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Fair Value Measurements - Schedule of assets and liabilities that were accounted for at fair value (Details) - USD ($)
$ in Thousands
Jun. 30, 2018
Dec. 31, 2017
Assets    
Fixed maturities AFS $ 29,793,151 $ 30,928,988
Short-term investments, at fair value 623,113 815,481
Total investments available for sale 30,416,264 32,458,436
Fixed maturities, trading at fair value 1,990,344 2,006,385
Short-term investments, trading at fair value 5,788 14,965
Equity securities, at fair value 644,711 713,967
Counterparty netting, assets (7,627) (3,579)
Liabilities    
Funds withheld on GreyCastle life retrocession arrangements 736,092 999,219
Counterparty netting, liabilities (7,627) (3,579)
Excluding Life Funds Withheld Assets    
Assets    
Fixed maturities AFS 28,201,417 28,901,876
Short-term investments, at fair value 623,113 815,481
Equity securities, at fair value   713,967
Total investments available for sale 28,824,530 30,431,324
Excluding Life Funds Withheld Assets | U.S. Government and Government Agencies    
Assets    
Fixed maturities AFS 3,960,291 4,362,740
Excluding Life Funds Withheld Assets | US States, municipalities and political subdivisions of the States    
Assets    
Fixed maturities AFS 1,858,142 2,064,640
Excluding Life Funds Withheld Assets | Non-U.S. Governments    
Assets    
Fixed maturities AFS 5,115,860 5,201,581
Excluding Life Funds Withheld Assets | Corporate    
Assets    
Fixed maturities AFS 9,950,095 9,795,133
Excluding Life Funds Withheld Assets | Residential mortgage-backed securities    
Assets    
Fixed maturities AFS 4,254,036 4,724,402
Excluding Life Funds Withheld Assets | Commercial mortgage-backed securities    
Assets    
Fixed maturities AFS 1,363,850 1,244,017
Excluding Life Funds Withheld Assets | Other asset-backed securities    
Assets    
Fixed maturities AFS 1,699,143 1,509,363
Life Funds Withheld Assets    
Assets    
Fixed maturities AFS 1,591,734 2,027,112
Fixed maturities, trading at fair value 1,990,344 2,006,385
Short-term investments, trading at fair value 5,788 14,965
Total investments trading 1,996,132 2,021,350
Life Funds Withheld Assets | U.S. Government and Government Agencies    
Assets    
Fixed maturities AFS 10,934 11,316
Fixed maturities, trading at fair value 9,633 11,042
Life Funds Withheld Assets | US States, municipalities and political subdivisions of the States    
Assets    
Fixed maturities, trading at fair value   31
Life Funds Withheld Assets | Non-U.S. Governments    
Assets    
Fixed maturities AFS 467,920 584,534
Fixed maturities, trading at fair value 489,276 485,171
Life Funds Withheld Assets | Corporate    
Assets    
Fixed maturities AFS 869,594 1,137,213
Fixed maturities, trading at fair value 1,440,572 1,460,292
Life Funds Withheld Assets | Residential mortgage-backed securities    
Assets    
Fixed maturities AFS 483 515
Fixed maturities, trading at fair value 919 932
Life Funds Withheld Assets | Commercial mortgage-backed securities    
Assets    
Fixed maturities AFS 119,611 122,272
Fixed maturities, trading at fair value 7,411 7,580
Life Funds Withheld Assets | Other asset-backed securities    
Assets    
Fixed maturities AFS 123,192 171,262
Fixed maturities, trading at fair value 42,533 41,337
Recurring    
Assets    
Total investments available for sale 30,416,264 32,458,436
Cash equivalents [1] 1,460,940 1,550,707
Other investments [2] 751,312 792,639
Other assets [3] 74,917 29,215
Total assets accounted for at fair value 35,409,161 36,920,329
Counterparty netting, assets [3] (7,627) (3,579)
Liabilities    
Funds withheld on GreyCastle life retrocession arrangements [4] 889,813 1,112,969
Other liabilities [3] 40,024 59,317
Total liabilities accounted for at fair value 929,837 1,172,286
Counterparty netting, liabilities [3] (7,627) (3,579)
Recurring | Quoted prices in active markets for identical assets (Level 1)    
Assets    
Total investments available for sale 0 557,510
Cash equivalents [1] 380,587 279,224
Other investments [2] 0 0
Other assets [3] 0 0
Total assets accounted for at fair value 873,059 836,734
Liabilities    
Funds withheld on GreyCastle life retrocession arrangements [4] 0 0
Other liabilities [3] 0 0
Total liabilities accounted for at fair value 0 0
Recurring | Significant other observable inputs (Level 2)    
Assets    
Total investments available for sale 30,403,250 31,876,112
Cash equivalents [1] 1,080,353 1,271,483
Other investments [2] 533,090 570,931
Other assets [3] 64,665 14,467
Total assets accounted for at fair value 34,294,614 35,822,325
Liabilities    
Funds withheld on GreyCastle life retrocession arrangements [4] 889,813 1,112,969
Other liabilities [3] 29,829 44,591
Total liabilities accounted for at fair value 919,642 1,157,560
Recurring | Significant other unobservable inputs (Level 3)    
Assets    
Total investments available for sale 13,014 24,814
Cash equivalents [1] 0 0
Other investments [2] 218,222 221,708
Other assets [3] 17,879 18,327
Total assets accounted for at fair value 249,115 264,849
Liabilities    
Funds withheld on GreyCastle life retrocession arrangements [4] 0 0
Other liabilities [3] 17,822 18,305
Total liabilities accounted for at fair value 17,822 18,305
Recurring | Excluding Life Funds Withheld Assets    
Assets    
Fixed maturities AFS 28,201,417 28,901,876
Short-term investments, at fair value [5] 623,113 815,481
Equity securities, at fair value   713,967
Total investments available for sale 28,824,530 30,431,324
Equity securities, at fair value 644,711  
Recurring | Excluding Life Funds Withheld Assets | U.S. Government and Government Agencies    
Assets    
Fixed maturities AFS 3,960,291 4,362,740
Recurring | Excluding Life Funds Withheld Assets | US States, municipalities and political subdivisions of the States    
Assets    
Fixed maturities AFS 1,858,142 2,064,640
Recurring | Excluding Life Funds Withheld Assets | Non-U.S. Governments    
Assets    
Fixed maturities AFS 5,115,860 5,201,581
Recurring | Excluding Life Funds Withheld Assets | Corporate    
Assets    
Fixed maturities AFS 9,950,095 9,795,133
Recurring | Excluding Life Funds Withheld Assets | Residential mortgage-backed securities    
Assets    
Fixed maturities AFS 4,254,036 4,724,402
Recurring | Excluding Life Funds Withheld Assets | Commercial mortgage-backed securities    
Assets    
Fixed maturities AFS 1,363,850 1,244,017
Recurring | Excluding Life Funds Withheld Assets | Other asset-backed securities    
Assets    
Fixed maturities AFS 1,699,143 1,509,363
Recurring | Excluding Life Funds Withheld Assets | Quoted prices in active markets for identical assets (Level 1)    
Assets    
Fixed maturities AFS 0 0
Short-term investments, at fair value [5] 0 0
Equity securities, at fair value   557,510
Total investments available for sale 0 557,510
Equity securities, at fair value 492,472  
Recurring | Excluding Life Funds Withheld Assets | Quoted prices in active markets for identical assets (Level 1) | U.S. Government and Government Agencies    
Assets    
Fixed maturities AFS 0 0
Recurring | Excluding Life Funds Withheld Assets | Quoted prices in active markets for identical assets (Level 1) | US States, municipalities and political subdivisions of the States    
Assets    
Fixed maturities AFS 0 0
Recurring | Excluding Life Funds Withheld Assets | Quoted prices in active markets for identical assets (Level 1) | Non-U.S. Governments    
Assets    
Fixed maturities AFS 0 0
Recurring | Excluding Life Funds Withheld Assets | Quoted prices in active markets for identical assets (Level 1) | Corporate    
Assets    
Fixed maturities AFS 0 0
Recurring | Excluding Life Funds Withheld Assets | Quoted prices in active markets for identical assets (Level 1) | Residential mortgage-backed securities    
Assets    
Fixed maturities AFS 0 0
Recurring | Excluding Life Funds Withheld Assets | Quoted prices in active markets for identical assets (Level 1) | Commercial mortgage-backed securities    
Assets    
Fixed maturities AFS 0 0
Recurring | Excluding Life Funds Withheld Assets | Quoted prices in active markets for identical assets (Level 1) | Other asset-backed securities    
Assets    
Fixed maturities AFS 0 0
Recurring | Excluding Life Funds Withheld Assets | Significant other observable inputs (Level 2)    
Assets    
Fixed maturities AFS 28,188,403 28,877,062
Short-term investments, at fair value [5] 623,113 815,481
Equity securities, at fair value   156,457
Total investments available for sale 28,811,516 29,849,000
Equity securities, at fair value 152,239  
Recurring | Excluding Life Funds Withheld Assets | Significant other observable inputs (Level 2) | U.S. Government and Government Agencies    
Assets    
Fixed maturities AFS 3,955,271 4,344,450
Recurring | Excluding Life Funds Withheld Assets | Significant other observable inputs (Level 2) | US States, municipalities and political subdivisions of the States    
Assets    
Fixed maturities AFS 1,858,142 2,064,640
Recurring | Excluding Life Funds Withheld Assets | Significant other observable inputs (Level 2) | Non-U.S. Governments    
Assets    
Fixed maturities AFS 5,115,860 5,201,581
Recurring | Excluding Life Funds Withheld Assets | Significant other observable inputs (Level 2) | Corporate    
Assets    
Fixed maturities AFS 9,948,048 9,793,841
Recurring | Excluding Life Funds Withheld Assets | Significant other observable inputs (Level 2) | Residential mortgage-backed securities    
Assets    
Fixed maturities AFS 4,248,089 4,724,402
Recurring | Excluding Life Funds Withheld Assets | Significant other observable inputs (Level 2) | Commercial mortgage-backed securities    
Assets    
Fixed maturities AFS 1,363,850 1,244,017
Recurring | Excluding Life Funds Withheld Assets | Significant other observable inputs (Level 2) | Other asset-backed securities    
Assets    
Fixed maturities AFS 1,699,143 1,504,131
Recurring | Excluding Life Funds Withheld Assets | Significant other unobservable inputs (Level 3)    
Assets    
Fixed maturities AFS 13,014 24,814
Short-term investments, at fair value [5] 0 0
Equity securities, at fair value   0
Total investments available for sale 13,014 24,814
Equity securities, at fair value 0  
Recurring | Excluding Life Funds Withheld Assets | Significant other unobservable inputs (Level 3) | U.S. Government and Government Agencies    
Assets    
Fixed maturities AFS 5,020 18,290
Recurring | Excluding Life Funds Withheld Assets | Significant other unobservable inputs (Level 3) | US States, municipalities and political subdivisions of the States    
Assets    
Fixed maturities AFS 0 0
Recurring | Excluding Life Funds Withheld Assets | Significant other unobservable inputs (Level 3) | Non-U.S. Governments    
Assets    
Fixed maturities AFS 0 0
Recurring | Excluding Life Funds Withheld Assets | Significant other unobservable inputs (Level 3) | Corporate    
Assets    
Fixed maturities AFS 2,047 1,292
Recurring | Excluding Life Funds Withheld Assets | Significant other unobservable inputs (Level 3) | Residential mortgage-backed securities    
Assets    
Fixed maturities AFS 5,947 0
Recurring | Excluding Life Funds Withheld Assets | Significant other unobservable inputs (Level 3) | Commercial mortgage-backed securities    
Assets    
Fixed maturities AFS 0 0
Recurring | Excluding Life Funds Withheld Assets | Significant other unobservable inputs (Level 3) | Other asset-backed securities    
Assets    
Fixed maturities AFS 0 5,232
Recurring | Life Funds Withheld Assets    
Assets    
Fixed maturities AFS 1,591,734 2,027,112
Fixed maturities, trading at fair value 1,990,344 2,006,385
Short-term investments, trading at fair value [5] 5,788 14,965
Total investments trading 1,996,132 2,021,350
Cash equivalents [1] 64,885 67,982
Recurring | Life Funds Withheld Assets | U.S. Government and Government Agencies    
Assets    
Fixed maturities AFS 10,934 11,316
Fixed maturities, trading at fair value 9,633 11,042
Recurring | Life Funds Withheld Assets | US States, municipalities and political subdivisions of the States    
Assets    
Fixed maturities, trading at fair value   31
Recurring | Life Funds Withheld Assets | Non-U.S. Governments    
Assets    
Fixed maturities AFS 467,920 584,534
Fixed maturities, trading at fair value 489,276 485,171
Recurring | Life Funds Withheld Assets | Corporate    
Assets    
Fixed maturities AFS 869,594 1,137,213
Fixed maturities, trading at fair value 1,440,572 1,460,292
Recurring | Life Funds Withheld Assets | Residential mortgage-backed securities    
Assets    
Fixed maturities AFS 483 515
Fixed maturities, trading at fair value 919 932
Recurring | Life Funds Withheld Assets | Commercial mortgage-backed securities    
Assets    
Fixed maturities AFS 119,611 122,272
Fixed maturities, trading at fair value 7,411 7,580
Recurring | Life Funds Withheld Assets | Other asset-backed securities    
Assets    
Fixed maturities AFS 123,192 171,262
Fixed maturities, trading at fair value 42,533 41,337
Recurring | Life Funds Withheld Assets | Quoted prices in active markets for identical assets (Level 1)    
Assets    
Fixed maturities AFS 0 0
Fixed maturities, trading at fair value 0 0
Short-term investments, trading at fair value [5] 0 0
Total investments trading 0 0
Cash equivalents [1] 0 0
Recurring | Life Funds Withheld Assets | Quoted prices in active markets for identical assets (Level 1) | U.S. Government and Government Agencies    
Assets    
Fixed maturities AFS 0 0
Fixed maturities, trading at fair value 0 0
Recurring | Life Funds Withheld Assets | Quoted prices in active markets for identical assets (Level 1) | US States, municipalities and political subdivisions of the States    
Assets    
Fixed maturities, trading at fair value   0
Recurring | Life Funds Withheld Assets | Quoted prices in active markets for identical assets (Level 1) | Non-U.S. Governments    
Assets    
Fixed maturities AFS 0 0
Fixed maturities, trading at fair value 0 0
Recurring | Life Funds Withheld Assets | Quoted prices in active markets for identical assets (Level 1) | Corporate    
Assets    
Fixed maturities AFS 0 0
Fixed maturities, trading at fair value 0 0
Recurring | Life Funds Withheld Assets | Quoted prices in active markets for identical assets (Level 1) | Residential mortgage-backed securities    
Assets    
Fixed maturities AFS 0 0
Fixed maturities, trading at fair value 0 0
Recurring | Life Funds Withheld Assets | Quoted prices in active markets for identical assets (Level 1) | Commercial mortgage-backed securities    
Assets    
Fixed maturities AFS 0 0
Fixed maturities, trading at fair value 0 0
Recurring | Life Funds Withheld Assets | Quoted prices in active markets for identical assets (Level 1) | Other asset-backed securities    
Assets    
Fixed maturities AFS 0 0
Fixed maturities, trading at fair value 0 0
Recurring | Life Funds Withheld Assets | Significant other observable inputs (Level 2)    
Assets    
Fixed maturities AFS 1,591,734 2,027,112
Fixed maturities, trading at fair value 1,990,344 2,006,385
Short-term investments, trading at fair value [5] 5,788 14,965
Total investments trading 1,996,132 2,021,350
Cash equivalents [1] 64,885 67,982
Recurring | Life Funds Withheld Assets | Significant other observable inputs (Level 2) | U.S. Government and Government Agencies    
Assets    
Fixed maturities AFS 10,934 11,316
Fixed maturities, trading at fair value 9,633 11,042
Recurring | Life Funds Withheld Assets | Significant other observable inputs (Level 2) | US States, municipalities and political subdivisions of the States    
Assets    
Fixed maturities, trading at fair value   31
Recurring | Life Funds Withheld Assets | Significant other observable inputs (Level 2) | Non-U.S. Governments    
Assets    
Fixed maturities AFS 467,920 584,534
Fixed maturities, trading at fair value 489,276 485,171
Recurring | Life Funds Withheld Assets | Significant other observable inputs (Level 2) | Corporate    
Assets    
Fixed maturities AFS 869,594 1,137,213
Fixed maturities, trading at fair value 1,440,572 1,460,292
Recurring | Life Funds Withheld Assets | Significant other observable inputs (Level 2) | Residential mortgage-backed securities    
Assets    
Fixed maturities AFS 483 515
Fixed maturities, trading at fair value 919 932
Recurring | Life Funds Withheld Assets | Significant other observable inputs (Level 2) | Commercial mortgage-backed securities    
Assets    
Fixed maturities AFS 119,611 122,272
Fixed maturities, trading at fair value 7,411 7,580
Recurring | Life Funds Withheld Assets | Significant other observable inputs (Level 2) | Other asset-backed securities    
Assets    
Fixed maturities AFS 123,192 171,262
Fixed maturities, trading at fair value 42,533 41,337
Recurring | Life Funds Withheld Assets | Significant other unobservable inputs (Level 3)    
Assets    
Fixed maturities AFS 0 0
Fixed maturities, trading at fair value 0 0
Short-term investments, trading at fair value [5] 0 0
Total investments trading 0 0
Cash equivalents [1] 0 0
Recurring | Life Funds Withheld Assets | Significant other unobservable inputs (Level 3) | U.S. Government and Government Agencies    
Assets    
Fixed maturities AFS 0 0
Fixed maturities, trading at fair value 0 0
Recurring | Life Funds Withheld Assets | Significant other unobservable inputs (Level 3) | US States, municipalities and political subdivisions of the States    
Assets    
Fixed maturities, trading at fair value   0
Recurring | Life Funds Withheld Assets | Significant other unobservable inputs (Level 3) | Non-U.S. Governments    
Assets    
Fixed maturities AFS 0 0
Fixed maturities, trading at fair value 0 0
Recurring | Life Funds Withheld Assets | Significant other unobservable inputs (Level 3) | Corporate    
Assets    
Fixed maturities AFS 0 0
Fixed maturities, trading at fair value 0 0
Recurring | Life Funds Withheld Assets | Significant other unobservable inputs (Level 3) | Residential mortgage-backed securities    
Assets    
Fixed maturities AFS 0 0
Fixed maturities, trading at fair value 0 0
Recurring | Life Funds Withheld Assets | Significant other unobservable inputs (Level 3) | Commercial mortgage-backed securities    
Assets    
Fixed maturities AFS 0 0
Fixed maturities, trading at fair value 0 0
Recurring | Life Funds Withheld Assets | Significant other unobservable inputs (Level 3) | Other asset-backed securities    
Assets    
Fixed maturities AFS 0 0
Fixed maturities, trading at fair value $ 0 $ 0
[1] Cash equivalents balances subject to fair value measurement include certificates of deposit and money market funds. Operating cash balances are not subject to recurring fair value measurement guidance.
[2] Excluded from Other Investments are certain investments that are measured using net asset value as a practical expedient in the amount of $227.2 million and $198.2 million at June 30, 2018 and December 31, 2017, respectively. Under GAAP, these investments are excluded from the fair value hierarchy table. In addition, the Other investments balance excludes loans held at amortized cost, which totaled $173.2 million at June 30, 2018 and $173.0 million at December 31, 2017. For further information, see Item 8, Note 6, "Other Investments," to the Consolidated Financial Statements included in the Company's Annual Report on Form 10-K for the year ended December 31, 2017.
[3] Other assets and other liabilities include derivative instruments. The derivative balances included in each category are reported gross of cash collateral by level with a counterparty netting adjustment presented separately in the Counterparty Netting column. The fair values of the individual derivative contracts are reported gross in their respective levels based on the fair value hierarchy. For further details regarding derivative fair values and associated collateral received or paid, see Note 5, "Derivative Instruments.
[4] Funds withheld on GreyCastle Life Retro Arrangements (net of future policy benefit reserves recoverable) include balances related to the life retrocession embedded derivative, under which all investment results associated with the Life Funds Withheld Assets related to the GreyCastle Life Retro Arrangements described in Note 1(a), "Significant Accounting Policies - Basis of Preparation and Consolidation," accrue to the benefit of GCLR.
[5] Short-term investments consist primarily of U.S. and Non-U.S. Government securities and Corporate securities.