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Investments - Net Realized and Unrealized Investment (Losses) Gains (Details) - USD ($)
$ in Thousands
12 Months Ended
Dec. 31, 2019
Dec. 31, 2018
Dec. 31, 2017
Schedule of Net Realized and Unrealized Investment (Losses) Gains      
Net realized and unrealized investment gains (losses) $ 886,670 $ (389,632) $ 232,491
Trading securities      
Schedule of Net Realized and Unrealized Investment (Losses) Gains      
Net realized investment gains (losses) on trading securities 250,883 (201,950) 21,871
Change in net unrealized investment gains (losses) 638,764 (181,560) 210,620
Net realized and unrealized investment gains (losses) 886,670 (389,632) 232,491
Trading securities | Fixed maturities and short term investments      
Schedule of Net Realized and Unrealized Investment (Losses) Gains      
Net realized investment gains (losses) on trading securities 243,508 (224,887) 28,632
Change in net unrealized investment gains (losses) 190,343 (150,926) 124,033
Trading securities | Equities      
Schedule of Net Realized and Unrealized Investment (Losses) Gains      
Net realized investment gains (losses) on trading securities 6,545 14,601 (4,052)
Change in net unrealized investment gains (losses) 403,011 2,791 60,460
Trading securities | Other invested assets      
Schedule of Net Realized and Unrealized Investment (Losses) Gains      
Net realized investment gains (losses) on trading securities 830 7,136 (3,217)
Change in net unrealized investment gains (losses) 44,441 (25,607) 32,790
Trading securities | Funds Held - Directly Managed      
Schedule of Net Realized and Unrealized Investment (Losses) Gains      
Net realized investment gains (losses) on trading securities [1] 0 1,200 508
Change in net unrealized investment gains (losses) [1] 0 (6,484) (5,567)
Trading securities | Other realized and unrealized investments gains (losses)      
Schedule of Net Realized and Unrealized Investment (Losses) Gains      
Change in net unrealized investment gains (losses) 969 (1,334) (1,096)
Almacantar | Real Estate Investment      
Schedule of Net Realized and Unrealized Investment (Losses) Gains      
Impairment loss on investments in real estate $ (2,977) $ (6,122) $ 0
[1] The funds held–directly managed account was settled in 2018 upon commutation of the related Paris Re Reserve Agreement. See also Note 7(a) for further details.