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Reserves for Losses and Loss Adjustment Expenses - Schedule of Short-Duration Insurance Contracts (Details)
$ in Thousands
Dec. 31, 2022
USD ($)
claim
Dec. 31, 2021
USD ($)
Dec. 31, 2020
USD ($)
Dec. 31, 2019
USD ($)
Dec. 31, 2018
USD ($)
Dec. 31, 2017
USD ($)
Dec. 31, 2016
USD ($)
Dec. 31, 2015
USD ($)
Dec. 31, 2014
USD ($)
Dec. 31, 2013
USD ($)
Claims Development [Line Items]                    
Total net reserves for loss and LAE $ 698,091                  
Short Tail/Monoline Specialty                    
Claims Development [Line Items]                    
Incurred losses and ALAE, net of reinsurance 371,536                  
Cumulative net paid loss and LAE from the table below (218,145)                  
Net reserves for loss and LAE before 2018 5,512                  
Total net reserves for loss and LAE 158,903                  
Cumulative net paid loss and LAE 218,145                  
Multi-line Solutions                    
Claims Development [Line Items]                    
Incurred losses and ALAE, net of reinsurance 1,177,516                  
Cumulative net paid loss and LAE from the table below (821,766)                  
Net reserves for loss and LAE before 2018 4,945                  
Total net reserves for loss and LAE 360,695                  
Cumulative net paid loss and LAE 821,766                  
Exited Lines                    
Claims Development [Line Items]                    
Incurred losses and ALAE, net of reinsurance 782,059                  
Cumulative net paid loss and LAE from the table below (612,456)                  
Net reserves for loss and LAE before 2018 8,890                  
Total net reserves for loss and LAE 178,493                  
Cumulative net paid loss and LAE 612,456                  
Accident Year 2013 | Multi-line Solutions                    
Claims Development [Line Items]                    
Incurred losses and ALAE, net of reinsurance 69,515 $ 69,496 $ 75,419 $ 74,987 $ 74,701 $ 75,196 $ 73,382 $ 64,439 $ 71,800 $ 66,517
Cumulative net paid loss and LAE from the table below (74,178) (75,030) (75,340) (75,117) (73,511) (67,857) (59,460) (48,673) (40,425) (19,912)
Short-Duration Insurance Contracts, Incurred but Not Reported (IBNR) Claims Liability, Net $ 1,994                  
Short-Duration Insurance Contract, Cumulative Number of Reported Claims | claim 3,324                  
Cumulative net paid loss and LAE $ 74,178 75,030 75,340 75,117 73,511 67,857 59,460 48,673 40,425 19,912
Accident Year 2013 | Exited Lines                    
Claims Development [Line Items]                    
Incurred losses and ALAE, net of reinsurance 54,130 53,236 49,486 49,850 48,372 48,372 46,437 44,909 37,993 44,791
Cumulative net paid loss and LAE from the table below (49,605) (48,322) (48,069) (47,101) (44,186) (41,158) (42,995) (36,890) (17,904) (4,763)
Short-Duration Insurance Contracts, Incurred but Not Reported (IBNR) Claims Liability, Net $ 2,031                  
Short-Duration Insurance Contract, Cumulative Number of Reported Claims | claim 2,640                  
Cumulative net paid loss and LAE $ 49,605 48,322 48,069 47,101 44,186 41,158 42,995 36,890 17,904 $ 4,763
Accident Year 2014 | Multi-line Solutions                    
Claims Development [Line Items]                    
Incurred losses and ALAE, net of reinsurance 120,777 120,697 118,995 117,783 116,970 116,970 115,749 100,355 100,355  
Cumulative net paid loss and LAE from the table below (104,076) (106,214) (105,756) (104,984) (101,984) (96,639) (81,251) (63,699) (32,530)  
Short-Duration Insurance Contracts, Incurred but Not Reported (IBNR) Claims Liability, Net $ 946                  
Short-Duration Insurance Contract, Cumulative Number of Reported Claims | claim 4,977                  
Cumulative net paid loss and LAE $ 104,076 106,214 105,756 104,984 101,984 96,639 81,251 63,699 32,530  
Accident Year 2014 | Exited Lines                    
Claims Development [Line Items]                    
Incurred losses and ALAE, net of reinsurance 71,761 71,219 69,920 68,855 63,729 63,729 62,425 57,904 64,186  
Cumulative net paid loss and LAE from the table below (55,737) (53,615) (53,290) (52,450) (49,906) (50,785) (42,141) (30,863) (9,700)  
Short-Duration Insurance Contracts, Incurred but Not Reported (IBNR) Claims Liability, Net $ 11,475                  
Short-Duration Insurance Contract, Cumulative Number of Reported Claims | claim 4,149                  
Cumulative net paid loss and LAE $ 55,737 53,615 53,290 52,450 49,906 50,785 42,141 30,863 $ 9,700  
Accident Year 2015 | Multi-line Solutions                    
Claims Development [Line Items]                    
Incurred losses and ALAE, net of reinsurance 122,902 122,839 121,746 119,216 117,024 117,024 114,266 103,191    
Cumulative net paid loss and LAE from the table below (118,166) (117,295) (114,098) (108,291) (99,401) (88,833) (72,137) (44,152)    
Short-Duration Insurance Contracts, Incurred but Not Reported (IBNR) Claims Liability, Net $ 2,446                  
Short-Duration Insurance Contract, Cumulative Number of Reported Claims | claim 5,364                  
Cumulative net paid loss and LAE $ 118,166 117,295 114,098 108,291 99,401 88,833 72,137 44,152    
Accident Year 2015 | Exited Lines                    
Claims Development [Line Items]                    
Incurred losses and ALAE, net of reinsurance 84,058 83,365 80,678 75,187 70,803 68,008 65,063 61,810    
Cumulative net paid loss and LAE from the table below (81,789) (80,312) (77,981) (73,100) (65,269) (55,610) (41,653) (9,026)    
Short-Duration Insurance Contracts, Incurred but Not Reported (IBNR) Claims Liability, Net $ 1,779                  
Short-Duration Insurance Contract, Cumulative Number of Reported Claims | claim 4,550                  
Cumulative net paid loss and LAE $ 81,789 80,312 77,981 73,100 65,269 55,610 41,653 $ 9,026    
Accident Year 2016 | Multi-line Solutions                    
Claims Development [Line Items]                    
Incurred losses and ALAE, net of reinsurance 73,318 73,200 69,701 62,643 62,843 62,843 63,223      
Cumulative net paid loss and LAE from the table below (71,565) (63,893) (60,864) (58,895) (53,352) (42,528) (23,239)      
Short-Duration Insurance Contracts, Incurred but Not Reported (IBNR) Claims Liability, Net $ 1,523                  
Short-Duration Insurance Contract, Cumulative Number of Reported Claims | claim 4,691                  
Cumulative net paid loss and LAE $ 71,565 63,893 60,864 58,895 53,352 42,528 23,239      
Accident Year 2016 | Exited Lines                    
Claims Development [Line Items]                    
Incurred losses and ALAE, net of reinsurance 105,852 104,612 103,602 93,324 91,119 92,743 93,526      
Cumulative net paid loss and LAE from the table below (87,966) (85,794) (81,516) (78,070) (70,253) (57,638) (36,592)      
Short-Duration Insurance Contracts, Incurred but Not Reported (IBNR) Claims Liability, Net $ 5,975                  
Short-Duration Insurance Contract, Cumulative Number of Reported Claims | claim 4,858                  
Cumulative net paid loss and LAE $ 87,966 85,794 81,516 78,070 70,253 57,638 $ 36,592      
Accident Year 2017 | Multi-line Solutions                    
Claims Development [Line Items]                    
Incurred losses and ALAE, net of reinsurance 78,762 78,578 72,913 64,260 65,332 65,332        
Cumulative net paid loss and LAE from the table below (69,096) (67,243) (64,235) (53,093) (41,945) (23,770)        
Short-Duration Insurance Contracts, Incurred but Not Reported (IBNR) Claims Liability, Net $ 4,331                  
Short-Duration Insurance Contract, Cumulative Number of Reported Claims | claim 5,515                  
Cumulative net paid loss and LAE $ 69,096 67,243 64,235 53,093 41,945 23,770        
Accident Year 2017 | Exited Lines                    
Claims Development [Line Items]                    
Incurred losses and ALAE, net of reinsurance 98,646 97,011 95,119 82,545 80,341 75,919        
Cumulative net paid loss and LAE from the table below (68,434) (63,516) (56,839) (51,985) (52,103) (34,177)        
Short-Duration Insurance Contracts, Incurred but Not Reported (IBNR) Claims Liability, Net $ 33,630                  
Short-Duration Insurance Contract, Cumulative Number of Reported Claims | claim 4,309                  
Cumulative net paid loss and LAE $ 68,434 63,516 56,839 51,985 52,103 $ 34,177        
Accident Year 2018 | Short Tail/Monoline Specialty                    
Claims Development [Line Items]                    
Incurred losses and ALAE, net of reinsurance 34,363 36,863 33,570 33,570 33,570          
Cumulative net paid loss and LAE from the table below (33,446) (33,522) (31,323) (31,907) (24,754)          
Short-Duration Insurance Contracts, Incurred but Not Reported (IBNR) Claims Liability, Net $ 559                  
Short-Duration Insurance Contract, Cumulative Number of Reported Claims | claim 858                  
Cumulative net paid loss and LAE $ 33,446 33,522 31,323 31,907 24,754          
Accident Year 2018 | Multi-line Solutions                    
Claims Development [Line Items]                    
Incurred losses and ALAE, net of reinsurance 74,209 73,868 73,868 74,476 74,476          
Cumulative net paid loss and LAE from the table below (70,080) (64,119) (50,320) (42,568) (26,201)          
Short-Duration Insurance Contracts, Incurred but Not Reported (IBNR) Claims Liability, Net $ 10,202                  
Short-Duration Insurance Contract, Cumulative Number of Reported Claims | claim 5,041                  
Cumulative net paid loss and LAE $ 70,080 64,119 50,320 42,568 26,201          
Accident Year 2018 | Exited Lines                    
Claims Development [Line Items]                    
Incurred losses and ALAE, net of reinsurance 96,685 90,348 78,902 68,125 73,492          
Cumulative net paid loss and LAE from the table below (90,791) (80,448) (67,262) (60,149) (25,552)          
Short-Duration Insurance Contracts, Incurred but Not Reported (IBNR) Claims Liability, Net $ 335                  
Short-Duration Insurance Contract, Cumulative Number of Reported Claims | claim 4,864                  
Cumulative net paid loss and LAE $ 90,791 80,448 67,262 60,149 $ 25,552          
Accident Year 2019 | Short Tail/Monoline Specialty                    
Claims Development [Line Items]                    
Incurred losses and ALAE, net of reinsurance 48,800 45,301 48,101 62,922            
Cumulative net paid loss and LAE from the table below (45,031) (41,484) (40,228) (33,714)            
Short-Duration Insurance Contracts, Incurred but Not Reported (IBNR) Claims Liability, Net $ 230                  
Short-Duration Insurance Contract, Cumulative Number of Reported Claims | claim 1,015                  
Cumulative net paid loss and LAE $ 45,031 41,484 40,228 33,714            
Accident Year 2019 | Multi-line Solutions                    
Claims Development [Line Items]                    
Incurred losses and ALAE, net of reinsurance 110,896 106,432 106,432 107,432            
Cumulative net paid loss and LAE from the table below (96,601) (78,803) (59,529) (33,019)            
Short-Duration Insurance Contracts, Incurred but Not Reported (IBNR) Claims Liability, Net $ 1,487                  
Short-Duration Insurance Contract, Cumulative Number of Reported Claims | claim 6,021                  
Cumulative net paid loss and LAE $ 96,601 78,803 59,529 33,019            
Accident Year 2019 | Exited Lines                    
Claims Development [Line Items]                    
Incurred losses and ALAE, net of reinsurance 106,594 92,118 90,598 87,115            
Cumulative net paid loss and LAE from the table below (82,878) (66,682) (63,243) (28,636)            
Short-Duration Insurance Contracts, Incurred but Not Reported (IBNR) Claims Liability, Net $ 2,487                  
Short-Duration Insurance Contract, Cumulative Number of Reported Claims | claim 5,549                  
Cumulative net paid loss and LAE $ 82,878 66,682 63,243 $ 28,636            
Accident Year 2020 | Short Tail/Monoline Specialty                    
Claims Development [Line Items]                    
Incurred losses and ALAE, net of reinsurance 64,859 64,859 66,359              
Cumulative net paid loss and LAE from the table below (70,684) (56,499) (30,974)              
Short-Duration Insurance Contracts, Incurred but Not Reported (IBNR) Claims Liability, Net $ 6,614                  
Short-Duration Insurance Contract, Cumulative Number of Reported Claims | claim 1,258                  
Cumulative net paid loss and LAE $ 70,684 56,499 30,974              
Accident Year 2020 | Multi-line Solutions                    
Claims Development [Line Items]                    
Incurred losses and ALAE, net of reinsurance 134,124 140,880 140,880              
Cumulative net paid loss and LAE from the table below (83,533) (67,216) (33,538)              
Short-Duration Insurance Contracts, Incurred but Not Reported (IBNR) Claims Liability, Net $ 27,390                  
Short-Duration Insurance Contract, Cumulative Number of Reported Claims | claim 5,393                  
Cumulative net paid loss and LAE $ 83,533 67,216 33,538              
Accident Year 2020 | Exited Lines                    
Claims Development [Line Items]                    
Incurred losses and ALAE, net of reinsurance 86,700 86,700 83,900              
Cumulative net paid loss and LAE from the table below (63,468) (54,950) (24,468)              
Short-Duration Insurance Contracts, Incurred but Not Reported (IBNR) Claims Liability, Net $ 5,196                  
Short-Duration Insurance Contract, Cumulative Number of Reported Claims | claim 4,719                  
Cumulative net paid loss and LAE $ 63,468 54,950 $ 24,468              
Accident Year 2021 | Short Tail/Monoline Specialty                    
Claims Development [Line Items]                    
Incurred losses and ALAE, net of reinsurance 100,172 100,172                
Cumulative net paid loss and LAE from the table below (49,526) (14,754)                
Short-Duration Insurance Contracts, Incurred but Not Reported (IBNR) Claims Liability, Net $ 25,018                  
Short-Duration Insurance Contract, Cumulative Number of Reported Claims | claim 1,428                  
Cumulative net paid loss and LAE $ 49,526 14,754                
Accident Year 2021 | Multi-line Solutions                    
Claims Development [Line Items]                    
Incurred losses and ALAE, net of reinsurance 169,566 173,568                
Cumulative net paid loss and LAE from the table below (78,923) (39,388)                
Short-Duration Insurance Contracts, Incurred but Not Reported (IBNR) Claims Liability, Net $ 60,497                  
Short-Duration Insurance Contract, Cumulative Number of Reported Claims | claim 6,486                  
Cumulative net paid loss and LAE $ 78,923 39,388                
Accident Year 2021 | Exited Lines                    
Claims Development [Line Items]                    
Incurred losses and ALAE, net of reinsurance 46,146 49,957                
Cumulative net paid loss and LAE from the table below (15,449) (9,856)                
Short-Duration Insurance Contracts, Incurred but Not Reported (IBNR) Claims Liability, Net $ 33,733                  
Short-Duration Insurance Contract, Cumulative Number of Reported Claims | claim 2,265                  
Cumulative net paid loss and LAE $ 15,449 $ 9,856                
Accident Year 2022 | Short Tail/Monoline Specialty                    
Claims Development [Line Items]                    
Incurred losses and ALAE, net of reinsurance 123,342                  
Cumulative net paid loss and LAE from the table below (19,458)                  
Short-Duration Insurance Contracts, Incurred but Not Reported (IBNR) Claims Liability, Net $ 80,974                  
Short-Duration Insurance Contract, Cumulative Number of Reported Claims | claim 1,282                  
Cumulative net paid loss and LAE $ 19,458                  
Accident Year 2022 | Multi-line Solutions                    
Claims Development [Line Items]                    
Incurred losses and ALAE, net of reinsurance 223,447                  
Cumulative net paid loss and LAE from the table below (55,548)                  
Short-Duration Insurance Contracts, Incurred but Not Reported (IBNR) Claims Liability, Net $ 105,571                  
Short-Duration Insurance Contract, Cumulative Number of Reported Claims | claim 7,330                  
Cumulative net paid loss and LAE $ 55,548                  
Accident Year 2022 | Exited Lines                    
Claims Development [Line Items]                    
Incurred losses and ALAE, net of reinsurance 31,487                  
Cumulative net paid loss and LAE from the table below (16,339)                  
Short-Duration Insurance Contracts, Incurred but Not Reported (IBNR) Claims Liability, Net $ 9,336                  
Short-Duration Insurance Contract, Cumulative Number of Reported Claims | claim 185                  
Cumulative net paid loss and LAE $ 16,339