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Fair Value - Fair Value Hierarchy (Details) - Recurring - USD ($)
$ in Thousands
Mar. 31, 2020
Dec. 31, 2019
Quoted Prices in Active Markets for Identical Assets (Level 1)    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value $ 6,861,935 $ 6,932,402
Liabilities measured at fair value 0 0
Quoted Prices in Active Markets for Identical Assets (Level 1) | Contingent consideration liability    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Liabilities measured at fair value 0 0
Quoted Prices in Active Markets for Identical Assets (Level 1) | Securities sold but not yet purchased    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Liabilities measured at fair value [1] 0 0
Quoted Prices in Active Markets for Identical Assets (Level 1) | Derivative instruments    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Liabilities measured at fair value 0 0
Quoted Prices in Active Markets for Identical Assets (Level 1) | Fixed maturities    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value [2] 4,480,074 4,805,581
Quoted Prices in Active Markets for Identical Assets (Level 1) | Fixed maturities | Corporate bonds    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value [2] 0 0
Quoted Prices in Active Markets for Identical Assets (Level 1) | Fixed maturities | Mortgage backed securities    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value [2] 0 0
Quoted Prices in Active Markets for Identical Assets (Level 1) | Fixed maturities | Municipal bonds    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value [2] 0 0
Quoted Prices in Active Markets for Identical Assets (Level 1) | Fixed maturities | Commercial mortgage backed securities    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value [2] 0 0
Quoted Prices in Active Markets for Identical Assets (Level 1) | Fixed maturities | US government and government agencies    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value [2] 4,480,074 4,805,581
Quoted Prices in Active Markets for Identical Assets (Level 1) | Fixed maturities | Non-US government securities    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value [2] 0 0
Quoted Prices in Active Markets for Identical Assets (Level 1) | Fixed maturities | Asset backed securities    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value [2] 0 0
Quoted Prices in Active Markets for Identical Assets (Level 1) | Short-term investments    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value 884,527 904,804
Quoted Prices in Active Markets for Identical Assets (Level 1) | Equity securities    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value 1,122,694 789,596
Quoted Prices in Active Markets for Identical Assets (Level 1) | Derivative instruments    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value 0 0
Quoted Prices in Active Markets for Identical Assets (Level 1) | Fair value option    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value 374,640 432,421
Quoted Prices in Active Markets for Identical Assets (Level 1) | Fair value option | Corporate bonds    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value 0 0
Quoted Prices in Active Markets for Identical Assets (Level 1) | Fair value option | Mortgage backed securities    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value 0 0
Quoted Prices in Active Markets for Identical Assets (Level 1) | Fair value option | Municipal bonds    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value 0 0
Quoted Prices in Active Markets for Identical Assets (Level 1) | Fair value option | Commercial mortgage backed securities    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value 0 0
Quoted Prices in Active Markets for Identical Assets (Level 1) | Fair value option | US government and government agencies    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value 484 1,852
Quoted Prices in Active Markets for Identical Assets (Level 1) | Fair value option | Non-US government securities    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value 0 0
Quoted Prices in Active Markets for Identical Assets (Level 1) | Fair value option | Asset backed securities    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value 0 0
Quoted Prices in Active Markets for Identical Assets (Level 1) | Fair value option | Short-term investments    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value 321,401 333,320
Quoted Prices in Active Markets for Identical Assets (Level 1) | Fair value option | Equity securities    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value 27,825 43,962
Quoted Prices in Active Markets for Identical Assets (Level 1) | Fair value option | Other investments fair value option    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value 24,930 53,287
Significant Other Observable Inputs (Level 2)    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value 14,595,114 14,641,044
Liabilities measured at fair value (146,648) (106,007)
Significant Other Observable Inputs (Level 2) | Contingent consideration liability    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Liabilities measured at fair value 0 0
Significant Other Observable Inputs (Level 2) | Securities sold but not yet purchased    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Liabilities measured at fair value [1] (30,076) (66,257)
Significant Other Observable Inputs (Level 2) | Derivative instruments    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Liabilities measured at fair value (116,572) (39,750)
Significant Other Observable Inputs (Level 2) | Fixed maturities    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value [2] 12,533,113 12,443,388
Significant Other Observable Inputs (Level 2) | Fixed maturities | Corporate bonds    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value [2] 6,550,845 6,397,740
Significant Other Observable Inputs (Level 2) | Fixed maturities | Mortgage backed securities    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value [2] 465,821 562,055
Significant Other Observable Inputs (Level 2) | Fixed maturities | Municipal bonds    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value [2] 862,415 881,926
Significant Other Observable Inputs (Level 2) | Fixed maturities | Commercial mortgage backed securities    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value [2] 780,358 733,108
Significant Other Observable Inputs (Level 2) | Fixed maturities | US government and government agencies    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value [2] 94,556 111,011
Significant Other Observable Inputs (Level 2) | Fixed maturities | Non-US government securities    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value [2] 2,035,459 2,078,757
Significant Other Observable Inputs (Level 2) | Fixed maturities | Asset backed securities    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value [2] 1,743,659 1,678,791
Significant Other Observable Inputs (Level 2) | Short-term investments    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value 60,004 51,742
Significant Other Observable Inputs (Level 2) | Equity securities    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value 3,577 4,798
Significant Other Observable Inputs (Level 2) | Derivative instruments    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value 92,052 48,946
Significant Other Observable Inputs (Level 2) | Fair value option    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value 1,906,368 2,092,170
Significant Other Observable Inputs (Level 2) | Fair value option | Corporate bonds    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value 492,674 487,470
Significant Other Observable Inputs (Level 2) | Fair value option | Mortgage backed securities    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value 13,293 11,947
Significant Other Observable Inputs (Level 2) | Fair value option | Municipal bonds    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value 251 377
Significant Other Observable Inputs (Level 2) | Fair value option | Commercial mortgage backed securities    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value 1,059 1,134
Significant Other Observable Inputs (Level 2) | Fair value option | US government and government agencies    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value 113 110
Significant Other Observable Inputs (Level 2) | Fair value option | Non-US government securities    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value 79,209 50,465
Significant Other Observable Inputs (Level 2) | Fair value option | Asset backed securities    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value 146,646 200,163
Significant Other Observable Inputs (Level 2) | Fair value option | Short-term investments    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value 75,008 43,694
Significant Other Observable Inputs (Level 2) | Fair value option | Equity securities    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value 157 641
Significant Other Observable Inputs (Level 2) | Fair value option | Other investments fair value option    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value 1,097,958 1,296,169
Significant Unobservable Inputs (Level 3)    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value 177,058 197,799
Liabilities measured at fair value (7,967) (7,998)
Significant Unobservable Inputs (Level 3) | Contingent consideration liability    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Liabilities measured at fair value (7,967) (7,998)
Significant Unobservable Inputs (Level 3) | Securities sold but not yet purchased    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Liabilities measured at fair value [1] 0 0
Significant Unobservable Inputs (Level 3) | Derivative instruments    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Liabilities measured at fair value 0 0
Significant Unobservable Inputs (Level 3) | Fixed maturities    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value [2] 5,826 14,067
Significant Unobservable Inputs (Level 3) | Fixed maturities | Corporate bonds    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value [2] 1,980 8,851
Significant Unobservable Inputs (Level 3) | Fixed maturities | Mortgage backed securities    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value [2] 224 254
Significant Unobservable Inputs (Level 3) | Fixed maturities | Municipal bonds    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value [2] 0 0
Significant Unobservable Inputs (Level 3) | Fixed maturities | Commercial mortgage backed securities    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value [2] 0 0
Significant Unobservable Inputs (Level 3) | Fixed maturities | US government and government agencies    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value [2] 0 0
Significant Unobservable Inputs (Level 3) | Fixed maturities | Non-US government securities    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value [2] 0 0
Significant Unobservable Inputs (Level 3) | Fixed maturities | Asset backed securities    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value [2] 3,622 4,962
Significant Unobservable Inputs (Level 3) | Short-term investments    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value 0 0
Significant Unobservable Inputs (Level 3) | Equity securities    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value 55,632 55,889
Significant Unobservable Inputs (Level 3) | Derivative instruments    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value 0 0
Significant Unobservable Inputs (Level 3) | Fair value option    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value 115,600 127,843
Significant Unobservable Inputs (Level 3) | Fair value option | Corporate bonds    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value 965 932
Significant Unobservable Inputs (Level 3) | Fair value option | Mortgage backed securities    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value 0 0
Significant Unobservable Inputs (Level 3) | Fair value option | Municipal bonds    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value 0 0
Significant Unobservable Inputs (Level 3) | Fair value option | Commercial mortgage backed securities    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value 0 0
Significant Unobservable Inputs (Level 3) | Fair value option | US government and government agencies    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value 0 0
Significant Unobservable Inputs (Level 3) | Fair value option | Non-US government securities    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value 0 0
Significant Unobservable Inputs (Level 3) | Fair value option | Asset backed securities    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value 0 0
Significant Unobservable Inputs (Level 3) | Fair value option | Short-term investments    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value 0 0
Significant Unobservable Inputs (Level 3) | Fair value option | Equity securities    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value 60,015 58,094
Significant Unobservable Inputs (Level 3) | Fair value option | Other investments fair value option    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value 54,620 68,817
Estimated Fair Value    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value 22,548,016 22,782,288
Liabilities measured at fair value (154,615) (114,005)
Estimated Fair Value | Contingent consideration liability    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Liabilities measured at fair value (7,967) (7,998)
Estimated Fair Value | Securities sold but not yet purchased    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Liabilities measured at fair value [1] (30,076) (66,257)
Estimated Fair Value | Derivative instruments    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Liabilities measured at fair value (116,572) (39,750)
Estimated Fair Value | Fixed maturities    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value 17,019,013 17,263,036
Estimated Fair Value | Fixed maturities | Corporate bonds    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value 6,552,825 6,406,591
Estimated Fair Value | Fixed maturities | Mortgage backed securities    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value 466,045 562,309
Estimated Fair Value | Fixed maturities | Municipal bonds    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value 862,415 881,926
Estimated Fair Value | Fixed maturities | Commercial mortgage backed securities    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value 780,358 733,108
Estimated Fair Value | Fixed maturities | US government and government agencies    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value 4,574,630 4,916,592
Estimated Fair Value | Fixed maturities | Non-US government securities    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value 2,035,459 2,078,757
Estimated Fair Value | Fixed maturities | Asset backed securities    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value 1,747,281 1,683,753
Estimated Fair Value | Short-term investments    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value 944,531 956,546
Estimated Fair Value | Equity securities    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value 1,181,903 850,283
Estimated Fair Value | Derivative instruments    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value 92,052 48,946
Estimated Fair Value | Fair value option    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value 3,310,517 3,663,477
Estimated Fair Value | Fair value option | Corporate bonds    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value 493,639 488,402
Estimated Fair Value | Fair value option | Mortgage backed securities    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value 13,293 11,947
Estimated Fair Value | Fair value option | Municipal bonds    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value 251 377
Estimated Fair Value | Fair value option | Commercial mortgage backed securities    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value 1,059 1,134
Estimated Fair Value | Fair value option | US government and government agencies    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value 597 1,962
Estimated Fair Value | Fair value option | Non-US government securities    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value 79,209 50,465
Estimated Fair Value | Fair value option | Asset backed securities    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value 146,646 200,163
Estimated Fair Value | Fair value option | Short-term investments    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value 396,409 377,014
Estimated Fair Value | Fair value option | Equity securities    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value 87,997 102,697
Estimated Fair Value | Fair value option | Other investments fair value option    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value 1,177,508 1,418,273
Estimated Fair Value | Fair value option | Other investments measured at net asset value    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Assets measured at fair value [3] $ 913,909 $ 1,011,043
[1]
Represents the Company’s obligations to deliver securities that it did not own at the time of sale. Such amounts are included in “other liabilities” on the Company’s consolidated balance sheets.
[2]
In securities lending transactions, the Company receives collateral in excess of the fair value of the securities pledged. For purposes of this table, the Company has excluded the collateral received under securities lending, at fair value and included the securities pledged under securities lending, at fair value. See note 7, “—Securities Lending Agreements.”
[3]
In accordance with applicable accounting guidance, certain investments that are measured at fair value using the net asset value per share (or its equivalent) practical expedient have not been classified in the fair value hierarchy. The fair value amounts presented in this table are intended to permit reconciliation of the fair value hierarchy to the amounts presented in the consolidated balance sheets.