10-Q 1 o63790e10vq.htm 10-Q e10vq
Table of Contents

 
 
UNITED STATES
SECURITIES AND EXCHANGE COMMISSION
Washington, D.C. 20549
 
Form 10-Q
(Mark One)
     
þ   QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934
For the quarterly period ended: June 30, 2010
or
     
o   TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934
For the transition period from     to
Commission File Number: 1-16535
(ODYSSEY RE LOGO)
Odyssey Re Holdings Corp.
(Exact Name of Registrant as Specified in its Charter)
     
Delaware   52-2301683
(State or Other Jurisdiction Of   (I.R.S. Employer
Incorporation or Organization)   Identification Number)
     
Odyssey Re Holdings Corp.   06902
300 First Stamford Place   (Zip Code)
Stamford, Connecticut    
(Address of principal executive offices)    
Registrant’s telephone number, including area code: (203) 977-8000
     Indicate by check mark whether the registrant (1) has filed all reports required to be filed by Section 13 or 15(d) of the Securities Exchange Act of 1934 during the preceding 12 months (or for such shorter period that the registrant was required to file such reports), and (2) has been subject to such filing requirements for the past 90 days. YES þ   NO o
     Indicate by check mark whether the registrant has submitted electronically and posted on its corporate Web site, if any, every Interactive Data File required to be submitted and posted pursuant to Rule 405 of Regulation S-T during the preceding 12 months (or for such shorter period that the registrant was required to submit and post such files). YES þ   NO o
     Indicate by check mark whether the registrant is a large accelerated filer, an accelerated filer, a non-accelerated filer or a smaller reporting company. See definitions of “large accelerated filer,” “accelerated filer” and “smaller reporting company” in Rule 12b-2 of the Exchange Act. (Check one):
             
Large accelerated filer þ   Accelerated filer o   Non-accelerated filer o   Smaller reporting company o
        (Do not check if a smaller reporting company)    
     Indicate by check mark whether the registrant is a shell company (as defined in rule 12b-2 of the Exchange Act). YES o   NO þ
     Indicate the number of shares outstanding of each of the issuer’s classes of common stock, as of the latest practicable date:
     
Class   Number of Shares Outstanding at August 4, 2010
Common Stock, par value $0.01 per share   56,604,650
 
 

 


 

TABLE OF CONTENTS
ODYSSEY RE HOLDINGS CORP.
INDEX TO FORM 10-Q
         
 
       
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 ex-10.29
 ex-31.1
 EX-31.2
 EX-32.1
 EX-32.2
 EX-101 INSTANCE DOCUMENT
 EX-101 SCHEMA DOCUMENT
 EX-101 CALCULATION LINKBASE DOCUMENT
 EX-101 LABELS LINKBASE DOCUMENT
 EX-101 PRESENTATION LINKBASE DOCUMENT
 EX-101 DEFINITION LINKBASE DOCUMENT

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Table of Contents

PART I — FINANCIAL INFORMATION
PART I — Item 1. Financial Statements
ODYSSEY RE HOLDINGS CORP.
CONSOLIDATED BALANCE SHEETS
JUNE 30, 2010 AND DECEMBER 31, 2009 (UNAUDITED)
(In thousands, except share and per share amounts)
                 
    June 30,     December 31,  
    2010     2009  
ASSETS
               
Investments and cash:
               
Fixed income securities, available for sale, at fair value (amortized cost $4,200,038 and $3,971,139, respectively)
  $ 4,650,396     $ 4,373,965  
Fixed income securities, held as trading securities, at fair value (amortized cost $604,761 and $598,918, respectively)
    563,350       532,718  
Redeemable preferred stock, at fair value (cost $108 and $108, respectively)
    108       108  
Convertible preferred stock, held as trading securities, at fair value (cost $188,032 and $75,000, respectively)
    160,251       82,470  
Equity securities:
               
Common stocks, at fair value (cost $1,344,869 and $1,620,818, respectively)
    1,580,575       2,009,517  
Common stocks, at equity
    215,212       219,516  
Short-term investments, at fair value (amortized cost $60,492 and $125,100, respectively)
    60,492       125,100  
Short-term investments, held as trading securities, at fair value (amortized cost $79,811 and $238,419, respectively)
    79,413       238,403  
Cash and cash equivalents
    984,624       941,444  
Cash and cash equivalents held as collateral
    24,821       56,720  
Other invested assets
    630,991       146,728  
 
           
Total investments and cash
    8,950,233       8,726,689  
Accrued investment income
    87,235       79,400  
Premiums receivable
    394,394       473,878  
Reinsurance recoverable on paid losses
    47,128       70,511  
Reinsurance recoverable on unpaid losses
    935,379       841,486  
Prepaid reinsurance premiums
    103,992       113,047  
Funds held by reinsureds
    155,156       140,480  
Deferred acquisition costs
    117,446       126,466  
Federal and foreign income taxes receivable
    46,104       45,495  
Other assets
    83,824       167,686  
 
           
Total assets
  $ 10,920,891     $ 10,785,138  
 
           
 
               
LIABILITIES
               
Unpaid losses and loss adjustment expenses
  $ 5,652,883     $ 5,507,766  
Unearned premiums
    644,561       691,213  
Reinsurance balances payable
    163,633       178,428  
Funds held under reinsurance contracts
    42,515       41,250  
Debt obligations
    489,464       489,402  
Other liabilities
    179,080       322,147  
 
           
Total liabilities
    7,172,136       7,230,206  
 
           
Commitments and Contingencies (Note 10)
               
 
               
SHAREHOLDERS’ EQUITY
               
Preferred shares, $0.01 par value; 200,000,000 shares authorized; 2,000,000 Series A shares issued and outstanding; 1,137,763 and 1,167,263 Series B shares issued and outstanding
    31       32  
Common shares, $0.01 par value; 500,000,000 shares authorized; 56,604,650 shares issued
    567       567  
Additional paid-in capital
    533,333       515,066  
Accumulated other comprehensive income, net of deferred income taxes
    536,418       545,469  
Retained earnings
    2,678,406       2,493,798  
 
           
Total shareholders’ equity
    3,748,755       3,554,932  
 
           
Total liabilities and shareholders’ equity
  $ 10,920,891     $ 10,785,138  
 
           
See accompanying notes to consolidated financial statements.

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Table of Contents

ODYSSEY RE HOLDINGS CORP.
CONSOLIDATED STATEMENTS OF OPERATIONS AND COMPREHENSIVE INCOME
SIX AND THREE MONTHS ENDED JUNE 30, 2010 AND 2009 (UNAUDITED)
(In thousands, except share and per share amounts)
                                 
    Six Months Ended     Three Months Ended  
    June 30,     June 30,  
    2010     2009     2010     2009  
REVENUES
                               
Gross premiums written
  $ 1,038,887     $ 1,066,308     $ 477,231     $ 511,388  
Ceded premiums written
    144,096       127,522       55,627       51,581  
 
                       
Net premiums written
    894,791       938,786       421,604       459,807  
Decrease in net unearned premiums
    32,799       11,703       48,891       20,664  
 
                       
Net premiums earned
    927,590       950,489       470,495       480,471  
Net investment income
    163,324       160,086       79,794       92,758  
Net realized investment gains (losses):
                               
Net realized investment gains
    170,223       83,079       113,245       100,503  
Other-than-temporary impairment losses
    (7,656 )     (126,706 )     (3,603 )     (45,332 )
 
                       
Total net realized investment gains (losses)
    162,567       (43,627 )     109,642       55,171  
 
                       
Total revenues
    1,253,481       1,066,948       659,931       628,400  
 
                       
EXPENSES
                               
Losses and loss adjustment expenses
    696,940       639,494       321,042       321,903  
Acquisition costs
    178,873       190,848       89,833       97,844  
Other underwriting expenses
    96,703       87,127       45,696       44,022  
Other expense (income), net
    13,240       (11,251 )     (18,699 )     (15,453 )
Interest expense
    14,996       15,903       7,511       7,818  
 
                       
Total expenses
    1,000,752       922,121       445,383       456,134  
 
                       
Income before income taxes
    252,729       144,827       214,548       172,266  
 
                       
Federal and foreign income tax provision (benefit):
                               
Current
    77,435       64,824       39,638       30,202  
Deferred
    (11,849 )     (37,464 )     24,512       19,086  
 
                       
Total federal and foreign income tax provision
    65,586       27,360       64,150       49,288  
 
                       
Net income
    187,143       117,467       150,398       122,978  
Preferred dividends
    (2,539 )     (2,670 )     (1,268 )     (1,334 )
Gain on purchase of Series B preferred shares
    4       7,997       4        
 
                       
NET INCOME AVAILABLE TO COMMON SHAREHOLDERS
  $ 184,608     $ 122,794     $ 149,134     $ 121,644  
 
                       
BASIC
                               
Weighted average common shares outstanding
    N/A       59,150,960       N/A       58,929,288  
Basic earnings per common share
  $ N/A     $ 2.05     $ N/A     $ 2.04  
DILUTED
                               
Weighted average common shares outstanding
    N/A       59,581,273       N/A       59,297,740  
Diluted earnings per common share
  $ N/A     $ 2.04     $ N/A     $ 2.03  
DIVIDENDS
                               
Dividends declared per common share
  $ N/A     $ 0.150     $ N/A     $ 0.075  
COMPREHENSIVE INCOME (LOSS)
                               
Net income
  $ 187,143     $ 117,467     $ 150,398     $ 122,978  
Other comprehensive (loss) income, net of tax
    (9,051 )     275,058       (109,682 )     359,818  
 
                       
Comprehensive income
  $ 178,092     $ 392,525     $ 40,716     $ 482,796  
 
                       
See accompanying notes to consolidated financial statements.

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ODYSSEY RE HOLDINGS CORP.
CONSOLIDATED STATEMENTS OF SHAREHOLDERS’ EQUITY
SIX MONTHS ENDED JUNE 30, 2010 AND 2009 (UNAUDITED)
(In thousands, except share amounts)
                 
    Six Months Ended  
    June 30,  
    2010     2009  
PREFERRED SHARES (par value)
               
Balance, beginning of period
  $ 32     $ 39  
Series B preferred shares purchased
    (1 )     (7 )
 
           
Balance, end of period
    31       32  
 
           
COMMON SHARES (par value)
               
Balance, beginning of period
    567       603  
Common shares repurchased and retired
          (12 )
 
           
Balance, end of period
    567       591  
 
           
ADDITIONAL PAID-IN CAPITAL
               
Balance, beginning of period
    515,066       614,203  
Capital contribution
    18,986        
Common shares repurchased and retired
          (47,506 )
Series B preferred shares purchased
    (719 )     (17,173 )
Net change due to stock option exercises and restricted share awards
          (14,731 )
Net effect of share-based compensation
          7,117  
Common shares issued
          167  
 
           
Balance, end of period
    533,333       542,077  
 
           
TREASURY SHARES (at cost)
               
Balance, beginning of period
          (795 )
Purchases of treasury shares
          (18,001 )
Reissuance of treasury shares
          14,731  
 
           
Balance, end of period
          (4,065 )
 
           
ACCUMULATED OTHER COMPREHENSIVE INCOME NET OF DEFERRED INCOME TAXES
               
Balance, beginning of period
    545,469       82,421  
Beginning of period transition adjustment
          (425 )
 
           
Adjusted balance, beginning of period
    545,469       81,996  
Unrealized net (depreciation) appreciation on securities, net of reclassification adjustments
    (62,442 )     273,891  
Foreign currency translation adjustments
    53,391       1,167  
 
           
Balance, end of period
    536,418       357,054  
 
           
RETAINED EARNINGS
               
Balance, beginning of period
    2,493,798       2,131,264  
Beginning of period transition adjustment
          (213 )
 
           
Adjusted beginning balance
    2,493,798       2,131,051  
Net income
    187,143       117,467  
Gain on purchase of Series B preferred shares
    4       7,997  
Dividends to preferred shareholders
    (2,539 )     (2,670 )
Dividends to common shareholders
          (8,966 )
 
           
Balance, end of period
    2,678,406       2,244,879  
 
           
TOTAL SHAREHOLDERS’ EQUITY
  $ 3,748,755     $ 3,140,568  
 
           
COMMON SHARES OUTSTANDING
               
Balance, beginning of period
    56,604,450       60,242,949  
Repurchased and retired
          (1,182,800 )
Net treasury shares acquired
          (88,797 )
Shares issued
          9,000  
 
           
Balance, end of period
    56,604,450       58,980,352  
 
           
See accompanying notes to consolidated financial statements.

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Table of Contents

ODYSSEY RE HOLDINGS CORP.
CONSOLIDATED STATEMENTS OF CASH FLOWS
SIX MONTHS ENDED JUNE 30, 2010 AND 2009 (UNAUDITED)
(In thousands)
                 
    Six Months Ended  
    June 30,  
    2010     2009  
CASH FLOWS FROM OPERATING ACTIVITIES
               
Net income
  $ 187,143     $ 117,467  
Adjustments to reconcile net income to net cash provided by (used in) operating activities:
               
Decrease in premiums receivable and funds held, net
    78,351       69,659  
Decrease in unearned premiums and prepaid reinsurance premiums, net
    (33,787 )     (13,633 )
Increase in unpaid losses and loss adjustment expenses, net
    96,952       29,604  
Change in current and deferred federal and foreign income taxes, net
    1,522       (232,722 )
Decrease in deferred acquisition costs
    8,274       5,097  
Change in other assets and liabilities, net
    (64,567 )     (95,832 )
Net realized investment (gains) losses
    (162,567 )     43,627  
Bond discount amortization, net
    (8,896 )     (8,123 )
Amortization of compensation plan costs
    13,340       7,116  
 
           
Net cash provided by (used in) operating activities
    115,765       (77,740 )
 
           
CASH FLOWS FROM INVESTING ACTIVITIES
               
Maturities of fixed income securities, available for sale
    1,379       160,000  
Sales of fixed income securities, available for sale
    655,336       161,142  
Purchases of fixed income securities, available for sale
    (887,228 )     (503,839 )
Sales of equity securities
    427,414       182,367  
Purchases of equity securities
    (83,121 )     (429,503 )
Sales of other invested assets
    9,735       65,389  
Purchases of other invested assets
    (322,874 )     (11,319 )
Net change in cash and cash equivalents held as collateral
    31,899       74,314  
Sales of trading securities
    433,391       39,642  
Purchases of trading securities
    (384,193 )     (216,504 )
Net change in short-term investments
    92,279       655,750  
 
           
Net cash (used in) provided by investing activities
    (25,983 )     177,439  
 
           
CASH FLOWS FROM FINANCING ACTIVITIES
               
Capital contribution
    18,986        
Purchase of Series B preferred shares
    (715 )     (9,183 )
Dividends paid to preferred shareholders
    (2,544 )     (3,259 )
Common shares repurchased and retired
          (39,680 )
Purchase of treasury shares
          (18,001 )
Dividends paid to common shareholders
          (8,976 )
Proceeds from exercise of stock options
          167  
 
           
Net cash provided by (used in) financing activities
    15,727       (78,932 )
 
           
Effect of exchange rate changes on cash and cash equivalents
    (62,329 )     79,752  
 
           
Increase in cash and cash equivalents
    43,180       100,519  
Cash and cash equivalents, beginning of period
    941,444       755,747  
 
           
Cash and cash equivalents, end of period
  $ 984,624     $ 856,266  
 
           
Supplemental disclosures of cash flow information:
               
Interest paid
  $ 14,702     $ 15,694  
 
           
Income taxes paid
  $ 64,015     $ 258,762  
 
           
See accompanying notes to consolidated financial statements.

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ODYSSEY RE HOLDINGS CORP.
NOTES TO CONSOLIDATED FINANCIAL STATEMENTS (UNAUDITED)
1. Organization and Basis of Presentation
     Odyssey Re Holdings Corp. (together with its subsidiaries, the “Company” or “OdysseyRe”) is an underwriter of reinsurance, providing a full range of property and casualty products on a worldwide basis, and an underwriter of specialty insurance, primarily in the United States and through the Lloyd’s of London marketplace. Odyssey Re Holdings Corp. was formed as a holding company and incorporated in Delaware in 2001 in conjunction with its initial public offering. Odyssey Re Holdings Corp. owns all of the common shares of Odyssey America Reinsurance Corporation (“Odyssey America”), its principal operating subsidiary, which is domiciled in the state of Connecticut. Odyssey America directly or indirectly owns all of the common shares of the following subsidiaries: Clearwater Insurance Company (“Clearwater”); Clearwater Select Insurance Company; Newline Holdings U.K. Limited, Newline Underwriting Management Limited, which manages Newline Syndicate (1218), a member of Lloyd’s of London, Newline Insurance Company Limited (“NICL”), Newline Corporate Name Limited (“NCNL”), which provides capital for and receives the distributed earnings from Newline Syndicate (1218) (collectively, “Newline”); Hudson Insurance Company (“Hudson”); Hudson Specialty Insurance Company (“Hudson Specialty”) and Napa River Insurance Services, Inc. As of June 30, 2010, Fairfax Financial Holdings Limited (“Fairfax”), a publicly-traded financial services holding company based in Canada, owned 100% of OdysseyRe.
     In September 2009, Fairfax commenced a tender offer (the “Offer”) to acquire all of the outstanding shares of common stock of OdysseyRe that Fairfax and its subsidiaries did not currently own for $65.00 in cash per share. Pursuant to the Offer, which expired on October 21, 2009, Fairfax acquired a total of approximately 14.3 million shares of common stock of OdysseyRe (the “Tendered Shares”). The Tendered Shares, combined with the shares previously owned by Fairfax and its subsidiaries, represented approximately 97.1% of the 58,451,922 shares of common stock of OdysseyRe then outstanding. Following the purchase of the Tendered Shares, Fairfax caused a short-form merger pursuant to which Fairfax Investments USA Corp., a newly-formed, wholly-owned subsidiary of Fairfax, merged with and into OdysseyRe (the “Merger”). The Merger was effected on October 28, 2009. As a result of the Merger, all of the remaining shares of OdysseyRe’s common stock held by the remaining minority shareholders of OdysseyRe were cancelled and, subject to appraisal rights under Delaware law, converted into the right to receive $65.00 per share in cash, without interest, and subject to any applicable withholding of taxes. As a result of the Merger, Fairfax and its subsidiaries became the owner of 100% of the outstanding shares of the Company’s common stock. The Company subsequently withdrew its shares of common stock from listing on the New York Stock Exchange and terminated registration of these shares under the Securities Exchange Act of 1934. All OdysseyRe common shares remaining in the Company’s treasury following the Merger were cancelled.
     The accompanying consolidated financial statements have been prepared in accordance with accounting principles generally accepted in the United States of America (“GAAP”). The consolidated financial statements include the accounts of the Company and its subsidiaries. Intercompany transactions have been eliminated. The preparation of consolidated financial statements in conformity with GAAP requires the Company to make estimates and assumptions, which could differ materially from actual results that affect the reported amounts of assets, liabilities, revenues and expenses and disclosure of contingent assets and liabilities. Certain financial information and disclosures that are usually included in annual financial statements prepared in accordance with GAAP have been omitted since they are not required for interim reporting purposes. Readers should review the Company’s 2009 Annual Report on Form 10-K for a more complete description of the Company’s business and accounting policies. The Company’s unaudited interim consolidated financial statements include all normal recurring adjustments that, in the Company’s opinion, are required for a fair statement of its financial position on such dates, and the results of operations and cash flows for the periods presented. Certain amounts from prior periods have been reclassified to conform to the current year’s presentations. The results for the six months ended June 30, 2010 are not necessarily indicative of the results for a full year.

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ODYSSEY RE HOLDINGS CORP.
NOTES TO CONSOLIDATED FINANCIAL STATEMENTS (UNAUDITED) — (Continued)
     In January 2010, the FASB issued an accounting standard to require more detailed disclosures for assets and liabilities measured at fair value. The standard requires gross presentation of purchases, issuances, settlements and sales of Level 3 assets and liabilities (see Note 3 for a description of the fair value levels). The standard also requires disclosures of transfers between all levels and the policy and rationale for the transfer. The disclosure requirements have been incorporated into this Form 10-Q.
     On May 20, 2010, Fairfax announced that it had completed the acquisition of all of the outstanding shares of Zenith National Insurance Corp.’s (“Zenith”) common stock that it did not currently own. With Fairfax’s completion of the Zenith acquisition, the Company has determined that it is appropriate to change the classification of its 6.3% ownership in Zenith from a common stock at fair value to a common stock at equity. As a result of this change, the Company has retrospectively adjusted its consolidated financial statements to reflect its ownership of Zenith as if the equity method of accounting had been utilized since the date of the original purchase, as required by GAAP. This change in accounting principle resulted in the following adjustments to the respective captions of the Company’s previously reported consolidated financial statements:
                         
    Previously        
    Reported   Adjustment   As Adjusted
As of March 31, 2010:
                       
 
                       
Consolidated Balance Sheet:
                       
Assets:
                       
Common stocks, at fair value
  $ 2,076,358     $ (89,773 )   $ 1,986,585  
Common stocks, at equity
    160,345       68,875       229,220  
Federal and foreign income taxes receivable
    18,233       7,314       25,547  
Total assets
  $ 10,950,997     $ (13,584 )   $ 10,937,413  
 
                       
Shareholders’ Equity:
                       
Accumulated other comprehensive income, net of deferred income taxes
  $ 659,449     $ (13,349 )   $ 646,100  
Retained earnings
    2,529,507       (235 )     2,529,272  
Total shareholders’ equity
  $ 3,719,077     $ (13,584 )   $ 3,705,493  
 
                       
For the Three Months Ended March 31, 2010:
                       
 
                       
Consolidated Statements of Operations and Comprehensive Income:
                       
Net investment income
  $ 84,104     $ (574 )   $ 83,530  
Net realized investment gains
    58,010       (1,032 )     56,978  
Federal and foreign income tax benefit — deferred
    (35,799 )     (562 )     (36,361 )
Net income
    37,789       (1,044 )     36,745  
Net income available to common shareholders
  $ 36,518     $ (1,044 )   $ 35,474  
 
                       
As of December 31, 2009:
                       
 
                       
Consolidated Balance Sheet:
                       
Assets:
                       
Common stocks, at fair value
  $ 2,071,037     $ (61,520 )   $ 2,009,517  
Common stocks, at equity
    158,460       61,056       219,516  
Federal and foreign income taxes receivable
    45,333       162       45,495  
Total assets
  $ 10,785,440     $ (302 )   $ 10,785,138  
 
                       
Shareholders’ Equity:
                       
Accumulated other comprehensive income, net of deferred income taxes
  $ 546,580     $ (1,111 )   $ 545,469  
Retained earnings
    2,492,989       809       2,493,798  
Total shareholders’ equity
  $ 3,555,234     $ (302 )   $ 3,554,932  
 
                       
For the Twelve Months Ended December 31, 2009:
                       
 
                       
Consolidated Statements of Operations and Comprehensive Income:
                       
Net investment income
  $ 317,894     $ (1,565 )   $ 316,329  
Net realized investment gains
    312,964       3,137       316,101  
Federal and foreign income tax provision — deferred
    (32,706 )     550       (32,156 )
Net income
    372,314       1,022       373,336  
Net income available to common shareholders
  $ 375,078     $ 1,022     $ 376,100  
 
                       
As of June 30, 2009:
                       
 
                       
Consolidated Balance Sheet:
                       
Assets:
                       
Common stocks, at fair value
  $ 1,928,766     $ (10,528 )   $ 1,918,238  
Common stocks, at equity
    139,717       13,938       153,655  
Federal and foreign income taxes receivable
    143,313       (1,194 )     142,120  
Total assets
  $ 10,150,029     $ 2,217     $ 10,152,246  
 
                       
Shareholders’ Equity:
                       
Accumulated other comprehensive income, net of deferred income taxes
  $ 354,752     $ 2,302     $ 357,054  
Retained Earnings
    2,244,965       (85 )     2,244,880  
Total shareholders’ equity
  $ 3,138,352     $ 2,217     $ 3,140,569  
 
                       

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ODYSSEY RE HOLDINGS CORP.
NOTES TO CONSOLIDATED FINANCIAL STATEMENTS (UNAUDITED) — (Continued)
                         
    Previously        
    Reported   Adjustment   As Adjusted
For the Six Months Ended June 30, 2009:
                       
 
                       
Consolidated Statements of Operations and Comprehensive Income:
                       
Net investment income
  $ 160,427     $ (341 )   $ 160,086  
Net realized investment gains
    82,542       537       83,079  
Federal and foreign income tax provision — deferred
    (37,533 )     69       (37,464 )
Net income
    117,340       127       117,467  
Net income available to common shareholders
  $ 122,667     $ 127     $ 122,794  
 
                       
Basic earnings per common share
  $ 2.04     $ 0.01     $ 2.05  
Diluted earnings per common share
    2.04             2.04  
 
                       
Consolidated Statement of Shareholders’ Equity:
                       
Accumulated other comprehensive income, net of deferred income taxes:
                       
Balance, beginning of period
  $ 82,421     $ (425 )   $ 81,996  
Unrealized net gains on securities, net of reclassification adjustments
    271,164       2,727       273,891  
Retained earnings:
                       
Balance, beginning of period
    2,131,264       (213 )     2,131,051  
Net income
    117,340       127       117,467  
Total shareholders’ equity
  $ 3,138,352     $ 2,216     $ 3,140,568  
 
                       
Consolidated Statement of Cash Flows:
                       
Net income
  $ 117,340     $ 127     $ 117,467  
Change in current and deferred federal and foreign income taxes, net
    (232,791 )     69       (232,722 )
Change in other assets and liabilities, net
    (96,173 )     341       (95,832 )
Net realized investment (gains) losses
    44,164       (537 )     43,627  
Net cash provided by (used in) operating activities
  $ (77,740 )   $     $ (77,740 )
 
                       
For the Three Months Ended June 30, 2009:
                       
 
                       
Consolidated Statements of Operations and Comprehensive Income:
                       
Net investment income
  $ 92,966     $ (208 )   $ 92,758  
Net realized investment gains
    100,531       (28 )     100,503  
Federal and foreign income tax provision — deferred
    19,169       (83 )     19,086  
Net income
    123,131       (153 )     122,978  
Net income available to common shareholders
  $ 121,797     $ (153 )   $ 121,644  
 
                       
Basic earnings per common share
  $ 2.04     $     $ 2.04  
Diluted earnings per common share
    2.03             2.03  

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ODYSSEY RE HOLDINGS CORP.
NOTES TO CONSOLIDATED FINANCIAL STATEMENTS (UNAUDITED) — (Continued)
2. Earnings Per Common Share
     As a result of the Merger (see Note 1), Fairfax attained 100% ownership of the Company; accordingly, the Company has not presented earnings per common share for the six and three months ended June 30, 2010. On January 1, 2009, the Company adopted an accounting standard that resulted in the Company treating its unvested share-based payment awards, for the purpose of calculating earnings per share, as a separate class of securities, due to the non-forfeitable rights to dividends. The following table shows the allocation of net income available to common shareholders as calculated in accordance with the two-class method for the six and three months ended June 30, 2009 (in thousands):
                 
    Six Months Ended     Three Months Ended  
    June 30, 2009     June 30, 2009  
Net income
  $ 117,467     $ 122,978  
Preferred dividends
    (2,670 )     (1,334 )
Gain on purchase of Series B preferred shares
    7,997        
 
           
Net income available to common shareholders
  $ 122,794     $ 121,644  
 
           
 
               
Allocation of net income for basic earnings per share:
               
Common shares
  $ 121,075     $ 119,923  
Participating securities
    1,719       1,721  
 
           
Net income available to common shareholders
  $ 122,794     $ 121,644  
 
           
     Net income per common share for the six and three months ended June 30, 2009, as presented in the following table, has been computed based upon weighted average common shares outstanding (in thousands, except share and per share amounts):
                 
    Six Months Ended     Three Months Ended  
    June 30, 2009     June 30, 2009  
Net income to common shares — basic
  $ 121,075     $ 119,923  
Undistributed earnings allocated to share-based payments
    532       413  
 
           
 
               
Net income to common shares — diluted
  $ 121,607     $ 120,336  
 
           
 
               
Weighted average common shares outstanding — basic
    59,150,960       58,929,288  
Effect of dilutive shares:
               
Restricted shares
    360,956       302,567  
Stock options
    69,357       65,885  
 
           
Total effect of dilutive shares
    430,313       368,452  
 
           
 
               
Weighted average common shares outstanding — diluted
    59,581,273       59,297,740  
 
           
 
               
Net earnings per common share:
               
Basic
  $ 2.05     $ 2.04  
Diluted
    2.04       2.03  
     In calculating diluted earnings per share, the Company is required to evaluate each stock option and restricted stock grant to determine if it is dilutive or anti-dilutive in nature. For the six and three months ended June 30, 2009, 131,721 and 325,719, respectively, existing stock options and restricted stock awards outstanding were excluded from the computation of weighted average common shares for diluted earnings per common share, due to the anti-dilutive effect.

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ODYSSEY RE HOLDINGS CORP.
NOTES TO CONSOLIDATED FINANCIAL STATEMENTS (UNAUDITED) — (Continued)
     Net income per participating security for the six and three months ended June 30, 2009, as presented in the following table, has been computed based upon weighted average restricted shares outstanding (in thousands, except share and per share amounts):
                 
    Six Months Ended     Three Months Ended  
    June 30, 2009     June 30, 2009  
Net income to participating securities — basic
  $ 1,719     $ 1,721  
 
           
Weighted average restricted shares outstanding — basic
    845,144       849,766  
Net earnings per participating security — basic
  $ 2.03     $ 2.03  
3. Fair Value Measurements
     The Company accounts for a significant portion of its financial instruments at fair value as permitted or required by GAAP.
 Fair Value Hierarchy
     The Company has categorized its financial instruments, based on the priority of the inputs to the valuation technique, into a three-level fair value hierarchy. The fair value hierarchy gives the highest priority to quoted prices in active markets for identical assets or liabilities (Level 1) and the lowest priority to unobservable inputs (Level 3). When the inputs used to measure fair value fall within different levels of the hierarchy, the level within which the fair value measurement is categorized is based on the lowest level input that is significant to the fair value measurement in its entirety. Gains and losses for assets and liabilities categorized within the Level 3 table below, therefore, may include changes in fair value that are attributable to both observable inputs (Levels 1 and 2) and unobservable inputs (Level 3). Financial assets and liabilities recorded in the consolidated balance sheets are categorized based on the inputs to the valuation techniques as follows:
     Level 1: Level 1 financial instruments are financial assets and liabilities for which the values are based on unadjusted quoted prices for identical assets or liabilities in an active market that the Company has the ability to access.
     Level 2: Level 2 financial instruments are financial assets and liabilities for which the values are based on quoted prices in markets that are not active, or model inputs that are observable either directly or indirectly for substantially the full term of the asset or liability. Level 2 inputs include the following:
  a)   Quoted prices for similar assets or liabilities in active markets;
 
  b)   Quoted prices for identical or similar assets or liabilities in non-active markets;
 
  c)   Pricing models, the inputs for which are observable for substantially the full term of the asset or liability; and
 
  d)   Pricing models, the inputs for which are derived principally from, or corroborated by, observable market data through correlation or other means, for substantially the full term of the asset or liability.
     Level 3: Level 3 financial instruments are financial assets and liabilities for which the values are based on prices or valuation techniques that require inputs that are both unobservable and significant to the overall fair value measurement. These inputs reflect the Company’s own assumptions about the methodology and valuation techniques that a market participant would use in pricing the asset or liability.
     The Company is responsible for determining the fair value of its investment portfolio by utilizing market-

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ODYSSEY RE HOLDINGS CORP.
NOTES TO CONSOLIDATED FINANCIAL STATEMENTS (UNAUDITED) — (Continued)
driven fair value measurements obtained from active markets where available, by considering other observable and unobservable inputs and by employing valuation techniques that make use of current market data. For the majority of the Company’s investment portfolio, the Company uses quoted prices and other information from independent pricing sources in determining fair values.
     For determining the fair value of its Level 1 investments, the Company utilizes quoted market prices. The majority of the Company’s Level 1 investments are common stocks that are actively traded in a public market. Short-term investments and cash equivalents, for which the cost basis approximates fair value, are also classified as Level 1 investments.
     The Company’s Level 2 investments, the majority of which are in government, corporate and municipal fixed income securities, are priced using publicly traded over-the-counter prices and broker-dealer quotes. Observable inputs such as benchmark yields, reported trades, broker-dealer quotes, issuer spreads and bids are available for these investments. For determining the fair value of derivatives, which are classified as Level 2, the Company utilizes broker-dealer quotes that include observable market information. Also included in Level 2 are inactively traded convertible corporate debentures that are valued using a pricing model that includes observable inputs such as credit spreads and discount rates in the calculation.
     The Company uses valuation techniques to establish the fair value of Level 3 investments. As of June 30, 2010 and December 31, 2009, the Company held $313.4 million and $47.5 million, respectively, of investments that are classified as Level 3. These Level 3 investments are valued using a discounted cash flow model, including unobservable inputs that are supported by limited market-based activity. To verify Level 3 pricing, the Company assesses the reasonableness of the fair values by comparison to economic pricing models, by reference to movements in credit spreads, and by comparing the fair values to recent transaction prices for similar assets, where available.
     A review of fair value hierarchy classifications is conducted on a quarterly basis. To ensure accuracy in the classification within the fair value hierarchy, the Company evaluates changes in market conditions, availability of observable market data, changes in pricing methodologies and other critical factors to determine if it is appropriate to reclassify any of its investments between levels. Reclassifications impacting any of the levels of the fair value hierarchy are generally reported as transfers in or out of the level as of the beginning of the period in which the reclassifications occur. The Company has determined that it should not reclassify any of its investments between levels for the six and three months ended June 30, 2010.

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ODYSSEY RE HOLDINGS CORP.
NOTES TO CONSOLIDATED FINANCIAL STATEMENTS (UNAUDITED) — (Continued)
     The following tables present the fair value hierarchy for those assets and liabilities measured at fair value on a recurring basis as of June 30, 2010 and December 31, 2009 (in thousands):
                                 
            Fair Value Measurements as of June 30, 2010  
            Quoted Prices in              
    Asset / Liability     Active Markets     Significant        
    Measured at     for Identical     Other     Significant  
    Fair Value     Assets /     Observable     Unobservable  
    June 30,     Liabilities     Inputs     Inputs  
    2010     (Level 1)     (Level 2)     (Level 3)  
Fixed income securities, available for sale:
                               
United States government, government agencies and authorities
  $ 208,771     $     $ 208,771     $  
States, municipalities and political subdivisions
    3,294,390             3,294,390        
Foreign governments
    883,440             883,440        
Corporate
    263,795             263,795        
 
                       
 
                               
Total fixed income securities, available for sale
    4,650,396             4,650,396        
 
                               
Fixed income securities, held as trading securities:
                               
Foreign governments
    101,999             101,999        
Mortgage-related
    90,357             73,028       17,329  
Corporate
    370,994             370,994        
 
                       
 
                               
Total fixed income securities, held as trading securities
    563,350             546,021       17,329  
 
                               
Redeemable preferred stock, available for sale
    108             108        
Convertible preferred stock, held as trading securities
    160,251             102,490       57,761  
Common stocks, available for sale
    1,580,575       1,549,104       31,471        
Short-term investments, available for sale
    60,492       60,492              
Short-term investments, held as trading securities
    79,413       79,413              
Cash equivalents
    730,331       730,331              
Derivatives
    284,658             284,658        
Other investments
    253,239       3,899       11,060       238,280  
 
                       
 
                               
Total assets measured at fair value
  $ 8,362,813     $ 2,423,239     $ 5,626,204     $ 313,370  
 
                       
 
                               
Derivative liabilities
  $ 34,603     $     $ 34,603     $  
 
                       

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ODYSSEY RE HOLDINGS CORP.
NOTES TO CONSOLIDATED FINANCIAL STATEMENTS (UNAUDITED) — (Continued)
                                 
            Fair Value Measurements as of December 31, 2009  
            Quoted Prices in              
    Asset / Liability     Active Markets     Significant        
    Measured at     for Identical     Other     Significant  
    Fair Value     Assets /     Observable     Unobservable  
    December 31,     Liabilities     Inputs     Inputs  
    2009     (Level 1)     (Level 2)     (Level 3)  
Fixed income securities, available for sale:
                               
United States government, government agencies and authorities
  $ 141,037     $     $ 141,037     $  
States, municipalities and political subdivisions
    3,087,556             3,087,556        
Foreign governments
    796,611             796,611        
Corporate
    348,761             348,761        
 
                       
 
                               
Total fixed income securities, available for sale
    4,373,965             4,373,965        
 
                               
Fixed income securities, held as trading securities:
                               
Foreign governments
    99,399             99,399        
Mortgage-related
    70,344             56,098       14,246  
Corporate
    362,975             362,975        
 
                       
 
                               
Total fixed income securities, held as trading securities
    532,718             518,472       14,246  
 
                               
Redeemable preferred stock, available for sale
    108             108        
Convertible preferred stock, held as trading securities
    82,470             82,470        
Common stocks, available for sale
    2,009,517       1,973,611       35,906        
Short-term investments, available for sale
    125,100       125,100              
Short-term investments, held as trading securities
    238,403       238,403              
Cash equivalents
    776,136       776,136              
Derivatives
    19,981             19,981        
Other investments
    46,131       1,553       11,280       33,298  
 
                       
 
                               
Total assets measured at fair value
  $ 8,204,529     $ 3,114,803     $ 5,042,182     $ 47,544  
 
                       
 
                               
Derivative liabilities
  $ 39,295     $     $ 39,295     $  
 
                       

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ODYSSEY RE HOLDINGS CORP.
NOTES TO CONSOLIDATED FINANCIAL STATEMENTS (UNAUDITED) — (Continued)
     The following tables provide a summary of changes in the fair value of Level 3 financial assets for the six and three months ended June 30, 2010 and 2009 (in thousands):
                                 
    Six Months Ended June 30,  
    2010     2009     2010     2010  
    Fixed Income     Equity     Other Invested  
    Securities     Securities     Assets  
Beginning balance
  $ 14,246     $ 67,423     $     $ 33,298  
Total realized investment gains (losses) included in net income
    6,686       (2,588 )     2,561       (6,718 )
Purchases
    7,425       19,152       55,200       211,700  
Settlements
    (11,028 )     (14,494 )            
Transfers from Level 3 to Level 2
          (47,787 )            
 
                       
Ending balance
  $ 17,329     $ 21,706     $ 57,761     $ 238,280  
 
                       
                                 
    Three Months Ended June 30,  
    2010     2009     2010     2010  
    Fixed Income     Equity     Other Invested  
    Securities     Securities     Assets  
Beginning balance
  $ 17,199     $ 30,093     $     $ 31,309  
Total realized investment gains (losses) included in net income
    5,011       613       2,561       (4,029 )
Purchases
    1,858       1,520       55,200       211,000  
Settlements
    (6,739 )     (10,520 )            
 
                       
Ending balance
  $ 17,329     $ 21,706     $ 57,761     $ 238,280  
 
                       
     The following table presents realized investment gains and losses included in net income related to Level 3 assets for the six months ended June 30, 2010 and 2009 (in thousands):
                                 
    Net Realized Investment Gains (Losses) on:  
    Fixed             Other  
    Income     Equity     Invested  
    Securities     Securities     Assets  
    2010     2009     2010     2010  
Realized investment gains related to securities sold
  $ 5,354     $ 4,099     $     $  
Realized investment gains (losses) related to securities held
    1,332       (6,687 )     2,561       (6,718 )
 
                       
Total net realized investment gains (losses) relating to Level 3 assets
  $ 6,686     $ (2,588 )   $ 2,561     $ (6,718 )
 
                       

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ODYSSEY RE HOLDINGS CORP.
NOTES TO CONSOLIDATED FINANCIAL STATEMENTS (UNAUDITED) — (Continued)
     The following table presents realized investment gains and losses included in net income related to Level 3 assets for the three months ended June 30, 2010 and 2009 (in thousands):
                                 
    Net Realized Investment Gains on:  
    Fixed             Other  
    Income     Equity     Invested  
    Securities     Securities     Assets  
    2010     2009     2010     2010  
Realized investment gains related to securities sold
  $ 3,588     $ 3,829     $     $  
Realized investment gains (losses) related to securities held
    1,423       (3,216 )     2561       (4,029 )
 
                       
Total net realized investment gains (losses) relating to Level 3 assets
  $ 5,011     $ 613     $ 2,561     $ (4,029 )
 
                       
   Fair Value Option
     The fair value option (“FVO”) available under GAAP allows companies to irrevocably elect fair value as the initial and subsequent measurement attribute for certain financial assets and liabilities. Changes in the fair value of assets and liabilities for which the election is made will be recognized in net income as they occur. The FVO election is permitted on an instrument-by-instrument basis at initial recognition of an asset or liability or upon the occurrence of an event that gives rise to a new basis of accounting for that instrument.
     On January 1, 2008, the Company elected the FVO for its investment in common stock of Advent Capital (Holdings) PLC (“Advent”). At the time, Advent common stock was publicly traded on a foreign stock exchange and its traded price was determined to be a better indicator of its value than its carrying value under the equity method. During 2009, Fairfax and certain of its subsidiaries, including the Company, purchased additional shares of Advent, bringing Fairfax’s ownership in Advent to 100%, of which the Company holds 21.7%.
     To determine the fair value of Advent common stock, the Company evaluates observable price-to-book multiples of peer companies and applies such to Advent’s most recently available book value per share. As of June 30, 2010, the Company’s investment in Advent is recorded at fair value of $26.5 million in other invested assets, with related changes in fair value recognized as a realized investment gain or loss in the period in which they occur. The change in Advent’s fair value resulted in the recognition of a realized investment loss of $6.4 million and $4.1 million for the six and three months ended June 30, 2010, respectively. The change in Advent’s fair value resulted in the recognition of a realized investment loss of $2.2 million and a realized investment gain of $0.1 million for the six and three months ended June 30, 2009, respectively. Advent’s value as of June 30, 2010, calculated in accordance with the equity method of accounting, would have been $34.7 million.
     As of June 30, 2010, the Company has not elected the FVO for any of its liabilities.

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ODYSSEY RE HOLDINGS CORP.
NOTES TO CONSOLIDATED FINANCIAL STATEMENTS (UNAUDITED) — (Continued)
4. Investments and Cash
     The following is a summary of the Company’s investment portfolio as of June 30, 2010, excluding common stocks, at equity, other invested assets, fixed income securities held as trading securities, convertible preferred stock held as trading securities and short-term investments held as trading securities (in thousands):
                                 
    Cost or     Gross     Gross        
    Amortized     Unrealized     Unrealized        
    Cost     Appreciation     Depreciation     Fair Value  
Fixed income securities, available for sale:
                               
United States government, government agencies and authorities
  $ 182,021     $ 27,722     $ 972     $ 208,771  
States, municipalities and political subdivisions
    2,948,414       347,648       1,672       3,294,390  
Foreign governments
    851,817       38,948       7,325       883,440  
Corporate
    217,786       50,398       4,389       263,795  
 
                       
Total fixed income securities, available for sale
    4,200,038       464,716       14,358       4,650,396  
Redeemable preferred stock, at fair value
    108                   108  
Common stocks, at fair value
    1,344,869       277,084       41,378       1,580,575  
Short-term investments, at fair value
    60,492                   60,492  
Cash and cash equivalents
    984,624                   984,624  
Cash and cash equivalents held as collateral
    24,821                   24,821  
 
                       
Total
  $ 6,614,952     $ 741,800     $ 55,736     $ 7,301,016  
 
                       
     Common stocks accounted for under the equity method of accounting were carried at $215.2 million as of June 30, 2010, reflecting gross unrealized appreciation of $43.0 million and no gross unrealized depreciation. Other invested assets were carried at $631.0 million as of June 30, 2010, reflecting no gross unrealized appreciation or depreciation. Fixed income securities held as trading securities were carried at fair value of $563.4 million as of June 30, 2010, with changes in fair value reflected as realized investment gains or losses in the consolidated statement of operations. Fixed income securities held as trading securities include corporate, foreign government and mortgage-related securities, with fair values of $371.0 million, $102.0 million and $90.4 million, respectively, as of June 30, 2010. Convertible preferred stock and short-term investments held as trading securities were carried at fair value of $160.3 million and $79.4 million, respectively, as of June 30, 2010, with changes in fair value reflected in realized investment gains or losses in the consolidated statements of operations and comprehensive income.

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ODYSSEY RE HOLDINGS CORP.
NOTES TO CONSOLIDATED FINANCIAL STATEMENTS (UNAUDITED) — (Continued)
     The following is a summary of the Company’s investment portfolio as of December 31, 2009, excluding common stocks, at equity, other invested assets, fixed income securities held as trading securities, convertible preferred stock held as trading securities, and short-term investments held as trading securities (in thousands):
                                 
    Cost or     Gross     Gross        
    Amortized     Unrealized     Unrealized        
    Cost     Appreciation     Depreciation     Fair Value  
Fixed income securities, available for sale:
                               
United States government, government agencies and authorities
  $ 138,033     $ 7,309     $ 4,305     $ 141,037  
States, municipalities and political subdivisions
    2,808,873       318,037       39,354       3,087,556  
Foreign governments
    748,680       48,060       129       796,611  
Corporate
    275,553       73,292       84       348,761  
 
                       
Total fixed income securities, available for sale
    3,971,139       446,698       43,872       4,373,965  
Redeemable preferred stock, at fair value
    108                   108  
Common stocks, at fair value
    1,620,818       392,632       3,933       2,009,517  
Short-term investments, at fair value
    125,100                   125,100  
Cash and cash equivalents
    941,444                   941,444  
Cash and cash equivalents held as collateral
    56,720                   56,720  
 
                       
Total
  $ 6,715,329     $ 839,330     $ 47,805     $ 7,506,854  
 
                       
     Common stocks accounted for under the equity method of accounting were carried at $219.5 million as of December 31, 2009, reflecting gross unrealized appreciation of $35.0 million and no gross unrealized depreciation. Other invested assets were carried at $146.7 million as of December 31, 2009, reflecting no gross unrealized appreciation or depreciation. Fixed income securities held as trading securities were carried at fair value of $532.7 million as of December 31, 2009, with changes in fair value reflected as realized investment gains or losses in the consolidated statement of operations. Fixed income securities held as trading securities include corporate, foreign government and mortgage-related securities, with fair values of $363.0 million, $99.4 million and $70.3 million, respectively, as of December 31, 2009. Convertible preferred stock and short-term investments held as trading securities were carried at fair value of $82.5 million and $238.4 million, respectively, as of December 31, 2009, with changes in fair value reflected in realized investment gains or losses in the consolidated statements of operations and comprehensive income.

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ODYSSEY RE HOLDINGS CORP.
NOTES TO CONSOLIDATED FINANCIAL STATEMENTS (UNAUDITED) — (Continued)
  (a) Net Investment Income and Realized Investment Gains (Losses)
     The following table sets forth the components of net investment income for the six and three months ended June 30, 2010 and 2009 (in thousands):
                                 
    Six Months Ended     Three Months Ended  
    June 30,     June 30,  
    2010     2009     2010     2009  
Interest on fixed income securities
  $ 141,051     $ 121,851     $ 71,181     $ 65,262  
Dividends on preferred stocks
    396             396        
Dividends on common stocks, at fair value
    20,359       29,933       10,746       13,289  
Net income of common stocks, at equity
    2,442       1,678       1,780       2,371  
Interest on cash and short-term investments
    4,354       7,654       1,937       2,764  
Other invested assets
    14,307       9,701       3,710       14,538  
 
                       
Gross investment income
    182,909       170,817       89,750       98,224  
Less: investment expenses
    17,943       8,933       9,158       4,581  
Less: interest on funds held under reinsurance contracts
    1,642       1,798       798       885  
 
                       
Net investment income
  $ 163,324     $ 160,086     $ 79,794     $ 92,758  
 
                       

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ODYSSEY RE HOLDINGS CORP.
NOTES TO CONSOLIDATED FINANCIAL STATEMENTS (UNAUDITED) — (Continued)
     The following table sets forth the components of net realized investment gains and losses for the six and three months ended June 30, 2010 and 2009 (in thousands):
                                                 
    Six Months Ended June 30, 2010     Six Months Ended June 30, 2009  
    Gross     Gross     Net Realized     Gross     Gross     Net Realized  
    Realized     Realized     Investment     Realized     Realized     Investment  
    Investment     Investment     Gains     Investment     Investment     (Losses)  
    Gains     Losses     (Losses)     Gains     Losses     Gains  
Fixed income securities, available for sale
  $ 69,253     $ 94,839     $ (25,586 )   $ 50,637     $ 10,332     $ 40,305  
Fixed income securities, held as trading securities
    47,104       15,461       31,643       58,823       10,721       48,102  
Redeemable preferred stock
                            394       (394 )
Convertible preferred stock, held as trading securities
    2,561       37,811       (35,250 )                  
Equity securities
    94,897       13,050       81,847       15,830       123,992       (108,162 )
Derivative securities
    235,305       83,653       151,652       11,303       58,694       (47,391 )
Other securities
    33,713       75,452       (41,739 )     69,282       45,369       23,913  
 
                                   
Total
  $ 482,833     $ 320,266     $ 162,567     $ 205,875     $ 249,502     $ (43,627 )
 
                                   
                                                 
    Three Months Ended June 30, 2010     Three Months Ended June 30, 2009  
    Gross     Gross     Net Realized     Gross     Gross     Net Realized  
    Realized     Realized     Investment     Realized     Realized     Investment  
    Investment     Investment     Gains     Investment     Investment     (Losses)  
    Gains     Losses     (Losses)     Gains     Losses     Gains  
Fixed income securities, available for sale
  $ 49,837     $ 91,162     $ (41,325 )   $ 46,877     $ 6,275     $ 40,602  
Fixed income securities, held as trading securities
    6,864       13,982       (7,118 )     52,803       (16,074 )     68,877  
Redeemable preferred stock
                            216       (216 )
Convertible preferred stock, held as trading securities
    2,561       24,633       (22,072 )                  
Equity securities
    12,596       10,151       2,445       11,942       45,597       (33,655 )
Derivative securities
    221,711       16,823       204,888       (10,341 )     51,716       (62,057 )
Other securities
    4,673       31,849       (27,176 )     48,631       7,011       41,620  
 
                                   
Total
  $ 298,242     $ 188,600     $ 109,642     $ 149,912     $ 94,741     $ 55,171  
 
                                   
     The following table sets forth the amounts included in net realized investment gains for the six and three months ended June 30, 2010 and 2009 related to realized investment losses on the other-than-temporary impairment of investments (in thousands):
                                 
    Six Months Ended     Three Months Ended  
    June 30,     June 30,  
    2010     2009     2010     2009  
Fixed income securities
  $ 2,911     $ 3,362     $     $ 226  
Preferred stock
          216             216  
Equity securities
    4,745       123,128       3,603       44,890  
 
                       
Total other-than-temporary impairments
  $ 7,656     $ 126,706     $ 3,603     $ 45,332  
 
                       

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ODYSSEY RE HOLDINGS CORP.
NOTES TO CONSOLIDATED FINANCIAL STATEMENTS (UNAUDITED) — (Continued)
     For those fixed income securities that were determined to be other-than-temporarily impaired, the Company determined that such impairments were either related to credit or were incurred on securities maturing before sufficient time would elapse for market value recovery, requiring the recognition of an impairment charge to income. Impairments related to other factors for securities not maturing in the near term (e.g., interest rates and market conditions) would have required charges to other comprehensive income.
  (b) Unrealized Appreciation (Depreciation)
     The following table sets forth the changes in unrealized net appreciation (depreciation) of investments, and the related tax effect, reflected in accumulated other comprehensive income for the six and three months ended June 30, 2010 and 2009 (in thousands):
                                 
    Six Months Ended     Three Months Ended  
    June 30,     June 30,  
    2010     2009     2010     2009  
Fixed income securities
  $ 47,532     $ 186,341     $ 37,265     $ 75,808  
Redeemable preferred stock
          395             216  
Equity securities
    (144,985 )     234,634       (273,580 )     473,752  
Short-term investments
          (1 )           (51 )
 
                       
(Decrease) increase in unrealized net appreciation of investments
    (97,453 )     421,369       (236,315 )     549,725  
Deferred income tax benefit (expense)
    34,108       (147,478 )     82,711       (192,405 )
 
                       
Change in net unrealized (depreciation) appreciation of investments included in other comprehensive income
  $ (63,345 )   $ 273,891     $ (153,604 )   $    357,320  
 
                       
  (c) Common Stocks, at Equity
     Common stocks, at equity, totaled $215.2 million as of June 30, 2010 and $219.5 million as of December 31, 2009. The following table sets forth the components of common stocks, at equity, as of June 30, 2010 and December 31, 2009 (in thousands):
                 
    June 30,     December 31,  
    2010     2009  
Fairfax Asia Limited
  $ 90,280     $ 84,086  
TRG Holding Corporation
    74,327       74,347  
Zenith National Insurance Corp.
    50,578       61,056  
Other
    27       27  
 
           
Total common stocks, at equity
  $   215,212     $ 219,516  
 
           
     For common stocks, at equity, as of June 30, 2010, the relative ownership held by the Company was 13.0% for TRG Holding Corporation (which is 100% owned by Fairfax), 26.2% (economic) for Fairfax Asia Limited (which is 100% owned by Fairfax) and 6.3% (economic) for Zenith (which is 100% owned by Fairfax).

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ODYSSEY RE HOLDINGS CORP.
NOTES TO CONSOLIDATED FINANCIAL STATEMENTS (UNAUDITED) — (Continued)
  (d) Derivative Investments and Short Sales
     The Company has utilized credit default swaps, call options and warrants, total return swaps, interest rate options, forward currency contracts, futures contracts, inflation-linked instruments and short sales to manage against adverse changes in the values of assets and liabilities. These products are typically not linked to specific assets or liabilities on the consolidated balance sheets or a forecasted transaction and, therefore, do not qualify for hedge accounting. The following tables set forth the Company’s derivative positions, which are included in other invested assets or other liabilities in the consolidated balance sheets, as of June 30, 2010 and December 31, 2009, respectively (in thousands):
                                 
    As of June 30, 2010
    Exposure/                
    Notional           Fair Value   Fair Value
    Amount   Cost   Asset   Liability
CPI-linked derivative contracts
  $ 12,866,545     $ 103,595     $ 131,105     $  
Total return swaps
    2,123,156             133,822        
Credit default swaps
    527,713       8,697       12,148        
Forward currency contracts
    445,349                   29,690  
Warrants
    165,475       9,984       7,584        
Interest rate swaps
    140,000                   4,913  
                                 
    As of December 31, 2009
    Exposure/                
    Notional           Fair Value   Fair Value
    Amount   Cost   Asset   Liability
CPI-linked derivative contracts
  $ 605,743     $ 4,017     $   4,063     $  
Total return swaps
    818,416             3,132        
Credit default swaps
    1,295,187       20,583       9,986        
Forward currency contracts
    416,293                   39,251  
Warrants
    163,116       5,318       2,801        
Interest rate swaps
    140,000                   43  

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ODYSSEY RE HOLDINGS CORP.
NOTES TO CONSOLIDATED FINANCIAL STATEMENTS (UNAUDITED) — (Continued)
     The following tables summarize the effect of the hedging instruments and related hedged items on the Company’s historical financial position, results of operations and cash flows as of and for the six and three months ended June 30, 2010 and 2009 (in thousands):
                                                 
    As of and for the Six Months Ended June 30, 2010  
                    Effect on Pre-tax:  
    Exposure /             Other     Net Realized             Net Cash  
    Notional     Carrying     Comprehensive     Investment             Flow from  
    Value     Value     Income     Gains     Net Equity     Disposals  
Equity risk exposures:
                                               
Preferred stocks
  $ 160,359     $ 160,359     $     $ (35,250 )   $ (35,250 )   $  
Common stocks, at fair value
    1,580,575       1,580,575       (152,992 )     82,989       (70,003 )     86,994  
Other
    112,607       (11,014 )           (28,262 )     (28,262 )     (17,248 )
 
                                   
Total equity exposure
  $ 1,853,541     $ 1,729,920       (152,992 )     19,477       (133,515 )     69,746  
 
                                   
Hedging instruments:
                                               
Other invested assets:
                                               
Total return swaps
  $ 2,010,549     $ 144,836             149,504       149,504       7,800  
 
                                   
Total equity hedging instruments
  $ 2,010,549     $ 144,836             149,504       149,504       7,800  
 
                                   
Net equity impact
                  $ (152,992 )   $ 168,981     $ 15,989     $ 77,546  
 
                                       
 
                                               
Credit risk exposures:
                                               
Fixed income securities
  $ 5,213,746     $ 5,213,746     $ 47,532     $ 6,057     $ 53,589     $ (25,943 )
 
                                               
Derivatives — other invested assets
    13,032,020       138,689             27,722       27,722       141  
 
                                               
Cash, cash equivalents and short-term investments
    1,149,350       1,149,350             (31,352 )     (31,352 )     (31,352 )
Premiums receivable
    394,394       394,394             (250 )     (250 )     (250 )
Reinsurance recoverable
    1,241,655       1,241,655             989       989        
 
                                   
Total credit risk exposure
  $ 21,031,165     $ 8,137,834       47,532       3,166       50,698       (57,404 )
 
                                   
Hedging instruments:
                                               
Other invested assets:
                                               
Credit default swaps:
                                               
Banking
  $ 195,985     $ 4,683             1,585       1,585       (1,868 )
Insurance
    331,728       7,465             577       577       (10,018 )
 
                                   
Total credit default swaps
  $ 527,713     $ 12,148             2,162       2,162       (11,886 )
 
                                   
Net equity impact
                  $ 47,532     $ 5,328     $ 52,860     $ (69,290 )
 
                                       

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ODYSSEY RE HOLDINGS CORP.
NOTES TO CONSOLIDATED FINANCIAL STATEMENTS (UNAUDITED) — (Continued)
                                                 
    As of and for the Six Months Ended June 30, 2009  
                    Effect on Pre-tax:  
    Exposure /             Other     Net Realized             Net Cash  
    Notional     Carrying     Comprehensive     Investment             Flow from  
    Value     Value     Loss     Losses     Net Equity     Disposals  
Equity risk exposures:
                                               
Preferred stocks
  $ 108     $ 108     $ 395     $ (394 )   $ 1     $ (1,095 )
Common stocks, at fair value
    1,918,238       1,918,238       233,808       (108,699 )     125,109       (81,046 )
 
                                   
Total equity exposure
  $ 1,918,346     $ 1,918,346       234,203       (109,093 )     125,110       (82,141 )
 
                                   
Hedging instruments:
                                               
Other invested assets:
                                               
Total return swaps
  $     $                          
 
                                   
Total equity hedging instruments
  $     $                          
 
                                   
Net equity impact
                  $ 234,203     $ (109,093 )   $ 125,110     $ (82,141 )
 
                                       
 
                                               
Credit risk exposures:
                                               
Fixed income securities
  $ 4,451,930     $ 4,451,930     $ 186,341     $ 88,407     $ 274,748     $ 46,381  
Derivatives — other invested assets
    163,116       703             724       724       (237 )
Cash, cash equivalents and short-term investments
    1,415,404       1,415,404       (1 )     28,478       28,477       28,478  
Premiums receivable
    486,894       486,894             (1,500 )     (1,500 )     (1,500 )
Reinsurance recoverable
    1,023,580       1,023,580                          
 
                                   
Total credit risk exposure
  $ 7,540,924     $ 7,378,511       186,340       116,109       302,449       73,122  
 
                                   
Hedging instruments:
                                               
Other invested assets:
                                               
Credit default swaps:
                                               
Banking
  $ 403,581     $ 8,414             3,968       3,968       12,836  
Insurance
    868,335       16,831             (17,414 )     (17,414 )     21,124  
 
                                   
Total credit default swaps
  $ 1,271,916     $ 25,245             (13,446 )     (13,446 )     33,960  
 
                                   
Net equity impact
                  $ 186,340     $ 102,663     $ 289,003     $ 107,082  
 
                                       

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ODYSSEY RE HOLDINGS CORP.
NOTES TO CONSOLIDATED FINANCIAL STATEMENTS (UNAUDITED) — (Continued)
                                                 
    As of and for the Three Months Ended June 30, 2010  
                    Effect on Pre-tax:  
    Exposure /             Other     Net Realized             Net Cash  
    Notional     Carrying     Comprehensive     Investment             Flow from  
    Value     Value     Losses     Losses     Net Equity     Disposals  
Equity risk exposures:
                                               
Preferred stocks
  $ 160,359     $ 160,359     $     $ (22,072 )   $ (22,072 )   $  
Common stocks, at fair value
    1,580,575       1,580,575       (278,645 )     2,554       (276,091 )     6,157  
Other
    112,607       (11,014 )           (26,758 )     (26,758 )     (17,248 )
 
                                   
Total equity exposure
  $ 1,853,541     $ 1,729,920       (278,645 )     (46,276 )     (324,921 )     (11,091 )
 
                                   
Hedging instruments:
                                               
Other invested assets:
                                               
Total return swaps
  $ 2,010,549     $ 144,836             190,038       190,038       45,464  
 
                                   
Total equity hedging instruments
  $ 2,010,549     $ 144,836             190,038       190,038       45,464  
 
                                   
Net equity impact
                  $ (278,645 )   $ 143,762     $ (134,883 )   $ 34,373  
 
                                       
 
                                               
Credit risk exposures:
                                               
Fixed income securities
  $ 5,213,746     $ 5,213,746     $ 37,265     $ (48,443 )   $ (11,178 )   $ (42,506 )
Derivatives — other invested assets
    13,032,020       138,689             39,415       39,415        
Cash, cash equivalents and short-term investments
    1,149,350       1,149,350             (20,131 )     (20,131 )     (20,131 )
Premiums receivable
    394,394       394,394                          
Reinsurance recoverable
    1,241,655       1,241,655             1,239       1,239        
 
                                   
Total credit risk exposure
  $ 21,031,165     $ 8,137,834       37,265       (27,920 )     9,345       (62,637 )
 
                                   
Hedging instruments:
                                               
Other invested assets:
                                               
Credit default swaps:
                                               
Banking
    195,985       4,683             1,838       1,838       (1,064 )
Insurance
    331,728       7,465             1,619       1,619       (10,018 )
 
                                   
Total credit default swaps
  $ 527,713     $ 12,148             3,457       3,457       (11,082 )
 
                                   
Net equity impact
                  $ 37,265     $ (24,463 )   $ 12,802     $ (73,719 )
 
                                       

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ODYSSEY RE HOLDINGS CORP.
NOTES TO CONSOLIDATED FINANCIAL STATEMENTS (UNAUDITED) — (Continued)
                                                 
    As of and for the Three Months Ended June 30, 2009  
                    Effect on Pre-tax:  
    Exposure /             Other     Net Realized             Net Cash  
    Notional     Carrying     Comprehensive     Investment             Flow from  
    Value     Value     Losses     Losses     Net Equity     Disposals  
Equity risk exposures:
                                               
Preferred stocks
  $ 108     $ 108     $ 216     $ (216 )   $     $ 1  
Common stocks, at fair value
    1,918,238       1,918,238       473,784       (33,627 )          440,157            (84,212 )
 
                                   
Total equity exposure
  $ 1,918,346     $ 1,918,346       474,000       (33,843 )     440,157       (84,211 )
 
                                   
Hedging instruments:
                                               
Other invested assets:
                                               
Total return swaps
  $     $                          
 
                                   
Total equity hedging instruments
  $     $                          
 
                                   
Net equity impact
                  $ 474,000     $           (33,843 )   $           440,157     $           (84,211 )
 
                                       
 
                                               
Credit risk exposures:
                                               
Fixed income securities
  $ 4,451,930     $ 4,451,930     $ 75,808     $ 109,479     $ 185,287     $ 43,289  
 
                                               
Derivatives — other invested assets
    163,116       703             678       678        
Cash, cash equivalents and short-term investments
    1,415,404       1,415,404       (51 )     39,326       39,275       39,326  
Premiums receivable
    486,894       486,894             (1,500 )     (1,500 )     (1,500 )
Reinsurance recoverable
    1,023,580       1,023,580             750       750        
 
                                   
Total credit risk exposure
  $ 7,540,924     $ 7,378,511       75,757       148,733       224,490       81,115  
 
                                   
Hedging instruments:
                                               
Other invested assets:
                                               
Credit default swaps:
                                               
Banking
    403,581       8,414             (4,971 )     (4,971 )     5,121  
Insurance
    868,335       16,831             (11,546 )     (11,546 )     459  
 
                                   
Total credit default swaps
  $ 1,271,916     $ 25,245             (16,517 )     (16,517 )     5,580  
 
                                   
Net equity impact
                  $ 75,757     $ 132,216     $ 207,973     $ 86,695  
 
                                       
     In the normal course of effecting its economic hedging strategy with respect to credit risk and equity risk, the Company expects that there may be periods where the notional value of the hedging instrument may exceed or be less than the exposure item being hedged. This situation may arise when management compensates for imperfect correlations between the hedging item and the hedge, due to the timing of opportunities related to the Company’s ability to exit and enter hedged or hedging items at attractive prices or when management desires to only partially hedge an exposure.
     The Company holds credit default swaps, referenced to certain issuers in the banking and insurance sectors of the financial services industry worldwide, that serve as an economic hedge against declines in the fair value of investments and other corporate assets resulting from systemic financial and credit risk. Under a credit default swap, as the buyer, the Company agrees to pay to a specific counterparty, at specified periods, fixed premium amounts based on an agreed notional principal amount in exchange for protection against default by the issuers of specified referenced debt securities. The credit events defined by the respective credit default swap contracts, establishing the rights to recover amounts from the counterparties, are ISDA-standard credit events, namely: bankruptcy, obligation acceleration, obligation default, failure to pay, repudiation/moratorium and restructuring.

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ODYSSEY RE HOLDINGS CORP.
NOTES TO CONSOLIDATED FINANCIAL STATEMENTS (UNAUDITED) — (Continued)
As of June 30, 2010, all credit default swap contracts held by the Company have been purchased from and entered into with either Citibank, N.A., Deutsche Bank AG or Barclays Bank PLC as the counterparty, with positions on certain covered risks with more than one of these counterparties. The Company obtains market-derived fair values for its credit default swaps from third-party providers, principally broker-dealers. The Company assesses the reasonableness of the fair values obtained from these providers by comparison to models validated by qualified personnel, by reference to movements in credit spreads, and by comparing the fair values to recent transaction prices for similar credit default swaps, where available.
     The initial premium paid for each credit default swap contract is recorded as a derivative asset and is subsequently adjusted for changes in the unrealized fair value of the contract at each balance sheet date. As these contracts do not qualify for hedge accounting, changes in the unrealized fair value of the contract are recorded as net realized investment gains or losses in the Company’s consolidated statements of operations and comprehensive income. Sales of credit default swap contracts required the Company to reverse through net realized investment gains previously recorded unrealized fair value changes since the inception of the contract, and to record the actual amount based upon the final cash settlement. Derivative assets are reported gross, on a contract-by-contract basis, at fair value in other invested assets in the consolidated balance sheets. The sale, expiration or early settlement of a credit default swap will not result in a cash payment owed by the Company; rather, such an event can only result in a cash payment by a third party purchaser of the contract, or the counterparty, to the Company. Accordingly, there is no opportunity for netting of amounts owed in settlement. Cash receipts at the date of sale of the credit default swaps are recorded as cash flows from investing activities arising from net sales of assets and liabilities classified as held for trading.
     The fair values of credit default swaps may be subject to significant volatility, given potential differences in the perceived risk of default of the underlying issuers, movements in credit spreads and the length of time to the contracts’ maturities. The fair value of the credit default swaps may vary significantly either up or down in short periods, and their ultimate value may therefore only be known upon their disposition. Credit default swap transactions generally settle in cash. As a result of the appreciation in the fair value of the credit default swaps, counterparties to these transactions are required to place government securities as collateral, pursuant to the swap agreements. The fair value of the collateral as of June 30, 2010 was $0.6 million. As the Company funds all of its obligations relating to these contracts upon initiation of the transaction, there are no requirements in these contracts for the Company to provide collateral.
     The Company’s holdings of credit default swap contracts declined significantly in 2009 relative to prior years, largely as a result of significant sales in 2008. In the latter part of 2008, the Company revised the financial objectives of its hedging program by determining not to replace its credit default swap hedge position as sales or expiries occurred, primarily based on the Company’s judgment that its exposure to elevated levels of credit risk had moderated, but also due to (i) the significant increase in the cost of purchasing credit protection (reducing the attractiveness of the credit default swap contract as a hedging instrument), (ii) improvement in the Company’s capital and liquidity (having benefited significantly from, among other things, more than $557.0 million in gains from sales of credit default swaps realized since 2007), and (iii) the Company’s judgment that managing credit risk through means other than the use of derivatives was, given the market environment, once again appropriate for mitigating the Company’s credit exposure arising from financial assets.
     The fair value of the credit default swaps portfolio was $12.1 million as of June 30, 2010, compared to $10.0 million as of December 31, 2009. The credit default swaps portfolio has an average term to expiration of 2.4 years as of June 30, 2010, an increase from 1.5 years as of December 31, 2009.
     The Company has entered into forward currency contracts to manage its foreign currency exchange rate risk on a macro basis. Under a forward currency contract, the Company and the counterparty are obligated to purchase or sell an underlying currency at a specified price and time. The collateral requirement related to the forward currency contracts was $53.4 million as of June 30, 2010. Forward currency contracts are recorded at fair value in other liabilities as of June 30, 2010 and December 31, 2009, with the related changes in fair value recognized as realized investment gains or losses in the consolidated statements of operations and comprehensive income in the period in which they occur.

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ODYSSEY RE HOLDINGS CORP.
NOTES TO CONSOLIDATED FINANCIAL STATEMENTS (UNAUDITED) — (Continued)
     The Company has investments in warrants, which are contracts that grant the holder the right, but not the obligation, to purchase an underlying financial instrument at a given price and time or at a series of prices and times. Warrants, which are included in other invested assets as of June 30, 2010 and December 31, 2009, are recorded at fair value, with the related changes in fair value recognized as realized investment gains or losses in the consolidated statements of operations and comprehensive income in the period in which they occur.
     The Company has entered into interest rate swaps to protect it from adverse movements in interest rates. Under its current interest rate swap contracts, the Company receives a floating interest rate and pays a fixed interest rate based on the notional amounts in the contracts. Interest rate swaps are recorded at fair value in other liabilities as of June 30, 2010 and December 31, 2009, with the related changes in fair value recognized as realized investment gains or losses in the consolidated statements of operations and comprehensive income in the period in which they occur.
     The Company holds significant investments in equities and equity-related securities, which the Company believes will significantly appreciate in value over time. The market values and the liquidity of these investments are volatile and may vary significantly either up or down in short periods. Their ultimate value, therefore, will only be known over the long term. During the second quarter of 2010, as a result of volatility in the equity markets and the uncertainty caused by credit concerns related to the sovereign debt of certain countries in the European Union, the Company determined to increase the level of protection of its equity and equity-related holdings against a potential decline in equity markets by way of additional short positions effected through equity index total return swaps. As a result, beginning in September 2009 and continuing into 2010, the Company re-initiated U.S. equity index total return swap contracts, which had an aggregate notional value of $2.0 billion as of June 30, 2010, to protect against potential future broad market downturns. The collateral requirement related to entering the total return swaps was $190.2 million as of June 30, 2010. As a result in the appreciation of the fair value of some of the total return swaps, counterparties to these contracts are required to place government securities as collateral. The fair value of this collateral as of June 30, 2010 was $59.3 million. These total return swap transactions terminate during the second quarter of 2011. The equity index total return swaps, in the aggregate, are recorded at fair value in other invested assets as of June 30, 2010 and December 31, 2009, respectively, with the related changes in the fair values recorded as realized gains or losses in the consolidated statements of operations and comprehensive income in the period in which they occur.
     During the first quarter of 2010, the Company purchased a long position common stock total return swap, with a total notional value of $112.6 million, as a replication of an investment in a publicly-listed common stock. The collateral requirement related to this swap, which terminates in the first quarter of 2011, was $13.0 million as of June 30, 2010. The common stock total return swap was in a loss position as of June 30, 2010, and is recorded in other liabilities. Changes in the fair value of common stock total return swaps are recorded as realized gains or losses in the consolidated statements of operations and comprehensive income in the period in which they occur.
     As an economic hedge against the potential adverse impact on the Company of decreasing price levels in the economy, the Company has purchased derivative contracts referenced to consumer price indices (“CPI”) in the geographic regions in which the Company operates. As of June 30, 2010 and December 31, 2009, the Company had 46 and three CPI-linked derivative contracts, respectively, outstanding, which had a notional value of $12.9 billion and $605.7 million, respectively, with a carrying value in the consolidated balance sheet of $131.1 million and $4.1 million, respectively, and a cost of $103.6 million and $4.0 million, respectively. These contracts have a remaining average life of 9.7 years and 10 years as of June 30, 2010 and December 31, 2009. As the remaining life of a contract declines, the fair value of the contract (excluding the impact of CPI changes) will generally decline. The initial premium paid for the contracts is recorded as a derivative asset and subsequently adjusted for changes in the unrealized fair value of the contracts at each balance sheet date. Changes in the unrealized fair value of the contracts are recorded as realized gains or losses on investments in the Company’s consolidated statements of operations and comprehensive income with a corresponding adjustment to the carrying value of the derivative asset. In the event of a sale, expiration or early settlement of one of the Company’s CPI-linked derivative contracts, the Company would receive the fair value of that contract on the date of the transaction. The Company’s maximum potential cash loss is limited to the premiums paid to enter into the derivative contracts. Pursuant to the agreements governing the CPI-linked derivatives,

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ODYSSEY RE HOLDINGS CORP.
NOTES TO CONSOLIDATED FINANCIAL STATEMENTS (UNAUDITED) — (Continued)
counterparties to these transactions are contractually required to periodically deposit eligible collateral for the benefit of the Company in support of the then-current fair value of the derivative contracts. As of June 30, 2010, the fair value of this collateral was $63.5 million.
     During 2008, the Company entered into Eurodollar futures contracts to manage its interest rate risk with respect to certain investments. During the first quarter of 2009, the Company closed the futures contracts. A futures contract is a variation of a forward currency contract, with some additional features, such as a clearinghouse guarantee against credit losses, a daily settlement of gains and losses, and trading on an organized electronic or floor trading facility. Futures contracts are entered either long or short. The Company had entered into the long position, which agrees to buy the underlying currency at the future date at the price agreed upon.
     Counterparties to the derivative instruments expose the Company to credit risk in the event of non-performance. The Company believes this risk is low, given the diversification among various highly-rated counterparties. The credit risk exposure is reflected in the fair value of the derivative instruments.
     The net realized investment gains or losses on disposal in the table below represent the total gains or losses from the purchase dates of the investments and have been reported in net realized investment gains in the consolidated statements of operations and comprehensive income. The change in fair value presented below consists of two components: (i) the reversal of the gain or loss recognized in previous years on securities sold and (ii) the change in fair value resulting from mark-to-market adjustments on contracts still outstanding. The following table sets forth the total net realized investment gains and losses on derivatives for the six and three months ended June 30, 2010 and 2009 (in thousands):
                                 
    Six Months Ended     Three Months Ended  
    June 30,     June 30,  
    2010     2009     2010     2009  
Total return swaps:
                               
Net realized investment (losses) gains on disposal
  $ (9,448 )   $     $ 28,216     $  
Change in fair value
    130,690             135,064        
 
                       
Net realized investment gains
    121,242             163,280        
 
                       
 
                               
CPI-linked derivative contracts
                               
Change in fair value
    27,464             38,027        
 
                       
Net realized investment gains
    27,464             38,027        
 
                       
 
                               
Credit default swaps:
                               
Net realized investment (losses) gains on disposal
    (11,886 )     33,960       (11,082 )     5,580  
Change in fair value
    14,048       (47,406 )     14,539       (22,097 )
 
                       
Net realized investment gains (losses)
    2,162       (13,446 )     3,457       (16,517 )
 
                       
 
                               
Forward currency contracts:
                               
Net realized investment (losses) gains on disposal
    (2,584 )     21,506       (2,691 )     21,506  
Change in fair value
    9,561       (55,228 )     5,101       (67,225 )
 
                       
Net realized investment gains (losses)
    6,977       (33,722 )     2,410       (45,719 )
 
                       

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ODYSSEY RE HOLDINGS CORP.
NOTES TO CONSOLIDATED FINANCIAL STATEMENTS (UNAUDITED) — (Continued)
                                 
    Six Months Ended     Three Months Ended  
    June 30,     June 30,  
    2010     2009     2010     2009  
Warrants:
                               
Net realized investment gains (losses) on disposal
    141       (237 )            
Change in fair value
    117       961       1,388       678  
 
                       
Net realized investment gains
    258       724       1,388       678  
 
                       
 
                               
Interest rate swaps:
                               
Net realized investment losses on disposal
    (1,582 )     (589 )     (799 )     (414 )
Change in fair value
    (4,869 )     (83 )     (2,875 )     (85 )
 
                       
Net realized investment losses
    (6,451 )     (672 )     (3,674 )     (499 )
 
                       
 
                               
Futures contracts:
                               
Net realized investment losses on disposal
          (275 )            
 
                       
Net realized investment losses
          (275 )            
 
                       
 
                               
Total derivatives:
                               
Net realized investment (losses) gains on disposal
    (25,359 )     54,365       13,644       26,672  
Change in fair value
    177,011       (101,756 )     191,244       (88,729 )
 
                       
Net realized investment gains (losses)
  $ 151,652     $ (47,391 )   $ 204,888     $ (62,057 )
 
                       
  (e) Assets on Deposit
     The Company is required to maintain assets on deposit with various regulatory authorities to support its insurance and reinsurance operations. These requirements are generally promulgated in the statutes and regulations of the individual jurisdictions. The assets on deposit are available to settle insurance and reinsurance liabilities. The Company utilizes trust funds in certain transactions where the trust funds are set up for the benefit of the ceding companies and generally take the place of letter of credit requirements. Assets are also on deposit as collateral for certain open derivative contracts. As of June 30, 2010, restricted assets supporting these deposits and trust fund requirements totaled $1,269.5 million, as set forth in the following table (in thousands):
                         
    As of June 30, 2010  
    Restricted Assets Relating to:  
    U.S.     Foreign        
    Regulatory     Regulatory        
    Requirements     Requirements     Total  
Fixed income securities
  $ 613,363     $ 568,895     $ 1,182,258  
Cash, cash equivalents and short-term investments
    6,993       80,288       87,281  
 
                 
Total
  $ 620,356     $ 649,183     $ 1,269,539  
 
                 

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ODYSSEY RE HOLDINGS CORP.
NOTES TO CONSOLIDATED FINANCIAL STATEMENTS (UNAUDITED) — (Continued)
5. Accumulated Other Comprehensive Income (Loss)
     The following table shows the components of the change in accumulated other comprehensive income (loss), net of deferred income taxes, for the six and three months ended June 30, 2010 and 2009 (in thousands):
                                 
    Six Months Ended     Three Months Ended  
    June 30,     June 30,  
    2010     2009     2010     2009  
Beginning balance of accumulated other comprehensive
  $   546,580     $ 82,421     $ 646,100     $ (2,764 )
Beginning balance of period transition adjustment (ASC 323)
    (1,111 )     (425 )            
 
                       
Adjusted balance, beginning of period
    545,469       81,996       646,100       (2,764 )
Beginning balance of unrealized net appreciation (depreciation) on securities
    538,335       75,166       627,483       (8,688 )
Beginning balance of period transition adjustment (ASC 323)
    (1,111 )     (425 )            
 
                       
Adjusted balance of unrealized net appreciation (depreciation), beginning of period
    537,224       74,741       627,483       (8,688 )
Ending balance of unrealized net appreciation on securities
    474,782       348,632       474,782       348,632  
 
                       
Current period change in unrealized net (depreciation) appreciation on securities
    (62,442 )     273,891       (152,701 )     357,320  
 
                       
Beginning balance of foreign currency translation adjustments
    13,484       10,716       23,856       9,385  
Ending balance of foreign currency translation adjustments
    66,875       11,883       66,875       11,883  
 
                       
Current period change in foreign currency translation adjustments
    53,391       1,167       43,019       2,498  
 
                       
Beginning balance of benefit plan liabilities
    (5,239 )     (3,461 )     (5,239 )     (3,461 )
Ending balance of benefit plan liabilities
    (5,239 )     (3,461 )     (5,239 )     (3,461 )
 
                       
Current period change in benefit plan liabilities
                       
 
                       
 
                               
Change in accumulated other comprehensive (loss) income
    (9,051 )     275,058       (109,682 )     359,818  
 
                       
 
                               
Ending balance of accumulated other comprehensive income
  $ 536,418     $   357,054     $ 536,418     $   357,054  
 
                       

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ODYSSEY RE HOLDINGS CORP.
NOTES TO CONSOLIDATED FINANCIAL STATEMENTS (UNAUDITED) — (Continued)
     The components of comprehensive income for the six and three months ended June 30, 2010 and 2009 are shown in the following table (in thousands):
                                 
    Six Months Ended     Three Months Ended  
    June 30,     June 30,  
    2010     2009     2010     2009  
Net income
  $ 187,143     $ 117,467     $ 150,398     $ 122,978  
 
                       
 
                               
Other comprehensive income, before tax:
                               
Unrealized net appreciation (depreciation) on securities arising during the period
    52,032       366,924       (184,742 )     562,791  
Reclassification adjustment for realized investment (gains) losses included in net income
    (149,486 )     54,445       (51,572 )     (13,065 )
Foreign currency translation adjustments
    82,140       1,795       66,183       3,842  
 
                       
Other comprehensive (loss) income, before tax
    (15,314 )     423,164       (170,131 )     553,568  
 
                       
 
                               
Tax (provision) benefit:
                               
Unrealized net (appreciation) depreciation on securities arising during the period
    (17,308 )     (128,422 )     65,563       (196,978 )
Reclassification adjustment for realized investment gains (losses) included in net income
    52,320       (19,056 )     18,050       4,572  
Foreign currency translation adjustments
    (28,749 )     (628 )     (23,164 )     (1,344 )
 
                       
Total tax benefit (provision)
    6,263       (148,106 )     60,449       (193,750 )
 
                       
Other comprehensive (loss) income, net of tax
    (9,051 )     275,058       (109,682 )     359,818  
 
                       
 
                               
Comprehensive income
  $ 178,092     $ 392,525     $ 40,716     $ 482,796  
 
                       

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ODYSSEY RE HOLDINGS CORP.
NOTES TO CONSOLIDATED FINANCIAL STATEMENTS (UNAUDITED) — (Continued)
6. Unpaid Losses and Loss Adjustment Expenses
     The following table sets forth the activity in the liability for unpaid losses and loss adjustment expenses for the six and three months ended June 30, 2010 and 2009 (in thousands):
                                 
    Six Months Ended     Three Months Ended  
    June 30,     June 30,  
    2010     2009     2010     2009  
Gross unpaid losses and loss adjustment expenses, beginning of period
  $ 5,507,766     $ 5,250,484     $ 5,636,968     $ 5,266,303  
Less: Ceded unpaid losses and loss adjustment expenses, beginning of period
    841,486       690,171       899,470       689,208  
 
                       
Net unpaid losses and loss adjustment expenses, beginning of period
    4,666,280       4,560,313       4,737,498       4,577,095  
 
                       
Add: Net losses and loss adjustment expenses incurred related to:
                               
Current period
    694,304       650,376       313,530       320,971  
Prior periods
    2,636       (10,882 )     7,512       932  
 
                       
Total net losses and loss adjustment expenses incurred
    696,940       639,494       321,042       321,903  
 
                       
Less: Net paid losses and loss adjustment expenses related to:
                               
Current period
    61,285       61,829       40,322       35,205  
Prior periods
    532,469       524,757       272,730       256,715  
 
                       
Total net paid losses and loss adjustment expenses
    593,754       586,586       313,052       291,920  
 
                       
Effects of exchange rate changes
    (51,962 )     51,294       (27,984 )     57,437  
 
                       
Net unpaid losses and loss adjustment expenses, end of period
    4,717,504       4,664,515       4,717,504       4,664,515  
Add: Ceded unpaid losses and loss adjustment expenses, end of period
    935,379       739,213       935,379       739,213  
 
                       
Gross unpaid losses and loss adjustment expenses, end of period
  $ 5,652,883     $ 5,403,728     $ 5,652,883     $ 5,403,728  
 
                       
     Estimates of reserves for unpaid losses and loss adjustment expenses, with respect to loss events that have occurred on or before the balance sheet date, are contingent on many assumptions that may or may not occur in the future. These assumptions include loss estimates attributable to a variety of loss events, including earthquakes, hurricanes, windstorms and floods. The eventual outcome of these loss events may be different from the assumptions underlying the Company’s reserve estimates. When the business environment and loss trends diverge from expected trends, the Company may have to adjust its reserves accordingly, potentially resulting in adverse or favorable effects to the Company’s financial results. The Company believes that the recorded estimate represents the best estimate of unpaid losses and loss adjustment expenses based on the information available as of June 30, 2010. The estimate is reviewed on a quarterly basis, and the ultimate liabilities of the Company may be greater or less than the amounts provided, for which any adjustments will be reflected in the periods in which they become known.

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ODYSSEY RE HOLDINGS CORP.
NOTES TO CONSOLIDATED FINANCIAL STATEMENTS (UNAUDITED) — (Continued)
     Net losses and loss adjustment expenses incurred related to the current year, as reflected in the table above, were $694.3 million for the six months ended June 30, 2010, an increase of $43.9 million from $650.4 million for the six months ended June 30, 2009. The increase was principally attributable to an increase in current year property catastrophe losses of $74.4 million, to $137.3 million for the six months ended June 30, 2010, from $62.9 million for the six months ended June 30, 2009. For the six months ended June 30, 2010, current year property catastrophe losses included $83.4 million related to the Chile earthquake and $17.6 million related to Windstorm Xynthia. In addition, current year losses for the six months ended June 30, 2010 included $34.4 million related to the Deepwater Horizon event. For the six months ended June 30, 2009, current year property catastrophe losses included $50.0 million related to Windstorm Klaus.
     The loss estimates for losses such as the Chile earthquake, Windstorm Xynthia and the Deepwater Horizon event represent the Company’s best estimates based on the most recent information available. The Company used various approaches in estimating its losses, including a detailed review of exposed contracts and information from ceding companies. As additional information becomes available, including information from ceding companies, actual losses may exceed the Company’s estimated losses, potentially resulting in adverse effects to the Company’s financial results.
     Net losses and loss adjustment expenses incurred related to prior years increased $2.6 million for the six months ended June 30, 2010 and decreased $10.9 million for the six months ended June 30, 2009. The increase in prior period losses and loss adjustment expenses for the six months ended June 30, 2010 was attributable to increased loss estimates due to loss emergence greater than expectations in the period on business written in the Americas division, partially offset by reduced loss estimates due to loss emergence lower than expectations in the period on business written in the London Market and U.S. Insurance divisions. The decrease in prior period losses and loss adjustment expenses for the six months ended June 30, 2009 was attributable to decreased loss estimates due to loss emergence lower than expectations in the period on business written in the EuroAsia, London Market and U.S. Insurance divisions.
     Net losses and loss adjustment expenses incurred related to the current year, as reflected in the table above, were $313.5 million for the three months ended June 30, 2010, a decrease of $7.5 million from $321.0 million for the three months ended June 30, 2009. This decrease was principally attributable to a decline in casualty treaty net premiums earned in the Americas division and an overall reduction in loss exposure associated with a decline in net premiums earned of $10.0 million, to $470.5 million for the three months ended June 30, 2010, from $480.5 million for the three months ended June 30, 2009. Current year property catastrophe losses increased $1.0 million, to $16.2 million for the three months ended June 30, 2010, from $15.2 million for the three months ended June 30, 2009. In addition, current year losses for the three months ended June 30, 2010 included $34.4 million related to the Deepwater Horizon event.
     Net losses and loss adjustment expenses incurred related to prior years increased $7.5 million and $0.9 million for the three months ended June 30, 2010 and June 30, 2009, respectively. The increase in prior period losses and loss adjustment expenses for the three months ended June 30, 2010 was attributable to increased loss estimates due to loss emergence greater than expectations in the period on business written in the Americas division, partially offset by reduced loss estimates due to loss emergence lower than expectations in the period on business written in the London Market and U.S. Insurance divisions. The increase in prior period losses and loss adjustment expenses for the three months ended June 30, 2009 was attributable to increased loss estimates due to loss emergence greater than expectations in the period on business written in the Americas division.
     The effects of exchange rate changes on net unpaid losses and loss adjustment expenses resulted in a decrease of $52.0 million for the six months ended June 30, 2010 and an increase of $51.3 million for the six months ended June 30, 2009. The effects of exchange rate changes on net unpaid losses and loss adjustment expenses resulted in a decrease of $28.0 million for the three months ended June 30, 2010 and an increase of $57.4 million for the three months ended June 30, 2009. The effects of exchange rate changes were attributable to changes in foreign currency exchange rates for unpaid losses and loss adjustment expenses in the London Market division.

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ODYSSEY RE HOLDINGS CORP.
NOTES TO CONSOLIDATED FINANCIAL STATEMENTS (UNAUDITED) — (Continued)
     Ceded unpaid losses and loss adjustment expenses were $935.4 million and $739.2 million as of June 30, 2010 and 2009, respectively. The increase in ceded unpaid losses and loss adjustment expenses was principally attributable to a $96.2 million increase in unpaid reinsurance recoverables related to non-catastrophe exposure in the London Market division and a $56.6 million increase in unpaid reinsurance recoverables related to property catastrophe events.
     The Company uses tabular reserving for workers’ compensation indemnity loss reserves, which are considered to be fixed and determinable, and discounts such reserves using an interest rate of 3.5%. Workers’ compensation indemnity loss reserves have been discounted using the Life Table for Total Population: United States, 2004. Reserves reported at the discounted value were $117.9 million and $115.8 million as of June 30, 2010 and December 31, 2009, respectively. The amount of case reserve discount was $54.8 million and $54.3 million as of June 30, 2010 and December 31, 2009, respectively. The amount of incurred but not reported reserve discount was $21.6 million and $21.9 million as of June 30, 2010 and December 31, 2009, respectively.
7. Asbestos and Environmental Losses and Loss Adjustment Expenses
     The Company has exposure to losses from asbestos, environmental pollution and other latent injury damage claims. Net unpaid asbestos and environmental losses and loss adjustment expenses as of June 30, 2010 were $263.0 million, representing 5.6% of total net unpaid losses and loss adjustment expenses, compared to $265.5 million, or 5.7% of total net unpaid losses and loss adjustment expenses as of December 31, 2009. Exposure arises from reinsurance contracts written by Clearwater prior to 1986 under which the Company has assumed liabilities, on an indemnity or assumption basis, from ceding companies, primarily in connection with general liability insurance policies issued by such ceding companies. The Company’s estimate of its ultimate liability for these exposures includes “case basis” reserves and a provision for liabilities incurred but not reported. Case basis reserves are a combination of reserves reported to the Company by ceding companies and additional case reserves determined by the Company. The provision for liabilities incurred but not reported is established based on an annual review of the Company’s experience and external trends in reported loss and claim payments, with monitoring of emerging experience on a quarterly basis.
     Estimation of ultimate asbestos and environmental liabilities is unusually complex due to several factors resulting from the long period between exposure and manifestation of these claims. This lag can complicate the identification of the sources of asbestos and environmental exposure, the verification of coverage, and the allocation of liability among insurers and reinsurers over multiple years. This lag also exposes the claim settlement process to changes in underlying laws and judicial interpretations. There continues to be substantial uncertainty regarding the ultimate number of insureds with injuries resulting from these exposures.
     In addition, other issues have emerged regarding asbestos exposure that have further impacted the ability to estimate ultimate liabilities for this exposure. These issues include an increasingly aggressive plaintiffs’ bar, an increased involvement of defendants with peripheral exposure, the use of bankruptcy filings due to asbestos liabilities as an attempt to resolve these liabilities to the disadvantage of insurers, the concentration of litigation in venues favorable to plaintiffs, and the potential of asbestos litigation reform at the state or federal level.

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ODYSSEY RE HOLDINGS CORP.
NOTES TO CONSOLIDATED FINANCIAL STATEMENTS (UNAUDITED) — (Continued)
     The Company’s reserves for asbestos and environmental-related liabilities displayed below are from business written prior to 1986. The Company’s asbestos and environmental reserve development, gross and net of reinsurance, for the six and three months ended June 30, 2010 and 2009, is set forth in the table below (in thousands):
                                 
    Six Months Ended     Three Months Ended  
    June 30,     June 30,  
    2010     2009     2010     2009  
Asbestos
                               
Gross unpaid losses and loss adjustment expenses, beginning of period
  $ 386,735     $ 360,733     $ 368,400     $ 349,151  
Add: Gross losses and loss adjustment expenses incurred
    28,500             28,500        
Less: Gross calendar period paid losses and loss adjustment expenses
    28,792       18,251       10,457       6,669  
 
                       
Gross unpaid losses and loss adjustment expenses, end of period
  $ 386,443     $ 342,482     $ 386,443     $ 342,482  
 
                       
Net unpaid losses and loss adjustment expenses, beginning of period
  $ 241,572     $ 230,486     $ 229,207     $ 224,897  
Add: Net losses and loss adjustment expenses incurred
    15,000             15,000        
Less: Net calendar period paid losses and loss adjustment expenses
    19,027       10,151       6,662       4,562  
 
                       
Net unpaid losses and loss adjustment expenses, end of period
  $ 237,545     $ 220,335     $ 237,545     $ 220,335  
 
                       
 
                               
Environmental
                               
Gross unpaid losses and loss adjustment expenses, beginning of period
  $ 27,142     $ 34,242     $ 26,893     $ 29,763  
Add: Gross losses and loss adjustment expenses incurred
    4,000             4,000        
Less: Gross calendar year paid losses and loss adjustment expenses
    1,389       5,140       1,140       661  
 
                       
Gross unpaid losses and loss adjustment expenses, end of period
  $ 29,753     $ 29,102     $ 29,753     $ 29,102  
 
                       
Net unpaid losses and loss adjustment expenses, beginning of period
  $ 23,885     $ 29,819     $ 23,636     $ 26,704  
Add: Net losses and loss adjustment expenses incurred
    3,000             3,000        
Less: Net calendar period paid losses and loss adjustment expenses
    1,389       3,725       1,140       610  
 
                       
Net unpaid losses and loss adjustment expenses, end of period
  $ 25,496     $ 26,094     $ 25,496     $ 26,094  
 
                       

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ODYSSEY RE HOLDINGS CORP.
NOTES TO CONSOLIDATED FINANCIAL STATEMENTS (UNAUDITED) — (Continued)
     Net losses and loss adjustment expenses for asbestos claims increased $15.0 million for both the six month and three month periods ended June 30, 2010, due to loss emergence greater than expectations in the three months ended June 30, 2010. The Company did not incur net losses and loss adjustment expenses for asbestos claims for either the six month or the three month periods ended June 30, 2009. Net losses and loss adjustment expenses for environmental claims increased $3.0 million for both the six month and three month periods ended June 30, 2010, due to loss emergence greater than expectations in the three months ended June 30, 2010. The Company did not incur net losses and loss adjustment expenses for asbestos claims for either the six month or three month periods ended June 30, 2009.
     The Company’s survival ratio for asbestos and environmental-related liabilities as of June 30, 2010 is seven years. The Company’s underlying survival ratio for asbestos-related liabilities is seven years and for environmental-related liabilities is four years. The asbestos and environmental-related liability survival ratio represents the Company’s asbestos and environmental reserves, net of reinsurance, as of June 30, 2010, divided by the average paid asbestos and environmental claims for the last three years of $38.5 million, which is net of reinsurance. Our survival ratios may fluctuate over time due to the variability of large payments, and adjustments to liabilities.
 
8. Debt Obligations and Preferred Shares
  Debt Obligations
     The components of the Company’s debt obligations as of June 30, 2010 and December 31, 2009 were as follows (in thousands):
                 
    June 30,     December 31,  
    2010     2009  
7.65% Senior Notes due 2013
  $ 224,855     $ 224,833  
6.875% Senior Notes due 2015
    124,609       124,569  
Series A Floating Rate Senior Debentures due 2021
    50,000       50,000  
Series B Floating Rate Senior Debentures due 2016
    50,000       50,000  
Series C Floating Rate Senior Debentures due 2021
    40,000       40,000  
 
           
Total debt obligations
  $     489,464     $ 489,402  
 
           
     On November 28, 2006, the Company completed the private sale of $40.0 million aggregate principal amount of floating rate senior debentures, series C, due December 15, 2021 (the “Series C Notes”). Interest on the Series C Notes accrues at a rate per annum equal to the three-month London Interbank Offer Rate (“LIBOR”), reset quarterly, plus 2.50%, and is payable quarterly in arrears on March 15, June 15, September 15 and December 15 of each year. The Company has the option to redeem the Series C Notes at par, plus accrued and unpaid interest, in whole or in part on any interest payment date on or after December 15, 2011. For the six months ended June 30, 2010 and 2009, the average annual interest rate on the Series C Notes was 2.78% and 4.05%, respectively.
     On February 22, 2006, the Company issued $100.0 million aggregate principal amount of floating rate senior debentures, pursuant to a private placement. The net proceeds from the offering, after fees and expenses, were $99.3 million. The debentures were sold in two tranches: $50.0 million of series A, due March 15, 2021 (the “Series A Notes”), and $50.0 million of series B, due March 15, 2016 (the “Series B Notes”). Interest on each series of debentures is due quarterly in arrears on March 15, June 15, September 15 and December 15 of each year. The interest rate on each series of debentures is equal to the three-month LIBOR, reset quarterly, plus 2.20%. The Series A Notes are callable by the Company on any interest payment date on or after March 15, 2011 at their par value, plus accrued and unpaid interest, and the Series B Notes are callable by the Company on any interest payment date on or after March 15, 2009 at their par value, plus accrued and unpaid interest. For the six months ended June 30, 2010 and 2009, the average annual interest rate on each series of notes was 2.48% and 3.74%, respectively.

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ODYSSEY RE HOLDINGS CORP.
NOTES TO CONSOLIDATED FINANCIAL STATEMENTS (UNAUDITED) — (Continued)
     During the second quarter of 2005, the Company issued $125.0 million aggregate principal amount of senior notes due May 1, 2015. The issue was sold at a discount of $0.8 million, which is being amortized over the life of the notes. Interest accrues on the senior notes at a fixed rate of 6.875% per annum, which is due semi-annually on May 1 and November 1.
     During the fourth quarter of 2003, the Company issued $225.0 million aggregate principal amount of senior notes due November 1, 2013. The issue was sold at a discount of $0.4 million, which is being amortized over the life of the notes. Interest accrues on the senior notes at a fixed rate of 7.65% per annum, which is due semi-annually on May 1 and November 1.
     As of June 30, 2010, the aggregate maturities of the Company’s debt obligations, at face value, were as follows (in thousands):
         
Year         Amount  
2013
  $ 225,000  
2015
    125,000  
2016
    50,000  
2021
    90,000  
 
     
Total
  $ 490,000  
 
     
     As of both June 30, 2010 and December 31, 2009, the amortized cost of the Company’s debt obligations was $489.5 million as reflected in the respective consolidated balance sheets. As of June 30, 2010 and December 31, 2009, the estimated fair value of the Company’s debt obligations was $496.2 million and $503.6 million, respectively. The estimated fair value is based on quoted market prices of the Company’s debt, where available, or if quoted market prices are not available, the fair value is estimated based on the fair value of debt similar to the Company’s, and discounted cash flow calculations.
     On July 13, 2007, the Company entered into a $200.0 million credit facility (the “Credit Agreement”) with Wachovia Bank National Association (“Wachovia”), KeyBank National Association and a syndicate of lenders. The original Credit Agreement provided for a five-year credit facility of $200.0 million, $100.0 million of which was available for direct, unsecured borrowings by the Company, and all of which was available for the issuance of collateralized letters of credit to support the Company’s insurance and reinsurance business. As of June 17, 2009, the Credit Agreement was amended to explicitly permit the Company to pledge collateral to secure its obligations under swap agreements, subject to certain financial limitations, in the event that such collateral is required by the counterparty or counterparties. As of February 24, 2010, the Credit Agreement was amended (i) to reduce the size of the facility to $100.0 million, removing the unsecured $100.0 million tranche, (ii) to remove the previous limitation on dividends and other “restricted payments” that the Company may pay to its shareholders and (iii) to amend certain of the covenants and default provisions, the minimum ratings requirement, and the pricing of the credit facility.
     The amended Credit Agreement contains an option that permits the Company to request an increase in the aggregate amount of the facility by an amount up to $50.0 million, to a maximum facility size of $150.0 million. Following such a request, each lender has the right, but not the obligation, to commit to all or a portion of the proposed increase. As of June 30, 2010, there was $33.7 million outstanding under the Credit Agreement, all of which was in support of secured letters of credit.
     In December 2008, the Company entered into interest rate swaps, with an aggregate notional value of $140.0 million, to protect it from adverse movements in interest rates. Under these swap contracts, the Company

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ODYSSEY RE HOLDINGS CORP.
NOTES TO CONSOLIDATED FINANCIAL STATEMENTS (UNAUDITED) — (Continued)
receives a floating interest rate of three-month LIBOR and pays a fixed interest rate of 2.49% on the $140.0 million notional value of the contracts, for a five-year period ending in December 2013.
     On July 20, 2010, Fairfax announced that the Company had received the requisite consents for the consent solicitation commenced on July 7, 2010 relating to the Company’s 7.65% senior notes due 2013 and its 6.875% senior notes due 2015. The consent solicitation amended the financial reporting obligations of the Company to the holders of these senior notes and to the indenture trustee, as set forth in the supplemental indenture dated as of July 21, 2010.
  Preferred Shares
     During the second quarter of 2010, Odyssey America purchased 29,500 shares of the Company’s Series B preferred shares, with a liquidation preference of $0.7 million, for $0.7 million. As a result of the purchase of the Series B preferred shares, the Company recorded a gain of $4.0 thousand during the three and six months ended June 30, 2010, which was reflected in the Company’s retained earnings and included in net income available to common shareholders.
     During the first quarter of 2009, Odyssey America purchased 704,737 shares of the Company’s Series B preferred shares, with a liquidation preference of $17.2 million, for $9.2 million. As a result of the purchase of the Series B preferred shares, the Company recorded a gain of $8.0 million during the six months ended June 30, 2009, which was reflected in the Company’s retained earnings and included in net income available to common shareholders.
9. Segment Reporting
     The Company’s operations are managed through four operating divisions: Americas, EuroAsia, London Market and U.S. Insurance. The Americas division is comprised of the Company’s reinsurance operations in the United States, Canada and Latin America, and underwrites property and casualty reinsurance business on a treaty and facultative basis. The EuroAsia division underwrites treaty reinsurance business. The London Market division operates through three distribution channels: Newline Syndicate (1218) at Lloyd’s and NICL, which underwrites casualty insurance, and the London branch of Odyssey America, which underwrites worldwide property and casualty reinsurance. The U.S. Insurance division underwrites specialty insurance lines and classes of business, such as medical professional liability, professional liability, crop and commercial automobile.

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ODYSSEY RE HOLDINGS CORP.
NOTES TO CONSOLIDATED FINANCIAL STATEMENTS (UNAUDITED) — (Continued)
     The financial results of these divisions for the six and three months ended June 30, 2010 and 2009 are as follows (in thousands):
                                         
                    London     U.S.        
Six Months Ended June 30, 2010   Americas     EuroAsia     Market     Insurance     Total  
Gross premiums written
  $ 367,644     $ 290,072     $ 164,736     $ 216,435     $ 1,038,887  
Net premiums written
    350,446       280,328       134,396       129,621       894,791  
Net premiums earned
  $ 358,714     $ 274,301     $ 139,146     $ 155,429     $ 927,590  
 
                             
Losses and loss adjustment expenses
    310,028       182,888       101,706       102,318       696,940  
Acquisition costs and other underwriting expenses
    115,361       69,083       39,113       52,019       275,576  
 
                             
Total underwriting deductions
    425,389       251,971       140,819       154,337       972,515  
 
                             
Underwriting (loss) income
  $ (66,675 )   $ 22,330     $ (1,673 )   $ 1,092       (44,926 )
 
                               
Net investment income
                                    163,324  
Net realized investment gains
                                    162,567  
Other expense, net
                                    (13,240 )
Interest expense
                                    (14,996 )
 
                                     
Income before income taxes
                                  $ 252,729  
 
                                     
Underwriting ratios:
                                       
Losses and loss adjustment expenses
    86.4 %     66.7 %     73.1 %     65.8 %     75.1 %
Acquisition costs and other underwriting expenses
    32.2       25.2       28.1       33.5       29.7  
 
                             
Combined ratio
    118.6 %     91.9 %     101.2 %     99.3 %     104.8 %
 
                             

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NOTES TO CONSOLIDATED FINANCIAL STATEMENTS (UNAUDITED) — (Continued)
                                         
                    London     U.S.        
Six Months Ended June 30, 2009   Americas     EuroAsia     Market     Insurance     Total  
Gross premiums written
  $ 385,685     $ 291,202     $ 147,875     $ 241,546     $ 1,066,308  
Net premiums written
    377,614       278,122       113,692       169,358       938,786  
Net premiums earned
  $ 395,914     $ 278,490     $ 116,113     $ 159,972     $ 950,489  
 
                             
Losses and loss adjustment expenses
    256,637       203,624       73,035       106,198       639,494  
Acquisition costs and other underwriting expenses
    124,173       68,717       33,286       51,799       277,975  
 
                             
Total underwriting deductions
    380,810       272,341       106,321       157,997       917,469  
 
                             
Underwriting income
  $ 15,104     $ 6,149     $ 9,792     $ 1,975       33,020  
 
                               
Net investment income
                                    160,086  
Net realized investment losses
                                    (43,627 )
Other income, net
                                    11,251  
Interest expense
                                    (15,903 )
 
                                     
Income before income taxes
                                  $ 144,827  
 
                                     
Underwriting ratios:
                                       
Losses and loss adjustment expenses
    64.8 %     73.1 %     62.9 %     66.4 %     67.3 %
Acquisition costs and other underwriting expenses
    31.4       24.7       28.7       32.4       29.2  
 
                             
Combined ratio
    96.2 %     97.8 %     91.6 %     98.8 %     96.5 %
 
                             
                                         
                            London     U.S.  
Three Months Ended June 30, 2010   Americas     EuroAsia     Market     Insurance     Total  
Gross premiums written
  $ 169,961     $ 125,233     $ 81,784     $ 100,253     $ 477,231  
Net premiums written
    167,050       124,841       66,541       63,172       421,604  
Net premiums earned
  $ 182,058     $ 136,489     $ 71,562     $ 80,386     $ 470,495  
 
                             
Losses and loss adjustment expenses
    123,746       86,826       56,875       53,595       321,042  
Acquisition costs and other underwriting expenses
    53,067       35,373       20,619       26,470       135,529  
 
                             
Total underwriting deductions
    176,813       122,199       77,494       80,065       456,571  
 
                             
Underwriting income (loss)
  $ 5,245     $ 14,290     $ (5,932 )   $ 321       13,924  
 
                               
Net investment income
                                    79,794  
Net realized investment gains
                                    109,642  
Other income, net
                                    18,699  
Interest expense
                                    (7,511 )
 
                                     
Income before income taxes
                                  $ 214,548  
 
                                     
Underwriting ratios:
                                       
Losses and loss adjustment expenses
    68.0 %     63.6 %     79.5 %     66.7 %     68.2 %
Acquisition costs and other underwriting expenses
    29.1       25.9       28.8       32.9       28.8  
 
                             
Combined ratio
    97.1 %     89.5 %     108.3 %     99.6 %     97.0 %
 
                             

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NOTES TO CONSOLIDATED FINANCIAL STATEMENTS (UNAUDITED) — (Continued)
                                         
                    London     U.S.        
Three Months Ended June 30, 2009   Americas     EuroAsia     Market     Insurance     Total  
Gross premiums written
  $ 190,388     $ 130,885     $ 74,933     $ 115,182     $ 511,388  
Net premiums written
    186,917       124,536       61,205       87,149       459,807  
Net premiums earned
  $ 200,711     $ 140,275     $ 61,689     $ 77,796     $ 480,471  
 
                             
Losses and loss adjustment expenses
    139,262       92,949       38,374       51,318       321,903  
Acquisition costs and other underwriting expenses
    63,649       34,037       17,886       26,294       141,866  
 
                             
Total underwriting deductions
    202,911       126,986       56,260       77,612       463,769  
 
                             
Underwriting (loss) income
  $ (2,200 )   $ 13,289     $ 5,429     $ 184       16,702  
 
                               
Net investment income
                                    92,758  
Net realized investment gains
                                    55,171  
Other income, net
                                    15,453  
Interest expense
                                    (7,818 )
 
                                     
Income before income taxes
                                  $ 172,266  
 
                                     
Underwriting ratios:
                                       
Losses and loss adjustment expenses
    69.4 %     66.3 %     62.2 %     66.0 %     67.0 %
Acquisition costs and other underwriting expenses
    31.7       24.2       29.0       33.8       29.5  
 
                             
Combined ratio
    101.1 %     90.5 %     91.2 %     99.8 %     96.5 %
 
                             
10. Commitments and Contingencies
     On February 8, 2007, the Company was added as a co-defendant in an amended and consolidated complaint in an existing action against the Company’s then-majority (now 100%) shareholder, Fairfax, and certain of Fairfax’s officers and directors, who included certain of the Company’s current and former directors. The amended and consolidated complaint was filed in the United States District Court for the Southern District of New York by the lead plaintiffs, who sought to represent a class of all purchasers and acquirers of securities of Fairfax between May 21, 2003 and March 22, 2006, inclusive, and allege, among other things, that the defendants violated U.S. federal securities laws by making material misstatements or failing to disclose certain material information. The amended and consolidated complaint sought, among other things, certification of the putative class, unspecified compensatory damages, unspecified injunctive relief, reasonable costs and attorneys’ fees and other relief. Motions to dismiss were argued before the Court in December 2007. On March 29, 2010, the Court granted defendants’ motion to dismiss on the grounds that the Court lacked subject matter jurisdiction over the case. The Court also denied plaintiffs’ request to move for leave to file a second amended complaint. On June 8, 2010, the Court denied the motion of plaintiffs and two non-parties to alter or amend the Court’s judgment dismissing the case. Plaintiffs did not appeal the Court’s judgment. On July 1, 2010, one of the non-party movants filed a motion to intervene in the lawsuit for the purpose of appealing and thereafter filed a notice of appeal to the United States Court of Appeals for the Second Circuit. On July 29, 2010, the non-party’s motion to intervene was denied, while the notice of appeal is pending.
     In July 2006, Fairfax, the Company’s then-majority (now 100%) shareholder, filed a lawsuit in the Superior Court, Morris County, New Jersey, seeking damages from a number of defendants who, the complaint alleges, participated in a stock market manipulation scheme involving Fairfax shares, and the complaint was subsequently amended to add additional allegations and two defendants. In January 2008, two of these defendants filed a counterclaim against Fairfax and a third-party complaint against, among others, OdysseyRe and certain of its directors. Those counterclaims and third-party claims were voluntarily withdrawn in March 2008. In September 2008, the same two defendants filed an amended counterclaim against Fairfax, as well as third-party claims against certain Fairfax executives, OdysseyRe and certain directors, Fairfax’s outside legal counsel and PricewaterhouseCoopers. The complaint alleges, among other things, claims of racketeering,

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NOTES TO CONSOLIDATED FINANCIAL STATEMENTS (UNAUDITED) — (Continued)
intentional infliction of emotional distress, tortious interference with economic advantage and other torts, and seeks unspecified compensatory and punitive damages and other relief. In September 2008, the Court granted a motion for summary judgment brought by two defendants, and dismissed Fairfax’s claims against those defendants without prejudice. OdysseyRe denies the allegations and intends to vigorously defend against these claims. OdysseyRe has not yet responded to the complaint, and the timing of that response has not been set. Discovery in this action is ongoing. At this early stage of the proceedings, it is not possible to make any determination regarding the likely outcome of this matter.
     The Company participates in Lloyd’s through its 100% ownership of Newline Syndicate (1218), for which the Company provides 100% of the capacity. The results of Newline Syndicate (1218) are consolidated in the financial statements of the Company. In support of Newline Syndicate (1218)’s capacity at Lloyd’s, NCNL and Odyssey America have pledged securities and cash with a fair value of $142.6 million and $123.6 million, respectively, as of June 30, 2010 in a deposit trust account in favor of the Society and Council of Lloyd’s. These securities may be substituted with other securities at the discretion of the Company, subject to approval by Lloyd’s. The securities are carried at fair value and are included in investments and cash in the Company’s consolidated balance sheets. Interest earned on the securities is included in investment income. The pledge of assets in support of Newline Syndicate (1218) provides the Company with the ability to participate in writing business through Lloyd’s, which remains an important part of the Company’s business. The pledged assets effectively secure the contingent obligations of Newline Syndicate (1218) should it not meet its obligations. NCNL and Odyssey America’s contingent liability to the Society and Council of Lloyd’s is limited to the aggregate amount of the pledged assets. The Company has the ability to remove funds at Lloyd’s annually, subject to certain minimum amounts required to support outstanding liabilities as determined under risk-based capital models and approved by Lloyd’s. The funds used to support outstanding liabilities are adjusted annually and the obligations of the Company to support these liabilities will continue until they are settled or the liabilities are reinsured by a third party approved by Lloyd’s. The Company expects to continue to actively operate Newline Syndicate (1218) and support its requirements at Lloyd’s. The Company believes that Newline Syndicate (1218) maintains sufficient liquidity and financial resources to support its ultimate liabilities and the Company does not anticipate that the pledged assets will be utilized.
     As of July 14, 2000, Odyssey America agreed to guarantee the performance of all the insurance and reinsurance contract obligations, whether incurred before or after the agreement, of Compagnie Transcontinentale de Réassurance (“CTR”), a subsidiary of Fairfax, in the event CTR became insolvent and CTR was not otherwise indemnified under its guarantee agreement with a Fairfax affiliate. The guarantee, which was entered into while Odyssey America and CTR were each 100% owned by Fairfax, was provided by Odyssey America to facilitate the transfer of renewal rights to CTR’s business, together with certain CTR employees, to Odyssey America in 2000 in order to further expand the Company’s international reinsurance business. The guarantee was terminated effective December 31, 2001. There were no amounts received from CTR under the guarantee, and the Company did not provide any direct consideration for the renewal rights to the business of CTR. CTR was dissolved and its assets and liabilities were assumed by subsidiaries of Fairfax that have the responsibility for the run-off of its liabilities. Although CTR’s liabilities were assumed by Fairfax subsidiaries, the guarantee only pertains to those liabilities attaching to the policies written by CTR. Fairfax has agreed to indemnify Odyssey America for all its obligations incurred under its guarantee. The Company’s potential exposure in connection with this agreement stems from CTR’s remaining gross reserves, which are estimated to be $100.9 million as of June 30, 2010. The Company believes that the financial resources of the Fairfax subsidiaries that have assumed CTR’s liabilities provide adequate protection to satisfy the obligations that are subject to this guarantee. The Company does not expect to make payments under this guarantee and does not consider its potential exposure under this guarantee to be material to its consolidated financial position.
     Odyssey America agreed, as of April 1, 2002, to guarantee the payment of all of the insurance contract obligations (the “Subject Contracts”), whether incurred before or after the agreement, of Falcon Insurance Company (Hong Kong) Limited (“Falcon”), a subsidiary of Fairfax Asia Limited (“Fairfax Asia”), in the event Falcon becomes insolvent. Fairfax Asia is 100% owned by Fairfax, which includes a 26.2% economic interest owned by the Company. The guarantee by Odyssey America was made to assist Falcon in writing business

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NOTES TO CONSOLIDATED FINANCIAL STATEMENTS (UNAUDITED) — (Continued)
through access to Odyssey America’s financial strength ratings and capital resources. Odyssey America is paid a fee for this guarantee of one quarter of one percent of all gross premiums earned associated with the Subject Contracts on a quarterly basis. For each of the three month periods ended June 30, 2010 and 2009, Falcon paid $0.1 million to Odyssey America in connection with this guarantee. Odyssey America’s potential exposure in connection with this agreement is estimated to be $58.3 million, based on Falcon’s loss reserves at June 30, 2010. Falcon’s shareholders’ equity on a U.S. GAAP basis is estimated to be $56.7 million as of June 30, 2010. Fairfax has agreed to indemnify Odyssey America for any obligation under this guarantee. The Company believes that the financial resources of Falcon provide adequate protection to support its liabilities in the ordinary course of business. The Company anticipates that Falcon will meet all of its obligations in the normal course of business and does not expect to make any payments under this guarantee. The Company does not consider its potential exposure under this guarantee to be material to its consolidated financial position.
     The Company organized O.R.E Holdings Limited (“ORE”), a corporation domiciled in Mauritius, on December 30, 2003 to act as a holding company for various investments in India. On January 29, 2004, ORE was capitalized by the Company in the amount of $16.7 million. ORE is consolidated in the Company’s consolidated financial statements. During 2004, ORE entered into a joint venture agreement relating to the purchase by ORE of 45% of the shares of Cheran Enterprises Private Limited (“CEPL”). CEPL is a corporation domiciled in India, engaged in the purchase, development and sale of commercial real estate properties. The joint venture agreement governing CEPL contains a provision whereby Odyssey America could have been called upon to provide a guarantee of a credit facility, if such a facility had been established by CEPL, in an amount up to $65.0 million for the funding of proposed developments. The credit facility was never established, and the requisite conditions for any future provision of the guarantee no longer exist. ORE’s Indian joint venture partner claimed that the guarantee should be available and pursued legal actions against the Company. The Company found this claim without merit and vigorously defended the legal actions. On August 13, 2008, the Company Law Board in Chennai, India ruled in ORE’s favor and directed CEPL to return to ORE the full amount of its investment in CEPL, plus 8% interest, within the one-year period commencing November 1, 2008. As of June 30, 2010, the Company had written down the value of its investment in ORE by $9.9 million. The carrying value of the Company’s investment in ORE as of both June 30, 2010 and 2009 was $6.7 million. Because no payment of the award has yet been received and collection may require additional legal action on the part of ORE, the Company has taken no steps to reverse the write-downs that have been taken to date. The Company continues to vigorously pursue collection of the award.
     The Company and its subsidiaries are involved from time to time in ordinary litigation and arbitration proceedings as part of the Company’s business operations. In the Company’s opinion, the outcome of these suits, individually or collectively, is not likely to result in judgments that would be material to the financial condition or results of operations of the Company.
 
11. Employee Benefits
     The Company maintains a qualified, non-contributory, defined benefit pension plan (“Defined Benefit Pension Plan”) covering substantially all employees who have reached age twenty-one and who have completed one year of service. The Company also maintains two non-qualified excess benefit plans (the “Supplemental Employee Retirement Plan” and the “Supplemental Plan”) that provide officers and certain employees with defined retirement benefits in excess of qualified plan limits imposed by federal tax law. In addition, certain health care and life insurance benefits for retired employees (“Postretirement Benefit Plan”) are provided by the Company. Generally, all employees may become eligible for these postretirement benefits if they reach retirement age while working for the Company.

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NOTES TO CONSOLIDATED FINANCIAL STATEMENTS (UNAUDITED) — (Continued)
     Net periodic benefit cost, before taxes, included in the Company’s consolidated statements of operations and comprehensive income for the six and three months ended June 30, 2010 and 2009 is comprised of the following components (in thousands):
                                 
    Six Months Ended     Three Months Ended  
    June 30,     June 30,  
    2010     2009     2010     2009  
Defined Benefit Pension Plan:
                               
Service cost
  $ 2,949     $ 2,561     $ 1,474     $ 1,281  
Interest cost
    1,962       1,716       981       858  
Return on Plan assets
    (1,722 )     (1,094 )     (861 )     (547 )
Net amortization and deferral
    32       27       16       13  
 
                       
Net periodic benefit cost
  $ 3,221     $ 3,210     $ 1,610     $ 1,605  
 
                       
 
                               
Excess Benefit Plans:
                               
Service cost
  $ 360     $ 366     $ 180     $ 183  
Interest cost
    457       475       228       237  
Recognized net actuarial loss
    55       63       28       32  
Recognized prior service cost
    (19 )     (19 )     (10 )     (10 )
 
                       
Net periodic benefit cost
  $ 853     $ 885     $ 426     $ 442  
 
                       
 
                               
Postretirement Benefit Plan:
                               
Service cost
  $ 1,473     $ 782     $ 737     $ 391  
Interest cost
    697       513       348       257  
Net amortization and deferral
    126       (87 )     63       (44 )
 
                       
Net periodic benefit cost
  $ 2,296     $ 1,208     $ 1,148     $ 604  
 
                       
     The Company contributed $1.1 million and $0.0 million, respectively, to the Defined Benefit Pension Plan for the six and three months ended June 30, 2010, respectively. The Company contributed $1.0 million to the Defined Benefit Pension Plan for the six and three months ended June 30, 2009.
     Effective January 1, 2010, the Company established the Odyssey Re Holdings Corp. Non-Qualified 2010 Employee Share Purchase Plan (the “Plan”). Under the terms of the Plan, eligible employees are provided the opportunity to purchase subordinate voting shares of Fairfax in an amount up to 10% of their annual base salary. The Company purchases, on behalf of each employee, Fairfax shares equal in value to 30% of the employee’s contributions. In addition, if the total shareholders’ equity of the Company attributable to the common equity increases at least 15% in any calendar year, additional Fairfax shares will be purchased by the Company for each employee’s benefit, in an amount equal in value to 20% of each employee’s contribution during that year. Employees eligible for the previously established Odyssey Re Holdings Corp. Non-Qualified Employee Share Purchase Plan prior to its suspension on October 2, 2009 were eligible to make a one-time retroactive contribution to the Plan in an amount up to 10% of their gross pay for the suspended period.
12. Federal and Foreign Income Taxes
     The Company’s federal and foreign income tax provisions for the six and three months ended June 30, 2010 were $65.6 million and $64.2 million, respectively, resulting in effective tax rates of 26.0% and 29.9%, respectively, as compared to the Company’s federal and foreign income tax provisions for the six and three months ended June 30, 2009 of $27.4 million and $49.3 million, respectively, resulting in effective tax rates of

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NOTES TO CONSOLIDATED FINANCIAL STATEMENTS (UNAUDITED) — (Continued)
18.9% and 28.6%, respectively. The effective tax rate of 26.0% for the six months ended June 30, 2010 is not necessarily indicative of the effective tax rate for the 2010 interim or annual periods.
     The following table reconciles federal and foreign income taxes at the statutory federal income tax rate to the Company’s tax provision and effective tax rate for the six and three months ended June 30, 2010 and 2009 (in thousands):
                                                                 
    Six Months Ended June 30,     Three Months Ended June 30,  
    2010     2009     2010     2009  
            % of             % of             % of             % of  
            Pre-tax             Pre-tax             Pre-tax             Pre-tax  
    Amount     Income     Amount     Income     Amount     Income     Amount     Income  
Income before income taxes
  $ 252,729             $ 144,827             $ 214,548             $ 172,266          
 
                                                       
Income tax provision (benefit) computed at the U.S. statutory tax rate on income
  $ 88,455       35.0 %   $ 50,689       35.0 %   $ 75,092       35.0 %   $ 60,293       35.0 %
 
Increase in income taxes resulting from:
                                                               
 
Dividend received deduction
    (2,627 )     (1.0 )     (5,025 )     (3.5 )     (451 )     (0.2 )     (2,142 )     (1.2 )
Tax-exempt income
    (19,731 )     (7.8 )     (19,038 )     (13.2 )     (10,070 )     (4.7 )     (9,649 )     (5.6 )
Other, net
    (511 )     (0.2 )     734       0.6       (421 )     (0.2 )     786       0.4  
 
                                               
 
                                                               
Total federal and foreign income tax provision
  $ 65,586       26.0 %   $ 27,360       18.9 %   $ 64,150       29.9 %   $ 49,288       28.6 %
 
                                               

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PART I — Item 2. Management’s Discussion and Analysis of Financial Condition and Results of Operations
Overview
     Odyssey Re Holdings Corp. (together with its subsidiaries, “OdysseyRe”) is a holding company, incorporated in the state of Delaware, which owns all of the common shares of Odyssey America Reinsurance Corporation (“Odyssey America”), its principal operating subsidiary. Odyssey America directly or indirectly owns all of the capital stock of the following companies: Clearwater Insurance Company (“Clearwater”); Clearwater Select Insurance Company; Newline Holdings U.K. Limited, Newline Underwriting Management Ltd., which manages Newline Syndicate (1218), a member of Lloyd’s of London, and Newline Insurance Company Limited (“NICL”) (collectively “Newline”); Hudson Insurance Company (“Hudson”); Hudson Specialty Insurance Company (“Hudson Specialty”); and Napa River Insurance Services, Inc. As of June 30, 2010, 100% of the common stock of OdysseyRe is owned by Fairfax Financial Holdings Limited (“Fairfax”) and its subsidiaries (see Note 1 to the consolidated financial statements in this Form 10-Q).
     OdysseyRe is a leading underwriter of reinsurance, providing a full range of property and casualty products on a worldwide basis. We offer a broad range of both treaty and facultative reinsurance to property and casualty insurers and reinsurers. We also write insurance in the United States and through Newline.
     Our gross premiums written for the six months ended June 30, 2010 were $1,038.9 million, a decrease of $27.4 million, or 2.6%, compared to gross premiums written of $1,066.3 million for the six months ended June 30, 2009. Our United States business accounted for 46.8% of our gross premiums written for the six months ended June 30, 2010, compared to 49.8% for the six months ended June 30, 2009. For the six months ended June 30, 2010 and 2009, our net premiums written were $894.8 million and $938.8 million, respectively. For the six months ended June 30, 2010 and 2009, we had net income available to common shareholders of $184.6 million and $122.8 million, respectively. As of June 30, 2010, we had total assets of $10.9 billion and total shareholders’ equity of $3.7 billion.
     The property and casualty reinsurance and insurance industries use the combined ratio as a measure of underwriting profitability. The combined ratio, computed when using amounts reported in financial statements prepared under United States generally accepted accounting principles (“GAAP”), is the sum of losses and loss adjustment expenses (“LAE”) incurred as a percentage of net premiums earned, plus underwriting expenses, which include acquisition costs and other underwriting expenses, as a percentage of net premiums earned. The combined ratio reflects only underwriting results and does not include investment results. Underwriting profitability is subject to significant fluctuations due to catastrophic events, competition, economic and social conditions, foreign currency fluctuations and other factors. Our combined ratio was 104.8% for the six months ended June 30, 2010, compared to 96.5% for the six months ended June 30, 2009.
     We operate our business through four divisions: the Americas, EuroAsia, London Market and U.S. Insurance.
     The Americas division is our largest division and writes casualty, surety and property treaty reinsurance, and casualty facultative reinsurance in the United States and Canada, and primarily property treaty and facultative reinsurance in Latin America.
     The EuroAsia division consists of our international reinsurance business, which is geographically dispersed, mainly throughout Europe, and includes business in Asia, the Middle East, Africa and the Americas.
     The London Market division is comprised of three distribution channels: our Lloyd’s of London business, in which we participate through our 100% ownership of Newline Syndicate (1218) and NICL, our London-based insurance company, both of which underwrite casualty insurance, and our London branch, which underwrites property and casualty reinsurance. The London Market division writes insurance and reinsurance business worldwide, principally through brokers.
     The U.S. Insurance division underwrites specialty insurance lines and classes of business, such as medical and other professional liability, non-standard personal and commercial automobile, specialty liability, property and package, and crop business.

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Critical Accounting Estimates
     The consolidated financial statements and related notes included in Part I, Item 1 of this Form 10-Q have been prepared in accordance with GAAP and include the accounts of Odyssey Re Holdings Corp. and its subsidiaries.
     Critical accounting estimates are defined as those that are both important to the portrayal of our financial condition and results of operations and require us to exercise significant judgment. The preparation of consolidated financial statements in accordance with GAAP requires us to make estimates and assumptions that affect the reported amounts of assets, liabilities, revenues and expenses and the disclosure of material contingent assets and liabilities, including litigation contingencies. These estimates, by necessity, are based on assumptions about numerous factors.
     We review our critical accounting estimates and assumptions on a quarterly basis. These reviews include the estimate of reinsurance premiums and premium related amounts, establishing deferred acquisition costs, an evaluation of the adequacy of reserves for unpaid losses and LAE, review of our reinsurance and retrocession agreements, an analysis of the recoverability of deferred income tax assets and an evaluation of our investment portfolio, including a review for other-than-temporary declines in estimated fair value. Actual results may differ materially from the estimates and assumptions used in preparing the consolidated financial statements.
  Premium Estimates
     We derive our revenues from two principal sources: (i) premiums from insurance placed and reinsurance assumed, net of premiums ceded (net premiums written) and (ii) income from investments. Net premiums written are earned (net premiums earned) as revenue over the terms of the underlying contracts or certificates in force. The relationship between net premiums written and net premiums earned will, therefore, vary depending on the volume and inception dates of the business assumed and ceded, and the mix of such business between proportional and excess of loss reinsurance.
     Consistent with our significant accounting policies, for our reinsurance business we utilize estimates in establishing premiums written, the corresponding acquisition expenses, and unearned premium reserves. These estimates are required to reflect differences in the timing of the receipt of accounts from the ceding company and the actual due dates of the accounts at the close of each accounting period.

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     The following table displays, by division, the estimates included in our consolidated financial statements as of and for the six and three months ended June 30, 2010 and 2009 and March 31, 2010 and 2009 related to gross premiums written, acquisition costs, premiums receivable and unearned premium reserves (in millions):
                                                                 
    As of     As of     Change     Change     As of     As of     Change     Change  
    June 30,     March 30,     Second     Year To     June 30,     March 31,     Second     Year To  
Division
 
  2010     2010     Quarter     Date     2009     2009     Quarter     Date  
Gross Premiums Written
 
Americas
  $ 117.8     $ 127.0     $ (9.2 )   $ 6.3     $ 139.2     $ 144.2     $ (5.0 )   $ (23.2 )
EuroAsia
    153.4       164.2       (10.8 )     17.5       155.7       154.3       1.4       30.0  
London Market
    38.8       27.1       11.7       16.9       25.7       22.9       2.8       2.9  
 
                                               
Total
  $ 310.0     $ 318.3     $ (8.3 )   $ 40.7     $ 320.6     $ 321.4     $ (0.8 )   $ 9.7  
 
                                               
 
                                                               
Acquisition Costs
 
                                                               
Americas
  $ 25.8     $ 27.5     $ (1.7 )   $ (0.2 )   $ 30.2     $ 31.6     $ (1.4 )   $ (12.3 )
EuroAsia
    40.1       41.6       (1.5 )     4.9       43.7       43.4       0.3       6.8  
London Market
    2.6       2.2       0.4       0.7       1.6       1.6             (0.1 )
 
                                               
Total
  $ 68.5     $ 71.3     $ (2.8 )   $ 5.4     $ 75.5     $ 76.6     $ (1.1 )   $ (5.6 )
 
                                               
 
                                                               
Premiums Receivable
 
                                                               
Americas
  $ 92.0     $ 99.5     $ (7.5 )   $ 6.5     $ 109.0     $ 112.6     $ (3.6 )   $ (10.9 )
EuroAsia
    113.2       122.4       (9.2 )     12.5       112.0       110.9       1.1       23.2  
London Market
    36.2       25.0       11.2       16.2       24.1       21.3       2.8       3.0  
 
                                               
Total
  $ 241.4     $ 246.9     $ (5.5 )   $ 35.2     $ 245.1     $ 244.8     $ 0.3     $ 15.3  
 
                                               
 
                                                               
Unearned Premium Reserves
 
                                                               
Americas
  $ 74.5     $ 78.6     $ (4.1 )   $ (9.1 )   $ 95.5     $ 101.4     $ (5.9 )   $ (20.0 )
EuroAsia
    96.6       103.3       (6.7 )     3.5       104.9       108.8       (3.9 )     2.7  
London Market
    14.1       7.4       6.7       10.8       10.4       8.3       2.1       3.5  
 
                                               
Total
  $ 185.2     $ 189.3     $ (4.1 )   $ 5.2     $ 210.8     $ 218.5     $ (7.7 )   $ (13.8 )
 
                                               
     Gross premiums written estimates, acquisition costs, premiums receivable and unearned premium reserves are established on a contract level for significant accounts due but not reported by the ceding company at the end of each accounting period. The estimated ultimate premium for the contract, actual accounts reported by the ceding company, and our own experience on the contract are considered in establishing the estimate at the end of each accounting period. Subsequent adjustments based on actual results are recorded in the period in which they become known. The estimated premiums receivable balances are considered fully collectible. The estimates primarily represent the unreported amounts for the most current two underwriting years of account. The estimates are considered “critical accounting estimates” because changes in these estimates can materially affect net income.
     The difference between estimates and the actual accounts received may be material as a result of different reporting practices by ceding companies across geographic locations. Estimates may be subject to material fluctuations on an individual contract level compared to the actual information received, and any differences are recorded in the respective financial period in which they become known. Since the assumptions used to determine the estimates are reviewed quarterly and compared to the information received during the quarter, the variance in the aggregate estimates compared to the actual information when received is minimized. In addition, during the quarter’s review of these contracts, any change in original estimate compared to the new estimate is

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reflected in the appropriate financial period. In any specific financial period, the original estimated premium for a specific contract may vary from actual premium reported through the life of the contract due to the reporting patterns of the ceding companies and, in some cases, movements in foreign exchange rates over the period. However, historically, the final reported premium compared to the original estimated premium has deviated by insignificant amounts.
     Our estimates are based on contract and policy terms. Estimates are based on information typically received in the form of a bordereau, broker notifications and/or discussions with ceding companies. These estimates, by necessity, are based on assumptions regarding numerous factors. These can include premium or loss trends, which can be influenced by local conditions in a particular region, or other economic factors and legal or legislative developments that can develop over time. The risk associated with estimating the performance under our contracts with our ceding companies is the impact of events or trends that could not have been reasonably anticipated at the time the estimates were performed. Our business is diversified across ceding companies and there is no individual ceding company that represents more than 2.1% of our gross premiums written during the six months ended June 30, 2010. As a result, we believe the risks of material changes to these estimates over time are mitigated.
     We review information received from ceding companies for reasonableness based on past experience with the particular ceding company or our general experience across the subject class of business. We also query information provided by ceding companies for reasonableness. Reinsurance contracts under which we assume business generally contain specific provisions that allow us to perform audits of the ceding company to ensure compliance with the terms and conditions of the contract, including accurate and timely reporting of information.
     We must make judgments about the ultimate premiums written and earned by us. Reported premiums written and earned are based upon reports received from ceding companies, supplemented by our internal estimates of premiums written for which ceding company reports have not been received. We establish our own estimates based on discussions and correspondence with our ceding companies and brokers during the contract negotiation process and over the contract risk period. The determination of premium estimates requires a review of our experience with the ceding companies, familiarity with each market, an analysis and understanding of the characteristics of each line of business, and the ability to project the impact of current economic indicators on the volume of business written and ceded by our cedants. Premium estimates are updated when new information is received. Differences between such estimates and actual amounts are recorded in the period in which estimates are changed or the actual amounts are determined.
Reserves for Unpaid Losses and Loss Adjustment Expenses
     Our losses and LAE reserves, for both reported and unreported claims obligations, are maintained to cover the estimated ultimate liability for all of our reinsurance and insurance obligations. Losses and LAE reserves are categorized in one of three ways: (i) case reserves, which represent unpaid losses and LAE as reported by cedants and insureds to us, (ii) additional case reserves (“ACRs”), which are reserves we establish in excess of the case reserves reported by the cedant on individual claim events, and (iii) incurred but not reported reserves (“IBNR”), which are reserves for losses and LAE that have been incurred, but have not yet been reported to us, as well as additional amounts relating to losses already reported, that are in excess of case reserves and ACRs. Incurred but not reported reserves are estimates based on all information currently available to us and are reevaluated quarterly utilizing the most recent information supplied from our cedants and claims adjusters.
     We rely on initial and subsequent claim reports received from ceding companies for reinsurance business, and the estimates advised by our claims adjusters for insurance business, to establish our estimates of unpaid losses and LAE. The type of information that we receive from ceding companies generally varies by the type of contract. Proportional, or quota share, reinsurance contracts are typically reported on a quarterly basis, providing premium and loss activity as estimated by the ceding company. Reporting for excess of loss, facultative and insurance contracts includes detailed individual claim information, including a description of the loss, confirmation of liability by the cedant or claims adjuster and the cedant’s or claims adjuster’s current estimate of the ultimate liability under the claim. Upon receipt of claim notices from cedants and insureds, we review the nature of the claim against the scope of coverage provided under the contract. Questions arise from time to time regarding the interpretation of the characteristics of a particular claim measured against the scope of contract

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terms and conditions. Reinsurance contracts under which we assume business generally contain specific dispute resolution provisions in the event that there is a coverage dispute with the ceding company. The resolution of any individual dispute may impact estimates of ultimate claims liabilities. Reported claims are in various stages of the settlement process. Each claim is settled individually based on its merits, and certain claims may take several years to ultimately settle, particularly where legal action is involved. Based on an assessment of the circumstances supporting the claim, we may choose to establish additional case reserves over the amount reported by the ceding company. Aggregate case reserves established in addition to reserves reported by ceding companies were $21.4 million and $14.5 million as of June 30, 2010 and December 31, 2009, respectively. Due to potential differences in ceding company reserving and reporting practices, we perform periodic audits of our ceding companies to ensure the underwriting and claims procedures of the cedant are consistent with representations made by the cedant during the underwriting process and meet the terms of the reinsurance contract. Our estimates of ultimate loss liabilities make appropriate adjustment for inconsistencies uncovered in this audit process. We also monitor our internal processes to ensure that information received from ceding companies is processed in a timely manner.
     The reserve methodologies employed by us are dependent on the nature and quality of the data that we collect from ceding companies for reinsurance business and claims adjusters for insurance business. This data primarily consists of loss amounts reported by ceding companies and claims adjusters, loss payments made by ceding companies and claims adjusters and premiums, written and earned, reported by ceding companies or estimated by us. Underwriting and claim information provided by our ceding companies and claims adjusters is aggregated by the year in which each treaty or policy is written into groups of business by geographic region and type of business to facilitate analysis, generally referred to as “reserve cells.” These reserve cells are reviewed annually and change over time as our business mix changes. We supplement this information with claims and underwriting audits of specific contracts and internally developed pricing trends, as well as loss trend data developed from industry sources. This information is used to develop point estimates of carried reserves for each business segment. These individual point estimates, when aggregated, represent the total carried losses and LAE reserves carried in our consolidated financial statements. Due to the uncertainty involving estimates of ultimate loss exposures, we do not attempt to produce a range around our point estimate of loss. The actuarial techniques for projecting losses and LAE reserves by reserve cell rely on historical paid and case reserve loss emergence patterns and insurance and reinsurance pricing trends to establish the claims emergence of future periods with respect to all reported and unreported insured events that have occurred on or before the balance sheet date.
     Our estimate of ultimate loss is determined based on a review of the results of several commonly accepted actuarial projection methodologies incorporating the quantitative and qualitative information described above. The specific methodologies we utilize in our loss reserve review process include, but may not be limited to (i) incurred and paid loss development methods, (ii) incurred and paid Bornhuetter Ferguson (“BF”) methods and (iii) loss ratio methods. The incurred and paid loss development methods utilize loss development patterns derived from historical loss emergence trends usually based on cedant supplied claim information to determine ultimate loss. These methods assume that the ratio of losses in one period to losses in an earlier period will remain constant in the future. Loss ratio methods multiply expected loss ratios, derived from aggregated analyses of internally developed pricing trends, by earned premium to determine ultimate loss. The incurred and paid BF methods are a blend of the loss development and loss ratio methods. These methods utilize both loss development patterns, as well as expected loss ratios, to determine ultimate loss. When using the BF methods, the initial treaty year ultimate loss is based predominantly on expected loss ratios. As loss experience matures, the estimate of ultimate loss using this methodology is based predominantly on loss development patterns. We generally do not utilize methodologies that are dependent on claim counts reported, claim counts settled or claim counts open. Due to the nature of our business, this information is not routinely provided by ceding companies for every treaty. Consequently, actuarial methods utilizing this information generally cannot be relied upon by us in our loss reserve estimation process. As a result, for much of our business, the separate analysis of frequency and severity loss activity underlying overall loss emergence trends is not practical. Generally, we rely on BF and loss ratio methods for estimating ultimate loss liabilities for more recent treaty years. These methodologies, at least in part, apply a loss ratio, determined from aggregated analyses of internally developed pricing trends across reserve cells, to premium earned on that business. Adjustments to premium estimates generate appropriate adjustments to ultimate loss estimates in the quarter in which they occur using the BF and loss ratio methods. To estimate losses for more mature treaty years, we generally rely on the incurred loss development methodology, which does not rely on premium estimates. In addition, we may use other methods to estimate liabilities for

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specific types of claims. For property catastrophe losses, we may utilize vendor catastrophe models to estimate ultimate loss soon after a loss occurs, where loss information is not yet reported to us from cedants. The provision for asbestos loss liabilities is established based on an annual review of internal and external trends in reported loss and claim payments. IBNR is determined by subtracting the total of paid loss and case reserves including ACRs from ultimate loss.
     We complete comprehensive loss reserve reviews, which include a reassessment of loss development and expected loss ratio assumptions, on an annual basis. The results of these reviews are reflected in the period they are completed. Quarterly, we compare actual loss emergence to expectations established by the comprehensive loss reserve review process. In the event that loss trends diverge from expected trends, we may have to adjust our reserves for losses and LAE accordingly. Any adjustments will be reflected in the periods in which they become known, potentially resulting in adverse or favorable effects to our financial results. We believe that the recorded estimate represents the best estimate of unpaid losses and LAE based on the information available at June 30, 2010.
     Our most significant assumptions underlying our estimate of losses and LAE reserves are as follows: (i) that historical loss emergence trends are indicative of future loss development trends; (ii) that internally developed pricing trends provide a reasonable basis for determining loss ratio expectations for recent underwriting years; and (iii) that no provision is made for extraordinary future emergence of new classes of loss or types of loss that are not sufficiently represented in our historical database or that are not yet quantifiable if not in our database.
     The ultimate settlement value of losses and LAE related to business written in prior periods for the six months ended June 30, 2010 was 0.1% above our estimate of reserves for losses and LAE as previously established at December 31, 2009, and for the six months ended June 30, 2009, was 0.2% below our estimate of reserves for losses and LAE as previously established at December 31, 2008. The ultimate settlement value of losses and LAE related to business written in prior periods for the three months ended June 30, 2010 was 0.2% above our estimates of reserves for losses and LAE as previously established at March 31, 2010. There was no material change in the ultimate settlement value of losses and LAE related to business written in prior periods for the three months ended June 30, 2009, relative to our estimates of reserves for losses and LAE as previously established at March 31, 2009. Any future impact to income from changes in losses and LAE estimates may vary considerably from historical experience. Our estimates of ultimate losses and LAE are based upon the information we have available at any given point in time and upon our assumptions derived from that information. Every one percentage point difference in the ultimate settlement value of losses and LAE compared to our estimate of reserves for losses and LAE as of June 30, 2010 will impact pre-tax income by $47.2 million.
     If a change were to occur in the frequency and severity of claims underlying our June 30, 2010 unpaid losses and LAE, the approximate change in pre-tax income would be as follows (in millions):
         
    Decrease in
    Pre-tax
    Income
1.0% unfavorable change
  $ 47.2  
2.5% unfavorable change
    117.9  
5.0% unfavorable change
    235.9  
     Historically, our actual results have varied considerably in certain instances from our estimates of losses and LAE because historical loss emergence trends have not been indicative of future emergence for certain segments of our business. In this period, we experienced loss emergence, resulting from a combination of claim frequency and severity of losses, greater than expectations that were established based on a review of prior years’ loss emergence trends, particularly for business written in the late 1990s and early 2000s. General liability and excess workers’ compensation classes of business during these years were adversely impacted by the highly competitive conditions in the industry at that time. These competitive conditions resulted in price pressure and relatively broader coverage terms, thereby affecting the ability of standard actuarial techniques to generate reliable estimates of ultimate loss. Similarly, directors’ and officers’ professional liability lines were impacted by the increase in frequency and severity of claims resulting from an increase in shareholder lawsuits against corporations and their officers and directors, corporate bankruptcies and other financial and management improprieties in the late 1990s and early 2000s.

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     The following table provides detail on net adverse (favorable) loss and LAE development for prior years, by division, for the six and three months ended June 30, 2010 and 2009 (in millions):
                                 
    Six Months Ended     Three Months Ended  
    June 30,     June 30,  
Division
 
  2010     2009     2010     2009  
Americas
  $ 24.4     $ 12.3     $ 21.5     $ 13.6  
EuroAsia
    1.4       (6.9 )     1.3       (2.1 )
London Market
    (14.9 )     (6.7 )     (10.6 )     (4.6 )
U.S. Insurance
    (8.3 )     (9.6 )     (4.7 )     (6.0 )
 
                       
Total loss and LAE development
  $ 2.6     $ (10.9 )   $ 7.5     $ 0.9  
 
                       
     The Americas division reported net increases in prior period loss estimates of $24.4 million and $12.3 million for the six months ended June 30, 2010 and 2009, respectively. For the three months ended June 30, 2010 and 2009, the net increases in prior period loss estimates were $21.5 million and $13.6 million, respectively. The increases in prior period loss estimates for the six and three months ended June 30, 2010 were principally attributable to loss emergence greater than expectations in the period on asbestos. The increase in prior period loss estimates for the six months ended June 30, 2009 was principally attributable to loss emergence greater than expectations in the period on general and professional liability business. The increase in prior period loss estimates for the three months ended June 30, 2009 was principally attributable to loss emergence greater than expectations in the period on professional liability business.
     The EuroAsia division reported a net increase in prior period loss estimates of $1.4 million for the six months ended June 30, 2010 and a net decrease in prior period loss estimates of $6.9 million for the six months ended June 30, 2009. For the three months ended June 30, 2010, the net increase in prior period loss estimates was $1.3 million, and for the three months ended June 30, 2009, the net decrease in prior period loss estimates was $2.1 million. The increase in prior period loss estimates for the six months ended June 30, 2010 was principally attributable to loss emergence greater than expectations in the period on property catastrophe business. The decreases in prior period loss estimates for the six and three months ended June 30, 2009 were driven by loss emergence lower than expectations in the period on miscellaneous property lines of business. The increase in prior period loss estimates for the three months ended June 30, 2010 was principally attributable to loss emergence greater than expectations in the period on aviation business.
     The London Market division reported net decreases in prior period loss estimates of $14.9 million and $6.7 million for the six months ended June 30, 2010 and 2009, respectively. For the three months ended June 30, 2010 and 2009, the net decreases in prior period loss estimates were $10.6 million and $4.6 million, respectively. The decrease in prior period loss estimates for the six months ended June 30, 2010 was principally attributable to loss emergence lower than expectations in the period on satellite, marine and financial lines of business, partially offset by increased loss estimates due to loss emergence greater than expectations in the period on medical malpractice business. The decrease in prior period loss estimates for the six months ended June 30, 2009 was principally attributable to loss emergence lower than expectations in the period on liability, satellite and aviation business. The decrease in prior period loss estimates for the three months ended June 30, 2010 was principally attributable to loss emergence lower than expectations in the period on satellite, marine and financial lines of business. The decrease in prior period loss estimates for the three months ended June 30, 2009 was principally attributable to loss emergence lower than expectations in the period on liability and aviation business.
     The U.S. Insurance division reported net decreases in prior period loss estimates of $8.3 million and $9.6 million for the six months ended June 30, 2010 and 2009, respectively. For the three months ended June 30, 2010 and 2009, the net decreases in prior period loss estimates were $4.7 million and $6.0 million, respectively. The decreases in prior period loss estimates for the six and three months ended June 30, 2010 were principally due to loss emergence lower than expectations in the period on miscellaneous liability lines of business. The decreases in prior period loss estimates for the six and three months ended June 30, 2009 were principally attributable to loss emergence lower than expectations in the period on miscellaneous and professional liability lines of business.

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     Estimates of reserves for unpaid losses and LAE are contingent upon legislative, regulatory, social, economic and legal events and trends that may or may not occur or develop in the future, thereby affecting assumptions of claim frequency and severity. Examples of emerging claim and coverage issues and trends in recent years that could affect reserve estimates include developments in tort liability law, legislative attempts at asbestos liability reform, an increase in shareholder derivative suits against corporations and their officers and directors, and increasing governmental involvement in the insurance and reinsurance industry. The eventual outcome of these events and trends may be different from the assumptions underlying our loss reserve estimates. In the event that loss trends diverge from expected trends during the period, we adjust our reserves to reflect the change in losses indicated by revised expected loss trends. On a quarterly basis, we compare actual emergence of the total value of newly reported losses to the total value of losses expected to be reported during the period and the cumulative value since the date of our last reserve review. Variation in actual loss emergence from expectations may result in a change in our estimate of losses and LAE reserves. Any adjustments will be reflected in the periods in which they become known, potentially resulting in adverse or favorable effects to our financial results. Changes in expected claim payment rates, which represent one component of losses and LAE emergence, may impact our liquidity and capital resources, as discussed below in “Liquidity and Capital Resources.”

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     The following table summarizes, by type of reserve and division, the unpaid losses and LAE reserves as of June 30, 2010 and December 31, 2009. Case reserves represent unpaid claim reports provided by cedants and claims adjusters plus additional reserves determined by us. IBNR is the estimate of unreported loss liabilities established by us.
                                                 
    As of June 30, 2010     As of December 31, 2009  
    Case             Total     Case             Total  
    Reserves     IBNR     Reserves     Reserves     IBNR     Reserves  
            (In millions)          
Americas
                                               
Gross
  $ 1,359.6     $ 1,468.0     $ 2,827.6     $ 1,369.2     $ 1,356.6     $ 2,725.8  
Ceded
    (197.8 )     (155.9 )     (353.7 )     (178.4 )     (120.2 )     (298.6 )
 
                                   
Net
    1,161.8       1,312.1       2,473.9       1,190.8       1,236.4       2,427.2  
 
                                   
 
EuroAsia
                                               
Gross
    570.9       369.2       940.1       589.8       320.7       910.5  
Ceded
    (29.9 )     (17.3 )     (47.2 )     (33.0 )     (2.6 )     (35.6 )
 
                                   
Net
    541.0       351.9       892.9       556.8       318.1       874.9  
 
                                   
 
London Market
                                               
Gross
    394.7       706.1       1,100.8       387.6       707.2       1,094.8  
Ceded
    (80.2 )     (186.9 )     (267.1 )     (67.1 )     (183.2 )     (250.3 )
 
                                   
Net
    314.5       519.2       833.7       320.5       524.0       844.5  
 
                                   
 
U.S. Insurance
                                               
Gross
    236.2       548.1       784.3       255.2       521.5       776.7  
Ceded
    (66.0 )     (201.3 )     (267.3 )     (81.9 )     (175.1 )     (257.0 )
 
                                   
Net
    170.2       346.8       517.0       173.3       346.4       519.7  
 
                                   
 
Total
                                               
Gross
    2,561.4       3,091.4       5,652.8       2,601.8       2,906.0       5,507.8  
Ceded
    (373.9 )     (561.4 )     (935.3 )     (360.4 )     (481.1 )     (841.5 )
 
                                   
Net
  $ 2,187.5     $ 2,530.0     $ 4,717.5     $ 2,241.4     $ 2,424.9     $ 4,666.3  
 
                                   
     The provision for IBNR in unpaid losses and LAE as of June 30, 2010 was $2,530.0 million. For illustration purposes, a change in the expected loss ratio that increases the six months ended June 30, 2010 calendar year loss ratio by 2.5 loss ratio points would increase IBNR by $23.2 million. A change in loss emergence trends that increases unpaid losses and LAE at June 30, 2010 by 2.5% would increase IBNR by $117.9 million.
     We have exposure to asbestos, environmental pollution and other latent injury damage claims resulting from contracts written by Clearwater prior to 1986. Exposure arises from reinsurance contracts under which we assumed liabilities from ceding companies, on an indemnity or assumption basis, primarily in connection with general liability insurance policies issued by such ceding companies. Our estimate of the ultimate liability for these exposures includes case basis reserves and a provision for IBNR claims. The provision for asbestos loss liabilities is established based on an annual review of Company and external trends in reported loss and claim payments, with monitoring of emerging experience on a quarterly basis.
     Estimation of ultimate asbestos and environmental liabilities is unusually complex due to several factors resulting from the long period between exposure and manifestation of these claims. This lag can complicate the identification of the sources of asbestos and environmental exposure, the verification of coverage and the

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allocation of liability among insurers and reinsurers over multiple years. This lag also exposes the claim settlement process to changes in underlying laws and judicial interpretations. There continues to be substantial uncertainty regarding the ultimate number of insureds with injuries resulting from these exposures.
     In addition, other issues have emerged regarding asbestos exposure that have further impacted the ability to estimate ultimate liabilities for this exposure. These issues include an increasingly aggressive plaintiffs’ bar, an increased involvement of defendants with peripheral exposure, the use of bankruptcy filings due to asbestos liabilities as an attempt to resolve these liabilities to the disadvantage of insurers, the concentration of litigation in venues favorable to plaintiffs, and the potential of asbestos litigation reform at the state or federal level.
     We believe that these uncertainties and factors make projections of these exposures, particularly asbestos, subject to less predictability relative to non-environmental and non-asbestos exposures. Current estimates, as of June 30, 2010, of our asbestos and environmental losses and LAE reserves, net of reinsurance, are $237.5 million and $25.5 million, respectively. See Note 7 to the consolidated financial statements of this Form 10-Q for additional historical information on losses and LAE reserves for these exposures.
     The following table provides the gross and net asbestos and environmental losses and LAE incurred for the six and three months ended June 30, 2010 and 2009 (in millions):
                                 
    Six Months Ended   Three Months Ended
    June 30,   June 30,
    2010   2009   2010   2009
Asbestos
                               
Gross losses and LAE incurred
  $ 28.5     $     $ 28.5     $  
Net losses and LAE incurred
    15.0             15.0        
 
                               
Environmental
                               
Gross losses and LAE incurred
  $ 4.0     $     $ 4.0     $  
Net losses and LAE incurred
    3.0             3.0        
     Net losses and LAE for asbestos claims increased $15.0 million for both the six months and three months ended June 30, 2010, due to loss emergence greater than expectations in those periods. We did not incur net losses and LAE for asbestos claims for either the six months or the three months ended June 30, 2009. Net losses and LAE for environmental claims increased $3.0 million for both the six months and three months ended June 30, 2010, due to loss emergence greater than expectations in those periods. We did not incur net losses and LAE for environmental claims for either the six months or three months ended June 30, 2009.
Reinsurance and Retrocessions
     We may purchase reinsurance to increase our aggregate premium capacity, to reduce and spread the risk of loss on our insurance and reinsurance business and to limit our exposure to multiple claims arising from a single occurrence. We are subject to accumulation risk with respect to catastrophic events involving multiple contracts. To protect against this risk, we have purchased catastrophe excess of loss reinsurance protection. The retention, the level of capacity purchased, the geographical scope of the coverage and the costs vary from year to year. Specific reinsurance protections are also placed to protect our insurance business outside of the United States.
     We seek to limit our net after-tax probable maximum loss for a severe catastrophic event, defined as an occurrence with a return period of 250 years, to no more than 20% of our statutory surplus. There can be no assurances that we will not incur losses greater than 20% of our statutory surplus from one or more catastrophic events due to the inherent uncertainties in (i) estimating the frequency and severity of such events, (ii) the margin of error in making such determinations resulting from potential inaccuracies and inadequacies in the data provided by clients and brokers, (iii) the modeling techniques and the application of such techniques and (iv) the values of securities in our investment portfolio, which may lead to volatility in our statutory surplus from period to period.
     When we purchase reinsurance protection, we cede to reinsurers a portion of our risks and pay premiums based upon the risk and exposure of the policies subject to the reinsurance. Although the reinsurer is liable to us for the reinsurance ceded, we retain the ultimate liability in the event the reinsurer is unable to meet its obligations at some later date.

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     Reinsurance recoverables are recorded as assets, based on our evaluation of the retrocessionaires’ ability to meet their obligations under the agreements. Premiums written and earned are stated net of reinsurance ceded in the consolidated statements of operations and comprehensive income. Direct insurance, reinsurance assumed, reinsurance ceded and net amounts for these items follow (in millions):
                                 
    Six Months Ended     Three Months Ended  
    June 30,     June 30,  
    2010     2009     2010     2009  
Premiums Written
                               
Direct
  $ 309.3     $ 329.1     $ 143.9     $ 162.3  
Add: assumed
    729.6       737.2       333.3       349.1  
Less: ceded
    144.1       127.5       55.6       51.6  
 
                       
Net
  $ 894.8     $ 938.8     $ 421.6     $ 459.8  
 
                       
 
Premiums Earned
                               
Direct
  $ 361.2     $ 334.0     $ 179.3     $ 164.5  
Add: assumed
    715.9       747.6       358.4       381.8  
Less: ceded
    149.5       131.1       67.2       65.8  
 
                       
Net
  $ 927.6     $ 950.5     $ 470.5     $ 480.5  
 
                       
     The total amount of reinsurance recoverables on paid and unpaid losses as of June 30, 2010 and December 31, 2009 was $982.5 million and $912.0 million, respectively. We have established a reserve for potentially uncollectible reinsurance recoverables based upon an evaluation of each retrocessionaire and our assessment as to the collectability of individual balances. The reserve for uncollectible recoverables as of June 30, 2010 and December 31, 2009, was $40.9 million and $41.9 million, respectively, and has been netted against reinsurance recoverables on paid losses. We have also established a reserve for potentially uncollectible insurance and assumed reinsurance balances of $5.8 million and $5.5 million as of June 30, 2010 and December 31, 2009, respectively, which has been netted against premiums receivable.
Results of Operations
Six Months Ended June 30, 2010 Compared to Six Months Ended June 30, 2009
Underwriting Results
     Gross Premiums Written. Gross premiums written for the six months ended June 30, 2010 decreased by $27.4 million, or 2.6%, to $1,038.9 million, compared to $1,066.3 million for the six months ended June 30, 2009, as reflected in the following table (in millions):
                                 
    Six Months Ended        
    June 30,     Change  
Division
 
  2010     2009     $     %  
Americas
  $ 367.7     $ 385.7     $ (18.0 )     (4.7 )%
EuroAsia
    290.1       291.2       (1.1 )     (0.4 )
London Market
    164.7       147.9       16.8       11.4  
U.S. Insurance
    216.4       241.5       (25.1 )     (10.4 )
 
                       
Total gross premiums written
  $ 1,038.9     $ 1,066.3     $ (27.4 )     (2.6 )%
 
                       
     Total reinsurance gross premiums written for the six months ended June 30, 2010 were $729.6 million, compared to $737.2 million for the six months ended June 30, 2009, a decrease of 1.0%. Total insurance gross premiums written for the six months ended June 30, 2010, which include our U.S. Insurance division and the insurance business underwritten by our London Market division, were $309.3 million, compared to

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$329.1 million for the six months ended June 30, 2009, a decrease of 6.0%. For the six months ended June 30, 2010, total reinsurance gross premiums written represented 70.2% (69.1% in the six months ended June 30, 2009) of our business, while insurance represented the remaining 29.8% (30.9% in the six months ended June 30, 2009) of our business.
     Americas. Gross premiums written in the Americas division for the six months ended June 30, 2010 were $367.7 million, a decrease of $18.0 million, or 4.7%, compared to $385.7 million for the six months ended June 30, 2009. These amounts represented 35.4% of our gross premiums written for the six month periods ended June 30, 2010 and 36.2% for the six months ended June 30, 2009. Gross premiums written across each geographic region of the Americas division were as follows (in millions):
                                 
    Six Months Ended        
    June 30,     Change  
    2010     2009     $     %  
United States
  $ 270.3     $ 289.4     $ (19.1 )     (6.6 )%
Latin America
    69.3       77.7       (8.4 )     (10.8 )
Canada
    28.1       18.6       9.5       51.1  
 
                       
Total gross premiums written
  $ 367.7     $ 385.7     $ (18.0 )     (4.7 )%
 
                       
    United States — The decrease in gross premiums written was primarily due to a decrease in treaty casualty business of $35.1 million, to $116.7 million, for the six months ended June 30, 2010, compared to $151.7 million for the six months ended June 30, 2009 and due to a decrease in casualty facultative business of $8.0 million, to $27.6 million for the six months ended June 30, 2010, compared to $35.6 million for the six months ended June 30, 2009. This was partially offset by an increase in property business of $24.7 million, to $99.7 million for the six months ended June 30, 2010, as compared to $74.9 million for the six months ended June 30, 2009.
 
    Latin America — The decrease in gross premiums written was primarily attributable to share decreases on existing business and the non-renewal of business not meeting our underwriting standards.
 
    Canada — The increase in gross premiums written was primarily due to increased participation on a number of renewing accounts and new business written on January 1, 2010.
     EuroAsia. Gross premiums written in the EuroAsia division for the six months ended June 30, 2010 were $290.1 million, a decrease of $1.1 million, or 0.4%, compared to $291.2 million for the six months ended June 30, 2009. These amounts represented 27.9% of our gross premiums written for the six months ended June 30, 2010 and 27.3% in the corresponding period of 2009. Movements in foreign exchange rates favorably impacted results in the period by $20.3 million. Excluding the effects of foreign exchange rate movement, gross premiums would have decreased by $21.4 million.
     London Market. Gross premiums written in the London Market division for the six months ended June 30, 2010 were $164.7 million, an increase of $16.8 million, or 11.4%, compared to $147.9 million for the six months ended June 30, 2009. These amounts represented 15.9% of our gross premiums written for the six months ended June 30, 2010 and 13.9% for the six months ended June 30, 2009. Gross premiums written across each unit of the London Market division were as follows (in millions):
                                 
    Six Months Ended        
    June 30,     Change  
    2010     2009     $     %  
London branch
  $ 71.9     $ 60.3     $ 11.6       19.2 %
Newline
    92.8       87.6       5.2       5.9  
 
                       
Total gross premiums written
  $ 164.7     $ 147.9     $ 16.8       11.4 %
 
                       
     The increase in gross premiums written by the London branch was primarily attributable to property business, which increased by $7.5 million, or 19.3%, and marine and aviation business, which increased by $5.4 million, or 33.1%. This increase was offset by a decrease in casualty business of $1.3 million, or 25.5%.

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     The increase in gross premiums written by Newline was primarily attributable to an increase in motor business of $9.4 million, offset by decreases in medical professional liability of $5.3 million and financial institutions of $2.9 million.
     U.S. Insurance. Gross premiums written in the U.S. Insurance division for the six months ended June 30, 2010 were $216.4 million, a decrease of $25.1 million, or 10.4%, compared to $241.5 million for the six months ended June 30, 2009. These amounts represented 20.8% of our gross premiums written for the six months ended June 30, 2010 and 22.6% for the six months ended June 30, 2009. Gross premiums written by line of business were as follows (in millions):
                                 
    Six Months Ended        
    June 30,     Change  
    2010     2009     $     %  
Professional liability
  $ 59.3     $ 61.3     $ (2.0 )     (3.3 )%
Property and package
    45.4       57.4       (12.0 )     (20.9 )
Specialty liability
    42.4       41.5       0.9       2.2  
Medical professional liability
    38.4       38.7       (0.3 )     (0.8 )
Commercial automobile
    26.6       33.1       (6.5 )     (19.6 )
Personal automobile
    4.3       9.5       (5.2 )     (54.7 )
 
                       
Total gross premiums written
  $ 216.4     $ 241.5     $ (25.1 )     (10.4 )%
 
                       
     The reduction in gross premiums written for the six months ended June 30, 2010 compared to the six months ended June 30, 2009 principally relates to a reduction in the property and package and automobile lines of business.
     Ceded Premiums Written. Ceded premiums written for the six months ended June 30, 2010 increased by $16.6 million, or 13.0%, to $144.1 million (13.9% of gross premiums written), from $127.5 million (12.0% of gross premiums written) for the six months ended June 30, 2009. The increase in ceded premiums written was primarily related to an increase in reinsurance purchased for our professional liability and medical professional liability business in the U.S. Insurance division, and reinstatement premiums related to the Chile earthquake.
     Net Premiums Written. Net premiums written, which represents gross premiums written less ceded premiums written, for the six months ended June 30, 2010 decreased by $44.0 million, or 4.7%, to $894.8 million, compared to $938.8 million for the six months ended June 30, 2009, as reflected in the following table (in millions):
                                 
    Six Months Ended        
    June 30,     Change  
Division
 
  2010     2009     $     %  
Americas
  $ 350.5     $ 377.6     $ (27.1 )     (7.2 )%
EuroAsia
    280.3       278.1       2.2       0.8  
London Market
    134.4       113.7       20.7       18.2  
U.S. Insurance
    129.6       169.4       (39.8 )     (23.5 )
 
                       
Total net premiums written
  $ 894.8     $ 938.8     $ (44.0 )     (4.7 )%
 
                       
     Americas. Net premiums written in the Americas division for the six months ended June 30, 2010 were $350.5 million, compared to $377.6 million for the 2009 period, a decrease of 7.2%. These amounts represented 39.2% of our net premiums written for the six months ended June 30, 2010 and 40.2% for the six months ended June 30, 2009. The net retention ratio, which represents net premiums written as a percentage of gross premiums written, was 95.3% and 97.9% for the six months ended June 30, 2010 and 2009, respectively.
     The decrease in net premiums written in the Americas division for the six months ended June 30, 2010 was primarily due to decreases in the United States of $20.1 million and Latin America of $16.6 million. This was partially offset by an increase in Canada of $9.6 million.

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     EuroAsia. Net premiums written in the EuroAsia division for the six months ended June 30, 2010 were $280.3 million, compared to $278.1 million for 2009, an increase of 0.8%. These amounts represented 31.3% of our net premiums written for the six months ended June 30, 2010 and 29.6% for the six months ended June 30, 2009. The net retention ratio was 96.6% for the six months ended June 30, 2010, compared to 95.5% for the six months ended June 30, 2009.
     The increase in net premiums written is due to a decrease in gross premium written of $1.1 million, offset by a decrease in ceded premiums written of $3.3 million.
     London Market. Net premiums written in the London Market division for the six months ended June 30, 2010 were $134.4 million, compared to $113.7 million for the six months ended June 30, 2009, an increase of 18.2%. These amounts represented 15% of our net premiums written for the six months ended June 30, 2010 and 12.1% for the six months ended June 30, 2009. The net retention ratio was 81.6% for the six months ended June 30, 2010, compared to 76.9% for the six months ended June 30, 2009.
     The increase in net premiums written is consistent with an increase in gross premium written of $16.8 million, in addition to a decrease in ceded premiums written of $3.9 million.
     U.S. Insurance. Net premiums written in the U.S. Insurance division for the six months ended June 30, 2010 were $129.6 million, compared to $169.4 million for the six months ended June 30, 2009, a decrease of 23.5%. These amounts represented 14.5% of our net premiums written for the six months ended June 30, 2010 and 18.1% for the six months ended June 30, 2009. The net retention ratio was 59.9% for the six months ended June 30, 2010, compared to 70.1% for the six months ended June 30, 2009.
     The decrease in net premiums written was due to a 10.4% decrease ($25.1 million) in gross premiums written as previously discussed, combined with a 20.3% increase ($14.6 million) in ceded premiums written, principally related to the professional liability and medical professional liability lines of business.
     Net Premiums Earned. Net premiums earned for the six months ended June 30, 2010 decreased $22.9 million, or 2.4%, to $927.6 million, from $950.5 million for the six months ended June 30, 2009. Net premiums earned decreased $37.2 million, or 9.4%, in the Americas division, $4.2 million, or 1.5%, in the EuroAsia division, $4.5 million, or 2.8%, in the U.S. Insurance division and increased $23.0 million, or 19.8%, in the London Market division.
     Losses and Loss Adjustment Expenses. Net losses and LAE incurred increased $57.4 million, or 9.0%, to $696.9 million for the six months ended June 30, 2010, from $639.5 million for the six months ended June 30, 2009, as follows (in millions):
                                 
    Six Months Ended        
    June 30,     Change  
    2010     2009     $     %  
Gross losses and LAE incurred
  $ 902.2     $ 743.8     $ 158.4       21.3 %
Less: ceded losses and LAE incurred
    205.3       104.3       101.0       96.8  
 
                       
Net losses and LAE incurred
  $ 696.9     $ 639.5     $ 57.4       9.0 %
 
                       
     The increase in net losses and LAE incurred was principally related to an increase in current year property catastrophe losses of $74.4 million, to $137.3 million for the six months ended June 30, 2010, from $62.9 million for the six months ended June 30, 2009. For the six months ended June 30, 2010, current year property catastrophe losses included $83.4 million related to the Chile earthquake and $17.6 million related to Windstorm Xynthia. In addition, current year losses for the six months ended June 30, 2010 included $34.4 million related to the Deepwater Horizon event. For the six months ended June 30, 2009, current year property catastrophe losses included $50.0 million related to Windstorm Klaus. Losses and LAE for the six months ended June 30, 2010 included an increase in prior period losses of $2.6 million, attributable to increased loss estimates due to loss emergence greater than expectations in the period on business written in the Americas division, partially offset by reduced loss estimates due to loss emergence lower than expectations in the period on business written in the London Market and U.S. Insurance divisions. Losses and LAE for the six months ended June 30, 2009 included a

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decrease in prior period losses of $10.9 million, attributable to reduced loss estimates due to loss emergence lower than expectations in the period on business written in the EuroAsia, London Market and U.S. Insurance divisions.
     The loss estimates for losses such as the Chile earthquake, Windstorm Xynthia and the Deepwater Horizon event represent our best estimates based on the most recent information available. We used various approaches in estimating our losses, including a detailed review of exposed contracts and information from ceding companies. As additional information becomes available, including information from ceding companies, actual losses may exceed our estimated losses, potentially resulting in adverse effects to our financial results.
     Ceded losses and LAE incurred increased $101.0 million, or 96.8%, to $205.3 million for the six months ended June 30, 2010, from $104.3 million for the six months ended June 30, 2009. This increase was principally attributable to increased loss cessions related to property catastrophe events and asbestos exposures in the Americas division and increased reinsurance purchased in the U.S. Insurance division.
     The loss and LAE ratio for the six months ended June 30, 2010 and 2009 and the percentage point change for each of our divisions and in total are as follows:
                         
    Six Months Ended   Percentage
    June 30,   Point
Division
 
  2010   2009   Change
Americas
    86.4 %     64.8 %     21.6  
EuroAsia
    66.7       73.1       (6.4 )
London Market
    73.1       62.9       10.2  
U.S. Insurance
    65.8       66.4       (0.6 )
 
                       
Total loss and LAE ratio
    75.1 %     67.3 %     7.8  
 
                       
     The following tables reflect total losses and LAE as reported for each division and include the impact of catastrophe losses and prior period reserve development, expressed as a percentage of net premiums earned (“NPE”), for the six months ended June 30, 2010 and 2009 (in millions):
Six Months Ended June 30, 2010
                                                                                 
    Americas     EuroAsia     London Market     U.S. Insurance     Total  
            % of             % of             % of             % of             % of  
    $     NPE     $     NPE     $     NPE     $     NPE     $     NPE  
Total losses and LAE
  $ 310.0       86.4 %   $ 182.9       66.7 %   $ 101.7       73.1 %   $ 102.3       65.8 %   $ 696.9       75.1 %
 
                                                           
Catastrophe losses:
                                                                               
2010 events:
                                                                               
Chile earthquake
    71.1       19.8       1.7       0.6       10.6       7.7                   83.4       9.0  
Windstorm Xynthia
                17.5       6.4       0.1       0.1                   17.6       1.9  
Haiti earthquake
    6.7       1.9                                           6.7       0.7  
Eastern Europe floods
                5.9       2.2                               5.9       0.6  
Other 2010 events
    9.8       2.7       11.8       4.3       2.1       1.5                   23.6       2.5  
 
                                                           
Total 2010 events
    87.6       24.4       36.9       13.4       12.8       9.2                   137.3       14.8  
Prior period events
    1.6       0.5       7.7       2.8       (2.1 )     (1.5 )                 7.2       0.8  
 
                                                           
Total catastrophe losses
  $ 89.2       24.9 %   $ 44.6       16.2 %   $ 10.7       7.7 %   $       %   $ 144.5       15.6 %
 
                                                           
Prior period loss development including prior period catastrophe losses
  $ 24.4       6.8 %   $ 1.4       0.5 %   $ (14.9 )     (10.7 )%   $ (8.3 )     (5.3 )%   $ 2.6       0.3 %
 
                                                           

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Six Months Ended June 30, 2009
                                                                                 
    Americas     EuroAsia     London Market     U.S. Insurance     Total  
            % of             % of             % of             % of             % of  
    $     NPE     $     NPE     $     NPE     $     NPE     $     NPE  
Total losses and LAE
  $ 256.7       64.8 %   $ 203.6       73.1 %   $ 73.0       62.9 %   $ 106.2       66.4 %   $ 639.5       67.3 %
 
                                                           
Catastrophe losses:
                                                                               
2009 events:
                                                                               
Windstorm Klaus
                50.0       18.0                               50.0       5.2  
Other 2009 events
    5.5       1.4       5.9       2.1       1.5       1.3                   12.9       1.4  
 
                                                           
Total 2009 events
    5.5       1.4       55.9       20.1       1.5       1.3                   62.9       6.6  
Prior period events
    (0.9 )     (0.2 )     (2.1 )     (0.8 )     5.2       4.5       0.6       0.4       2.8       0.3  
 
                                                           
Total catastrophe losses
  $ 4.6       1.2 %   $ 53.8       19.3 %   $ 6.7       5.8 %   $ 0.6       0.4 %   $ 65.7       6.9 %
 
                                                           
Prior period loss development including prior period catastrophe losses
  $ 12.3       3.1 %   $ (6.9 )     (2.5 )%   $ (6.7 )     (5.8 )%   $ (9.6 )     (6.0 )%   $ (10.9 )     (1.1 )%
 
                                                           
     Americas Division — Losses and LAE increased $53.3 million, or 20.8%, to $310.0 million for the six months ended June 30, 2010, from $256.7 million for the six months ended June 30, 2009. This resulted in a loss and LAE ratio of 86.4% for the six months ended June 30, 2010, compared to 64.8% for the six months ended June 30, 2009. This increase in losses and LAE was principally attributable to an increase in current year property catastrophe losses of $82.1 million, to $87.6 million for the six months ended June 30, 2010, from $5.5 million for the six months ended June 30, 2009, and to a $2.9 million loss related to the Deepwater Horizon event. Losses and LAE for the six months ended June 30, 2010 included current year property catastrophe losses of $87.6 million, with $71.1 million for the Chile earthquake and $6.7 million for the Haiti earthquake, and an increase in prior period losses of $24.4 million, principally due to loss emergence greater than expectations in the period on asbestos. Losses and LAE for the six months ended June 30, 2009 included current year property catastrophe losses of $5.5 million and an increase in prior period losses of $12.3 million, principally due to loss emergence greater than expectations in the period on general and professional liability business.
     EuroAsia Division — Losses and LAE decreased $20.7 million, or 10.2%, to $182.9 million for the six months ended June 30, 2010, from $203.6 million for the six months ended June 30, 2009. This resulted in a loss and LAE ratio of 66.7% for the six months ended June 30, 2010, compared to 73.1% for the six months ended June 30, 2009. This decrease in losses and LAE was principally due to a decrease in current year property catastrophe losses of $19.0 million, to $36.9 million for the six months ended June 30, 2010, from $55.9 million for the six months ended June 30, 2009. Losses and LAE for the six months ended June 30, 2010 included current year property catastrophe losses of $36.9 million, with $17.5 million for Windstorm Xynthia and $1.7 million for the Chile earthquake, and an increase in prior period losses of $1.4 million, principally due to loss emergence greater than expectations in the period on property catastrophe business. Losses and LAE for the six months ended June 30, 2009 included current year property catastrophe losses of $55.9 million, with $50.0 million attributable to Windstorm Klaus, and a decrease in prior period losses of $6.9 million, principally due to loss emergence lower than expectations in the period on miscellaneous property lines of business.
     London Market Division — Losses and LAE increased $28.7 million, or 39.3%, to $101.7 million for the six months ended June 30, 2010, from $73.0 million for the six months ended June 30, 2009. This resulted in a loss and LAE ratio of 73.1% for the six months ended June 30, 2010, compared to 62.9% for the six months ended June 30, 2009. This increase in losses and LAE was principally due to an increase in current year property catastrophe losses of $11.4 million, to $12.9 million for the six months ended June 30, 2010, from $1.5 million for the six months ended June 30, 2009, and a $30.0 million loss related to the Deepwater Horizon event. Losses and LAE for the six months ended June 30, 2010 included current year property catastrophe losses of $12.8 million, with $10.6 million for the Chile earthquake, and a decrease in prior period losses of $14.9 million, principally attributable to loss emergence lower than expectations in the period on satellite, marine and financial lines of business, partially offset by increased loss estimates due to loss emergence greater than expectations in the period on medical malpractice business. Losses and LAE for the six months ended June 30, 2009 included current year property catastrophe losses of $1.5 million, and a decrease in prior period losses of $6.7 million,

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principally attributable to loss emergence lower than expectations in the period on liability, satellite and aviation business.
     U.S. Insurance Division — Losses and LAE decreased $3.9 million, or 3.7%, to $102.3 million for the six months ended June 30, 2010, from $106.2 million for the six months ended June 30, 2009. This resulted in a loss and LAE ratio of 65.8% for the six months ended June 30, 2010, compared to 66.4% for the six months ended June 30, 2009. This decrease in losses and LAE was principally due to a decline in loss exposure associated with a decline in net premiums earned of $4.5 million, to $155.4 million for the six months ended June 30, 2010, from $160.0 million for the six months ended June 30, 2009. This was partially offset by a $1.5 million loss related to the Deepwater Horizon event. Losses and LAE for the six months ended June 30, 2010 included a decrease in prior period losses of $8.3 million, principally attributable to loss emergence lower than expectations in the period on miscellaneous liability lines of business. Losses and LAE for the six months ended June 30, 2009 included a decrease in prior period losses of $9.6 million, principally attributable to loss emergence lower than expectations in the period on miscellaneous and professional liability lines of business.
     Acquisition Costs. Acquisition costs for the six months ended June 30, 2010 were $178.9 million, a decrease of $11.9 million or 6.2%, compared to $190.8 million for the six months ended June 30, 2009. The resulting acquisition expense ratio, expressed as a percentage of net premiums earned, was 19.3% for the six months ended June 30, 2010, compared to 20.1% for the six months ended June 30, 2009, a decrease of 0.8 points. The London Market division acquisition expense ratio increased by 0.4 points, for the six months ended June 30, 2010 compared to the corresponding period in 2009. The Americas, EuroAsia and U.S. Insurance divisions’ acquisition expense ratios decreased by 0.6 points, 0.4 points and 2.2 points, respectively, for the six months ended June 30, 2010 compared to the corresponding period in 2009.
     Other Underwriting Expenses. Other underwriting expenses for the six months ended June 30, 2010 were $96.7 million, compared to $87.1 million for the six months ended June 30, 2009. The other underwriting expense ratio, expressed as a percentage of net premiums earned, was 10.4% for the six months ended June 30, 2010, compared to 9.1% for the six months ended June 30, 2009. The increase in the other underwriting expense ratio was principally attributable to compensation and benefits, and legal fees in the U.S. Insurance division, combined with a decrease in net premiums earned.
     The following table reflects the acquisition and other underwriting expenses, expressed as a percentage of net premiums earned, for the six months ended June 30, 2010 and 2009 for each of our divisions:
                         
    Six Months Ended   Percentage
    June 30,   Point
Division   2010   2009   Change
Americas
    32.2 %     31.4 %     0.8  
EuroAsia
    25.2       24.7       0.5  
London Market
    28.1       28.7       (0.6 )
U.S. Insurance
    33.5       32.4       1.1  
 
                       
Total acquisition costs and other underwriting expense ratio
    29.7 %     29.2 %     0.5  
 
                       

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     Our combined ratio was 104.8% for the six months ended June 30, 2010, compared to 96.5% for the six months ended June 30, 2009. The following table reflects the combined ratio for the six months ended June 30, 2010 and 2009 for each of our divisions:
                         
    Six Months Ended   Percentage
    June 30,   Point
Division   2010   2009   Change
Americas
    118.6 %     96.2 %     22.4  
EuroAsia
    91.9       97.8       (5.9 )
London Market
    101.2       91.6       9.6  
U.S. Insurance
    99.3       98.8       0.5  
 
                       
Total combined ratio
    104.8 %     96.5 %     8.3  
 
                       
Investment Results
     Net Investment Income. Net investment income for the six months ended June 30, 2010 increased by $3.2 million, or 2.0%, to $163.3 million, from $160.1 million for the six months ended June 30, 2009. Net investment income was comprised of gross investment income of $182.9 million less investment expenses of $19.6 million for the six months ended June 30, 2010, compared to gross investment income of $170.8 million less investment expenses of $10.7 million for the six months ended June 30, 2009. The increase in net investment income for the six months ended June 30, 2010 was primarily attributable to the following:
    investment income from fixed income securities was $141.1 million for the six months ended June 30, 2010, an increase of $19.2 million, or 15.8%, compared to the six months ended June 30, 2009;
    an increase in net investment income from other invested assets of $4.6 million for the six months ended June 30, 2010, compared to the six months ended June 30, 2009;
    an increase in net investment income from preferred stocks of $0.4 million for the six months ended June 30, 2010, compared to the six months ended June 30, 2009; partially offset by:
    a decrease of $8.8 million, or 27.8%, in net investment income from equity investments for the six months ended June 30, 2010, compared to the six months ended June 30, 2009. Dividends on common stocks decreased $9.6 million, and net income on common stocks, at equity increased $0.8 million;
 
    an increase in investment expenses of $8.9 million for the six months ended June 30, 2010, compared to the six months ended June 30, 2009; and
 
    a decrease in net investment income from cash and short-term investments of $3.3 million, or 43.1%, for the six months ended June 30, 2010, compared to the six months ended June 30, 2009.
     Our total effective annualized yield on average invested assets, net of expense but before the impact of interest expense from funds held balances, was 3.9% and 4.1% for the six months ended June 30, 2010 and 2009, respectively. The total effective annualized yield on average invested assets is calculated by dividing annual income by the annual average invested assets (computed using average amortized cost for fixed income securities and average carrying value for all other securities).
     Net Realized Investment Gains/Losses. Net realized investment gains of $162.6 million for the six months ended June 30, 2010 increased by $206.2 million, from net realized investment losses of $43.6 million for the six months ended June 30, 2009. The increase in net realized investment gains was principally due to the following:
    an increase in net realized investment gains on derivative securities of $199.0 million, primarily attributable to increased gains on total return swaps;
    an increase in net realized investment gains on equity securities of $190.0 million, with net realized investment gains of $81.8 million for the six months ended June 30, 2010, compared to $108.2 million in net realized investment losses for the six months ended June 30, 2009; partially offset by:

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    a decrease in net realized investment gains on fixed income securities of $82.3 million;
    an increase in losses on short-term investments, cash and cash equivalents of $59.8 million;
    an increase in realized investment losses on preferred stock of $34.9 million; and
    an increase in losses on other invested assets of $5.8 million.
     Net realized investment gains include other-than-temporary impairment losses in the amount of $7.7 million, relating to fixed income securities of $2.9 million and equity securities of $4.8 million for the six months ended June 30, 2010. During the six months ended June 30, 2009, net realized investment gains were reduced by other-than-temporary impairment losses in the amount of $126.7 million, relating to equity securities of $123.1 million, fixed income securities of $3.4 million and preferred stock of $0.2 million. Other-than-temporary impairments reflect situations where the fair value was below the cost of the securities and we could not reasonably determine whether it was more likely than not that we would not be required to sell the securities before they were able to recover their value.
Other Results, Principally Holding Company and Income Taxes
     Other Expenses/Income, Net. Other expense, net, for the six months ended June 30, 2010 was $13.2 million, compared to other income, net of $11.3 million for the six months ended June 30, 2009. The other expense is principally comprised of foreign currency exchange gains and losses and the operating expenses of our holding company, including audit related fees, corporate-related legal fees, consulting fees and compensation expense. The $24.5 million increase in expense for the six months ended June 30, 2010 compared to the comparable 2009 period was primarily related to $15.8 million of foreign exchange related adjustments and $8.0 million in increased compensation costs following the acquisition of OdysseyRe by Fairfax.
     Interest Expense. We incurred interest expense related to our debt obligations of $15.0 million and $15.9 million for the six months ended June 30, 2010 and 2009, respectively. The lower amount of interest expense in 2010 primarily resulted from the decrease in interest rates on our Series A, B and C floating rate senior notes.
     Federal and Foreign Income Tax Provision. Our federal and foreign income tax provision for the six months ended June 30, 2010 increased by $38.2 million, to $65.6 million, compared to $27.4 million for the six months ended June 30, 2009, resulting from increased pre-tax income. Our effective tax rates were 26.0% and 18.9% for the six months ended June 30, 2010 and 2009, respectively.
     Preferred Dividends and Purchases. We recorded preferred dividends related to our Series A and Series B non-cumulative perpetual preferred shares of $2.5 million and $2.7 million for the six months ended June 30, 2010 and 2009, respectively. During the second quarter of 2010, Odyssey America purchased 29,500 shares of our Series B preferred stock, with a liquidation preference of $0.7 million, for $0.7 million. As a result of the second quarter 2010 purchase of the Series B preferred shares, we recorded a $4.0 thousand gain during the six months ended June 30, 2010. During the first quarter of 2009, Odyssey America purchased 704,737 shares of our Series B preferred stock, with a liquidation preference of $17.2 million, for $9.2 million. As a result of the first quarter 2009 repurchase of the Series B preferred shares, we recorded a gain of $8.0 million for the six months ended June 30, 2009.

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Results of Operations
Three Months Ended June 30, 2010 Compared to Three Months Ended June 30, 2009
Underwriting Results
     Gross Premiums Written. Gross premiums written for the three months ended June 30, 2010 decreased by $34.2 million, or 6.7%, to $477.2 million, compared to $511.4 million for the three months ended June 30, 2009, as reflected in the following table (in millions):
                                 
    Three Months Ended        
    June 30,     Change  
Division   2010     2009     $     %  
Americas
  $ 170.0     $ 190.4     $ (20.4 )     (10.7 )%
EuroAsia
    125.2       130.9       (5.7 )     (4.4 )
London Market
    81.8       75.0       6.8       9.1  
U.S. Insurance
    100.2       115.1       (14.9 )     (12.9 )
 
                       
Total gross premiums written
  $ 477.2     $ 511.4     $ (34.2 )     (6.7 )%
 
                       
     Total reinsurance gross premiums written for the three months ended June 30, 2010 were $333.3 million, compared to $349.1 million for the three months ended June 30, 2009, a decrease of 4.5%. Total insurance gross premiums written for the three months ended June 30, 2010, which include our U.S. Insurance division and the insurance business underwritten by our London Market division, were $143.9 million, compared to $162.3 million for the three months ended June 30, 2009, a decrease of 11.3%. For the three months ended June 30, 2010, total reinsurance gross premiums written represented 69.8% (68.3% in the three months ended June 30, 2009) of our business, while insurance represented the remaining 30.2% (31.7% in the three months ended June 30, 2009) of our business.
     Americas. Gross premiums written in the Americas division for the three months ended June 30, 2010 were $170.0 million, a decrease of $20.4 million, or 10.7%, compared to $190.4 million for the three months ended June 30, 2009. These amounts represented 35.6% of our gross premiums written for the three months ended June 30, 2010 and 37.2% for the three months ended June 30, 2009. Gross premiums written across each geographic region of the Americas division were as follows (in millions):
                                 
    Three Months Ended        
    June 30,     Change  
    2010     2009     $     %  
United States
  $ 123.9     $ 139.6     $ (15.7 )     (11.2 )%
Latin America
    32.8       41.2       (8.4 )     (20.4 )
Canada
    13.3       9.6       3.7       38.5  
 
                       
Total gross premiums written
  $ 170.0     $ 190.4     $ (20.4 )     (10.7 )%
 
                       
    United States — The decrease in gross premiums written was primarily due to decreases in treaty casualty business of $19.9 million and casualty facultative business of $3.4 million. This was partially offset by an increase in property business of $8.0 million.
    Latin America — The decrease in gross written premium in Latin America was primarily attributable to share decreases on existing business and the non-renewal of business not meeting our underwriting standards.
    Canada — The increase in gross premiums written was primarily due to an increase in shares on renewal accounts and new business written on January 1, 2010.

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EuroAsia. Gross premiums written in the EuroAsia division for the three months ended June 30, 2010 were $125.2 million, a decrease of $5.7 million, or 4.4%, compared to $130.9 million for the three months ended June 30, 2009. These amounts represented 26.2% of our gross premiums written for the three months ended June 30, 2010 and 25.6% in the corresponding period of 2009, due to the competitive market place.
     London Market. Gross premiums written in the London Market division for the three months ended June 30, 2010 were $81.8 million, an increase of $6.8 million, or 9.1%, compared to $75.0 million for the three months ended June 30, 2009. These amounts represented 17.1% of our gross premiums written for the three months ended June 30, 2010 and 14.7% for the three months ended June 30, 2009. Gross premiums written across each unit of the London Market division were as follows (in millions):
                                 
    Three Months Ended        
    June 30,     Change  
    2010     2009     $     %  
London branch
  $ 38.1     $ 27.8     $ 10.3       37.1 %
Newline
    43.7       47.2       (3.5 )     (7.4 )
 
                       
Total gross premiums written
  $ 81.8     $ 75.0     $ 6.8       9.1 %
 
                       
     The increase in gross premiums written by the London branch was primarily attributable to property business, which increased by $7.4 million, or 42.0%, and marine and aviation business, which increased by $3.7 million, or 45.1%. This increase was offset by a decrease in casualty business of $0.8 million, or 40.0%.
     The decrease in gross premiums written by Newline was primarily attributable to liability lines of $2.4 million, medical professional liability of $2.3 million and financial institutions of $2.3 million. This decrease was offset by an increase in motor lines of $3.3 million.
     U.S. Insurance. Gross premiums written in the U.S. Insurance division for the three months ended June 30, 2010 were $100.2 million, a decrease of $14.9 million, or 12.9%, compared to $115.1 million for the three months ended June 30, 2009. These amounts represented 21.0% of our gross premiums written for the three months ended June 30, 2010 and 22.5% for the three months ended June 30, 2009. Gross premiums written by line of business were as follows (in millions):
                                 
    Three Months Ended        
    June 30,     Change  
    2010     2009     $     %  
Professional liability
  $ 28.7     $ 33.4     $ (4.7 )     (14.1 )%
Property and package
    27.5       31.4       (3.9 )     (12.4 )
Medical professional liability
    15.9       15.9              
Commercial automobile
    13.1       16.5       (3.4 )     (20.6 )
Specialty liability
    12.6       13.0       (0.4 )     (3.1 )
Personal automobile
    2.4       4.9       (2.5 )     (51.0 )
 
                       
Total gross premiums written
  $ 100.2     $ 115.1     $ (14.9 )     (12.9 )%
 
                       
     The reduction in gross premiums written for the three months ended June 30, 2010 compared to the three months ended June 30, 2009 principally relates to the competitive market conditions affecting most lines of business.
     Ceded Premiums Written. Ceded premiums written for the three months ended June 30, 2010 increased by $4.0 million, or 7.8%, to $55.6 million (11.7% of gross premiums written), from $51.6 million (10.1% of gross premiums written) for the three months ended June 30, 2009. The increase in ceded premiums written was primarily related to a moderate increase in our crop business in the U.S. Insurance division, which is heavily reinsured through U.S. Federal crop insurance programs.

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     Net Premiums Written. Net premiums written, which represent gross premiums written less ceded premiums written, for the three months ended June 30, 2010 decreased by $38.2 million, or 8.3%, to $421.6 million, compared to $459.8 million for the three months ended June 30, 2009, as reflected in the following table (in millions):
                                 
    Three Months Ended        
    June 30,     Change  
Division
 
  2010     2009     $     %  
Americas
  $ 167.1     $ 186.9     $ (19.8 )     (10.6 )%
EuroAsia
    124.8       124.5       0.3       0.2  
London Market
    66.5       61.2       5.3       8.7  
U.S. Insurance
    63.2       87.2       (24.0 )     (27.5 )
 
                       
Total net premiums written
  $ 421.6     $ 459.8     $ (38.2 )     (8.3 )%
 
                       
     Americas. Net premiums written in the Americas division for the three months ended June 30, 2010 were $167.1 million, compared to $186.9 million for the 2009 period, a decrease of 10.6%. These amounts represented 39.6% of our net premiums written for the three months ended June 30, 2010 and 40.6% for the three months ended June 30, 2009. The net retention ratio, which represents net premiums written as a percentage of gross premiums written, was 98.3% and 98.2% for the three months ended June 30, 2010 and 2009, respectively.
     The decrease in net premiums written in the Americas division for the three months ended June 30, 2010 was primarily due to a decrease in United States gross premiums written of $15.7 million and a decrease in Latin America gross premiums written of $8.4 million. This was partially offset by an increase in Canada gross premiums written of $3.7 million.
     EuroAsia. Net premiums written in the EuroAsia division for the three months ended June 30, 2010 were $124.8 million, compared to $124.5 million for 2009, an increase of 0.2%. These amounts represented 29.6% of our net premiums written for the three months ended June 30, 2010 and 27.1% for the three months ended June 30, 2009. The net retention ratio was 99.7% for the three months ended June 30, 2010, compared to 95.1% for the three months ended June 30, 2009.
     The increase in net premiums written consisted of a decrease in gross premiums written of $5.7 million, offset by a decrease in ceded premiums written of $6.0 million.
     London Market. Net premiums written in the London Market division for the three months ended June 30, 2010 were $66.5 million, compared to $61.2 million for three months ended June 30, 2009, an increase of 8.7%. These amounts represented 15.8% of our net premiums written for the three months ended June 30, 2010 and 13.3% for the three months ended June 30, 2009. The net retention ratio was 81.3% for the three months ended June 30, 2010, compared to 81.6% for the three months ended June 30, 2009.
     The increase in net premiums written consisted of an increase in gross premiums written of $6.8 million, offset by an increase in ceded premiums written of $1.5 million.
     U.S. Insurance. Net premiums written in the U.S. Insurance division for the three months ended June 30, 2010 were $63.2 million, compared to $87.2 million for the three months ended June 30, 2009, a decrease of 27.5%. These amounts represented 15.0% of our net premiums written for the three months ended June 30, 2010 and 19.0% for the three months ended June 30, 2009. The net retention ratio was 63.1% for the three months ended June 30, 2010, compared to 75.8% for the three months ended June 30, 2009.
     The decrease in net premiums written was due to a 12.9% ($14.9 million) decrease in gross premiums written, combined with a 32.3% ($9.1 million) increase in ceded premiums written, principally related to professional liability and crop lines of business.
     Net Premiums Earned. Net premiums earned for the three months ended June 30, 2010 decreased $10.0 million, or 2.1%, to $470.5 million, from $480.5 million for the three months ended June 30, 2009. Net premiums earned decreased $18.6 million, or 9.3%, in the Americas division, and $3.8 million, or 2.7%, in the EuroAsia division, offset by an increase of $9.9 million, or 16.0%, in the London Market division and $2.6 million, or 3.3%, in the U.S. Insurance division.

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     Losses and Loss Adjustment Expenses. Net losses and LAE incurred decreased $0.9 million, or 0.3%, to $321.0 million for the three months ended June 30, 2010, from $321.9 million for the three months ended June 30, 2009, as follows (in millions):
                                 
    Three Months Ended        
    June 30,     Change  
    2010     2009     $     %  
Gross losses and LAE incurred
  $ 393.8     $ 390.9     $ 2.9       0.7 %
Less: ceded losses and LAE incurred
    72.8       69.0       3.8       5.5  
 
                       
Net losses and LAE incurred
  $ 321.0     $ 321.9     $ (0.9 )     (0.3 )%
 
                       
     The decrease in net losses and LAE incurred was principally related to a decline in casualty treaty net premiums earned in the Americas division and an overall decrease in net premiums earned of $10.0 million to $470.5 million for the three months ended June 30, 2010, from $480.5 million for the three months ended June 30, 2009. This was offset by current year losses for the three months ended June 30, 2010, which included $34.4 million related to the Deepwater Horizon event. Losses and LAE for the three months ended June 30, 2010 included an increase in prior period losses of $7.5 million, attributable to increased loss estimates due to loss emergence greater than expectations in the period on business written in the Americas division, partially offset by reduced loss estimates due to loss emergence lower than expectations in the period on business written in the London Market and U.S. Insurance divisions. Losses and LAE for the three months ended June 30, 2009 included an increase in prior period losses of $0.9 million, attributable to increased loss estimates due to loss emergence greater than expectations in the period on business written in the Americas division
     The loss estimates for losses such as the Chile earthquake, Windstorm Xynthia and the Deepwater Horizon event represent our best estimates based on the most recent information available. We used various approaches in estimating our losses, including a detailed review of exposed contracts and information from ceding companies. As additional information becomes available, including information from ceding companies, actual losses may exceed our estimated losses, potentially resulting in adverse effects to our financial results.
     Ceded losses and LAE incurred increased $3.8 million, or 5.5%, to $72.8 million for the three months ended June 30, 2010, from $69.0 million for the three months ended June 30, 2009. This increase was principally due to increased cessions on asbestos exposures in the Americas division, offset by a reduction in property catastrophe cessions in the EuroAsia division.
     The loss and LAE ratio for the three months ended June 30, 2010 and 2009 and the percentage point change for each of our divisions and in total are as follows:
                         
    Three Months Ended     Percentage  
    June 30,     Point  
Division
 
  2010     2009     Change  
Americas
    68.0 %     69.4 %     (1.4 )
EuroAsia
    63.6       66.3       (2.7 )
London Market
    79.5       62.2       17.3  
U.S. Insurance
    66.7       66.0       0.7  
 
                 
Total loss and LAE ratio
    68.2 %     67.0 %     1.2  
 
                 

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     The following tables reflect total losses and LAE as reported for each division and include the impact of catastrophe losses and prior period reserve development, expressed as a percentage of net premiums earned (“NPE”), for the three months ended June 30, 2010 and 2009 (in millions):
Three Months Ended June 30, 2010
                                                                                 
    Americas     EuroAsia     London Market     U.S. Insurance     Total  
            % of             % of             % of             % of             % of  
    $     NPE     $     NPE     $     NPE     $     NPE     $     NPE  
Total losses and LAE
  $ 123.7       68.0 %   $ 86.8       63.6 %   $ 56.9       79.5 %   $ 53.6       66.7 %   $ 321.0       68.2 %
 
                                                           
Catastrophe losses:
                                                                               
2010 events:
                                                                               
Eastern Europe floods
                5.9       4.3                               5.9       1.3  
Chile earthquake
    (0.1 )     (0.1 )     (1.8 )     (1.3 )     0.1       0.2                   (1.8 )     (0.4 )
Other 2010 events
    3.5       1.9       6.9       5.0       1.7       2.3                   12.1       2.6  
 
                                                           
Total 2010 events
    3.4       1.8       11.0       8.0       1.8       2.5                   16.2       3.4  
Prior period events
    (1.0 )     (0.5 )     4.7       3.4       (1.0 )     (1.4 )                 2.8       0.6  
 
                                                           
Total catastrophe losses
  $ 2.4       1.3 %   $ 15.7       11.4 %   $ 0.8       1.1 %   $       %   $ 19.0       4.0 %
 
                                                           
Prior period loss development including prior period catastrophe losses
  $ 21.5       11.8 %   $ 1.3       0.9 %   $ (10.6 )     (14.8 )%   $ (4.7 )     (5.9 )%   $ 7.5       1.6 %
 
                                                           
Three Months Ended June 30, 2009
                                                                                 
    Americas     EuroAsia     London Market     U.S. Insurance     Total  
            % of             % of             % of             % of             % of  
    $     NPE     $     NPE     $     NPE     $     NPE     $     NPE  
Total losses and LAE
  $ 139.3       69.4 %   $ 92.9       66.3 %   $ 38.4       62.2 %   $ 51.3       66.0 %   $ 321.9       67.0 %
 
                                                           
Catastrophe losses:
                                                                               
2009 events:
                                                                               
Windstorm Klaus
                6.1       4.3                               6.1       1.3  
Other 2009 events
    2.4       1.2       5.6       4.0       1.1       1.8                   9.1       1.9  
 
                                                           
Total 2009 events
    2.4       1.2       11.7       8.3       1.1       1.8                   15.2       3.2  
Prior period events
    (1.6 )     (0.8 )     (4.2 )     (3.0 )     (0.3 )     (0.5 )                 (6.1 )     (1.3 )
 
                                                           
Total catastrophe losses
  $ 0.8       0.4 %   $ 7.5       5.3 %   $ 0.8       1.3 %   $       %   $ 9.1       1.9 %
 
                                                           
Prior period loss development including prior period catastrophe losses
  $ 13.6       6.8 %   $ (2.1 )     (1.5 )%   $ (4.6 )     (7.5 )%   $ (6.0 )     (7.7 )%   $ 0.9       0.2 %
 
                                                           
     Americas Division — Losses and LAE decreased $15.6 million, or 11.2%, to $123.7 million for the three months ended June 30, 2010, from $139.3 million for the three months ended June 30, 2009. This resulted in a loss and LAE ratio of 68.0% for the three months ended June 30, 2010, compared to 69.4% for the three months ended June 30, 2009. This decrease in losses and LAE was principally due to a decline in loss exposure associated with a decline in net premiums earned of $18.6 million, to $182.1 million for the three months ended June 30, 2010, from $200.7 million for the three months ended June 30, 2009. Losses and LAE for the three months ended June 30, 2010 included current year property catastrophe losses of $3.4 million, a loss of $2.9 million related to the Deepwater Horizon event and an increase in prior period losses of $21.5 million, principally attributable to loss emergence greater than expectations in the period on asbestos. Losses and LAE for the three months ended June 30, 2009 included current year property catastrophe losses of $2.4 million and an increase in prior period losses of $13.6 million, principally attributable to loss emergence greater than expectations in the period on professional liability business.
     EuroAsia Division — Losses and LAE decreased $6.1 million, or 6.6%, to $86.8 million for the three months ended June 30, 2010, from $92.9 million for the three months ended June 30, 2009. This resulted in a

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loss and LAE ratio of 63.6% for the three months ended June 30, 2010, compared to 66.3% for the three months ended June 30, 2009. This decrease in losses and LAE was principally due to a decline in loss exposure associated with a decline in net premiums earned of $3.8 million, to $136.5 million for the three months ended June 30, 2010, from $140.3 million for the three months ended June 30, 2009. Losses and LAE for the three months ended June 30, 2010 included current year property catastrophe losses of $11.0 million and an increase in prior period losses of $1.3 million, principally attributable to loss emergence greater than expectations in the period on property catastrophe business. Losses and LAE for the three months ended June 30, 2009 included $6.1 million for Windstorm Klaus and a decrease in prior period losses of $2.1 million, principally attributable to loss emergence lower than expectations in the period on miscellaneous property lines of business.
     London Market Division — Losses and LAE increased $18.5 million, or 48.2%, to $56.9 million for the three months ended June 30, 2010, from $38.4 million for the three months ended June 30, 2009. This resulted in a loss and LAE ratio of 79.5% for the three months ended June 30, 2010, compared to 62.2% for the three months ended June 30, 2009. This increase in losses and LAE was principally due to a $30.0 million loss related to the Deepwater Horizon event, and an increase in loss exposure associated with an increase in net premiums earned of $9.9 million, to $71.6 million for the three months ended June 30, 2010, from $61.7 million for the three months ended June 30, 2009. Losses and LAE for the three months ended June 30, 2010 included current year property catastrophe losses of $1.8 million and a decrease in prior period losses of $10.6 million, principally due to loss emergence lower than expectations in the period on satellite, marine and financial lines of business. Losses and LAE for the three months ended June 30, 2009 included current year property catastrophe losses of $1.1 million and a decrease in prior period losses of $4.6 million, principally due to loss emergence lower than expectations in the period on liability and aviation business.
     U.S. Insurance Division — Losses and LAE increased $2.3 million, or 4.5%, to $53.6 million for the three months ended June 30, 2010, from $51.3 million for the three months ended June 30, 2009. This resulted in a loss and LAE ratio of 66.7% for the three months ended June 30, 2010, compared to 66.0% for the three months ended June 30, 2009. Losses and LAE for the three months ended June 30, 2010 include a loss of $1.5 million related to the Deepwater Horizon event and a decrease in prior period losses of $4.7 million, principally due to loss emergence lower than expectations in the period on miscellaneous liability lines of business. Losses and LAE for the three months ended June 30, 2009 included a decrease in prior period losses of $6.0 million, principally due to loss emergence lower than expectations in the period on miscellaneous and professional liability lines of business.
     Acquisition Costs. Acquisition costs for the three months ended June 30, 2010 were $89.8 million, a decrease of $8.0 million or 8.2%, compared to $97.8 million for the three months ended June 30, 2009. The resulting acquisition expense ratio, expressed as a percentage of net premiums earned, was 19.1% for the three months ended June 30, 2010, compared to 20.4% for the three months ended June 30, 2009, a decrease of 1.3 points. The Americas and U.S. Insurance divisions’ acquisition expense ratios decreased by 2.3 points and 3.0 points, respectively, for the three months ended June 30, 2010 compared to the corresponding period in 2009. The EuroAsia and London Market divisions’ acquisition expense ratios increased by 0.6 points and 0.7 points, respectively, for the three months ended June 30, 2010 compared to the corresponding period in 2009.
     Other Underwriting Expenses. Other underwriting expenses for the three months ended June 30, 2010 were $45.7 million, compared to $44.0 million for the three months ended June 30, 2009. The other underwriting expense ratio, expressed as a percentage of net premiums earned, was 9.7% for the three months ended June 30, 2010, compared to 9.2% for the three months ended June 30, 2009. The increase in the other underwriting expense ratio was principally attributable to compensation and benefits, and legal fees in the U.S. Insurance division, combined with a decrease in net premiums earned.

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     The following table reflects the acquisition and other underwriting expenses, expressed as a percentage of net premiums earned, for the three months ended June 30, 2010 and 2009 for each of our divisions:
                         
    Three Months Ended   Percentage
    June 30,   Point
Division   2010   2009   Change
Americas
    29.1 %     31.7 %     (2.6 )
EuroAsia
    25.9       24.2       1.7  
London Market
    28.8       29.0       (0.2 )
U.S. Insurance
    32.9       33.8       (0.9 )
 
                       
Total acquisition costs and other underwriting expense ratio
    28.8 %     29.5 %     (0.7 )
 
                       
     Our combined ratio was 97.0% for the three months ended June 30, 2010, compared to 96.5% for the three months ended June 30, 2009. The following table reflects the combined ratio for the three months ended June 30, 2010 and 2009 for each of our divisions:
                         
    Three Months Ended   Percentage
    June 30,   Point
Division   2010   2009   Change
Americas
    97.1 %     101.1 %     (4.0 )
EuroAsia
    89.5       90.5       (1.0 )
London Market
    108.3       91.2       17.1  
U.S. Insurance
    99.6       99.8       (0.2 )
 
                       
Total combined ratio
    97.0 %     96.5 %     0.5  
 
                       
Investment Results
     Net Investment Income. Net investment income for the three months ended June 30, 2010 decreased by $13.0 million, or 14.0%, to $79.8 million, from $92.8 million for the three months ended June 30, 2009. Net investment income was comprised of gross investment income of $89.8 million less investment expenses of $10.0 million for the three months ended June 30, 2010, compared to gross investment income of $98.2 million less investment expenses of $5.4 million for the three months ended June 30, 2009. The decrease in net investment income for the three months ended June 30, 2010 was primarily attributable to the following:
    a decrease in net investment income from other invested assets of $10.8 million for the three months ended June 30, 2010, compared to the three months ended June 30, 2009;
 
    a decrease of $3.0 million, or 19.1%, in net investment income from equity investments for the three months ended June 30, 2010, compared to the three months ended June 30, 2009. Dividends on common stocks decreased $2.5 million, and net income on common stocks, at equity decreased by $0.5 million;
 
    an increase in investment expenses of $4.6 million for the three months ended June 30, 2010, compared to the three months ended June 30, 2009;
 
    a decrease in net investment income from cash and short-term investments of $0.9 million, or 29.9%, for the three months ended June 30, 2010, compared to the three months ended June 30, 2009; partially offset by:
 
    an increase in investment income from fixed income securities of $5.9 million, or 9.0%, to $71.2 million for the three months ended June 30, 2010, compared to the three months ended June 30, 2009; and
 
    an increase in net investment income from preferred stocks of $0.4 million for the three months ended June 30, 2010, compared to the three months ended June 30, 2009.
     Our total effective annualized yield on average invested assets, net of expense but before the impact of interest expense from funds held balances, was 3.8% and 4.9% for the three months ended June 30, 2010 and

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2009, respectively. The total effective annualized yield on average invested assets is calculated by dividing annual income by the annual average invested assets (computed using average amortized cost for fixed income securities and average carrying value for all other securities).
     Net Realized Investment Gains. Net realized investment gains of $109.6 million for the three months ended June 30, 2010 increased by $54.4 million, from net realized investment gains of $55.2 million for the three months ended June 30, 2009. The increase in net realized investment gains was principally due to the following:
    increased net realized investment gains on derivative securities of $267.0 million, primarily attributable to gains on total return swaps;
 
    increased net realized investment gains on equity securities of $36.1 million, to net realized investment gains of $2.4 million for the three months ended June 30, 2010, compared to $33.7 million in net realized investment losses for the three months ended June 30, 2009; offset by:
 
    increased net realized investment losses on fixed income securities of $157.9 million;
 
    increased losses on short-term investments, cash and cash equivalents of $59.5 million;
 
    increased realized investment losses on preferred stock of $21.9 million; and
 
    increased losses on other invested assets of $9.3 million.
     Net realized investment gains include other-than-temporary impairment losses in the amount of $3.6 million, relating to equity securities, for the three months ended June 30, 2010. During the three months ended June 30, 2009, net realized investment gains were reduced by other-than-temporary impairment losses in the amount of $45.3 million, relating to equity securities of $44.9 million, fixed income securities of $0.2 million and preferred stock of $0.2 million. Other-than-temporary impairments reflect situations where the fair value was below the cost of the securities and we could not reasonably determine whether it was more likely than not that we would not be required to sell the securities before they were able to recover their value.
Other Results, Principally Holding Company and Income Taxes
          Other Income, Net. Other income, net, for the three months ended June 30, 2010 was $18.7 million, compared to other income, net of $15.5 million for the three months ended June 30, 2009. The other income is principally comprised of foreign currency exchange gains and losses and the operating expenses of our holding company, including audit related fees, corporate-related legal fees, consulting fees and compensation expense. The $3.2 million increase for the three months ended June 30, 2010 compared to the comparable 2009 period was primarily related to an increase of $3.8 million in foreign exchange related income adjustments.
          Interest Expense. We incurred interest expense related to our debt obligations of $7.5 million and $7.8 million for the three months ended June 30, 2010 and 2009, respectively. The lower amount of interest expense in 2010 primarily resulted from the decrease in interest rates on our Series A, B and C floating rate senior notes.
          Federal and Foreign Income Tax Provision. Our federal and foreign income tax provision for the three months ended June 30, 2010 increased by $14.9 million, to $64.2 million, compared to $49.3 million for the three months ended June 30, 2009, resulting from increased pre-tax income. Our effective tax rates were 29.9% and 28.6% for the three months ended June 30, 2010 and 2009, respectively.
          Preferred Dividends and Purchases. We recorded preferred dividends related to our Series A and Series B non-cumulative perpetual preferred shares of $1.3 million for both of the three month periods ended June 30, 2010 and 2009. During the second quarter of 2010, Odyssey America purchased 29,500 shares of our Series B preferred stock, with a liquidation preference of $0.7 million, for $0.7 million, which resulted in a gain of $4.0 thousand.

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Liquidity and Capital Resources
     Our shareholders’ equity increased by $193.9 million, or 5.5%, to $3,748.8 million as of June 30, 2010, from $3,554.9 million as of December 31, 2009, due primarily to net income of $187.1 million and unrealized foreign currency translation gains, net of deferred income taxes of $53.4 million. Unrealized net investment losses of $62.4 million partially offset these increases to shareholders’ equity.
     Odyssey Re Holdings Corp. is a holding company that does not have any significant operations or assets other than its ownership of Odyssey America, and its principal sources of funds are cash dividends and other permitted payments from its operating subsidiaries, primarily Odyssey America. If our subsidiaries are unable to make payments to the holding company, or are able to pay only limited amounts, we may be unable to pay dividends on our preferred shares or make payments on our indebtedness. The payment of dividends by our operating subsidiaries is subject to restrictions set forth in the insurance laws and regulations of Connecticut, Delaware, New York and the United Kingdom. Holding company cash, cash equivalents and short-term investments totaled $52.4 million as of June 30, 2010, compared to $33.0 million as of December 31, 2009. The holding company has received dividends from Odyssey America of $200.0 million through June 30, 2010 and $200.0 million for the year ended December 31, 2009. During the remainder of 2010, Odyssey America can pay dividends to the holding company of $151.3 million without prior regulatory approval. Effective May 1, 2010, we entered into a $300.0 million two-way revolving credit facility with Fairfax, Inc. (a wholly-owned subsidiary of Fairfax, and the direct and indirect holder of 100% of our common shares). Pursuant to the facility, either party may borrow up to $300.0 million from the other party. Loans under the facility are unsecured and bear interest at a rate of 7.5% per annum, payable quarterly, and the principal amount is payable on demand. Either party may terminate the facility at any time upon demand, at which time all outstanding principal and unpaid interest shall become due. On May 3, 2010, we loaned $200.0 million to Fairfax, Inc. under the facility.
     Odyssey America’s liquidity requirements are principally met by cash flows from operating activities, which primarily result from collections of premiums, reinsurance recoverables and investment income, net of paid losses, acquisition costs, income taxes and underwriting and investment expenses. We seek to maintain sufficient liquidity to satisfy the timing of projected claim payments and operating expenses. The estimate, timing and ultimate amount of actual claim payments is inherently uncertain and will vary based on many factors including the frequency and severity of losses across various lines of business. Claim payments can accelerate or increase due to a variety of factors, including losses stemming from catastrophic events, which are typically paid out in a short period of time, legal settlements or emerging claim issues. We estimate claim payments, net of associated reinsurance recoveries, of approximately $1.3 billion during 2010. The timing and certainty of associated reinsurance collections that may be due to us can add uncertainty to our liquidity position to the extent amounts are not received on a timely basis. As of June 30, 2010, our operating subsidiaries maintained cash and cash equivalents of $932.2 million and short-term investments of $139.9 million, which is readily available for expected claim payments. In addition, our liquidity is enhanced through the collection of premiums on new business written through the year. We believe our cash resources, together with readily marketable securities, are sufficient to satisfy expected payment obligations, including any unexpected acceleration or increase in claim payments, or timing differences in collecting reinsurance recoverables.
     Although the obligations of our reinsurers to make payments to us are based on specific contract provisions, these amounts only become recoverable when we make a payment of the associated loss amount, which may be several years, or in some cases decades, after the actual loss occurred. Reinsurance recoverables on unpaid losses, which represent 95.2% of our total reinsurance recoverables as of June 30, 2010, will not be due for collection until some time in the future, and over this period of time, economic conditions and the operational performance of a particular reinsurer may negatively impact its ability to meet its future obligations to us. We manage our exposure by entering into reinsurance transactions with companies that have a strong capital position and a favorable long term financial profile.

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     Our total reinsurance recoverable on paid losses as of June 30, 2010, net of the reserve for uncollectible reinsurance, was $47.1 million. The top ten reinsurers measured on total reinsurance recoverables represented $8.7 million, or 18.6%, of the total paid loss recoverable, of which $3.9 million is collateralized and the remaining $4.8 million is with highly rated companies. The remaining $38.4 million recoverable on paid losses is with numerous companies, and no single company has a balance greater than $7.6 million net of the reserve on uncollectible reinsurance.
     Approximately $15.1 million of our total reinsurance paid recoverable is current billings, and $32.0 million is over 120 days past due. The change in the economic conditions of any of our retrocessionaires may impact their ability to meet their obligations and negatively impact our liquidity.
     Cash provided by operations was $115.8 million for the six months ended June 30, 2010, compared to cash used in operations of $77.7 million for the six months ended June 30, 2009. This reflects an increase in cash provided by operations of $193.5 million during the six months ended June 30, 2009. The payment of income taxes in the first quarter of 2009 relating to realized investment gains on closed credit default and total return swap contracts in the fourth quarter of 2008 resulted in a decrease in cash flow from operations in 2009.
     Total investments and cash amounted to $9.0 billion as of June 30, 2010, an increase of $223.5 million compared to December 31, 2009. Our average invested assets were $8.8 billion for the six months ended June 30, 2010, compared to $8.0 billion for the six months ended June 30, 2009. We anticipate that our cash and cash equivalents will continue to be reinvested on a basis consistent with our long-term, value-oriented investment philosophy. Cash, cash equivalents and short-term investments, excluding cash and cash equivalents held as collateral, represented 12.6% and 15.0% of our total investments and cash, excluding cash and cash equivalents held as collateral, as of June 30, 2010 and December 31, 2009, respectively. Total fixed income securities were $5.2 billion as of June 30, 2010, compared to $4.9 billion as of December 31, 2009. As of June 30, 2010, 24.9% of our fixed income portfolio was rated “AAA”, with 12.4% of securities rated below investment grade. The duration of our investment portfolio, including short-term investments, cash and cash equivalents, was 10.1 years.
     Total investments and cash exclude amounts receivable for securities sold and amounts payable for securities purchased, representing the timing between the trade date and settlement date of securities sold and purchased. As of June 30, 2010 and December 31, 2009, we had receivables for securities sold of $1.6 million and $77.9 million, respectively, which are included in other assets, and payables for securities purchased of $33.9 million and $45.6 million, respectively, which are included in other liabilities.
     On November 28, 2006, we completed the private sale of $40.0 million aggregate principal amount of floating rate senior debentures, series C due December 15, 2021 (the “Series C Notes”). Interest on the Series C Notes accrues at a rate per annum equal to the three-month London Interbank Offer Rate (“LIBOR”), reset quarterly, plus 2.50%, and is payable quarterly in arrears on March 15, June 15, September 15 and December 15 of each year. We have the option to redeem the Series C Notes at par, plus accrued and unpaid interest, in whole or in part on any interest payment date on or after December 15, 2011. For the six months ended June 30, 2010 and 2009, the average annual interest rate on the Series C Notes was 2.78% and 4.05%, respectively.
     On February 22, 2006, we issued $100.0 million aggregate principal amount of floating rate senior debentures, pursuant to a private placement. The net proceeds from the offering, after fees and expenses, were $99.3 million. The debentures were sold in two tranches: $50.0 million of series A, due March 15, 2021 (the “Series A Notes”), and $50.0 million of series B, due March 15, 2016 (the “Series B Notes”). Interest on each series of debentures is due quarterly in arrears on March 15, June 15, September 15 and December 15 of each year. The interest rate on each series of debentures is equal to the three-month LIBOR, reset quarterly, plus 2.20%. The Series A Notes are callable by us on any interest payment date on or after March 15, 2011 at their par value, plus accrued and unpaid interest, and the Series B Notes are callable by us on any interest payment date on or after March 15, 2009 at their par value, plus accrued and unpaid interest. For the six months ended June 30, 2010 and 2009, the average annual interest rate on each series of notes was 2.48% and 3.74%, respectively.
     In December 2008, we entered into interest rate swaps, with an aggregate notional value of $140.0 million, to protect against adverse movements in interest rates. Under these swap contracts, we receive a floating interest

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rate of three-month LIBOR and pay a fixed interest rate of 2.49% on the $140.0 million notional value of the contracts, for a five-year period ending in December 2013.
     During the second quarter of 2005, we issued $125.0 million aggregate principal amount of senior notes due May 1, 2015. The issue was sold at a discount of $0.8 million, which is being amortized over the life of the notes. Interest accrues on the senior notes at a fixed rate of 6.875% per annum, which is due semi-annually on May 1 and November 1.
     During the fourth quarter of 2003, we issued $225.0 million aggregate principal amount of senior notes due November 1, 2013. The issue was sold at a discount of $0.4 million, which is being amortized over the life of the notes. Interest accrues on the senior notes at a fixed rate of 7.65% per annum, which is due semi-annually on May 1 and November 1.
     On July 20, 2010, Fairfax announced that we had received the requisite consents for the consent solicitation commenced on July 7, 2010 relating to our 7.65% senior notes due 2013 and our 6.875% senior notes due 2015. The consent solicitation amended our financial reporting obligations to the holders of these senior notes and to the indenture trustee, as set forth in the supplemental indenture dated as of July 21, 2010.
     On July 13, 2007, we entered into a $200.0 million credit facility (the “Credit Agreement”) with Wachovia Bank National Association (“Wachovia”), KeyBank National Association and a syndicate of lenders. The original Credit Agreement provided for a five-year credit facility of $200.0 million, $100.0 million of which was available for direct, unsecured borrowings by us, and all of which was available for the issuance of collateralized letters of credit to support our insurance and reinsurance business. As of June 17, 2009, the Credit Agreement was amended to explicitly permit us to pledge collateral to secure our obligations under swap agreements, subject to certain financial limitations, in the event that such collateral is required by the counterparty or counterparties. As of February 24, 2010, the Credit Agreement was amended (i) to reduce the size of the facility to $100.0 million, removing the unsecured $100.0 million tranche, (ii) to remove the previous limitation on dividends and other “restricted payments” that we may pay to our shareholders during any fiscal year and (iii) to amend certain of the covenants and default provisions, the minimum ratings requirement, and the pricing of the credit facility.
     The amended Credit Agreement contains an option that permits us to request an increase in the aggregate amount of the facility by an amount up to $50.0 million, to a maximum facility size of $150.0 million. Following such a request, each lender has the right, but not the obligation, to commit to all or a portion of the proposed increase. As of June 30, 2010, there was $33.7 million outstanding under the Credit Agreement, all of which was in support of secured letters of credit.
     During March 2009, we filed a shelf registration statement on Form S-3ASR with the SEC, which became effective automatically upon filing. The registration statement provided for the offer and sale by us, from time to time, of debt and equity securities. On February 9, 2010, we filed a post-effective amendment to the Form S-3ASR to remove from registration the securities that remained unsold as of such date.
     We participate in Lloyd’s through our 100% ownership of Newline Syndicate (1218), for which we provide 100% of the capacity. The results of Newline Syndicate (1218) are consolidated in our financial statements. In support of Newline Syndicate (1218)’s capacity at Lloyd’s, NCNL and Odyssey America have pledged securities and cash with a fair value of $142.6 million and $123.6 million, respectively, as of June 30, 2010 in a deposit trust account in favor of the Society and Council of Lloyd’s. These securities may be substituted with other securities at our discretion, subject to approval by Lloyd’s. The securities are carried at fair value and are included in investments and cash in our consolidated balance sheets. Interest earned on the securities is included in investment income. The pledge of assets in support of Newline Syndicate (1218) provides us with the ability to participate in writing business through Lloyd’s, which remains an important part of our business. The pledged assets effectively secure the contingent obligations of Newline Syndicate (1218) should it not meet its obligations. NCNL and Odyssey America’s contingent liability to the Society and Council of Lloyd’s is limited to the aggregate amount of the pledged assets. We have the ability to remove funds at Lloyd’s annually, subject to certain minimum amounts required to support outstanding liabilities as determined under risk-based capital models and approved by Lloyd’s. The funds used to support outstanding liabilities are adjusted annually and our obligations to support these liabilities will continue until they are settled or the liabilities are reinsured by a third

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party approved by Lloyd’s. We expect to continue to actively operate Newline Syndicate (1218) and support its requirements at Lloyd’s. We believe that Newline Syndicate (1218) maintains sufficient liquidity and financial resources to support its ultimate liabilities and we do not anticipate that the pledged assets will be utilized.
     On June 9, 2010, our Board of Directors declared quarterly dividends of $0.5078125 per share on our 8.125% Series A preferred shares and $0.2222069 per share on our floating rate Series B preferred shares. The total dividends of $1.3 million were paid on July 20, 2010 to Series A and Series B preferred shareholders of record on June 30, 2010.
     As described in Note 3 to our consolidated financial statements included in this Form 10-Q, as of June 30, 2010, we held $313.4 million of investments, or approximately 3.7% of net assets and liabilities measured at fair value, that are classified as Level 3 (which are financial instruments for which the values are based on prices or valuation techniques that require inputs that are both unobservable and significant to the overall fair value measurement and that reflect our own assumptions about the methodology and valuation techniques that a market participant would use in pricing the asset or liability). These Level 3 investments are valued using a discounted cash flow model, including unobservable inputs that are supported by limited market-based activity. During the six months ended June 30, 2010, we purchased $274.3 million of investments classified as Level 3. In addition, Level 3 investments with a value of $11.0 million were sold during the six months ended June 30, 2010.
   Healthcare Reform
     In March 2010, President Obama signed into law the Patient Protection and Affordable Care Act and the Health Care and Education Reconciliation Act of 2010 (collectively, the “Act”). The passage of the Act has resulted in comprehensive health care reform legislation, the effects of which on the U.S. economy could be as sweeping as those resulting from the passage of Medicare and Social Security. The Act will expand health care coverage by providing the following:
    Medicaid eligibility for an estimated 16 million additional people;
 
    Insurance coverage for an estimate 16 million additional people through subsidiaries to purchase insurance through health care exchanges;
 
    Dependent coverage through age 26;
 
    No lifetime limits, or unreasonable annual limits, on insurance coverage;
 
    Health insurance for certain individuals with preexisting conditions; and
 
    A requirement that states maintain current eligibility levels for children in Medicaid and the Children’s Health Insurance Plan for a specified period.
     The changes to insurance coverage will be largely funded by fees and excise taxes charged to entities in health-care-related industries, by excise taxes on high-cost group health plans (commonly referred to as “Cadillac plans” and include those plans that have annual cost of benefits in excess of $10,200 a year for individuals or $27,500 for families), by tax increases on high-income individuals, and by reductions to Medicare scheduled payments.
     Other provisions of the Act may impact the amount of deferred tax assets that companies are allowed to recognize as a result of the elimination of the income tax deduction previously allowed for Medicare Part D subsidiaries relating to retiree prescription drug coverage.
     Although we have not completed our analysis of the impact of the Act on our financial position and future operating results, we expect the impact to be minimal as (i) our group health plan is not a “Cadillac” plan and (ii) the deduction taken in previous years relating to Medicare Part D subsidies was not significant. With respect to healthcare business underwritten by us, principally through our U.S. Insurance division, it is too early to determine what impact the Act will have on our underlying insurance and reinsurance businesses.

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Financial Strength and Credit Ratings
     We and our subsidiaries are assigned financial strength (insurance) and credit ratings from internationally recognized rating agencies, which include A.M. Best Company, Inc. (“A.M. Best”), Standard & Poor’s Ratings Services (“Standard & Poor’s”) and Moody’s Investors Service (“Moody’s”). Financial strength ratings represent the opinions of the rating agencies of the financial strength of a company and its capacity to meet the obligations of insurance and reinsurance contracts. The rating agencies consider many factors in determining the financial strength rating of an insurance or reinsurance company, including the relative level of statutory surplus necessary to support our business operations.
     These ratings are used by insurers, reinsurers and intermediaries as an important means of assessing the financial strength and quality of reinsurers. A reduction in our financial strength ratings could limit or prevent us from writing new reinsurance or insurance business. The financial strength ratings of our principal operating subsidiaries are as follows:
             
    A.M. Best   Standard & Poor’s   Moody’s
Odyssey America
  “A” (Excellent)   “A-” (Strong)   “A3” (Good)
Hudson
  “A” (Excellent)   Not Rated   Not Rated
Hudson Specialty
  “A” (Excellent)   “A-” (Strong)   Not Rated
     Our senior unsecured debt is currently rated “BBB-” by Standard & Poor’s, “Baa3” by Moody’s and “bbb” by A.M. Best. Our Series A and Series B preferred shares are currently rated “BB” by Standard & Poor’s, “Ba2” by Moody’s and “bb+” by A.M. Best.
Accounting Pronouncements
Recently Adopted
     A description of recently adopted accounting pronouncements is provided in Note 1 to our consolidated financial statements included in this Form 10-Q.
Off-Balance Sheet Arrangements
     We have off-balance sheet arrangements, including certain arrangements with affiliated companies, that have financial implications. A description of these arrangements is provided in Note 10 to our consolidated financial statements included in this Form 10-Q.
Forward Looking Statements
     We have included in this Quarterly Report on Form 10-Q filing, and from time to time our management may make, written or oral statements that may include forward-looking statements that reflect our current views with respect to future events and financial performance. These forward-looking statements relate to, among other things, our plans and objectives for future operations. These forward-looking statements are subject to uncertainties and other factors that could cause actual results to differ materially from such statements. These uncertainties and other factors include, but are not limited to:
    a reduction in net income if our loss reserves are insufficient;
 
    the occurrence of catastrophic events with a frequency or severity exceeding our estimates;
 
    the lowering or loss of one or more of our financial or claims-paying ratings, including those of our subsidiaries;
 
    an inability to realize our investment objectives;
 
    a decrease in the level of demand for our reinsurance or insurance business, or increased competition in the industry;

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    emerging claim and coverage issues, which could expand our obligations beyond the amount we intend to underwrite;
 
    ongoing legislative and regulatory developments that may disrupt our business or mandate changes in industry practices in a fashion that increases our costs or requires us to alter aspects of the way we conduct our business;
 
    changes in economic conditions, including interest rate, currency, equity and credit conditions that could affect our investment portfolio;
 
    a change in the requirements of one or more of our current or potential customers relating to counterparty financial strength, claims-paying ratings, or collateral requirements;
 
    actions of our competitors, including industry consolidation, and increased competition from alternative sources of risk management products, such as the capital markets;
 
    our 100% shareholder’s ability to determine the outcome of our corporate actions that require board or shareholder approval;
 
    our ability to raise additional capital if it is required;
 
    the availability of dividends from our reinsurance and insurance company subsidiaries;
 
    the loss of services of any of our key employees;
 
    our use of reinsurance brokers in contract negotiations and as cash settlement agents;
 
    the failure of our reinsurers to honor their obligations to us;
 
    the growth of our specialty insurance business and the development of our infrastructure to support this growth;
 
    operational and financial risks relating to our utilization of program managers, third-party administrators, and other vendors to support our specialty insurance operations;
 
    the passage of federal or state legislation subjecting our business to additional supervision or regulation, including additional tax regulation, in the United States or other jurisdictions in which we operate;
 
    our reliance on computer and data processing systems; and
 
    acts of war, terrorism or political unrest.
     The words “believe,” “anticipate,” “estimate,” “project,” “expect,” “intend,” “will likely result,” “will seek to” or “will continue” and similar expressions or their negative or variations identify forward-looking statements. We caution readers not to place undue reliance on these forward-looking statements, which speak only as of the date on which they are made. Additional information regarding these factors and others that could cause our actual results to differ materially from our expectations is included in our Annual Report on Form 10-K filed with the Securities and Exchange Commission on February 25, 2010. The information appearing under “Risk Factors” in such Annual Report on Form 10-K is incorporated by reference into and made a part of this Form 10-Q. Except as otherwise required by federal securities laws, we undertake no obligation to publicly update or revise any forward-looking statements, whether as a result of new information, future events or otherwise.
PART I — Item 3. Quantitative and Qualitative Disclosures About Market Risk
Market Sensitive Instruments
     The term “market risk” refers to the risk of loss arising from adverse changes in prices. We believe that we are principally exposed to four types of market risk related to our investment operations: interest rate risk, credit risk, equity price risk and foreign currency risk. Market sensitive instruments discussed in this section principally

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relate to our fixed income securities and common stocks carried at fair value, which are classified as available for sale. As of June 30, 2010, our total investments and cash of $9.0 billion include $5.2 billion of fixed income securities that are subject primarily to interest rate risk and credit risk.
Interest Rate Risk
     The following table displays the potential impact of fair value fluctuations on our fixed income securities portfolio as of June 30, 2010 and December 31, 2009, based on parallel 200 basis point shifts in interest rates up and down in 100 basis point increments. This analysis was performed on each security individually.
                                                 
    As of June 30, 2010   As of December 31, 2009
    Fair Value                   Fair Value        
    of Fixed                   of Fixed        
    Income   Hypothetical   Hypothetical   Income   Hypothetical   Hypothetical
Percent Change in Interest Rates   Portfolio   $ Change   % Change   Portfolio   $ Change   % Change
                    (In millions)                
200 basis point rise
  $ 4,234.6     $ (979.1 )     (18.8 )%   $ 4,098.4     $ (808.3 )     (16.5 )%
100 basis point rise
    4,715.7       (498.0 )     (9.6 )     4,500.1       (406.6 )     (8.3 )
Base scenario
    5,213.7                   4,906.7              
100 basis point decline
    5,728.8       515.1       9.9       5,297.3       390.6       8.0  
200 basis point decline
    6,315.8       1,102.1       21.1       5,717.1       810.4       16.5  
     The preceding table indicates an asymmetric fair value response to equivalent basis point shifts, up and down, in interest rates. This is partially caused by the impact of bonds in our portfolio that have put or call features, which reflect different dynamics in changing interest rate environments than bonds without these features. In an increasing interest rate environment, put features tend to limit losses in fair value by giving the holder the ability to put the bonds back to the issuer for early maturity. In a declining interest rate environment, call features tend to limit gains in fair value by giving the issuer the ability to call the bond, which limits the gain in fair value. As the mix of bonds with puts and calls in our portfolio changes, different asymmetric results in hypothetical fair values occur.
     As of June 30, 2010, we had net unrealized gains of $729.0 million, before taxes, related to our total investments and cash. This net amount was comprised of gross unrealized appreciation of $784.8 million, offset by gross unrealized depreciation of $55.8 million, all of which are related to fixed income securities and common stocks.
     As of June 30, 2010, we were party to floating to fixed interest rate swap contracts with a notional amount of $140.0 million. As of June 30, 2010, the fair value of these contracts is reported in other liabilities at $4.9 million. Net realized investment losses on interest rate swaps totaled $6.5 million for the six months ended June 30, 2010.
     During 2008, we entered into Eurodollar futures contracts to manage our interest rate risk with respect to certain investments. During the first quarter of 2009, we closed the futures contracts. A futures contract is a variation of a forward currency contract, with some additional features, such as a clearinghouse guarantee against credit losses, a daily settlement of gains and losses, and trading on an organized electronic or floor trading facility. Futures contracts are entered either long or short. We had entered into the long side, which agrees to buy the underlying currency at the future date at the agreed-upon price.
Disclosure About Limitations of Interest Rate Sensitivity Analysis
     Computations of the prospective effects of hypothetical interest rate changes are based on numerous assumptions, including the maintenance of the existing level and composition of fixed income security assets, and should not be relied on as indicative of future results.
     Certain shortcomings are inherent in the method of analysis used in the computation of the fair value of fixed rate instruments. Actual values may differ from those projections presented should market conditions vary

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from assumptions used in the calculation of the fair value of individual securities, including non-parallel shifts in the term structure of interest rates and a change in individual issuer credit spreads.
Credit Risk
     Credit risk is the risk that one party to a financial instrument fails to discharge an obligation and thereby causes financial loss to another party. Our exposure to credit risk is concentrated in investments and underwriting balances.
     We have exposure to credit risk, primarily as a holder of fixed income securities. We control this exposure by emphasizing investment grade ratings in the fixed income securities we purchase. We also have exposure to credit risk associated with the collection of current and future amounts owing from our reinsurers. We control this exposure by emphasizing reinsurers with financial strength.
     Our credit risk exposure, based upon carrying value, as of June 30, 2010 and December 31, 2009 (without taking into account amounts pledged as collateral for our benefit of $353.6 million and $220.2 million as of June 30, 2010 and December 31, 2009, respectively) was comprised as follows (in millions):
                 
    As of     As of  
    June 30,     December 31,  
    2010     2009  
Fixed income securities
  $ 5,213.7     $ 4,906.7  
Derivatives
    284.7       20.0  
Cash, cash equivalents and short-term investments
    1,149.4       1,361.7  
Premiums receivable
    394.4       473.9  
Recoverable from reinsurers
    1,241.7       1,165.5  
 
           
Total gross exposure
  $ 8,283.9     $ 7,927.8  
 
           
     Our risk management strategy with respect to investments in debt instruments is to invest primarily in securities of high credit quality issuers and to limit the amount of credit risk exposure with respect to any one issuer. While we review third party ratings, we carry out our own analysis and do not delegate the credit decision to rating agencies. We endeavor to limit credit exposure by imposing fixed income portfolio limits on individual corporate issuers and limits based on credit quality and may, from time to time, invest in credit default swaps, or other types of derivatives, to further mitigate credit risk exposure.
     The composition of the fair value of our fixed income securities portfolio as of the dates indicated, classified according to the higher of each security’s respective Standard & Poor’s and Moody’s issuer credit ratings, is presented below (in millions):
                                 
    As of June 30, 2010     As of December 31, 2009  
    Fair             Fair        
Issuer Credit Rating   Value     %     Value     %  
AAA/Aaa
  $ 1,296.7       24.9 %   $ 3,034.4       61.9 %
AA/Aa2
    2,270.5       43.6       393.0       8.0  
A/A2
    761.0       14.6       706.5       14.4  
BBB/Baa2
    235.0       4.5       257.1       5.2  
BB/Ba2
    271.9       5.1       143.3       2.9  
B/B2
    92.7       1.8       87.5       1.8  
CCC/Caa or lower or not rated
    285.9       5.5       284.9       5.8  
 
                       
Total
  $ 5,213.7       100.0 %   $ 4,906.7       100.0 %
 
                       
     As of June 30, 2010, 87.6% of our fixed income portfolio at fair value was rated investment grade (as compared to 89.5% as of December 31, 2009), with 68.5% (primarily consisting of government obligations)

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being rated AA/Aa2 or better (as compared to 69.9% as of December 31, 2009). As of June 30, 2010, holdings of fixed income securities in the ten issuers (excluding federal governments) to which we had the greatest exposure was $1.7 billion, which was approximately 19.3% of our total invested assets. The exposure to the largest single issuer of corporate bonds held as of June 30, 2010 was $153.5 million, which was approximately 1.7% of our total investment portfolio, or 4.1% of our total shareholders’ equity.
     Our investment portfolio as of June 30, 2010 included $3.3 billion in U.S. taxable and tax exempt state and municipal bonds, most of which were purchased during 2008, and of which approximately $2.0 billion (61.7%) were fully insured by Berkshire Hathaway Assurance Corp. (“BHAC”) for the payment of interest and principal in the event of issuer default; we believe that the BHAC insurance significantly mitigates the credit risk associated with these bonds.
     Our risk management objective is to mitigate the adverse change in the fair value of our financial assets that would likely result in the event of significant defaults or other adverse events in the U.S. credit markets. Beginning in 2003, we attempted to meet this objective by purchasing credit default protection (“credit default swaps”) referenced to various issuers in the banking, mortgage and insurance sectors of the financial services industry, which are representative of the systemic financial risk, versus hedging specific assets. We chose this approach because it was impossible to predict which of the hedged assets would be adversely affected and to what degree. As a result, we did not specifically align hedged items with hedging instruments.
     Under a credit default swap, as the buyer, we agree to pay to a specific counterparty, at specified periods, fixed premium amounts based on an agreed notional principal amount in exchange for protection against default by the issuers of specified referenced debt securities. The credit events, as defined by the respective credit default swap contracts, establishing the rights to recover amounts from the counterparties are comprised of ISDA-standard credit events, which are: bankruptcy, obligation acceleration, obligation default, failure to pay, repudiation/moratorium and restructuring. As of June 30, 2010, all credit default swap contracts held by us have been purchased from and entered into with either Citibank, N.A., Deutsche Bank AG or Barclays Bank PLC as the counterparty, with positions on certain covered risks with more than one of these counterparties.
     We obtain market derived fair values for our credit default swaps from third party providers, principally broker-dealers. To validate broker-dealer credit default swap fair value quotations, two reasonability tests are performed. First, we obtain credit default swap bid-spreads from independent broker-dealers (non-counterparty broker-dealers). These spreads are entered as inputs into a discounted cash flow model, which calculates a fair value that is compared for reasonability to the counterparty broker-dealer provided fair values. The discounted cash flow model uses the independently obtained credit default swap bid-spreads to calculate the present value of the remaining protection payments using the appropriate currency-denominated swap curve, with consideration given to various other parameters including single name bid-spread in basis points and the remaining term to maturity of the credit default swap contract. Secondly, a comparison is performed against recently transacted credit default swap values as provided by independent broker-dealers, and to prices reflected in recent trades of identical financial instruments where available.
     The initial premium paid for each credit default swap contract is recorded as a derivative asset and is subsequently adjusted for changes in the unrealized fair value of the contract at each balance sheet date. As these contracts do not qualify for hedge accounting, changes in the unrealized fair value of the contract are recorded as net realized investment gains (losses) on investments in our consolidated statements of operations and comprehensive income. Sales of credit default swap contracts require us to reverse through net gains (losses) on investments any previously recorded unrealized fair value changes since the inception of the contract, and to record the actual amount of the final cash settlement. Derivative assets are reported gross, on a contract-by-contract basis, and are recorded at fair value in other invested assets in the consolidated balance sheet. The sale, expiration or early settlement of a credit default swap will not result in a cash payment owed by us; rather, such an event can only result in a cash payment by a third party purchaser of the contract, or the counterparty, to us. Accordingly, there is no opportunity for netting of amounts owed in settlement. Cash receipts at the date of sale of the credit default swaps are recorded as cash flows from investing activities arising from net sales of assets and liabilities classified as held for trading.

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     The total cost of the credit default swaps was $8.7 million and $20.6 million as of June 30, 2010 and December 31, 2009, respectively, and the fair value was $12.1 million and $10.0 million, as of June 30, 2010 and December 31, 2009, respectively. The notional amount of the credit default swaps was $527.7 million and $1.3 billion as of June 30, 2010 and December 31, 2009, respectively. The credit default swaps had net realized investment gains of $2.2 million and $3.1 million for the six months ended June 30, 2010, and 2009, respectively. The fair values of credit default swaps are subject to significant volatility given potential differences in the perceived risk of default of the underlying issuers, movements in credit spreads and the length of time to the contracts’ maturities. The fair value of the credit default swaps may vary dramatically either up or down in short periods, and their ultimate value may therefore only be known upon their disposition. Credit default swap transactions generally settle in cash. As a result of the appreciation in the fair value of the credit default swaps, counterparties to these transactions are required to place government securities as collateral, pursuant to the swaps agreements. The fair value of this collateral as of June 30, 2010 was $0.6 million. As we fund all of our obligations relating to these contracts upon initiation of the transaction, there are no requirements in these contracts for us to provide collateral.
     The following tables summarize the effect of the credit default swap hedging instruments and related hedged items on our historical financial position, results of operations and cash flows as of and for the six months ended June 30, 2010 and 2009 (in millions):
                                                 
    As of and for the Six Months Ended June 30, 2010  
                    Effect on Pre-tax:  
    Exposure /             Other     Net Realized             Net Cash  
    Notional     Carrying     Comprehensive     Investment             Flow from  
    Value     Value     Income     Gains     Net Equity     Disposals  
Credit risk exposures:
                                               
Fixed income securities
  $ 5,213.7     $ 5,213.7     $ 47.5     $ 6.1     $ 53.6     $ (25.9 )
Derivatives — other invested assets
    13,032.0       138.7             27.7       27.7       0.2  
Cash, cash equivalents and short-term investments
    1,149.4       1,149.4             (31.3 )     (31.3 )     (31.3 )
Premiums receivable
    394.4       394.4             (0.3 )     (0.3 )     (0.3 )
Reinsurance recoverable
    1,241.7       1,241.7             1.0       1.0        
 
                                   
 
                                               
Total credit risk exposure
  $ 21,031.2     $ 8,137.9       47.5       3.2       50.7       (57.3 )
 
                                   
 
                                               
Hedging instruments:
                                               
Other invested assets:
                                               
Credit default swaps:
                                               
Banking
  $ 196.0     $ 4.7             1.6       1.6       (1.9 )
Insurance
    331.7       7.4             0.5       0.5       (10.0 )
 
                                   
Total credit default swaps
  $ 527.7     $ 12.1             2.1       2.1       (11.9 )
 
                                   
 
                                               
Net equity impact
                  $ 47.5     $ 5.3     $ 52.8     $ (69.2 )
 
                                       

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    As of and for the Six Months Ended June 30, 2009  
                    Effect on Pre-tax:  
    Exposure /             Other     Net Realized             Net Cash  
    Notional     Carrying     Comprehensive     Investment             Flow from  
    Value     Value     Loss     Losses     Net Equity     Disposals  
Credit risk exposures:
                                               
Fixed income securities
  $ 4,451.9     $ 4,451.9     $ 186.3     $ 88.4     $ 274.7     $ 46.4  
Derivatives — other invested assets
    163.1       0.7             0.7       0.7       (0.2 )
Cash, cash equivalents and short-term investments
    1,415.4       1,415.4       (0.0 )     28.5       28.5       28.4  
Premiums receivable
    0.5       0.5             (0.0 )     (0.0 )     (0.0 )
Reinsurance recoverable
    1.0       1.0                          
 
                                   
 
                                               
Total credit risk exposure
  $ 6,031.9     $ 5,869.5       186.3       117.6       303.9       74.6  
 
                                   
 
                                               
Hedging instruments:
                                               
Other invested assets:
                                               
Credit default swaps:
                                               
Banking
    403.6       8.4             4.0       4.0       12.9  
Insurance
    868.3       16.8             (17.4 )     (17.4 )     21.1  
 
                                   
Total credit default swaps
  $ 1,271.9     $ 25.2             (13.4 )     (13.4 )     34.0  
 
                                   
 
                                               
Net equity impact
                  $ 186.3     $ 104.2     $ 290.5     $ 108.6  
 
                                       
     In the normal course of effecting our economic hedging strategy with respect to credit risk, we expect that there may be periods where the notional value of the hedging instrument may exceed or be less than the exposure item being hedged. This situation may arise when management compensates for imperfect correlations between the hedging item and the hedge, due to the timing of opportunities related to our ability to exit and enter hedged or hedging items at attractive prices or when management desires to only partially hedge an exposure.
     The fair values of credit default swap contracts are sensitive to individual issuer credit default swap yield curves and current market spreads. The timing and amount of changes in fair value of fixed income securities and underwriting balances are by their nature uncertain. As a result of these data limitations and market uncertainties, it is not possible to estimate the reasonably likely future impact of our economic hedging programs.
     Our holdings of credit default swap contracts have declined significantly in recent quarters relative to prior years, largely as a result of significant sales in 2008. In the latter part of 2008, we revised the financial objectives of our hedging program by determining not to replace our credit default swap hedge position as sales or expiries occurred, primarily based upon our judgment that our exposure to elevated levels of credit risk had moderated, but also due to (i) the significant increase in the cost of purchasing credit protection (reducing the attractiveness of the credit default swap contract as a hedging instrument), (ii) improvement in our capital and liquidity (having benefited significantly from, among other things, $557.0 million in gains from sales of credit default swaps realized since the beginning of 2007), and (iii) our judgment that managing credit risk through means other than the use of derivatives was, given the market environment, once again appropriate for mitigating our credit exposure arising from financial assets. As a result, the effects that credit default swaps as hedging instruments may be expected to have on our future financial position, liquidity and operating results may be expected to diminish relative to the effects in recent years. We continue to evaluate the potential impact of the volatility in the U.S. credit markets on our financial statements and may, if conditions warrant, initiate new credit default swap contracts as a hedging mechanism in the future, although there can be no assurance that we will do so, in an effort to achieve our continuing objective to minimize the potential for loss of value of held assets where, in our view, an unusual or excessive exposure exists.
     The credit default swaps portfolio had an average term to expiration of 2.4 years as of June 30, 2010, an increase from 1.5 years as of December 31, 2009.
     As of June 30, 2010, our holdings of financial instruments without quoted prices, or “non-traded investments,” included a collateral loan, which was fully impaired during 2005. We periodically evaluate the

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carrying value of non-traded investments by reviewing the borrowers’ current financial positions and the timeliness of their interest and principal payments.
Equity Price Risk
     Our investment portfolio is managed with a long term, value-oriented investment philosophy emphasizing downside protection. We have policies to limit and monitor our individual issuer exposures and aggregate equity exposure. Aggregate exposure to single issuers and total equity positions are monitored at the subsidiary level and in aggregate at the consolidated level.
     We hold significant investments in equities and equity-related securities, which we believe will significantly appreciate in value over time. The market values and the liquidity of these investments are volatile and may vary dramatically either up or down in short period. Their ultimate value, therefore, will only be known over the long term. During the second quarter of 2010, as a result of volatility in the equity markets and the uncertainty caused by credit concerns related to the sovereign debt of certain countries in the European Union, we determined to increase the level of protection of our equity and equity-related holdings against a potential decline in equity markets, by way of additional short positions effected through equity index total return swaps. Accordingly, we initiated short positions in the Russell 2000 index ($1.2 billion notional amount at an average Russell 2000 index value of 66.03) in addition to our short positions in total return swaps on the S&P 500 index ($0.8 billion notional amount at an average S&P 500 index value of 109.4), which we began entering into during the third quarter of 2009 and continued purchasing into 2010. At June 30, 2010, equity hedges represented approximately 8.5% of our equity and equity-related holdings ($1.7 billion). We believe that the equity hedges will be reasonably effective in protecting that proportion of our equity and equity-related holdings to which the hedges relate; however, due to a lack of a perfect correlation between the hedged items and the hedging items, combined with other market uncertainties, it is not possible to estimate the reasonably likely future impact of our economic hedging programs related to equity risk. The collateral requirement related to entering the total return swaps was $190.2 million as of June 30, 2010. As a result of the appreciation of the fair value of some of the total return swaps, counterparties to these contracts are required to place government securities as collateral. The fair value of this collateral as of June 30, 2010 was $59.3 million. These total return swap transactions terminate during the second quarter of 2011. The equity index total return swaps, in the aggregate, were in a gain position as of June 30, 2010, and are recorded in other invested assets. Changes in the fair values of equity index total return swaps are recorded as realized gains or losses in the consolidated statements of operations and comprehensive income in the period in which they occur. As of June 30, 2010 and December 31, 2009, we had aggregate equity holdings with fair value of $1.8 billion (common stocks of $1.6 billion plus preferred stock of $0.2 billion) and $2.2 billion (common stocks of $2.1 billion plus preferred stock of $0.1 billion), respectively.
     During the first quarter of 2010, we purchased a long position common stock total return swap, with a total notional value of $112.6 million, as a replication of an investment in a publicly-listed common stock. The collateral requirement related to this swap, which terminates in the first quarter of 2011, was $13.0 million as of June 30, 2010. The common stock total return swap was in a loss position as of June 30, 2010, and is recorded in other liabilities. Changes in the fair values of common stock total return swaps are recorded as realized gains or losses in the consolidated statements of operations and comprehensive income in the period in which they occur.

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     The following tables summarize the effect of equity risk hedging instruments and related hedged items on our historical financial position, results of operations and cash flows as of and for the six months ended June 30, 2010 and 2009 (in millions):
                                                 
    As of and for the Six Months Ended June 30, 2010  
                    Effect on Pre-tax:  
                                            Net Cash  
    Exposure /             Other     Net Realized             Flow Impact  
    Notional     Carrying     Comprehensive     Investment             from  
    Value     Value     Income     Gains     Net Equity     Disposals  
Equity risk exposures:
                                               
Preferred stocks
  $ 160.3     $ 160.3     $     $ (35.2 )   $ (35.2 )   $  
Common stocks, at fair value
    1,580.6       1,580.6       (153.0 )     83.0       (70.0 )     87.0  
Other
    112.6       (11.0 )           (28.3 )     (28.3 )     (17.3 )
 
                                   
 
                                               
Total equity exposure
  $ 1,853.5     $ 1,729.9       (153.0 )     19.5       (133.5 )     69.7  
 
                                   
 
                                               
Hedging instruments:
                                               
Other invested assets:
                                               
Total return swaps
  $ 2,010.5     $ 144.8             149.5       149.5       7.8  
 
                                   
Total equity hedging instruments
  $ 2,010.5     $ 144.8             149.5       149.5       7.8  
 
                                   
Net equity impact
                  $ (153.0 )   $ 169.0     $ 16.0     $ 77.5  
 
                                       
                                                 
    As of and for the Six Months Ended June 30, 2009  
                    Effect on Pre-tax:  
                                            Net Cash  
    Exposure /             Other     Net Realized             Flow Impact  
    Notional     Carrying     Comprehensive     Investment             from  
    Value     Value     Loss     Losses     Net Equity     Disposals  
Equity risk exposures:
                                               
Preferred stocks
  $ 0.1     $ 0.1     $ 0.4     $ (0.4 )   $     $ (1.1 )
Common stocks, at fair value
    1,918.2       1,918.2       233.8       (108.7 )     125.1       (81.0 )
 
                                   
 
                                               
Total equity exposure
  $ 1,918.3     $   1,918.3       234.2       (109.1 )     125.1       (82.1 )
 
                                   
 
                                               
Hedging instruments:
                                               
Other invested assets:
                                               
Total return swaps
  $     $                          
 
                                   
Total equity hedging instruments
  $     $                          
 
                                   
Net equity impact
                  $ 234.2     $ (109.1 )   $ 125.1     $ (82.1 )
 
                                       
     In the normal course of effecting our economic hedging strategy with respect to equity risk, we expect that there may be periods where the notional value of the hedging instrument may exceed or be less than the exposure item being hedged. This situation may arise when management compensates for imperfect correlations between the hedging item and the hedge, due to the timing of opportunities related to our ability to exit and enter hedged or hedging items at attractive prices or when management desires to only partially hedge an exposure.

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     The following table summarizes the potential impact of a 10% change in our equity and equity-related holdings (including equity hedges where appropriate) on pre-tax other comprehensive income (loss) and pre-tax net income for the six and three months ended June 30, 2010 and 2009. Certain shortcomings are inherent in the method of analysis presented, as it is based on the assumptions that the equity and equity-related holdings had increased/decreased by 10%, with all other variables held constant, and that all the equity and equity-related instruments move according to a one-to-one correlation with global equity markets.
                                 
    Six Months Ended   Six Months Ended
    June 30, 2010   June 30, 2009
    Effect on Pre-tax:
    Other           Other    
    Comprehensive   Net   Comprehensive   Net
Change in global equity markets   Income   Income   Loss   Income
    (In millions)
10% decrease
  $ (174.1 )   $ 174.2     $ (191.8 )   $  
10% increase
    174.1       (174.2 )     (191.8 )      
     Generally, a 10% decline in the global equity markets would result in a similar decrease in the value of our equity investment holdings, resulting in decreases in our pre-tax other comprehensive income, as the majority of our equity investment holdings are classified as available for sale. Conversely, a 10% increase in global equity markets would generally result in a similar increase in the value of our equity investment holdings, resulting in increases in our pre-tax other comprehensive income. As the equity hedges held by us as of June 30, 2010 were all entered into at the end of September 2009, and as there were no other equity hedges in our portfolio during 2009 prior to September, the effects of changes in the global equity markets for the three months ended June 30, 2009 were not offset by any hedging activities.
     As of June 30, 2010, our equity related holdings in the ten issuers to which we had the greatest exposure totaled $1.3 billion, which was approximately 15.0% of our total invested assets. The exposure to the largest single issuer of equity related holdings held as of June 30, 2010 was $243.9 million, which was approximately 2.7% of our total invested assets, or 6.5% of our total shareholders’ equity.
Foreign Currency Risk
     Through investment in securities denominated in foreign currencies, we are exposed to foreign (i.e., non-U.S.) currency risk. Foreign currency exchange risk exists because changes in the exchange rates of the underlying foreign currencies in which our investments are denominated affect the fair values of these investments when they are converted to the U.S. dollar. As of both June 30, 2010 and December 31, 2009, our total exposure to foreign-denominated securities in U.S. dollar terms was approximately $1.9 billion and $2.0 billion, or 21.3% and 22.6%, respectively, of our total investments and cash. The primary foreign currency exposures were from securities denominated in Euros, which represented 6.9% and 8.1% of our total investments and cash as of June 30, 2010 and December 31, 2009, respectively, the British pound, which represented 4.6% and 4.9% of our total investments and cash as of June 30, 2010 and December 31, 2009, respectively, and the Canadian dollar, which represented 4.3% and 4.0%, of our total investments and cash as of June 30, 2010 and December 31, 2009, respectively. As of June 30, 2010, the potential impact of a 10% decline in each of the foreign exchange rates on the valuation of investment assets denominated in foreign currencies would result in a $190.3 million decline in the fair value of our total investments and cash, before taxes.
     Through our international operations, we conduct our business in a variety of foreign (non-U.S.) currencies, with the primary exposures being Euros, British pounds, and Canadian dollars. Assets and liabilities denominated in foreign currencies are exposed to changes in currency exchange rates to the extent that they do not offset each other resulting in a natural hedge. Our reporting currency is the U.S. dollar, and exchange rate fluctuations relative to the U.S. dollar may materially impact our results and financial condition. We manage this risk on a macro basis by entering into forward currency contracts. As of June 30, 2010 and December 31, 2009, we were party to forward currency contracts with notional amounts of $445.3 million and $416.3 million, respectively. As of June 30, 2010 and December 31, 2009, the fair value of these contracts is reported in other liabilities at $29.7 million and $39.3 million, respectively. The collateral requirement related to the forward currency contracts was $53.4 million as of June 30, 2010. Forward currency contracts had net realized

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investment gains of $7.0 million and net realized investment losses of $33.7 million for the six months ended June 30, 2010 and 2009, respectively.
Investment Impairment Risk
     On a quarterly basis, we review our investment portfolio for declines in value and specifically consider securities with fair values that have declined to less than 80% of their cost or amortized cost at the time of review. Declines in the fair value of investments that are determined to be temporary are recorded as unrealized depreciation, net of tax, in accumulated other comprehensive income. If we determine that a decline is “other-than-temporary,” the cost or amortized cost of the investment will be written down to the fair value and a realized investment loss will be recorded in our consolidated statements of operations and comprehensive income.
     In assessing the value of our debt and equity securities held as investments, and possible impairments of such securities, we review (i) the issuer’s current financial position and disclosures related thereto, (ii) general and specific market and industry developments, (iii) the timely payment by the issuer of its principal, interest and other obligations, (iv) the outlook and expected financial performance of the issuer, (v) current and historical valuation parameters for the issuer and similar companies, (vi) relevant forecasts, analyses and recommendations by research analysts, rating agencies and investment advisors, and (vii) other information we may consider relevant. Generally, a change in the market or interest rate environment would not, of itself, result in an impairment of an investment, but rather a temporary decline in value. In addition, we consider our ability and intent to hold the security to recovery when evaluating possible impairments.
     Decisions regarding other-than-temporary impairments require an evaluation of facts and circumstances at a specific time to determine if an other-than-temporary impairment exists. For our available-for-sale fixed income securities, additional facts are evaluated to determine if the other-than-temporary impairment is related to credit or other factors. For our available-for-sale fixed income securities, should the facts and circumstances change, such that an other-than-temporary impairment is considered appropriate, and additional factors determine that the other-than-temporary impairment is related to credit, we will recognize the impairment by reducing the cost or amortized cost of the investment to its fair value and recording the loss in our consolidated statements of operations and comprehensive income. When it is determined that an other-than-temporary impairment for our available-for-sale fixed income securities exists that is related to other factors (e.g., interest rates and market conditions), we will recognize the impairment in other comprehensive income, unless we anticipate that it is more likely than not that we will sell or be required to sell such securities, or that such securities will mature, before the securities have recovered in value, in which case the loss is recorded in our consolidated statement of operations. For our redeemable preferred stock at fair value, should the facts and circumstances change such that an other-than-temporary impairment is considered appropriate, we will recognize the impairment by reducing the cost of the investment to its fair value and recording the loss in our consolidated statements of operations and comprehensive income. Upon the disposition of a security where an other-than-temporary impairment has been taken, we will record a gain or loss based on the adjusted cost or carrying value of the investment.
     Risks and uncertainties are inherent in our other-than-temporary decline in value assessment methodology. Risks and uncertainties include, but are not limited to, incorrect or overly optimistic assumptions about financial condition or liquidity, incorrect or overly optimistic assumptions about future prospects, inadequacy of any underlying collateral, unfavorable changes in economic or social conditions and unfavorable changes in interest rates.

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     The following tables reflect the fair value and gross unrealized depreciation of our fixed income securities and common stock investments, aggregated by investment category and length of time that individual securities have been in a continuous unrealized loss position, as of June 30, 2010 and December 31, 2009 (in millions):
                                                                         
    Duration of Unrealized Loss  
    Less than 12 Months     Greater than 12 Months     Total  
            Gross     Number             Gross     Number             Gross     Number  
    Fair     Unrealized     of     Fair     Unrealized     of     Fair     Unrealized     of  
June 30, 2010   Value     Depreciation     Securities     Value     Depreciation     Securities     Value     Depreciation     Securities  
Fixed income securities investment grade:
                                                                       
United States government, government agencies and authorities
  $     $           $ 9.9     $ (1.0 )     1     $ 9.9     $ (1.0 )     1  
States, municipalities and political subdivisions
    105.8       (1.6 )     3       1.1             1       106.9       (1.6 )     4  
Foreign governments
                                                     
Corporate
                                                     
 
                                                     
 
Total investment grade
    105.8       (1.6 )     3       11.0       (1.0 )     2       116.8       (2.6 )     5  
 
                                                     
Fixed income securities non-investment grade
                                                                       
States, municipalities and political subdivisions
    0.1             1                         0.1             1  
Foreign governments
    108.0       (7.3 )     4                         108.0       (7.3 )     4  
Corporate
    31.3       (4.4 )     2                         31.3       (4.4 )     2  
 
                                                     
Total fixed income non-investment grade
    139.4       (11.7 )     7                         139.4       (11.7 )     7  
Total fixed income securities
    245.2       (13.3 )     10       11.0       (1.0 )     2       256.2       (14.3 )     12  
Common stocks, at fair value
    464.5       (41.4 )     11                   1       464.5       (41.4 )     12  
 
                                                     
Total temporarily impaired securities
  $ 709.7     $ (54.7 )     21     $ 11.0     $ (1.0 )     3     $ 720.7     $ (55.7 )     24  
 
                                                     
 
                                                                       
                                                                         
    Duration of Unrealized Loss  
    Less than 12 Months     Greater than 12 Months     Total  
            Gross     Number             Gross     Number             Gross     Number  
    Fair     Unrealized     of     Fair     Unrealized     of     Fair     Unrealized     of  
December 31, 2009   Value     Depreciation     Securities     Value     Depreciation     Securities     Value     Depreciation     Securities  
Fixed income securities investment grade:
                                                                       
United States government, government agencies and authorities
  $ 62.2     $ (4.3 )     9     $     $           $ 62.2     $ (4.3 )     9  
States, municipalities and political subdivisions
    572.0       (39.3 )     6       1.0       (0.1 )     1       573.0       (39.4 )     7  
Foreign governments
                      8.5       (0.1 )     1       8.5       (0.1 )     1  
Corporate
    4.9       (0.1 )     1                         4.9       (0.1 )     1  
 
                                                     
 
Total investment grade
    639.1       (43.7 )     16       9.5       (0.2 )     2       648.6       (43.9 )     18  
 
                                                     
Fixed income securities non-investment grade, corporate
    41.9             3                         41.9             3  
 
                                                     
Total fixed income securities
    681.0       (43.7 )     19       9.5       (0.2 )     2       690.5       (43.9 )     21  
Common stocks, at fair value
    36.2       (3.9 )     7                         36.2       (3.9 )     7  
 
                                                     
Total temporarily impaired securities
  $ 717.2     $ (47.6 )     26     $ 9.5     $ (0.2 )     2     $ 726.7     $ (47.8 )     28  
 
                                                     
     We believe the gross unrealized depreciation is temporary in nature and we have not recorded a realized investment loss related to these securities. Given the size of our investment portfolio and capital position, we believe it is likely that we will not be required to sell or liquidate these securities before the fair value recovers the gross unrealized depreciation.
     We have purchased derivative contracts referenced to consumer price indices (“CPI”) in the geographic regions in which we operate, as an economic hedge against the potential adverse impact on us of decreasing price levels. These CPI-linked derivatives have a remaining average life of 9.7 and 10.0 years as of June 30, 2010 and December 31, 2009, respectively. As the average remaining life of a contract declines, the fair value of the contract (excluding the impact of CPI changes) will generally decline. The initial premium paid for CPI-linked derivative contracts is recorded as a derivative asset and subsequently adjusted for changes in the unrealized fair value of the contracts at each balance sheet date.

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Changes in the unrealized fair value of the contracts are recorded as realized gains or losses on investments in our consolidated statements of operations and comprehensive income with a corresponding adjustment to the carrying value of the derivative asset. In the event of a sale, expiration or early settlement of one of our inflation-linked derivative contracts, we would receive the fair value of that contract on the date of the transaction. Our maximum potential cash loss is limited to the premiums paid to enter into the derivative contracts.
     During the second quarter of 2010, we acquired $3.9 billion notional amount of CPI-linked derivative contracts at a cost of $37.9 million, and recorded net marked-to-market gains of $38.0 million in respect of positions remaining open at quarter end. During the first six months of 2010, we acquired $12.3 billion notional amount of CPI-linked derivative contracts at a cost of $99.6 million and recorded net marked-to-market gains of $27.5 million in respect of positions remaining open at the end of the period.
     The CPI-linked derivative contracts are extremely volatile, with the result that their market value and their liquidity may vary dramatically either up or down in short periods, and their ultimate value will therefore only be known upon their disposition. Our purchase of these derivative contracts is consistent with our capital management framework designed to protect our capital in the long term. Due to the uncertainty of the market conditions which will exist many years into the future, it is not possible to estimate the reasonably likely future impact of our risk management program.

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PART I — Item 4. Controls and Procedures
  (a)   Evaluation of disclosure controls and procedures. Our management, with the participation of our Chief Executive Officer and Chief Financial Officer, has evaluated the effectiveness of our disclosure controls and procedures (as defined in Rules 13a-15(e) and 15d-15(e) under the Securities Exchange Act of 1934, as amended) as of the end of the period covered by this Quarterly Report. Based upon that evaluation, such officers have concluded that our disclosure controls and procedures are effective as of the end of such period.
 
  (b)   Changes in internal controls over financial reporting. There have been no changes during the period covered by this Quarterly Report in our internal control over financial reporting that have materially affected, or are reasonably likely to materially affect, our internal control over financial reporting.

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PART II — OTHER INFORMATION
PART II — Item 1. Legal Proceedings
     On February 8, 2007, we were added as a co-defendant in an amended and consolidated complaint in an existing action against our then-majority (now 100%) shareholder, Fairfax, and certain of Fairfax’s officers and directors, who included certain of our current and former directors. The amended and consolidated complaint was filed in the United States District Court for the Southern District of New York by the lead plaintiffs, who sought to represent a class of all purchasers and acquirers of securities of Fairfax between May 21, 2003 and March 22, 2006, inclusive, and allege, among other things, that the defendants violated U.S. federal securities laws by making material misstatements or failing to disclose certain material information. The amended and consolidated complaint sought, among other things, certification of the putative class, unspecified compensatory damages, unspecified injunctive relief, reasonable costs and attorneys’ fees and other relief. Motions to dismiss were argued before the Court in December 2007. On March 29, 2010, the Court granted defendants’ motion to dismiss on the grounds that the Court lacked subject matter jurisdiction over the case. The Court also denied plaintiffs’ request to move for leave to file a second amended complaint. On June 8, 2010, the Court denied the motion of plaintiffs and two non-parties to alter or amend the Court’s judgment dismissing the case. Plaintiffs did not appeal the Court’s judgment. On July 1, 2010, one of the non-party movants filed a motion to intervene in the lawsuit for the purpose of appealing and thereafter filed a notice of appeal to the United States Court of Appeals for the Second Circuit. On July 29, 2010, the non-party’s motion to intervene was denied, while the notice of appeal is pending.
     In July 2006, Fairfax, our then-majority (now 100%) shareholder, filed a lawsuit in the Superior Court, Morris County, New Jersey, seeking damages from a number of defendants who, the complaint alleges, participated in a stock market manipulation scheme involving Fairfax shares, and the complaint was subsequently amended to add additional allegations and two defendants. In January 2008, two of these defendants filed a counterclaim against Fairfax and a third-party complaint against, among others, OdysseyRe and certain of our directors. Those counterclaims and third-party claims were voluntarily withdrawn in March 2008. In September 2008, the same two defendants filed an amended counterclaim against Fairfax, as well as third-party claims against certain Fairfax executives, OdysseyRe and certain directors, Fairfax’s outside legal counsel and PricewaterhouseCoopers. The complaint alleges, among other things, claims of racketeering, intentional infliction of emotional distress, tortious interference with economic advantage and other torts, and seeks unspecified compensatory and punitive damages and other relief. In September 2008, the Court granted a motion for summary judgment brought by those defendants, and dismissed Fairfax’s claims against two defendants without prejudice. OdysseyRe denies the allegations and intends to vigorously defend against these claims. OdysseyRe has not yet responded to the complaint, and the timing of that response has not been set. Discovery in this action is ongoing. At this early stage of the proceedings, it is not possible to make any determination regarding the likely outcome of this matter.
     We and our subsidiaries are involved from time to time in ordinary litigation and arbitration proceedings as part of our business operations; in management’s opinion, the outcome of these suits, individually or collectively, is not likely to result in judgments that would be material to our financial condition or results of operations.
PART II — Item 1A. Risk Factors
     There have been no material changes to the risk factors as previously disclosed in our 2009 Annual Report Form 10-K filed with the SEC on February 25, 2010.
PART II — Item 2. Unregistered Sales of Equity Securities and Use of Proceeds
     None.
PART II — Item 3. Defaults Upon Senior Securities
     None.

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PART II — Item 4. (Removed and Reserved)
     None.
PART II — Item 5. Other Information
     None.

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PART II — Item 6. Exhibit Index
     
Number   Title of Exhibit
 
   
* 10.29
  Supplemental Indenture, dated as of July 21, 2010, by and between Odyssey Re Holdings Corp. and The Bank of New York Mellon, as trustee.
 
   
* 31.1
  Certification of President and Chief Executive Officer pursuant to Rule 13a-15(e) or 15d-15(e), as enacted pursuant to Section 302 of the Sarbanes-Oxley Act of 2002.
 
   
* 31.2
  Certification of Executive Vice President and Chief Financial Officer pursuant to Rule 13a-15(e) or 15d-15(e), as enacted pursuant to Section 302 of the Sarbanes-Oxley Act of 2002.
 
   
* 32.1
  Certification of President and Chief Executive Officer pursuant to 18 U.S.C. Section 1350, as enacted pursuant to Section 906 of the Sarbanes-Oxley Act of 2002.
 
   
* 32.2
  Certification of Executive Vice President and Chief Financial Officer pursuant to 18 U.S.C. Section 1350, as enacted pursuant to Section 906 of the Sarbanes-Oxley Act of 2002.
 
   
99.1
  Risk Factors (incorporated into Part II of this Form 10-Q by reference to Item 1A — “Risk Factors” in the Registrant’s Annual Report on Form 10-K filed with the Securities and Exchange Commission on February 25, 2010).
 
*   Filed herewith.

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SIGNATURES
     Pursuant to the requirements of Section 13 or 15(d) of the Securities Exchange Act of 1934, the registrant has duly caused this report to be signed on its behalf by the undersigned, thereunto duly authorized.
         
  Odyssey Re Holdings Corp.
 
 
Date: August 4, 2010  By:   /s/ Andrew A. Barnard    
    Name:   Andrew A. Barnard   
    Title:   President and Chief Executive Officer   
 
     
Date: August 4, 2010  By:   /s/ Jan Christiansen    
    Name:   Jan Christiansen   
    Title:   Executive Vice President and
Chief Financial Officer 
 
 

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