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Reserve for Claims and Claim Expenses - Schedule of Incurred and Paid Claims Development (Details) - USD ($)
$ in Thousands
Dec. 31, 2022
Dec. 31, 2021
Dec. 31, 2020
Dec. 31, 2019
Dec. 31, 2018
Dec. 31, 2017
Dec. 31, 2016
Dec. 31, 2015
Dec. 31, 2014
Dec. 31, 2013
Claims Development [Line Items]                    
Incurred Claims and Claim Expenses, Net of Reinsurance $ 22,165,493                  
IBNR and ACR 8,132,367                  
Cumulative Paid Claims and Claim Expenses, Net of Reinsurance 11,314,582                  
Outstanding liabilities from accident year 2012 and prior, net of reinsurance 326,927                  
Adjustment for unallocated loss adjustment expenses 74,613                  
Unamortized fair value adjustments recorded in connection with acquisitions (70,803)                  
Liability for claims and claim expenses, net of reinsurance 11,181,648                  
Property                    
Claims Development [Line Items]                    
Incurred Claims and Claim Expenses, Net of Reinsurance 10,107,545                  
IBNR and ACR 3,317,465                  
Cumulative Paid Claims and Claim Expenses, Net of Reinsurance 5,343,751                  
Outstanding liabilities from accident year 2012 and prior, net of reinsurance 46,592                  
Adjustment for unallocated loss adjustment expenses 14,638                  
Unamortized fair value adjustments recorded in connection with acquisitions (10,593)                  
Liability for claims and claim expenses, net of reinsurance 4,814,431                  
Casualty and Specialty                    
Claims Development [Line Items]                    
Incurred Claims and Claim Expenses, Net of Reinsurance 12,057,948                  
IBNR and ACR 4,814,902                  
Cumulative Paid Claims and Claim Expenses, Net of Reinsurance 5,970,831                  
Outstanding liabilities from accident year 2012 and prior, net of reinsurance 280,335                  
Adjustment for unallocated loss adjustment expenses 59,975                  
Unamortized fair value adjustments recorded in connection with acquisitions (60,210)                  
Liability for claims and claim expenses, net of reinsurance 6,367,217                  
Accident Year 2013                    
Claims Development [Line Items]                    
Incurred Claims and Claim Expenses, Net of Reinsurance 711,633 $ 718,135 $ 711,873 $ 717,825 $ 739,511 $ 757,635 $ 781,045 $ 827,241 $ 876,941 $ 903,034
IBNR and ACR 4,996                  
Cumulative Paid Claims and Claim Expenses, Net of Reinsurance 651,985 642,756 627,754 611,595 583,994 550,250 491,161 429,055 337,936 131,091
Accident Year 2013 | Property                    
Claims Development [Line Items]                    
Incurred Claims and Claim Expenses, Net of Reinsurance 234,533 236,185 233,668 230,603 230,368 233,993 245,077 267,276 288,846 312,792
IBNR and ACR 539                  
Cumulative Paid Claims and Claim Expenses, Net of Reinsurance 224,606 223,421 223,101 218,378 214,947 211,559 203,835 188,435 153,703 79,522
Accident Year 2013 | Casualty and Specialty                    
Claims Development [Line Items]                    
Incurred Claims and Claim Expenses, Net of Reinsurance 477,100 481,950 478,205 487,222 509,143 523,642 535,968 559,965 588,095 590,242
IBNR and ACR 4,457                  
Cumulative Paid Claims and Claim Expenses, Net of Reinsurance 427,379 419,335 404,653 393,217 369,047 338,691 287,326 240,620 184,233 $ 51,569
Accident Year 2014                    
Claims Development [Line Items]                    
Incurred Claims and Claim Expenses, Net of Reinsurance 884,065 881,189 889,626 924,440 913,892 932,798 957,841 965,877 994,500  
IBNR and ACR 42,639                  
Cumulative Paid Claims and Claim Expenses, Net of Reinsurance 797,241 780,684 760,084 733,700 686,611 625,448 549,733 428,961 229,821  
Accident Year 2014 | Property                    
Claims Development [Line Items]                    
Incurred Claims and Claim Expenses, Net of Reinsurance 247,101 245,956 248,847 254,897 257,237 258,384 263,337 276,253 299,256  
IBNR and ACR 36                  
Cumulative Paid Claims and Claim Expenses, Net of Reinsurance 243,707 244,060 241,253 242,011 238,112 231,129 219,496 181,531 105,908  
Accident Year 2014 | Casualty and Specialty                    
Claims Development [Line Items]                    
Incurred Claims and Claim Expenses, Net of Reinsurance 636,964 635,233 640,779 669,543 656,655 674,414 694,504 689,624 695,244  
IBNR and ACR 42,603                  
Cumulative Paid Claims and Claim Expenses, Net of Reinsurance 553,534 536,624 518,831 491,689 448,499 394,319 330,237 247,430 $ 123,913  
Accident Year 2015                    
Claims Development [Line Items]                    
Incurred Claims and Claim Expenses, Net of Reinsurance 1,124,518 1,103,648 1,108,163 1,097,864 1,122,299 1,152,632 1,132,288 1,129,940    
IBNR and ACR 56,655                  
Cumulative Paid Claims and Claim Expenses, Net of Reinsurance 1,015,837 978,680 930,193 868,042 772,676 656,916 493,973 261,448    
Accident Year 2015 | Property                    
Claims Development [Line Items]                    
Incurred Claims and Claim Expenses, Net of Reinsurance 300,028 292,867 303,110 309,509 320,695 331,342 352,454 368,476    
IBNR and ACR 801                  
Cumulative Paid Claims and Claim Expenses, Net of Reinsurance 296,801 293,757 291,092 288,011 277,529 258,368 224,744 126,687    
Accident Year 2015 | Casualty and Specialty                    
Claims Development [Line Items]                    
Incurred Claims and Claim Expenses, Net of Reinsurance 824,490 810,781 805,053 788,355 801,604 821,290 779,834 761,464    
IBNR and ACR 55,854                  
Cumulative Paid Claims and Claim Expenses, Net of Reinsurance 719,036 684,923 639,101 580,031 495,147 398,548 269,229 $ 134,761    
Accident Year 2016                    
Claims Development [Line Items]                    
Incurred Claims and Claim Expenses, Net of Reinsurance 1,359,555 1,346,215 1,346,808 1,400,055 1,425,411 1,442,182 1,393,017      
IBNR and ACR 42,890                  
Cumulative Paid Claims and Claim Expenses, Net of Reinsurance 1,228,187 1,170,769 1,076,348 963,518 823,696 621,352 287,552      
Accident Year 2016 | Property                    
Claims Development [Line Items]                    
Incurred Claims and Claim Expenses, Net of Reinsurance 408,757 399,222 409,221 427,918 445,119 460,729 447,077      
IBNR and ACR 11,163                  
Cumulative Paid Claims and Claim Expenses, Net of Reinsurance 382,740 380,274 370,911 348,414 324,364 257,672 120,269      
Accident Year 2016 | Casualty and Specialty                    
Claims Development [Line Items]                    
Incurred Claims and Claim Expenses, Net of Reinsurance 950,798 946,993 937,587 972,137 980,292 981,453 945,940      
IBNR and ACR 31,727                  
Cumulative Paid Claims and Claim Expenses, Net of Reinsurance 845,447 790,495 705,437 615,104 499,332 363,680 $ 167,283      
Accident Year 2017                    
Claims Development [Line Items]                    
Incurred Claims and Claim Expenses, Net of Reinsurance 2,501,011 2,537,065 2,568,377 2,632,327 2,716,502 2,924,152        
IBNR and ACR 221,993                  
Cumulative Paid Claims and Claim Expenses, Net of Reinsurance 2,044,269 1,889,722 1,717,490 1,356,305 1,064,009 744,317        
Accident Year 2017 | Property                    
Claims Development [Line Items]                    
Incurred Claims and Claim Expenses, Net of Reinsurance 1,207,671 1,273,721 1,319,428 1,342,224 1,453,773 1,639,389        
IBNR and ACR 145,713                  
Cumulative Paid Claims and Claim Expenses, Net of Reinsurance 1,010,174 968,331 939,317 813,588 659,712 533,895        
Accident Year 2017 | Casualty and Specialty                    
Claims Development [Line Items]                    
Incurred Claims and Claim Expenses, Net of Reinsurance 1,293,340 1,263,344 1,248,949 1,290,103 1,262,729 1,284,763        
IBNR and ACR 76,280                  
Cumulative Paid Claims and Claim Expenses, Net of Reinsurance 1,034,095 921,391 778,173 542,717 404,297 $ 210,422        
Accident Year 2018                    
Claims Development [Line Items]                    
Incurred Claims and Claim Expenses, Net of Reinsurance 2,178,040 2,127,150 2,240,099 2,283,444 2,157,010          
IBNR and ACR 268,457                  
Cumulative Paid Claims and Claim Expenses, Net of Reinsurance 1,587,773 1,407,248 1,134,867 771,391 583,810          
Accident Year 2018 | Property                    
Claims Development [Line Items]                    
Incurred Claims and Claim Expenses, Net of Reinsurance 820,098 818,156 941,093 985,180 918,764          
IBNR and ACR 88,814                  
Cumulative Paid Claims and Claim Expenses, Net of Reinsurance 637,022 604,687 582,372 417,023 430,417          
Accident Year 2018 | Casualty and Specialty                    
Claims Development [Line Items]                    
Incurred Claims and Claim Expenses, Net of Reinsurance 1,357,942 1,308,994 1,299,006 1,298,264 1,238,246          
IBNR and ACR 179,643                  
Cumulative Paid Claims and Claim Expenses, Net of Reinsurance 950,751 802,561 552,495 354,368 $ 153,393          
Accident Year 2019                    
Claims Development [Line Items]                    
Incurred Claims and Claim Expenses, Net of Reinsurance 2,015,326 2,109,650 2,162,945 2,196,489            
IBNR and ACR 501,127                  
Cumulative Paid Claims and Claim Expenses, Net of Reinsurance 1,213,002 961,303 673,323 282,350            
Accident Year 2019 | Property                    
Claims Development [Line Items]                    
Incurred Claims and Claim Expenses, Net of Reinsurance 779,852 875,408 928,613 955,220            
IBNR and ACR 111,737                  
Cumulative Paid Claims and Claim Expenses, Net of Reinsurance 578,025 511,358 352,980 159,227            
Accident Year 2019 | Casualty and Specialty                    
Claims Development [Line Items]                    
Incurred Claims and Claim Expenses, Net of Reinsurance 1,235,474 1,234,242 1,234,332 1,241,269            
IBNR and ACR 389,390                  
Cumulative Paid Claims and Claim Expenses, Net of Reinsurance 634,977 449,945 320,343 $ 123,123            
Accident Year 2020                    
Claims Development [Line Items]                    
Incurred Claims and Claim Expenses, Net of Reinsurance 2,907,003 3,039,476 3,059,761              
IBNR and ACR 1,145,327                  
Cumulative Paid Claims and Claim Expenses, Net of Reinsurance 1,348,636 1,008,293 404,800              
Accident Year 2020 | Property                    
Claims Development [Line Items]                    
Incurred Claims and Claim Expenses, Net of Reinsurance 1,565,564 1,583,694 1,568,157              
IBNR and ACR 488,732                  
Cumulative Paid Claims and Claim Expenses, Net of Reinsurance 846,833 669,836 254,552              
Accident Year 2020 | Casualty and Specialty                    
Claims Development [Line Items]                    
Incurred Claims and Claim Expenses, Net of Reinsurance 1,341,439 1,455,782 1,491,604              
IBNR and ACR 656,595                  
Cumulative Paid Claims and Claim Expenses, Net of Reinsurance 501,803 338,457 $ 150,248              
Accident Year 2021                    
Claims Development [Line Items]                    
Incurred Claims and Claim Expenses, Net of Reinsurance 3,953,965 4,029,033                
IBNR and ACR 1,724,991                  
Cumulative Paid Claims and Claim Expenses, Net of Reinsurance 1,328,040 569,000                
Accident Year 2021 | Property                    
Claims Development [Line Items]                    
Incurred Claims and Claim Expenses, Net of Reinsurance 2,311,045 2,338,470                
IBNR and ACR 481,114                  
Cumulative Paid Claims and Claim Expenses, Net of Reinsurance 1,095,782 498,191                
Accident Year 2021 | Casualty and Specialty                    
Claims Development [Line Items]                    
Incurred Claims and Claim Expenses, Net of Reinsurance 1,642,920 1,690,563                
IBNR and ACR 1,243,877                  
Cumulative Paid Claims and Claim Expenses, Net of Reinsurance 232,258 $ 70,809                
Accident Year 2022                    
Claims Development [Line Items]                    
Incurred Claims and Claim Expenses, Net of Reinsurance 4,530,377                  
IBNR and ACR 4,123,292                  
Cumulative Paid Claims and Claim Expenses, Net of Reinsurance 99,612                  
Accident Year 2022 | Property                    
Claims Development [Line Items]                    
Incurred Claims and Claim Expenses, Net of Reinsurance 2,232,896                  
IBNR and ACR 1,988,816                  
Cumulative Paid Claims and Claim Expenses, Net of Reinsurance 28,061                  
Accident Year 2022 | Casualty and Specialty                    
Claims Development [Line Items]                    
Incurred Claims and Claim Expenses, Net of Reinsurance 2,297,481                  
IBNR and ACR 2,134,476                  
Cumulative Paid Claims and Claim Expenses, Net of Reinsurance $ 71,551