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Fair Value Measurements - Schedule of assets and liabilities that were accounted for at fair value (Details) - USD ($)
$ in Thousands
Dec. 31, 2017
Dec. 31, 2016
ASSETS    
Fixed maturities, AFS, at fair value $ 30,928,988 $ 30,256,602
Short-term investments, at fair value 815,481 625,193
Equity securities, AFS, at fair value 713,967 1,037,331
Total investments available for sale 32,458,436 31,919,126
Fixed maturities, trading, at fair value 2,006,385 1,617,014
Short-term investments, at fair value 14,965 9,563
Total investments trading 2,021,350 1,626,577
Collateral and counterparty netting, asset (3,579) (17,947)
Liabilities:    
Funds withheld on GreyCastle life retrocession arrangements (net of future policy benefit reserves recoverable 999,219 998,968
Collateral and counterparty netting, liability (3,579) (17,947)
Recurring    
ASSETS    
Total investments available for sale 32,458,436 31,919,126
Cash equivalents [1] 1,550,707 1,669,652
Other investments [2] 792,639 699,402
Other assets [3] 29,215 89,549
Total assets accounted for at fair value 36,920,329 36,077,104
Collateral and counterparty netting, asset [3] (3,579) (17,947)
Liabilities:    
Funds withheld on GreyCastle life retrocession arrangements (net of future policy benefit reserves recoverable [4] 1,112,969 937,721
Other liabilities [3] 59,317 46,757
Total liabilities accounted for at fair value 1,172,286 984,478
Collateral and counterparty netting, liability [3] (3,579) (17,947)
Recurring | Quoted prices in active markets for identical assets (Level 1)    
ASSETS    
Total investments available for sale 557,510 898,664
Cash equivalents [1] 279,224 573,398
Other investments [2] 0 0
Other assets [3] 0 0
Total assets accounted for at fair value 836,734 1,472,062
Liabilities:    
Funds withheld on GreyCastle life retrocession arrangements (net of future policy benefit reserves recoverable [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 31,876,112 30,974,396
Cash equivalents [1] 1,271,483 1,096,254
Other investments [2] 570,931 493,874
Other assets [3] 14,467 87,655
Total assets accounted for at fair value 35,822,325 34,351,554
Liabilities:    
Funds withheld on GreyCastle life retrocession arrangements (net of future policy benefit reserves recoverable [4] 1,112,969 937,721
Other liabilities [3] 44,591 44,865
Total liabilities accounted for at fair value 1,157,560 982,586
Recurring | Significant other unobservable inputs (Level 3)    
ASSETS    
Total investments available for sale 24,814 46,066
Cash equivalents [1] 0 0
Other investments [2] 221,708 205,528
Other assets [3] 18,327 19,841
Total assets accounted for at fair value 264,849 271,435
Liabilities:    
Funds withheld on GreyCastle life retrocession arrangements (net of future policy benefit reserves recoverable [4] 0 0
Other liabilities [3] 18,305 19,839
Total liabilities accounted for at fair value 18,305 19,839
Exclude Life Funds Withheld Assets    
ASSETS    
Fixed maturities, AFS, at fair value 28,901,876 27,948,560
Short-term investments, at fair value 815,481 625,193
Equity securities, AFS, at fair value 713,967 1,037,331
Total investments available for sale 30,431,324 29,611,084
Exclude Life Funds Withheld Assets | U.S. Government and Government - Related/Supported    
ASSETS    
Fixed maturities, AFS, at fair value 4,362,740 3,894,388
Exclude Life Funds Withheld Assets | U.S. States and political subdivisions of the States    
ASSETS    
Fixed maturities, AFS, at fair value 2,064,640 2,478,112
Exclude Life Funds Withheld Assets | Non-U.S. Governments    
ASSETS    
Fixed maturities, AFS, at fair value 5,201,581 5,030,132
Exclude Life Funds Withheld Assets | Corporate    
ASSETS    
Fixed maturities, AFS, at fair value 9,795,133 10,134,729
Exclude Life Funds Withheld Assets | RMBS    
ASSETS    
Fixed maturities, AFS, at fair value 4,724,402 4,492,625
Exclude Life Funds Withheld Assets | CMBS    
ASSETS    
Fixed maturities, AFS, at fair value 1,244,017 665,186
Exclude Life Funds Withheld Assets | Other asset-backed securities    
ASSETS    
Fixed maturities, AFS, at fair value 1,509,363 1,253,388
Exclude Life Funds Withheld Assets | Recurring    
ASSETS    
Fixed maturities, AFS, at fair value 28,901,876 27,948,560
Short-term investments, at fair value [5] 815,481 625,193
Equity securities, AFS, at fair value 713,967 1,037,331
Total investments available for sale 30,431,324 29,611,084
Exclude Life Funds Withheld Assets | Recurring | U.S. Government and Government - Related/Supported    
ASSETS    
Fixed maturities, AFS, at fair value 4,362,740 3,894,388
Exclude Life Funds Withheld Assets | Recurring | U.S. States and political subdivisions of the States    
ASSETS    
Fixed maturities, AFS, at fair value 2,064,640 2,478,112
Exclude Life Funds Withheld Assets | Recurring | Non-U.S. Governments    
ASSETS    
Fixed maturities, AFS, at fair value 5,201,581 5,030,132
Exclude Life Funds Withheld Assets | Recurring | Corporate    
ASSETS    
Fixed maturities, AFS, at fair value 9,795,133 10,134,729
Exclude Life Funds Withheld Assets | Recurring | RMBS    
ASSETS    
Fixed maturities, AFS, at fair value 4,724,402 4,492,625
Exclude Life Funds Withheld Assets | Recurring | CMBS    
ASSETS    
Fixed maturities, AFS, at fair value 1,244,017 665,186
Exclude Life Funds Withheld Assets | Recurring | Other asset-backed securities    
ASSETS    
Fixed maturities, AFS, at fair value 1,509,363 1,253,388
Exclude Life Funds Withheld Assets | Recurring | Quoted prices in active markets for identical assets (Level 1)    
ASSETS    
Fixed maturities, AFS, at fair value 0 0
Short-term investments, at fair value [5] 0 0
Equity securities, AFS, at fair value 557,510 898,664
Total investments available for sale 557,510 898,664
Exclude Life Funds Withheld Assets | Recurring | Quoted prices in active markets for identical assets (Level 1) | U.S. Government and Government - Related/Supported    
ASSETS    
Fixed maturities, AFS, at fair value 0 0
Exclude Life Funds Withheld Assets | Recurring | Quoted prices in active markets for identical assets (Level 1) | U.S. States and political subdivisions of the States    
ASSETS    
Fixed maturities, AFS, at fair value 0 0
Exclude Life Funds Withheld Assets | Recurring | Quoted prices in active markets for identical assets (Level 1) | Non-U.S. Governments    
ASSETS    
Fixed maturities, AFS, at fair value 0 0
Exclude Life Funds Withheld Assets | Recurring | Quoted prices in active markets for identical assets (Level 1) | Corporate    
ASSETS    
Fixed maturities, AFS, at fair value 0 0
Exclude Life Funds Withheld Assets | Recurring | Quoted prices in active markets for identical assets (Level 1) | RMBS    
ASSETS    
Fixed maturities, AFS, at fair value 0 0
Exclude Life Funds Withheld Assets | Recurring | Quoted prices in active markets for identical assets (Level 1) | CMBS    
ASSETS    
Fixed maturities, AFS, at fair value 0 0
Exclude Life Funds Withheld Assets | Recurring | Quoted prices in active markets for identical assets (Level 1) | Other asset-backed securities    
ASSETS    
Fixed maturities, AFS, at fair value 0 0
Exclude Life Funds Withheld Assets | Recurring | Significant other observable inputs (Level 2)    
ASSETS    
Fixed maturities, AFS, at fair value 28,877,062 27,902,494
Short-term investments, at fair value [5] 815,481 625,193
Equity securities, AFS, at fair value 156,457 138,667
Total investments available for sale 29,849,000 28,666,354
Exclude Life Funds Withheld Assets | Recurring | Significant other observable inputs (Level 2) | U.S. Government and Government - Related/Supported    
ASSETS    
Fixed maturities, AFS, at fair value 4,344,450 3,869,637
Exclude Life Funds Withheld Assets | Recurring | Significant other observable inputs (Level 2) | U.S. States and political subdivisions of the States    
ASSETS    
Fixed maturities, AFS, at fair value 2,064,640 2,478,112
Exclude Life Funds Withheld Assets | Recurring | Significant other observable inputs (Level 2) | Non-U.S. Governments    
ASSETS    
Fixed maturities, AFS, at fair value 5,201,581 5,030,132
Exclude Life Funds Withheld Assets | Recurring | Significant other observable inputs (Level 2) | Corporate    
ASSETS    
Fixed maturities, AFS, at fair value 9,793,841 10,114,644
Exclude Life Funds Withheld Assets | Recurring | Significant other observable inputs (Level 2) | RMBS    
ASSETS    
Fixed maturities, AFS, at fair value 4,724,402 4,492,625
Exclude Life Funds Withheld Assets | Recurring | Significant other observable inputs (Level 2) | CMBS    
ASSETS    
Fixed maturities, AFS, at fair value 1,244,017 665,087
Exclude Life Funds Withheld Assets | Recurring | Significant other observable inputs (Level 2) | Other asset-backed securities    
ASSETS    
Fixed maturities, AFS, at fair value 1,504,131 1,252,257
Exclude Life Funds Withheld Assets | Recurring | Significant other unobservable inputs (Level 3)    
ASSETS    
Fixed maturities, AFS, at fair value 24,814 46,066
Short-term investments, at fair value [5] 0 0
Equity securities, AFS, at fair value 0 0
Total investments available for sale 24,814 46,066
Exclude Life Funds Withheld Assets | Recurring | Significant other unobservable inputs (Level 3) | U.S. Government and Government - Related/Supported    
ASSETS    
Fixed maturities, AFS, at fair value 18,290 24,751
Exclude Life Funds Withheld Assets | Recurring | Significant other unobservable inputs (Level 3) | U.S. States and political subdivisions of the States    
ASSETS    
Fixed maturities, AFS, at fair value 0 0
Exclude Life Funds Withheld Assets | Recurring | Significant other unobservable inputs (Level 3) | Non-U.S. Governments    
ASSETS    
Fixed maturities, AFS, at fair value 0 0
Exclude Life Funds Withheld Assets | Recurring | Significant other unobservable inputs (Level 3) | Corporate    
ASSETS    
Fixed maturities, AFS, at fair value 1,292 20,085
Exclude Life Funds Withheld Assets | Recurring | Significant other unobservable inputs (Level 3) | RMBS    
ASSETS    
Fixed maturities, AFS, at fair value 0 0
Exclude Life Funds Withheld Assets | Recurring | Significant other unobservable inputs (Level 3) | CMBS    
ASSETS    
Fixed maturities, AFS, at fair value 0 99
Exclude Life Funds Withheld Assets | Recurring | Significant other unobservable inputs (Level 3) | Other asset-backed securities    
ASSETS    
Fixed maturities, AFS, at fair value 5,232 1,131
Life Funds Withheld Assets    
ASSETS    
Fixed maturities, AFS, at fair value 2,027,112 2,308,042
Fixed maturities, trading, at fair value 2,006,385 1,617,014
Short-term investments, at fair value 14,965 9,563
Total investments trading 2,021,350 1,626,577
Life Funds Withheld Assets | U.S. Government and Government - Related/Supported    
ASSETS    
Fixed maturities, AFS, at fair value 11,316 10,577
Fixed maturities, trading, at fair value 11,042 14,708
Life Funds Withheld Assets | U.S. States and political subdivisions of the States    
ASSETS    
Fixed maturities, trading, at fair value 31 224
Life Funds Withheld Assets | Non-U.S. Governments    
ASSETS    
Fixed maturities, AFS, at fair value 584,534 624,677
Fixed maturities, trading, at fair value 485,171 444,944
Life Funds Withheld Assets | Corporate    
ASSETS    
Fixed maturities, AFS, at fair value 1,137,213 1,454,608
Fixed maturities, trading, at fair value 1,460,292 1,111,205
Life Funds Withheld Assets | RMBS    
ASSETS    
Fixed maturities, AFS, at fair value 515 22,380
Fixed maturities, trading, at fair value 932 961
Life Funds Withheld Assets | CMBS    
ASSETS    
Fixed maturities, AFS, at fair value 122,272 94,240
Fixed maturities, trading, at fair value 7,580 5,526
Life Funds Withheld Assets | Other asset-backed securities    
ASSETS    
Fixed maturities, AFS, at fair value 171,262 101,560
Fixed maturities, trading, at fair value 41,337 39,446
Life Funds Withheld Assets | Recurring    
ASSETS    
Fixed maturities, AFS, at fair value 2,027,112 2,308,042
Fixed maturities, trading, at fair value 2,006,385 1,617,014
Short-term investments, at fair value [5] 14,965 9,563
Total investments trading 2,021,350 1,626,577
Cash equivalents [1] 67,982 72,798
Life Funds Withheld Assets | Recurring | U.S. Government and Government - Related/Supported    
ASSETS    
Fixed maturities, AFS, at fair value 11,316 10,577
Fixed maturities, trading, at fair value 11,042 14,708
Life Funds Withheld Assets | Recurring | U.S. States and political subdivisions of the States    
ASSETS    
Fixed maturities, trading, at fair value 31 224
Life Funds Withheld Assets | Recurring | Non-U.S. Governments    
ASSETS    
Fixed maturities, AFS, at fair value 584,534 624,677
Fixed maturities, trading, at fair value 485,171 444,944
Life Funds Withheld Assets | Recurring | Corporate    
ASSETS    
Fixed maturities, AFS, at fair value 1,137,213 1,454,608
Fixed maturities, trading, at fair value 1,460,292 1,111,205
Life Funds Withheld Assets | Recurring | RMBS    
ASSETS    
Fixed maturities, AFS, at fair value 515 22,380
Fixed maturities, trading, at fair value 932 961
Life Funds Withheld Assets | Recurring | CMBS    
ASSETS    
Fixed maturities, AFS, at fair value 122,272 94,240
Fixed maturities, trading, at fair value 7,580 5,526
Life Funds Withheld Assets | Recurring | Other asset-backed securities    
ASSETS    
Fixed maturities, AFS, at fair value 171,262 101,560
Fixed maturities, trading, at fair value 41,337 39,446
Life Funds Withheld Assets | Recurring | Quoted prices in active markets for identical assets (Level 1)    
ASSETS    
Fixed maturities, AFS, at fair value 0 0
Fixed maturities, trading, at fair value 0 0
Short-term investments, at fair value [5] 0 0
Total investments trading 0 0
Cash equivalents [1] 0 0
Life Funds Withheld Assets | Recurring | Quoted prices in active markets for identical assets (Level 1) | U.S. Government and Government - Related/Supported    
ASSETS    
Fixed maturities, AFS, at fair value 0 0
Fixed maturities, trading, at fair value 0 0
Life Funds Withheld Assets | Recurring | Quoted prices in active markets for identical assets (Level 1) | U.S. States and political subdivisions of the States    
ASSETS    
Fixed maturities, trading, at fair value 0 0
Life Funds Withheld Assets | Recurring | Quoted prices in active markets for identical assets (Level 1) | Non-U.S. Governments    
ASSETS    
Fixed maturities, AFS, at fair value 0 0
Fixed maturities, trading, at fair value 0 0
Life Funds Withheld Assets | Recurring | Quoted prices in active markets for identical assets (Level 1) | Corporate    
ASSETS    
Fixed maturities, AFS, at fair value 0 0
Fixed maturities, trading, at fair value 0 0
Life Funds Withheld Assets | Recurring | Quoted prices in active markets for identical assets (Level 1) | RMBS    
ASSETS    
Fixed maturities, AFS, at fair value 0 0
Fixed maturities, trading, at fair value 0 0
Life Funds Withheld Assets | Recurring | Quoted prices in active markets for identical assets (Level 1) | CMBS    
ASSETS    
Fixed maturities, AFS, at fair value 0 0
Fixed maturities, trading, at fair value 0 0
Life Funds Withheld Assets | Recurring | Quoted prices in active markets for identical assets (Level 1) | Other asset-backed securities    
ASSETS    
Fixed maturities, AFS, at fair value 0 0
Fixed maturities, trading, at fair value 0 0
Life Funds Withheld Assets | Recurring | Significant other observable inputs (Level 2)    
ASSETS    
Fixed maturities, AFS, at fair value 2,027,112 2,308,042
Fixed maturities, trading, at fair value 2,006,385 1,617,014
Short-term investments, at fair value [5] 14,965 9,563
Total investments trading 2,021,350 1,626,577
Cash equivalents [1] 67,982 72,798
Life Funds Withheld Assets | Recurring | Significant other observable inputs (Level 2) | U.S. Government and Government - Related/Supported    
ASSETS    
Fixed maturities, AFS, at fair value 11,316 10,577
Fixed maturities, trading, at fair value 11,042 14,708
Life Funds Withheld Assets | Recurring | Significant other observable inputs (Level 2) | U.S. States and political subdivisions of the States    
ASSETS    
Fixed maturities, trading, at fair value 31 224
Life Funds Withheld Assets | Recurring | Significant other observable inputs (Level 2) | Non-U.S. Governments    
ASSETS    
Fixed maturities, AFS, at fair value 584,534 624,677
Fixed maturities, trading, at fair value 485,171 444,944
Life Funds Withheld Assets | Recurring | Significant other observable inputs (Level 2) | Corporate    
ASSETS    
Fixed maturities, AFS, at fair value 1,137,213 1,454,608
Fixed maturities, trading, at fair value 1,460,292 1,111,205
Life Funds Withheld Assets | Recurring | Significant other observable inputs (Level 2) | RMBS    
ASSETS    
Fixed maturities, AFS, at fair value 515 22,380
Fixed maturities, trading, at fair value 932 961
Life Funds Withheld Assets | Recurring | Significant other observable inputs (Level 2) | CMBS    
ASSETS    
Fixed maturities, AFS, at fair value 122,272 94,240
Fixed maturities, trading, at fair value 7,580 5,526
Life Funds Withheld Assets | Recurring | Significant other observable inputs (Level 2) | Other asset-backed securities    
ASSETS    
Fixed maturities, AFS, at fair value 171,262 101,560
Fixed maturities, trading, at fair value 41,337 39,446
Life Funds Withheld Assets | Recurring | Significant other unobservable inputs (Level 3)    
ASSETS    
Fixed maturities, AFS, at fair value 0 0
Fixed maturities, trading, at fair value 0 0
Short-term investments, at fair value [5] 0 0
Total investments trading 0 0
Cash equivalents [1] 0 0
Life Funds Withheld Assets | Recurring | Significant other unobservable inputs (Level 3) | U.S. Government and Government - Related/Supported    
ASSETS    
Fixed maturities, AFS, at fair value 0 0
Fixed maturities, trading, at fair value 0 0
Life Funds Withheld Assets | Recurring | Significant other unobservable inputs (Level 3) | U.S. States and political subdivisions of the States    
ASSETS    
Fixed maturities, trading, at fair value 0 0
Life Funds Withheld Assets | Recurring | Significant other unobservable inputs (Level 3) | Non-U.S. Governments    
ASSETS    
Fixed maturities, AFS, at fair value 0 0
Fixed maturities, trading, at fair value 0 0
Life Funds Withheld Assets | Recurring | Significant other unobservable inputs (Level 3) | Corporate    
ASSETS    
Fixed maturities, AFS, at fair value 0 0
Fixed maturities, trading, at fair value 0 0
Life Funds Withheld Assets | Recurring | Significant other unobservable inputs (Level 3) | RMBS    
ASSETS    
Fixed maturities, AFS, at fair value 0 0
Fixed maturities, trading, at fair value 0 0
Life Funds Withheld Assets | Recurring | Significant other unobservable inputs (Level 3) | CMBS    
ASSETS    
Fixed maturities, AFS, at fair value 0 0
Fixed maturities, trading, at fair value 0 0
Life Funds Withheld Assets | Recurring | Significant other unobservable inputs (Level 3) | Other asset-backed securities    
ASSETS    
Fixed maturities, AFS, at fair value 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 $198.2 million and $322.9 million as of December 31, 2017 and December 31, 2016, 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 $173.0 million at December 31, 2017 and $142.3 million at December 31, 2016.
[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.
[4] Funds withheld on life retrocession 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, Corporate securities and Other asset-backed securities.