investment
income, return on equity, expected current returns and combined ratio) and financial condition (including, among others, invested assets and liquidity); the sufficiency of our
asbestos and other reserves (including, among others, asbestos claim payment patterns); the cost and availability of reinsurance coverage; catastrophe losses; investment
performance; investment, economic and underwriting market conditions; and strategic initiatives. Such statements are subject to risks and uncertainties, many of which are
difficult to predict and generally beyond our control, that could cause actual results to differ materially from those expressed in, or implied or projected by, the forward-looking
information and statements.

Some of the factors that could cause actual results to differ include, but are not limited to, the following: catastrophe losses could materially and adversely affect our business;
financial disruption or a prolonged economic downturn may materially and adversely affect our business; our investment portfolio may suffer reduced returns or material losses;
we may not be able to collect all amounts due to us from reinsurers, and reinsurance coverage may not be available to us in the future at commercially reasonable rates or at all;
we are exposed to credit risk in certain of our business operations; if actual claims exceed our loss reserves, or if changes in the estimated level of loss reserves are necessary,
our financial results could be materially and adversely affected; our business could be harmed because of our potential exposure to asbestos and environmental claims and
related litigation; we are exposed to, and may face adverse developments involving, mass tort claims such as those relating to exposure to potentially harmful products or
substances; the effects of emerging claim and coverage issues on our business are uncertain; the intense competition that we face could harm our ability to maintain or increase
our business volumes and our profitability; the insurance industry and we are the subject of a number of investigations by state and federal authorities in the United States, and
we cannot predict the outcome of these investigations or the impact on our business practices or financial results; our businesses are heavily regulated, and changes in
regulation may reduce our profitability and limit our growth; a downgrade in our claims-paying and financial strength ratings could adversely impact our business volumes,
adversely impact our ability to access the capital markets and increase our borrowing costs; the inability of our insurance subsidiaries to pay dividends to our holding company in
sufficient amounts would harm our ability to meet our obligations and to pay future shareholder dividends; disruptions to our relationships with our independent agents and
brokers could adversely affect us; loss of or significant restriction on the use of credit scoring in the pricing and underwriting of Personal Insurance products could reduce our
future profitability; we are subject to a number of risks associated with our business outside the United States; we could be adversely affected if our controls to ensure
compliance with guidelines, policies and legal and regulatory standards are not effective; our business success and profitability depend, in part, on effective information
technology systems and on continuing to develop and implement improvements in technology; some strategic initiatives are long-term in nature and may negatively impact our
expense ratios as we invest and may not be successful; if we experience difficulties with technology, data security and/or outsourcing relationships, our ability to conduct our
business could be negatively impacted; and acquisitions and integration of acquired businesses may result in operating difficulties and other unintended consequences.

For a more detailed discussion of these factors, see the information under the caption "Risk Factors" in our most recent annual report on Form 10-K filed with the Securities and
Exchange Commission and “Management’s Discussion and Analysis of Financial Condition and Results of Operations” in our most recent annual report on Form 10-K and our
quarterly report on 10-Q for the first quarter ended March 31, 2009 filed with the Securities and Exchange Commission.

Our forward-looking statements speak only as of the date of this presentation or as of the date they are made, and we undertake no obligation to update forward-looking
statements.
In this presentation, we may refer to some non-GAAP financial measures, including, among others, operating income, operating income per diluted share, operating income
excluding catastrophes, operating return on equity, underwriting gain (loss), GAAP combined ratio excluding catastrophes and prior year development and adjusted and tangible
book value per common share. For a reconciliation of these measures to the most comparable GAAP measures and a glossary of financial measures, we refer you to the press
release and financial supplement that we have made available in connection with this presentation which is available on the Travelers website under the investor section
(www.travelers.com).
                                                                                                                                                                                  1
Long-term Financial Strategy


                                                  Balanced
                            Generation of
                                                approach to
   Meaningful and         top tier earnings
                                                 rightsizing
    sustainable              and capital
    competitive            substantially in     capital and
    advantages            excess of growth     growing book
                                needs         value per share
                                                  over time




               Create Shareholder Value
               Create Shareholder Value
             Objective: Mid-Teens ROE Over Time
             Objective: Mid-Teens ROE Over Time



                                                                2
First Quarter 2009 Highlights
 Operating income of $799 million, or $1.34 per diluted share
  • Consolidated GAAP combined ratio of 90.6%; solid underwriting results across all segments
  • Net favorable prior year reserve development of $168 million after-tax ($258 million pre-tax)
  • Catastrophes of $54 million after-tax ($83 million pre-tax)
  • Positive impact on net and operating income of $40 million after-tax ($61 million pre-tax) due to a
    reduction in the estimate of Texas Windstorm Insurance Association assessments relating to
    Hurricane Ike
  • Resolution of various prior year federal tax matters resulted in a $69 million after-tax benefit
 Return on equity and operating return on equity of 10.2% and 12.4%, respectively
 Net written premiums of $5.203 billion, increased from $5.188 billion in the prior year
 quarter
 Book value per share of $45.12 and adjusted book value (which excludes FAS 115) per
 share of $44.19
  • Increased 5% and 2%, respectively, from December 31, 2008
  • Increased 4% from March 31, 2008, after repurchasing 24.2 million common shares for a total cost
    of $1.122 billion and paying common stock dividends of $711 million during the preceding twelve
    months
 All financial strength indicators at or better than target levels
  • Debt to capital ratio of 18.9%
  • Holding company liquidity of $2.551 billion
                                                                                                          3
Very Strong Financial Position
    ($ and shares in millions, except per share amounts)

                                                                        Capital
                                                                          At or above target levels for all rating agencies
                                    Mar. 31,            Dec. 31,
                                                                          Continued to generate excess capital
                                     2009                2008
    Debt                        $       6,039       $       6,181
    Preferred equity                           87                  89   Leverage
                         1
    Common equity                       25,867              25,374
                     1
                                                                          Debt to capital ratio of 18.9% better than 20.0% target
     Total capital              $       31,993      $       31,644
     Debt to capital                     18.9%               19.5%        March 3, 2009: zero coupon convertible notes with a
    Common shares
                                                                          remaining par value of $141 million matured and were
                                         585.3               585.1
    outstanding                                                           fully paid
    Book value per common
    share
                                $        45.12      $        43.12        Low level of maturing debt
    Adjusted book value per
                                $        44.19      $        43.37
                                                                           •   2009   $   2 million
    common share 1

    Tangible book value per
                                                                           •   2010   $273 million Can self-fund all maturing debt
                                $        37.45      $        36.58
    common share 1
                                                                           •   2011   $ 11 million
    Statutory surplus           $       21,561      $       21,491
                                                                        Liquidity
    Holding company liquidity   $        2,551      $        2,146
                                                                          Holding company liquidity was $1.5 billion more than
                                                                          the company’s target level
                                                                          Not reliant on commercial paper market
1   Excludes FAS 115

                                                                        Very high credit quality investment portfolio
                                                                                                                                    4
Areas of Market Disruption                                        Travelers Status
Subprime / Alt-A mortgage-backed                     Holdings of $205 million - negligible exposure
securities

Collateralized debt / loan obligations               None

Monoline insurer guarantee of municipal              Municipal bond portfolio AA+ with or without
bonds                                                   guarantee (based on underlying ratings)

Structured investment vehicles                       None

Asset-backed commercial paper                        None

Auction-rate securities                              None
Loss of access to commercial paper                   Not reliant on; only approximately $100 million
market                                                   outstanding

Credit default swaps                                 Not a party to any

Securities lending                                   Only $34 million of loans outstanding; company
                                                        believes it has no exposure to loss
Madoff                                               No direct investment
Global financial institution preferreds /            Impairments of $55 million in current quarter;
hybrids                                                 remaining holdings of $56 million
                                                                                                       5
                                       Note: At March 31, 2009
Moody’s “Bottom Rung” Analysis
($ in millions)

   In the first quarter 2009 publication titled “Bottom Rung” , Moody’s provided a list
   of 283 speculative-grade, non-financial U.S. issuers with high default risk and
   weak liquidity
   Of the 283 issuers listed in this publication, Travelers has investment in only 14
                          At March 31, 2009
                                                            Travelers
                          Industry                Book Value        Market Value
                          Media               $       0.5       $        0.5
                          Forest Products             2.1                2.1
                          Chemicals                   1.7                1.7
                          Chemicals                   1.2                0.6
                          Gaming                      0.9                0.9
                          Aerospace                   0.3                0.3
                          Homebuilding                1.9                2.0
                          Media                       1.8                1.8
                          Media                       0.1                0.1
                          Automotive Parts            2.0                2.0
                          Gaming                      6.4                6.4
                          Media                       0.4                0.4
                          Gaming                      3.0                3.6
                          Automotive Parts            3.6                0.8
                                              $      25.9       $       23.2


   Negligible exposure in the company’s surety business
                                                                                          6
Unrealized Gross Investment Losses Less Than 80% of
Amortized Cost
($ in millions)




                                                                  Greater than         Greater than
                                                                   3 months             6 months
                                              Less than            Less than            Less than            Greater than
     At March 31, 2009                        3 months             6 months             12 months             12 months                 Total
     Fixed maturities
       Mortgage-backed securities            $          56         $         116         $             28      $         -          $          200
       Other                                           169                   189                       67                -                     425
        Total fixed maturities                         225                   305                       95                -                     625

     Equity securities                                  18                    30                   -                     -                      48
       Total                                 $         243         $         335         $             95      $         -          $          673
      % of total invested assets                        -%                    1%                       -%                    -%                 1%


     At December 31, 2008
     Fixed maturities                        $         551         $         109         $             13     $          -          $          673
     Equity securities                                  41                    30                   -                     -                      71
        Total                                $         592         $         139         $          13         $         -          $          744
       % of total invested assets                       1%                    -%                    -%                   -%                     1%



                     Note: The table summarizes for all fixed maturities and equity securities available for sale and for equity securities reported
                     at fair value for which fair value is less than 80% of amortized cost at March 31, 2009 and at December 31, 2008, the gross
                     unrealized investment loss by length of time those securities have continuously been in an unrealized loss position of greater    7
                     than 20% of amortized cost.
Consolidated Performance
($ in millions, except per share amounts, after-tax)

                                                                                                         First Quarter
                                                                                     2009                        2008                   Change
        Operating income                                                        $         799              $       1,008                    (21) %
                                     1
            per diluted share                                                   $         1.34             $        1.60                    (16) %
        Included the following items:
            Net favorable prior year reserve development                         $         168             $           261
            Catastrophes, net of reinsurance                                                (54)                        (62)
            Resolution of prior year tax matters                                             69                            -

                 Total Items                                                    $         183              $          199


        Loss and loss adjustment ratio                                                    59.7 %                     55.7 %
        Underwriting expense ratio                                                        30.9                       31.9
                                              2
        GAAP combined ratio                                                               90.6      %                87.6       %          (3.0) pts
            Net favorable prior year reserve development                                    4.9                         7.5
            Catastrophes, net of reinsurance                                               (1.6)                       (1.8)

              Adjusted GAAP combined ratio                                                93.9      %                93.3       %          (0.6) pts

                      1 In accordance with the provisions of FSP EITF 03-06-1, Determining Whether Instruments Granted in Share-Based Payment Transactions
                          are Participating Securities, which was effective January 1, 2009, all prior-period diluted EPS data has been restated to reflect the
                          retrospective application of this guidance. First quarter 2008 operating income per diluted share was previously reported as $1.61.
                      2 A benefit to the reported GAAP combined ratio is indicated as a positive item and a charge is indicated as a negative item.               8
Net Investment Income
  ($ in millions, after-tax)
                                          Total                                                                 Long-term fixed income portfolio continued to
                   $650                                                                                         produce steady returns
                               $624
                                                       $587
                                                                                          $474
                                                                                                                Short-term portion of fixed income portfolio
                                                                          $438
                                                                                                                impacted by very low interest rates
                                                                                                                Non-fixed income portfolio, representing $4.0
                                                                                                                billion or 6% of total investment portfolio and
                                                                                                                comprised substantially of private equity
After-tax yield
                   1Q 08       2Q 08                   3Q 08              4Q 08           1Q 09                 funds, real estate partnerships and hedge
                    3.5%           3.4%                 3.2%               2.4%           2.6%                  funds, recorded a loss reflective of difficult
                                                                                                                investment market conditions
                                    Fixed Income1
                    $631    $610              $615
                     $34                       $23
                                                                 $608
                                                                  $15
                                                                                  $590                                  Non-Fixed Income1
                               $21                                                 $6



                                                   `
                    $597       $589           $592               $593             $584



                                                                                                           $27          $22

                    1Q 08      2Q 08          3Q 08               4Q 08           1Q 09
                                                                                                                                 ($22)
                                       Long-term          Short-term                                                                                 ($113)
 After-tax yield                                                                                                                           ($164)
 Total               3.6%      3.5%            3.5%                3.5%            3.4%                   1Q 08         2Q 08     3Q 08     4Q 08     1Q 09


 Short-term          2.6%      1.7%           1.7%                 1.1%            0.4%       After-tax yield
 Long-term           3.7%      3.6%            3.7%                3.7%            3.7%       Total        2.4%         2.0%     (1.9%)    (14.9%)   (11.1%)

                               1   Excludes investment expenses                                                                                                   9
Components of Operating Return on Equity


    9.6%             17.9%                  17.7%           12.4%             12.4%         Investment income from the fixed
                                                                                            income portfolio, net of interest
                   11.1%
 10.6%
                                       11.0%                                                expense on holding company debt,
                    1.4%
                                           1.6%
 1.4%
                                                           8.1%
                                                                                            produced an operating return on
                                                                             6.5%
                                                                                            equity of 8.2%, down slightly due to
                           6.8%                   6.7%                                      lower short-term interest rates
                                                                                     5.9%


 9.2%               9.7%                   9.4%            8.7% 4.3%         8.2%           Underwriting income produced an
                                                                                            operating return on equity of 5.9%,
                                                                                            including catastrophe losses and
                                                                                            net favorable prior year reserve
                                                                                            development
        (1.0%)                                            (0.6%)
                                                                            (1.7%)


  2005               2006                   2007            2008
                                                                                            From January 1, 2005 through
                                                                            1Q 2009
                                                                                            March 31, 2009, average annual
                                                                                            operating return on equity of
     Fixed investment portfolio investment income less holding company interest expense
                                                                                            approximately 14.4%
    Non-fixed investment portfolio investment income / (loss)
    Underwriting gain / (loss) and other

                                                                                                                              10
Business Insurance - Performance
($ in millions)

                                                                                                          First Quarter

                                                                                          2009                   2008              Change
                  Operating income                                                    $        547           $        683              (20) %


                  Loss and loss adjustment ratio                                              57.8 %                 54.2 %
                  Underw riting expense ratio                                                 31.2                   32.4
                                                     1
                  GAAP combined ratio                                                         89.0 %                 86.6 %           (2.4) pts
                    Net favorable prior year reserve development                               6.6                   11.2
                    Catastrophes, net of reinsurance                                          (0.4)                  (2.1)

                       Adjusted GAAP combined ratio                                           95.2 %                 95.7 %            0.5 pts


                  Net Written Premiums
                    Select Accounts                                                   $        731           $        708
                    Commercial Accounts                                                        710                    673
                    National Accounts                                                          259                    246
                    Industry-Focused Underw riting                                             617                    613
                    Target Risk Underw riting                                                  422                    423
                    Specialized Distribution                                                   222                    244

                    Business Insurance Core                                                  2,961                 2,907                  2 %

                    Business Insurance Other                                                      2                      4

                       Total Business Insurance                                       $      2,963           $     2,911                  2 %


                      1   A benefit to the reported GAAP combined ratio is indicated as a positive item and a charge is indicated as a negative item.   11
Business Insurance - Illustrative Business Statistics

                                        Retention
                                                           2008                              2009                            Retention
                                                                                                                             Retention
                                        1Q           2Q           3Q           4Q              1Q                           remains at
                                                                                                                            remains at
   Select Accounts                    81%           80%           82%         82%             82%                        historically high
                                                                                                                         historically high
   Commercial Accounts                86%           85%           87%         88%             88%                              levels
                                                                                                                              levels
   Other Business Insurance 1         82%           82%           82%         81%             83%




                          Renewal Price Change 2
                                                                                                                           Renewal price
                                                                                                                           Renewal price
                                                           2008                               2009
                                                                                                                              changes
                                                                                                                             changes
                                        1Q           2Q           3Q            4Q             1Q
   Select Accounts                      1%           1%           -%           (1%)            -%
                                                                                                                           improved from
                                                                                                                          improved from
                                                                                                                          recent quarters
                                                                                                                          recent quarters
   Commercial Accounts                 (4%)         (4%)          (4%)         (3%)           (3%)
   Other Business Insurance 1          (5%)         (6%)          (5%)         (5%)           (1%)




                 1   Includes all other groups within Business Insurance Core operations excluding National Accounts.
                 2   Each percentage represents the estimated change in average premium on policies that renew, including rate and exposure
                      changes, versus the average premium on those same policies for their prior term.
                                                                                                                                              12
                 Note: Statistics are subject to change based on a number of factors, including changes in actuarial estimates.
Renewal Price Change: Rate Versus Exposure/Other
               Select Accounts                                                             Commercial Accounts



0%                                                                     0%




     1Q 2008                                           1Q 2009               1Q 2008                                                       1Q 2009


                        Rate2 %                     Exposure/Other %                            RPC3 %

           Other Business Insurance1
                                                                                              Improving rate trend
                                                                                             Improving rate trend
                                                                                              continued, although
                                                                                              continued, although
                                                                                           coverage demands from
                                                                                           coverage demands from
0%                                                                                           existing policyholders
                                                                                            existing policyholders
                                                                                            declined due to general
                                                                                           declined due to general
                                                                                             economic conditions
                                                                                             economic conditions
     1Q 2008                                            1Q 2009
                1 Includes all other groups within Business Insurance Core operations excluding National Accounts.
                2 Each percentage represents the estimated change in average premium on policies that renew, excluding exposure changes,
                  versus the average premium on those same policies for their prior term.
                3 Each percentage represents the estimated change in average premium on policies that renew, including rate and exposure

                   changes, versus the average premium on those same policies for their prior term.                                                  13
                Note: Statistics are subject to change based on a number of factors, including changes in actuarial estimates.
Business Insurance - Illustrative Business Statistics
($ in millions)



                                                                   New Business

                                                                                               2008                                        2009
                                                                       1Q               2Q               3Q              4Q                 1Q
              Select Accounts                                       $ 125           $ 131            $ 141            $ 139                $ 150
              Commercial Accounts                                        141              116              116             119               139
              Other Business Insurance 1                                 303              291              283             239               284
                  Total                                             $ 569           $ 538            $ 540            $ 497                $ 573

              Change from prior year period                          (7%)             (8%)             (6%)             (2%)                1%




                                          Disciplined performance, but finding
                                          Disciplined performance, but finding
                                             opportunities in a competitive
                                             opportunities in a competitive
                                                       marketplace
                                                      marketplace

                          1   Includes all other groups within Business Insurance Core operations excluding National Accounts.
                                                                                                                                                   14
                          Note: Statistics are subject to change based on a number of factors, including changes in actuarial estimates.
Business Insurance - Illustrative Business Statistics


                New Business Premium as a Percentage of Expiring Premium
30%
                           Quarterly                                                                      1Q 2009 by Month

25%




20%




15%




      1Q 2008   2Q 2008          3Q 2008          4Q 2008         1Q 2009               Jan. 2009                   Feb. 2009                   Mar. 2009
10%

                   Commercial Accounts                                    Other Business Insurance1


                   1   Includes all other groups within Business Insurance Core operations excluding Select, Commercial, & National Accounts.
                                                                                                                                                            15
                   Note: Statistics are subject to change based on a number of factors, including changes in actuarial estimates.
Financial, Professional & International Insurance (FP&II)
Performance
($ in millions)
                                                                                                       First Quarter
                                                                                  2009                         2008                    Change
      Operating income                                                        $          148               $          208                   (29) %


      Loss and loss adjustment ratio                                                    54.7 %                       45.7 %
      Underw riting expense ratio                                                       35.5                         35.7
                                               1
      GAAP combined ratio                                                               90.2 %                       81.4 %                (8.8) pts
          Net favorable prior year reserve development                                    1.4                          7.4
          Catastrophes, net of reinsurance                                                  -                            -

             Adjusted GAAP combined ratio                                               91.6 %                       88.8 %                (2.8) pts


      Net Written Premiums                                                                                                               (6)% adjusted for the
                                                                                                                                         impact of changes in
          Bond & Financial Products                                           $          350               $          378                foreign exchange rates
          International                                                                  213                          266

             Total FP&II                                                      $          563               $          644                   (13) %


                     1   A benefit to the reported GAAP combined ratio is indicated as a positive item and a charge is indicated as a negative item.          16
Financial, Professional & International Insurance
Illustrative Business Statistics
($ in millions)


                                                                                              2008                                        2009
                                                                1Q                   2Q                   3Q                    4Q        1Q
            Management Liability
                  Retention                                    84%                  84%                  84%                  85%         85%

                  Renewal price change 1                        -%                  (2%)                 (1%)                   1%        2%
                  New business                                  $46                 $51                   $49                  $59        $43

            Surety
                  Gross written premium                        $284                $298                  $316                 $234        $234

            International
                  Retention                                    82%                  80%                  78%                  78%         78%

                  Renewal price change 1                       (6%)                 (1%)                  -%                    5%         -%
                  New business                                  $73                $123                   $69                  $83        $68

                         1 Each   percentage represents the estimated change in average premium on policies that renew, including rate
                         and exposure changes, versus the average premium on those same policies for their prior term.
                                                                                                                                                 17
                         Note: Statistics are subject to change based on a number of factors, including changes in actuarial estimates.
Personal Insurance - Performance
($ in millions)


                                                                                                           First Quarter
                                                                                    2009                            2008                      Change
      Operating income                                                          $          154                  $          181                       (15) %


      Loss and loss adjustment ratio                                                       64.9      %                    62.9       %
      Underw riting expense ratio                                                          28.4                           29.3
                                              1
      GAAP combined ratio                                                                  93.3      %                    92.2       %               (1.1) pts
          Net favorable prior year reserve development                                      3.7                             1.5
          Catastrophes, net of reinsurance                                                 (4.1)                           (2.2)

             Adjusted GAAP combined ratio                                                  92.9      %                    91.5       %               (1.4) pts


      Net Written Premiums
          Automobile                                                            $          925                  $          922
          Homeow ners and Other                                                            752                             711

             Total Personal Insurance                                           $        1,677                  $       1,633                          3 %


                   1   A benefit to the reported GAAP combined ratio is indicated as a positive item and a charge is indicated as a negative item.               18
Personal Insurance - Automobile


                                                     First Quarter
                                                  2009          2008
         Reported GAAP combined ratio            102%           99%

         Included the following items:
          Net unfavorable prior year reserve
                                                   2%             -
          development - New Jersey PIP
          Direct to consumer initiative impact     2%             -



   The full year 2009 guidance assumes:
     • Personal Insurance Automobile combined ratio in the high 90’s, excluding
       the direct to consumer initiative impact
     • A 2 1/2 point increase in the Automobile combined ratio for the direct to
       consumer initiative impact


                                                                                   19
Personal Insurance – Illustrative Business Statistics
($ in millions)


                                                                                             2008                                               2009
                                                                1Q                  2Q                   3Q                  4Q                  1Q
             Automobile
                  Retention 1,2                                83%                 83%                  83%                 82%                  82%

                  Renewal price change 2,3                      2%                  2%                   3%                  4%                   5%
                  PIF growth over prior
                                                                2%                  3%                   3%                  2%                   1%
                    year quarter
                  New business                                 $184                $192                $195                 $179                $174


             Homeowners and Other
                  Retention 1                                  86%                 86%                  86%                 86%                  86%

                  Renewal price change 3                        6%                  6%                   6%                  6%                   6%
                  PIF growth over prior                         3%                  3%                   3%                  3%                   3%
                    year quarter
                  New business                                  $96                $125                $129                 $108                $101


                         1 The  ratio of expected number of renewal policies that will be retained throughout the annual policy period to the number of available
                           renewal base policies.
                         2 Statistics for standard voluntary auto, excluding Massachusetts.
                         3 Each percentage represents the estimated change in average premium on policies that renew, including rate and exposure changes,

                           versus the average premium on those same policies for their prior term.
                                                                                                                                                                    20
                         Note: Statistics are subject to change based on a number of factors, including changes in actuarial estimates.
2009 Annual Guidance
  Travelers continues to expect that its full year 2009 operating income per diluted
  share will be in the range of $4.50 to $4.90, unchanged from the previously
  announced guidance range
  This guidance includes the reported results for the first three months of 2009 and
  estimates for the remainder of 2009 based on a number of assumptions,
  including:
Assumptions
  Catastrophe losses of $552 million pre-tax and $360 million after-tax, or $0.62 per
  diluted share for the full year
  No additional prior year reserve development, favorable or unfavorable
  No significant changes in private equity and hedge fund valuations due to an
  assumption of unchanged market conditions. Lower real estate partnership
  valuations due to a continuing downward trend in commercial real estate values
  No significant change in average invested assets (ex. FAS 115) after taking into
  account dividends and approximately $750 million of share repurchases for the
  full year
  Weighted average diluted share count of approximately 585 million
                                                                                        21
Appendix




           22
Negligible Exposure to Commercial Mortgage-Backed
Securities
($ in millions)



     Commercial mortgage-backed securities within fixed maturities portfolio:


                                                     March 31,
                                                       2009                           Non-Agency CMBS Portfolio
                                                                                              Market Value by Vintage
  Non-Agency U.S.                                    $    464
     - Percent of total fixed maturities portfolio        0.7%   $160

     - Average credit rating                              AAA
     - Vintage: 93% from 2004 & prior                            120



  Non-Agency Canada                                         18    80
                                                                                                            `




                                                                  40
  Agency                                                   249

                                                                   0
     Total CMBS                                      $    731           1998   1999    2000   2001   2002   2003   2004   2005   2006   2007   2008




                                93% of non-agency CMBS vintages 2004 & prior
                                93% of non-agency CMBS vintages 2004 & prior

                                                                                                                                                 23
Private Equities & Hedge Fund Portfolios Highly Diversified
  At March 31, 2009

         Private Equities: $1.409 Billion                             Hedge Funds: $466 Million
                                                                        Average NAV: $17 million
                      Fund of                                     Commodity
                       Funds                                       Trading                     Equity Arbitrage
                        <1%                                                                    (inc. Multi-Strategy)
                                                                   Advisors
                                            Buyout                   6%                               28%
                                             54%
                                                     Global Macro /
    Venture                                          Discretionary
     16%                                                  7%




                                                     Distressed
Mezzanine                                            Securities
   6%                                                   14%




Distressed /
Turnaround                                                Long-Only
    13%                                                     Equity                                          Fund of
                                                         Partnerships                                        Funds
                                                              9%                                              22%
                      Energy                                                      Equity
                       11%                                                      Long / Short
                                                                                   14%

                                  Well diversified portfolios
                                  Well diversified portfolios
                                                                                                                   24
Real Estate Owned Portfolio
($ in millions)

      The real estate investment portfolio consists of 4 categories:

                             Mar. 31, 2009   Most Recent
                                 Book         Appraised      Applicable
                                Value           Value        Accounting                       Comments
         Real estate         $        884    $     1,150   Historic cost less   - Mark-to-market at time of merger (4/04)
                                                              depreciation      - Annual independent appraisals
         wholly owned
                                                                                - Since the merger we have completed
                                                                                  only 11 acquisitions for $195 million



         Joint ventures               198           505     Equity method       - Equity method accounting generally
                                                             accounting           results in book value equaling
                                                                                  historical cost less depreciation
                                                                                - Annual independent appraisals



         Real estate funds            369             NA    Equity method       - Equity method accounting follows
                                                             accounting           the fund's accounting which may result
                                                                                  in book value equaling original cost
                                                                                  less depreciation or fair market value
                                                                                - 51 different funds
                                                                                - 28% of book value outside of the U.S.


         Mortgage loans                42             NA    Amortized cost



           Total             $      1,493


                                                                                                                            25
Real Estate Owned Portfolio
  At March 31, 2009


              Book Value by Property Type                                       Book Value by Location

                          Mortgages /
          Apartments      Mezz. Debt
                              8%        Central Business                  Non-U.S.                     Minneapolis / St. Paul / Chicago
             4%                          District Office                                                             24%
                                                                            7%
                                              19%
Condo / Land                                               NYC / Boston /
    2%                                                       Wash. DC
                                                               16%
 Hotel
  5%
                                                                                                                                      Houston /
                                                                                                                                       Dallas
 Retail                                                                                                                                 5%
  9%
                                                                                                                                        Tampa /
                                                                                                                                       S. Florida
                                                                                                                                           5%
                                                           Phoenix
                                                             8%
                                                                                                                                     Atlanta /
                                                                                                                                     Memphis
                                                                                                                                        8%
                                         Suburban Office                Denver
             Industrial                       25%                                                                     Southern
                                                                         8%
                28%                                                                      San Francisco /              California
                                                                                            Portland                    10%
                                                                                               9%
                                                              Note: Mortgages are characterized according to the location of their underlying
                                                                    collateral.
                                                                                                                                                26
Disclosure



  •   For further information, please see Travelers reports filed with the SEC pursuant
      to the Securities Exchange Act of 1934 which are available at the SEC’s website
      (www.sec.gov)


  •   Copies of this presentation and related financial supplement are publicly
      available on the Travelers website (www.travelers.com)


  •   From time to time, Travelers may use its Web site as a channel of distribution of
      material company information. Financial and other material information
      regarding the company is routinely posted on and accessible at
      http://investor.travelers.com. In addition, you may automatically receive email
      alerts and other information about Travelers by enrolling your email by visiting
      the “Email Alert Service” section at http://investor.travelers.com.




                                                                                          27
End Slide




            28

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First Quarter 2009 Results Highlights

  • 1. First Quarter 2009 Results April 30, 2009
  • 2. Explanatory Note This presentation contains, and management may make, certain “forward-looking statements” within the meaning of the Private Securities Litigation Reform Act of 1995. All statements, other than statements of historical facts, may be forward-looking statements. Specifically, earnings guidance, statements about our share repurchase plans, statements about the potential impact of the recent disruption in the investment markets and other economic conditions on our investment portfolio and underwriting results are forward looking, and we may make forward-looking statements about: our results of operations (including, among others, premium volume, net and operating income, investment income, return on equity, expected current returns and combined ratio) and financial condition (including, among others, invested assets and liquidity); the sufficiency of our asbestos and other reserves (including, among others, asbestos claim payment patterns); the cost and availability of reinsurance coverage; catastrophe losses; investment performance; investment, economic and underwriting market conditions; and strategic initiatives. Such statements are subject to risks and uncertainties, many of which are difficult to predict and generally beyond our control, that could cause actual results to differ materially from those expressed in, or implied or projected by, the forward-looking information and statements. Some of the factors that could cause actual results to differ include, but are not limited to, the following: catastrophe losses could materially and adversely affect our business; financial disruption or a prolonged economic downturn may materially and adversely affect our business; our investment portfolio may suffer reduced returns or material losses; we may not be able to collect all amounts due to us from reinsurers, and reinsurance coverage may not be available to us in the future at commercially reasonable rates or at all; we are exposed to credit risk in certain of our business operations; if actual claims exceed our loss reserves, or if changes in the estimated level of loss reserves are necessary, our financial results could be materially and adversely affected; our business could be harmed because of our potential exposure to asbestos and environmental claims and related litigation; we are exposed to, and may face adverse developments involving, mass tort claims such as those relating to exposure to potentially harmful products or substances; the effects of emerging claim and coverage issues on our business are uncertain; the intense competition that we face could harm our ability to maintain or increase our business volumes and our profitability; the insurance industry and we are the subject of a number of investigations by state and federal authorities in the United States, and we cannot predict the outcome of these investigations or the impact on our business practices or financial results; our businesses are heavily regulated, and changes in regulation may reduce our profitability and limit our growth; a downgrade in our claims-paying and financial strength ratings could adversely impact our business volumes, adversely impact our ability to access the capital markets and increase our borrowing costs; the inability of our insurance subsidiaries to pay dividends to our holding company in sufficient amounts would harm our ability to meet our obligations and to pay future shareholder dividends; disruptions to our relationships with our independent agents and brokers could adversely affect us; loss of or significant restriction on the use of credit scoring in the pricing and underwriting of Personal Insurance products could reduce our future profitability; we are subject to a number of risks associated with our business outside the United States; we could be adversely affected if our controls to ensure compliance with guidelines, policies and legal and regulatory standards are not effective; our business success and profitability depend, in part, on effective information technology systems and on continuing to develop and implement improvements in technology; some strategic initiatives are long-term in nature and may negatively impact our expense ratios as we invest and may not be successful; if we experience difficulties with technology, data security and/or outsourcing relationships, our ability to conduct our business could be negatively impacted; and acquisitions and integration of acquired businesses may result in operating difficulties and other unintended consequences. For a more detailed discussion of these factors, see the information under the caption "Risk Factors" in our most recent annual report on Form 10-K filed with the Securities and Exchange Commission and “Management’s Discussion and Analysis of Financial Condition and Results of Operations” in our most recent annual report on Form 10-K and our quarterly report on 10-Q for the first quarter ended March 31, 2009 filed with the Securities and Exchange Commission. Our forward-looking statements speak only as of the date of this presentation or as of the date they are made, and we undertake no obligation to update forward-looking statements. In this presentation, we may refer to some non-GAAP financial measures, including, among others, operating income, operating income per diluted share, operating income excluding catastrophes, operating return on equity, underwriting gain (loss), GAAP combined ratio excluding catastrophes and prior year development and adjusted and tangible book value per common share. For a reconciliation of these measures to the most comparable GAAP measures and a glossary of financial measures, we refer you to the press release and financial supplement that we have made available in connection with this presentation which is available on the Travelers website under the investor section (www.travelers.com). 1
  • 3. Long-term Financial Strategy Balanced Generation of approach to Meaningful and top tier earnings rightsizing sustainable and capital competitive substantially in capital and advantages excess of growth growing book needs value per share over time Create Shareholder Value Create Shareholder Value Objective: Mid-Teens ROE Over Time Objective: Mid-Teens ROE Over Time 2
  • 4. First Quarter 2009 Highlights Operating income of $799 million, or $1.34 per diluted share • Consolidated GAAP combined ratio of 90.6%; solid underwriting results across all segments • Net favorable prior year reserve development of $168 million after-tax ($258 million pre-tax) • Catastrophes of $54 million after-tax ($83 million pre-tax) • Positive impact on net and operating income of $40 million after-tax ($61 million pre-tax) due to a reduction in the estimate of Texas Windstorm Insurance Association assessments relating to Hurricane Ike • Resolution of various prior year federal tax matters resulted in a $69 million after-tax benefit Return on equity and operating return on equity of 10.2% and 12.4%, respectively Net written premiums of $5.203 billion, increased from $5.188 billion in the prior year quarter Book value per share of $45.12 and adjusted book value (which excludes FAS 115) per share of $44.19 • Increased 5% and 2%, respectively, from December 31, 2008 • Increased 4% from March 31, 2008, after repurchasing 24.2 million common shares for a total cost of $1.122 billion and paying common stock dividends of $711 million during the preceding twelve months All financial strength indicators at or better than target levels • Debt to capital ratio of 18.9% • Holding company liquidity of $2.551 billion 3
  • 5. Very Strong Financial Position ($ and shares in millions, except per share amounts) Capital At or above target levels for all rating agencies Mar. 31, Dec. 31, Continued to generate excess capital 2009 2008 Debt $ 6,039 $ 6,181 Preferred equity 87 89 Leverage 1 Common equity 25,867 25,374 1 Debt to capital ratio of 18.9% better than 20.0% target Total capital $ 31,993 $ 31,644 Debt to capital 18.9% 19.5% March 3, 2009: zero coupon convertible notes with a Common shares remaining par value of $141 million matured and were 585.3 585.1 outstanding fully paid Book value per common share $ 45.12 $ 43.12 Low level of maturing debt Adjusted book value per $ 44.19 $ 43.37 • 2009 $ 2 million common share 1 Tangible book value per • 2010 $273 million Can self-fund all maturing debt $ 37.45 $ 36.58 common share 1 • 2011 $ 11 million Statutory surplus $ 21,561 $ 21,491 Liquidity Holding company liquidity $ 2,551 $ 2,146 Holding company liquidity was $1.5 billion more than the company’s target level Not reliant on commercial paper market 1 Excludes FAS 115 Very high credit quality investment portfolio 4
  • 6. Areas of Market Disruption Travelers Status Subprime / Alt-A mortgage-backed Holdings of $205 million - negligible exposure securities Collateralized debt / loan obligations None Monoline insurer guarantee of municipal Municipal bond portfolio AA+ with or without bonds guarantee (based on underlying ratings) Structured investment vehicles None Asset-backed commercial paper None Auction-rate securities None Loss of access to commercial paper Not reliant on; only approximately $100 million market outstanding Credit default swaps Not a party to any Securities lending Only $34 million of loans outstanding; company believes it has no exposure to loss Madoff No direct investment Global financial institution preferreds / Impairments of $55 million in current quarter; hybrids remaining holdings of $56 million 5 Note: At March 31, 2009
  • 7. Moody’s “Bottom Rung” Analysis ($ in millions) In the first quarter 2009 publication titled “Bottom Rung” , Moody’s provided a list of 283 speculative-grade, non-financial U.S. issuers with high default risk and weak liquidity Of the 283 issuers listed in this publication, Travelers has investment in only 14 At March 31, 2009 Travelers Industry Book Value Market Value Media $ 0.5 $ 0.5 Forest Products 2.1 2.1 Chemicals 1.7 1.7 Chemicals 1.2 0.6 Gaming 0.9 0.9 Aerospace 0.3 0.3 Homebuilding 1.9 2.0 Media 1.8 1.8 Media 0.1 0.1 Automotive Parts 2.0 2.0 Gaming 6.4 6.4 Media 0.4 0.4 Gaming 3.0 3.6 Automotive Parts 3.6 0.8 $ 25.9 $ 23.2 Negligible exposure in the company’s surety business 6
  • 8. Unrealized Gross Investment Losses Less Than 80% of Amortized Cost ($ in millions) Greater than Greater than 3 months 6 months Less than Less than Less than Greater than At March 31, 2009 3 months 6 months 12 months 12 months Total Fixed maturities Mortgage-backed securities $ 56 $ 116 $ 28 $ - $ 200 Other 169 189 67 - 425 Total fixed maturities 225 305 95 - 625 Equity securities 18 30 - - 48 Total $ 243 $ 335 $ 95 $ - $ 673 % of total invested assets -% 1% -% -% 1% At December 31, 2008 Fixed maturities $ 551 $ 109 $ 13 $ - $ 673 Equity securities 41 30 - - 71 Total $ 592 $ 139 $ 13 $ - $ 744 % of total invested assets 1% -% -% -% 1% Note: The table summarizes for all fixed maturities and equity securities available for sale and for equity securities reported at fair value for which fair value is less than 80% of amortized cost at March 31, 2009 and at December 31, 2008, the gross unrealized investment loss by length of time those securities have continuously been in an unrealized loss position of greater 7 than 20% of amortized cost.
  • 9. Consolidated Performance ($ in millions, except per share amounts, after-tax) First Quarter 2009 2008 Change Operating income $ 799 $ 1,008 (21) % 1 per diluted share $ 1.34 $ 1.60 (16) % Included the following items: Net favorable prior year reserve development $ 168 $ 261 Catastrophes, net of reinsurance (54) (62) Resolution of prior year tax matters 69 - Total Items $ 183 $ 199 Loss and loss adjustment ratio 59.7 % 55.7 % Underwriting expense ratio 30.9 31.9 2 GAAP combined ratio 90.6 % 87.6 % (3.0) pts Net favorable prior year reserve development 4.9 7.5 Catastrophes, net of reinsurance (1.6) (1.8) Adjusted GAAP combined ratio 93.9 % 93.3 % (0.6) pts 1 In accordance with the provisions of FSP EITF 03-06-1, Determining Whether Instruments Granted in Share-Based Payment Transactions are Participating Securities, which was effective January 1, 2009, all prior-period diluted EPS data has been restated to reflect the retrospective application of this guidance. First quarter 2008 operating income per diluted share was previously reported as $1.61. 2 A benefit to the reported GAAP combined ratio is indicated as a positive item and a charge is indicated as a negative item. 8
  • 10. Net Investment Income ($ in millions, after-tax) Total Long-term fixed income portfolio continued to $650 produce steady returns $624 $587 $474 Short-term portion of fixed income portfolio $438 impacted by very low interest rates Non-fixed income portfolio, representing $4.0 billion or 6% of total investment portfolio and comprised substantially of private equity After-tax yield 1Q 08 2Q 08 3Q 08 4Q 08 1Q 09 funds, real estate partnerships and hedge 3.5% 3.4% 3.2% 2.4% 2.6% funds, recorded a loss reflective of difficult investment market conditions Fixed Income1 $631 $610 $615 $34 $23 $608 $15 $590 Non-Fixed Income1 $21 $6 ` $597 $589 $592 $593 $584 $27 $22 1Q 08 2Q 08 3Q 08 4Q 08 1Q 09 ($22) Long-term Short-term ($113) After-tax yield ($164) Total 3.6% 3.5% 3.5% 3.5% 3.4% 1Q 08 2Q 08 3Q 08 4Q 08 1Q 09 Short-term 2.6% 1.7% 1.7% 1.1% 0.4% After-tax yield Long-term 3.7% 3.6% 3.7% 3.7% 3.7% Total 2.4% 2.0% (1.9%) (14.9%) (11.1%) 1 Excludes investment expenses 9
  • 11. Components of Operating Return on Equity 9.6% 17.9% 17.7% 12.4% 12.4% Investment income from the fixed income portfolio, net of interest 11.1% 10.6% 11.0% expense on holding company debt, 1.4% 1.6% 1.4% 8.1% produced an operating return on 6.5% equity of 8.2%, down slightly due to 6.8% 6.7% lower short-term interest rates 5.9% 9.2% 9.7% 9.4% 8.7% 4.3% 8.2% Underwriting income produced an operating return on equity of 5.9%, including catastrophe losses and net favorable prior year reserve development (1.0%) (0.6%) (1.7%) 2005 2006 2007 2008 From January 1, 2005 through 1Q 2009 March 31, 2009, average annual operating return on equity of Fixed investment portfolio investment income less holding company interest expense approximately 14.4% Non-fixed investment portfolio investment income / (loss) Underwriting gain / (loss) and other 10
  • 12. Business Insurance - Performance ($ in millions) First Quarter 2009 2008 Change Operating income $ 547 $ 683 (20) % Loss and loss adjustment ratio 57.8 % 54.2 % Underw riting expense ratio 31.2 32.4 1 GAAP combined ratio 89.0 % 86.6 % (2.4) pts Net favorable prior year reserve development 6.6 11.2 Catastrophes, net of reinsurance (0.4) (2.1) Adjusted GAAP combined ratio 95.2 % 95.7 % 0.5 pts Net Written Premiums Select Accounts $ 731 $ 708 Commercial Accounts 710 673 National Accounts 259 246 Industry-Focused Underw riting 617 613 Target Risk Underw riting 422 423 Specialized Distribution 222 244 Business Insurance Core 2,961 2,907 2 % Business Insurance Other 2 4 Total Business Insurance $ 2,963 $ 2,911 2 % 1 A benefit to the reported GAAP combined ratio is indicated as a positive item and a charge is indicated as a negative item. 11
  • 13. Business Insurance - Illustrative Business Statistics Retention 2008 2009 Retention Retention 1Q 2Q 3Q 4Q 1Q remains at remains at Select Accounts 81% 80% 82% 82% 82% historically high historically high Commercial Accounts 86% 85% 87% 88% 88% levels levels Other Business Insurance 1 82% 82% 82% 81% 83% Renewal Price Change 2 Renewal price Renewal price 2008 2009 changes changes 1Q 2Q 3Q 4Q 1Q Select Accounts 1% 1% -% (1%) -% improved from improved from recent quarters recent quarters Commercial Accounts (4%) (4%) (4%) (3%) (3%) Other Business Insurance 1 (5%) (6%) (5%) (5%) (1%) 1 Includes all other groups within Business Insurance Core operations excluding National Accounts. 2 Each percentage represents the estimated change in average premium on policies that renew, including rate and exposure changes, versus the average premium on those same policies for their prior term. 12 Note: Statistics are subject to change based on a number of factors, including changes in actuarial estimates.
  • 14. Renewal Price Change: Rate Versus Exposure/Other Select Accounts Commercial Accounts 0% 0% 1Q 2008 1Q 2009 1Q 2008 1Q 2009 Rate2 % Exposure/Other % RPC3 % Other Business Insurance1 Improving rate trend Improving rate trend continued, although continued, although coverage demands from coverage demands from 0% existing policyholders existing policyholders declined due to general declined due to general economic conditions economic conditions 1Q 2008 1Q 2009 1 Includes all other groups within Business Insurance Core operations excluding National Accounts. 2 Each percentage represents the estimated change in average premium on policies that renew, excluding exposure changes, versus the average premium on those same policies for their prior term. 3 Each percentage represents the estimated change in average premium on policies that renew, including rate and exposure changes, versus the average premium on those same policies for their prior term. 13 Note: Statistics are subject to change based on a number of factors, including changes in actuarial estimates.
  • 15. Business Insurance - Illustrative Business Statistics ($ in millions) New Business 2008 2009 1Q 2Q 3Q 4Q 1Q Select Accounts $ 125 $ 131 $ 141 $ 139 $ 150 Commercial Accounts 141 116 116 119 139 Other Business Insurance 1 303 291 283 239 284 Total $ 569 $ 538 $ 540 $ 497 $ 573 Change from prior year period (7%) (8%) (6%) (2%) 1% Disciplined performance, but finding Disciplined performance, but finding opportunities in a competitive opportunities in a competitive marketplace marketplace 1 Includes all other groups within Business Insurance Core operations excluding National Accounts. 14 Note: Statistics are subject to change based on a number of factors, including changes in actuarial estimates.
  • 16. Business Insurance - Illustrative Business Statistics New Business Premium as a Percentage of Expiring Premium 30% Quarterly 1Q 2009 by Month 25% 20% 15% 1Q 2008 2Q 2008 3Q 2008 4Q 2008 1Q 2009 Jan. 2009 Feb. 2009 Mar. 2009 10% Commercial Accounts Other Business Insurance1 1 Includes all other groups within Business Insurance Core operations excluding Select, Commercial, & National Accounts. 15 Note: Statistics are subject to change based on a number of factors, including changes in actuarial estimates.
  • 17. Financial, Professional & International Insurance (FP&II) Performance ($ in millions) First Quarter 2009 2008 Change Operating income $ 148 $ 208 (29) % Loss and loss adjustment ratio 54.7 % 45.7 % Underw riting expense ratio 35.5 35.7 1 GAAP combined ratio 90.2 % 81.4 % (8.8) pts Net favorable prior year reserve development 1.4 7.4 Catastrophes, net of reinsurance - - Adjusted GAAP combined ratio 91.6 % 88.8 % (2.8) pts Net Written Premiums (6)% adjusted for the impact of changes in Bond & Financial Products $ 350 $ 378 foreign exchange rates International 213 266 Total FP&II $ 563 $ 644 (13) % 1 A benefit to the reported GAAP combined ratio is indicated as a positive item and a charge is indicated as a negative item. 16
  • 18. Financial, Professional & International Insurance Illustrative Business Statistics ($ in millions) 2008 2009 1Q 2Q 3Q 4Q 1Q Management Liability Retention 84% 84% 84% 85% 85% Renewal price change 1 -% (2%) (1%) 1% 2% New business $46 $51 $49 $59 $43 Surety Gross written premium $284 $298 $316 $234 $234 International Retention 82% 80% 78% 78% 78% Renewal price change 1 (6%) (1%) -% 5% -% New business $73 $123 $69 $83 $68 1 Each percentage represents the estimated change in average premium on policies that renew, including rate and exposure changes, versus the average premium on those same policies for their prior term. 17 Note: Statistics are subject to change based on a number of factors, including changes in actuarial estimates.
  • 19. Personal Insurance - Performance ($ in millions) First Quarter 2009 2008 Change Operating income $ 154 $ 181 (15) % Loss and loss adjustment ratio 64.9 % 62.9 % Underw riting expense ratio 28.4 29.3 1 GAAP combined ratio 93.3 % 92.2 % (1.1) pts Net favorable prior year reserve development 3.7 1.5 Catastrophes, net of reinsurance (4.1) (2.2) Adjusted GAAP combined ratio 92.9 % 91.5 % (1.4) pts Net Written Premiums Automobile $ 925 $ 922 Homeow ners and Other 752 711 Total Personal Insurance $ 1,677 $ 1,633 3 % 1 A benefit to the reported GAAP combined ratio is indicated as a positive item and a charge is indicated as a negative item. 18
  • 20. Personal Insurance - Automobile First Quarter 2009 2008 Reported GAAP combined ratio 102% 99% Included the following items: Net unfavorable prior year reserve 2% - development - New Jersey PIP Direct to consumer initiative impact 2% - The full year 2009 guidance assumes: • Personal Insurance Automobile combined ratio in the high 90’s, excluding the direct to consumer initiative impact • A 2 1/2 point increase in the Automobile combined ratio for the direct to consumer initiative impact 19
  • 21. Personal Insurance – Illustrative Business Statistics ($ in millions) 2008 2009 1Q 2Q 3Q 4Q 1Q Automobile Retention 1,2 83% 83% 83% 82% 82% Renewal price change 2,3 2% 2% 3% 4% 5% PIF growth over prior 2% 3% 3% 2% 1% year quarter New business $184 $192 $195 $179 $174 Homeowners and Other Retention 1 86% 86% 86% 86% 86% Renewal price change 3 6% 6% 6% 6% 6% PIF growth over prior 3% 3% 3% 3% 3% year quarter New business $96 $125 $129 $108 $101 1 The ratio of expected number of renewal policies that will be retained throughout the annual policy period to the number of available renewal base policies. 2 Statistics for standard voluntary auto, excluding Massachusetts. 3 Each percentage represents the estimated change in average premium on policies that renew, including rate and exposure changes, versus the average premium on those same policies for their prior term. 20 Note: Statistics are subject to change based on a number of factors, including changes in actuarial estimates.
  • 22. 2009 Annual Guidance Travelers continues to expect that its full year 2009 operating income per diluted share will be in the range of $4.50 to $4.90, unchanged from the previously announced guidance range This guidance includes the reported results for the first three months of 2009 and estimates for the remainder of 2009 based on a number of assumptions, including: Assumptions Catastrophe losses of $552 million pre-tax and $360 million after-tax, or $0.62 per diluted share for the full year No additional prior year reserve development, favorable or unfavorable No significant changes in private equity and hedge fund valuations due to an assumption of unchanged market conditions. Lower real estate partnership valuations due to a continuing downward trend in commercial real estate values No significant change in average invested assets (ex. FAS 115) after taking into account dividends and approximately $750 million of share repurchases for the full year Weighted average diluted share count of approximately 585 million 21
  • 23. Appendix 22
  • 24. Negligible Exposure to Commercial Mortgage-Backed Securities ($ in millions) Commercial mortgage-backed securities within fixed maturities portfolio: March 31, 2009 Non-Agency CMBS Portfolio Market Value by Vintage Non-Agency U.S. $ 464 - Percent of total fixed maturities portfolio 0.7% $160 - Average credit rating AAA - Vintage: 93% from 2004 & prior 120 Non-Agency Canada 18 80 ` 40 Agency 249 0 Total CMBS $ 731 1998 1999 2000 2001 2002 2003 2004 2005 2006 2007 2008 93% of non-agency CMBS vintages 2004 & prior 93% of non-agency CMBS vintages 2004 & prior 23
  • 25. Private Equities & Hedge Fund Portfolios Highly Diversified At March 31, 2009 Private Equities: $1.409 Billion Hedge Funds: $466 Million Average NAV: $17 million Fund of Commodity Funds Trading Equity Arbitrage <1% (inc. Multi-Strategy) Advisors Buyout 6% 28% 54% Global Macro / Venture Discretionary 16% 7% Distressed Mezzanine Securities 6% 14% Distressed / Turnaround Long-Only 13% Equity Fund of Partnerships Funds 9% 22% Energy Equity 11% Long / Short 14% Well diversified portfolios Well diversified portfolios 24
  • 26. Real Estate Owned Portfolio ($ in millions) The real estate investment portfolio consists of 4 categories: Mar. 31, 2009 Most Recent Book Appraised Applicable Value Value Accounting Comments Real estate $ 884 $ 1,150 Historic cost less - Mark-to-market at time of merger (4/04) depreciation - Annual independent appraisals wholly owned - Since the merger we have completed only 11 acquisitions for $195 million Joint ventures 198 505 Equity method - Equity method accounting generally accounting results in book value equaling historical cost less depreciation - Annual independent appraisals Real estate funds 369 NA Equity method - Equity method accounting follows accounting the fund's accounting which may result in book value equaling original cost less depreciation or fair market value - 51 different funds - 28% of book value outside of the U.S. Mortgage loans 42 NA Amortized cost Total $ 1,493 25
  • 27. Real Estate Owned Portfolio At March 31, 2009 Book Value by Property Type Book Value by Location Mortgages / Apartments Mezz. Debt 8% Central Business Non-U.S. Minneapolis / St. Paul / Chicago 4% District Office 24% 7% 19% Condo / Land NYC / Boston / 2% Wash. DC 16% Hotel 5% Houston / Dallas Retail 5% 9% Tampa / S. Florida 5% Phoenix 8% Atlanta / Memphis 8% Suburban Office Denver Industrial 25% Southern 8% 28% San Francisco / California Portland 10% 9% Note: Mortgages are characterized according to the location of their underlying collateral. 26
  • 28. Disclosure • For further information, please see Travelers reports filed with the SEC pursuant to the Securities Exchange Act of 1934 which are available at the SEC’s website (www.sec.gov) • Copies of this presentation and related financial supplement are publicly available on the Travelers website (www.travelers.com) • From time to time, Travelers may use its Web site as a channel of distribution of material company information. Financial and other material information regarding the company is routinely posted on and accessible at http://investor.travelers.com. In addition, you may automatically receive email alerts and other information about Travelers by enrolling your email by visiting the “Email Alert Service” section at http://investor.travelers.com. 27
  • 29. End Slide 28