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Reserve for Claims and Claim Expenses (Schedule of Incurred and Paid Claims Development) (Details) - USD ($)
$ in Thousands
Dec. 31, 2020
Dec. 31, 2019
Dec. 31, 2018
Dec. 31, 2017
Dec. 31, 2016
Dec. 31, 2015
Dec. 31, 2014
Dec. 31, 2013
Dec. 31, 2012
Dec. 31, 2011
Claims Development [Line Items]                    
Incurred Claims and Claim Expenses, Net of Reinsurance $ 17,106,243                  
IBNR and ACR 5,240,331                  
Cumulative Paid Claims and Claim Expenses, Net of Reinsurance 9,996,625                  
Outstanding liabilities from accident year 2010 and prior, net of reinsurance 365,294                  
Claims and claim expenses, net of reinsurance, from the Company's former Bermuda-based insurance operations 508                  
Adjustment for unallocated loss adjustment expenses 57,538                  
Unamortized fair value adjustments recorded in connection with acquisitions (77,830)                  
Liability for claims and claim expenses, net of reinsurance 7,455,128                  
Property                    
Claims Development [Line Items]                    
Incurred Claims and Claim Expenses, Net of Reinsurance 7,881,758                  
IBNR and ACR 2,188,508                  
Cumulative Paid Claims and Claim Expenses, Net of Reinsurance 5,060,973                  
Outstanding liabilities from accident year 2010 and prior, net of reinsurance 113,550                  
Adjustment for unallocated loss adjustment expenses 13,717                  
Unamortized fair value adjustments recorded in connection with acquisitions (11,795)                  
Liability for claims and claim expenses, net of reinsurance 2,936,257                  
Casualty and Specialty                    
Claims Development [Line Items]                    
Incurred Claims and Claim Expenses, Net of Reinsurance 9,224,485                  
IBNR and ACR 3,051,823                  
Cumulative Paid Claims and Claim Expenses, Net of Reinsurance 4,935,652                  
Outstanding liabilities from accident year 2010 and prior, net of reinsurance 251,744                  
Adjustment for unallocated loss adjustment expenses 43,821                  
Unamortized fair value adjustments recorded in connection with acquisitions (66,035)                  
Liability for claims and claim expenses, net of reinsurance 4,518,363                  
Accident Year 2011                    
Claims Development [Line Items]                    
Incurred Claims and Claim Expenses, Net of Reinsurance 1,739,044 $ 1,741,868 $ 1,753,974 $ 1,760,870 $ 1,775,879 $ 1,814,478 $ 1,845,827 $ 1,905,502 $ 2,003,446 $ 2,057,531
IBNR and ACR 42,682                  
Cumulative Paid Claims and Claim Expenses, Net of Reinsurance 1,654,513 1,642,690 1,626,868 1,606,091 1,566,774 1,521,666 1,398,853 1,204,812 766,658 370,083
Accident Year 2011 | Property                    
Claims Development [Line Items]                    
Incurred Claims and Claim Expenses, Net of Reinsurance 1,380,673 1,379,645 1,398,038 1,412,109 1,415,459 1,446,398 1,470,521 1,501,089 1,571,670 1,628,699
IBNR and ACR 23,635                  
Cumulative Paid Claims and Claim Expenses, Net of Reinsurance 1,346,335 1,339,798 1,332,319 1,326,439 1,303,092 1,278,942 1,188,978 1,025,947 627,932 305,318
Accident Year 2011 | Casualty and Specialty                    
Claims Development [Line Items]                    
Incurred Claims and Claim Expenses, Net of Reinsurance 358,371 362,223 355,936 348,761 360,420 368,080 375,306 404,413 431,776 428,832
IBNR and ACR 19,047                  
Cumulative Paid Claims and Claim Expenses, Net of Reinsurance 308,178 302,892 294,549 279,652 263,682 242,724 209,875 178,865 138,726 $ 64,765
Accident Year 2012                    
Claims Development [Line Items]                    
Incurred Claims and Claim Expenses, Net of Reinsurance 900,001 916,065 910,998 904,408 902,432 930,761 962,397 1,026,595 1,142,390  
IBNR and ACR 33,600                  
Cumulative Paid Claims and Claim Expenses, Net of Reinsurance 798,486 789,281 758,265 726,192 651,403 599,696 525,208 419,242 268,952  
Accident Year 2012 | Property                    
Claims Development [Line Items]                    
Incurred Claims and Claim Expenses, Net of Reinsurance 327,407 335,699 340,218 348,108 359,890 376,811 397,075 431,482 562,094  
IBNR and ACR 3,286                  
Cumulative Paid Claims and Claim Expenses, Net of Reinsurance 317,291 316,691 311,179 307,845 293,008 281,594 254,924 206,440 166,143  
Accident Year 2012 | Casualty and Specialty                    
Claims Development [Line Items]                    
Incurred Claims and Claim Expenses, Net of Reinsurance 572,594 580,366 570,780 556,300 542,542 553,950 565,322 595,113 580,296  
IBNR and ACR 30,314                  
Cumulative Paid Claims and Claim Expenses, Net of Reinsurance 481,195 472,590 447,086 418,347 358,395 318,102 270,284 212,802 $ 102,809  
Accident Year 2013                    
Claims Development [Line Items]                    
Incurred Claims and Claim Expenses, Net of Reinsurance 736,657 738,973 755,412 774,095 798,648 845,473 896,904 921,455    
IBNR and ACR 22,627                  
Cumulative Paid Claims and Claim Expenses, Net of Reinsurance 645,255 625,156 596,950 562,764 503,603 440,266 345,709 133,356    
Accident Year 2013 | Property                    
Claims Development [Line Items]                    
Incurred Claims and Claim Expenses, Net of Reinsurance 246,855 240,252 240,007 243,839 255,322 277,641 300,349 323,743    
IBNR and ACR 1,177                  
Cumulative Paid Claims and Claim Expenses, Net of Reinsurance 232,882 227,412 223,822 220,333 212,431 196,171 158,689 81,344    
Accident Year 2013 | Casualty and Specialty                    
Claims Development [Line Items]                    
Incurred Claims and Claim Expenses, Net of Reinsurance 489,802 498,721 515,405 530,256 543,326 567,832 596,555 597,712    
IBNR and ACR 21,450                  
Cumulative Paid Claims and Claim Expenses, Net of Reinsurance 412,373 397,744 373,128 342,431 291,172 244,095 187,020 $ 52,012    
Accident Year 2014                    
Claims Development [Line Items]                    
Incurred Claims and Claim Expenses, Net of Reinsurance 892,597 926,802 929,248 948,224 972,429 982,016 1,010,256      
IBNR and ACR 62,812                  
Cumulative Paid Claims and Claim Expenses, Net of Reinsurance 777,240 747,069 699,620 637,889 561,274 438,641 231,666      
Accident Year 2014 | Property                    
Claims Development [Line Items]                    
Incurred Claims and Claim Expenses, Net of Reinsurance 250,617 258,791 261,522 262,696 267,795 281,496 305,033      
IBNR and ACR 1,442                  
Cumulative Paid Claims and Claim Expenses, Net of Reinsurance 247,165 247,578 243,862 236,789 224,960 185,934 107,075      
Accident Year 2014 | Casualty and Specialty                    
Claims Development [Line Items]                    
Incurred Claims and Claim Expenses, Net of Reinsurance 641,980 668,011 667,726 685,528 704,634 700,520 705,223      
IBNR and ACR 61,370                  
Cumulative Paid Claims and Claim Expenses, Net of Reinsurance 530,075 499,491 455,758 401,100 336,314 252,707 $ 124,591      
Accident Year 2015                    
Claims Development [Line Items]                    
Incurred Claims and Claim Expenses, Net of Reinsurance 1,145,196 1,132,034 1,136,753 1,167,569 1,151,413 1,146,737        
IBNR and ACR 111,924                  
Cumulative Paid Claims and Claim Expenses, Net of Reinsurance 948,787 877,359 780,987 664,213 499,116 263,046        
Accident Year 2015 | Property                    
Claims Development [Line Items]                    
Incurred Claims and Claim Expenses, Net of Reinsurance 310,317 314,389 325,719 336,705 359,662 375,399        
IBNR and ACR 5,495                  
Cumulative Paid Claims and Claim Expenses, Net of Reinsurance 297,004 293,140 282,362 262,702 228,285 127,314        
Accident Year 2015 | Casualty and Specialty                    
Claims Development [Line Items]                    
Incurred Claims and Claim Expenses, Net of Reinsurance 834,879 817,645 811,034 830,864 791,751 771,338        
IBNR and ACR 106,429                  
Cumulative Paid Claims and Claim Expenses, Net of Reinsurance 651,783 584,219 498,625 401,511 270,831 $ 135,732        
Accident Year 2016                    
Claims Development [Line Items]                    
Incurred Claims and Claim Expenses, Net of Reinsurance 1,403,513 1,454,217 1,457,825 1,475,540 1,429,056          
IBNR and ACR 136,821                  
Cumulative Paid Claims and Claim Expenses, Net of Reinsurance 1,089,800 978,676 837,022 629,894 288,221          
Accident Year 2016 | Property                    
Claims Development [Line Items]                    
Incurred Claims and Claim Expenses, Net of Reinsurance 419,308 438,040 457,052 473,708 460,422          
IBNR and ACR 18,718                  
Cumulative Paid Claims and Claim Expenses, Net of Reinsurance 374,565 354,088 329,543 260,902 120,478          
Accident Year 2016 | Casualty and Specialty                    
Claims Development [Line Items]                    
Incurred Claims and Claim Expenses, Net of Reinsurance 984,205 1,016,177 1,000,773 1,001,832 968,634          
IBNR and ACR 118,103                  
Cumulative Paid Claims and Claim Expenses, Net of Reinsurance 715,235 624,588 507,479 368,992 $ 167,743          
Accident Year 2017                    
Claims Development [Line Items]                    
Incurred Claims and Claim Expenses, Net of Reinsurance 2,685,050 2,691,020 2,761,844 2,966,271            
IBNR and ACR 543,257                  
Cumulative Paid Claims and Claim Expenses, Net of Reinsurance 1,732,228 1,377,696 1,077,845 748,714            
Accident Year 2017 | Property                    
Claims Development [Line Items]                    
Incurred Claims and Claim Expenses, Net of Reinsurance 1,364,285 1,360,897 1,467,835 1,649,071            
IBNR and ACR 276,858                  
Cumulative Paid Claims and Claim Expenses, Net of Reinsurance 958,207 823,683 665,330 534,752            
Accident Year 2017 | Casualty and Specialty                    
Claims Development [Line Items]                    
Incurred Claims and Claim Expenses, Net of Reinsurance 1,320,765 1,330,123 1,294,009 1,317,200            
IBNR and ACR 266,399                  
Cumulative Paid Claims and Claim Expenses, Net of Reinsurance 774,021 554,013 412,515 $ 213,962            
Accident Year 2018                    
Claims Development [Line Items]                    
Incurred Claims and Claim Expenses, Net of Reinsurance 2,394,667 2,380,979 2,225,968              
IBNR and ACR 656,507                  
Cumulative Paid Claims and Claim Expenses, Net of Reinsurance 1,257,609 819,173 589,357              
Accident Year 2018 | Property                    
Claims Development [Line Items]                    
Incurred Claims and Claim Expenses, Net of Reinsurance 1,051,617 1,062,871 957,622              
IBNR and ACR 183,781                  
Cumulative Paid Claims and Claim Expenses, Net of Reinsurance 667,336 454,553 432,075              
Accident Year 2018 | Casualty and Specialty                    
Claims Development [Line Items]                    
Incurred Claims and Claim Expenses, Net of Reinsurance 1,343,050 1,318,108 1,268,346              
IBNR and ACR 472,726                  
Cumulative Paid Claims and Claim Expenses, Net of Reinsurance 590,273 364,620 $ 157,282              
Accident Year 2019                    
Claims Development [Line Items]                    
Incurred Claims and Claim Expenses, Net of Reinsurance 2,229,128 2,234,727                
IBNR and ACR 1,167,735                  
Cumulative Paid Claims and Claim Expenses, Net of Reinsurance 701,982 288,435                
Accident Year 2019 | Property                    
Claims Development [Line Items]                    
Incurred Claims and Claim Expenses, Net of Reinsurance 978,600 1,014,100                
IBNR and ACR 427,179                  
Cumulative Paid Claims and Claim Expenses, Net of Reinsurance 377,564 160,915                
Accident Year 2019 | Casualty and Specialty                    
Claims Development [Line Items]                    
Incurred Claims and Claim Expenses, Net of Reinsurance 1,250,528 1,220,627                
IBNR and ACR 740,556                  
Cumulative Paid Claims and Claim Expenses, Net of Reinsurance 324,418 $ 127,520                
Accident Year 2020                    
Claims Development [Line Items]                    
Incurred Claims and Claim Expenses, Net of Reinsurance 2,980,390                  
IBNR and ACR 2,462,366                  
Cumulative Paid Claims and Claim Expenses, Net of Reinsurance 390,725                  
Accident Year 2020 | Property                    
Claims Development [Line Items]                    
Incurred Claims and Claim Expenses, Net of Reinsurance 1,552,079                  
IBNR and ACR 1,246,937                  
Cumulative Paid Claims and Claim Expenses, Net of Reinsurance 242,624                  
Accident Year 2020 | Casualty and Specialty                    
Claims Development [Line Items]                    
Incurred Claims and Claim Expenses, Net of Reinsurance 1,428,311                  
IBNR and ACR 1,215,429                  
Cumulative Paid Claims and Claim Expenses, Net of Reinsurance $ 148,101