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Goodwill and Intangible Assets, net - Schedule of Finite and Indefinite-Lived Intangible Assets (Details) - USD ($)
$ in Thousands
Sep. 30, 2022
Dec. 31, 2021
Schedule of Intangible Assets, Net [Line Items]    
Total finite-lived intangible assets $ 104,851 $ 107,873
Total indefinite-lived intangible assets 15,489 14,885
Total intangible assets, net 120,340 122,758
Goodwill 185,944 179,103
Total goodwill and intangible assets, net 306,284 301,861
Other    
Schedule of Intangible Assets, Net [Line Items]    
Total finite-lived intangible assets 220 326
Total indefinite-lived intangible assets 1,728 1,124
Total intangible assets, net 1,948 1,450
Goodwill 1,708 1,708
Total goodwill and intangible assets, net 3,656 3,158
Insurance licensing agreements    
Schedule of Intangible Assets, Net [Line Items]    
Total indefinite-lived intangible assets 13,761 13,761
Insurance licensing agreements | Other    
Schedule of Intangible Assets, Net [Line Items]    
Total indefinite-lived intangible assets 0 0
Other    
Schedule of Intangible Assets, Net [Line Items]    
Total indefinite-lived intangible assets 1,728 1,124
Other | Other    
Schedule of Intangible Assets, Net [Line Items]    
Total indefinite-lived intangible assets 1,728 1,124
Customer relationships    
Schedule of Intangible Assets, Net [Line Items]    
Finite-lived intangible assets, gross 149,310 143,300
Accumulated amortization (56,775) (45,997)
Customer relationships | Other    
Schedule of Intangible Assets, Net [Line Items]    
Finite-lived intangible assets, gross 0 0
Accumulated amortization 0 0
Trade names    
Schedule of Intangible Assets, Net [Line Items]    
Finite-lived intangible assets, gross 15,806 15,550
Accumulated amortization (7,282) (6,153)
Trade names | Other    
Schedule of Intangible Assets, Net [Line Items]    
Finite-lived intangible assets, gross 800 800
Accumulated amortization (580) (520)
Software licensing    
Schedule of Intangible Assets, Net [Line Items]    
Finite-lived intangible assets, gross 12,778 9,940
Accumulated amortization (9,630) (9,384)
Software licensing | Other    
Schedule of Intangible Assets, Net [Line Items]    
Finite-lived intangible assets, gross 640 640
Accumulated amortization (640) (594)
Insurance policies and contracts acquired    
Schedule of Intangible Assets, Net [Line Items]    
Finite-lived intangible assets, gross 36,500 36,500
Accumulated amortization (36,362) (36,320)
Insurance policies and contracts acquired | Other    
Schedule of Intangible Assets, Net [Line Items]    
Finite-lived intangible assets, gross 0 0
Accumulated amortization 0 0
Other    
Schedule of Intangible Assets, Net [Line Items]    
Finite-lived intangible assets, gross 743 640
Accumulated amortization (237) (203)
Other | Other    
Schedule of Intangible Assets, Net [Line Items]    
Finite-lived intangible assets, gross 0 0
Accumulated amortization 0 0
Insurance | Operating segments    
Schedule of Intangible Assets, Net [Line Items]    
Total finite-lived intangible assets 104,631 107,547
Total indefinite-lived intangible assets 13,761 13,761
Total intangible assets, net 118,392 121,308
Goodwill 184,236 177,395
Total goodwill and intangible assets, net 302,628 298,703
Insurance | Insurance licensing agreements | Operating segments    
Schedule of Intangible Assets, Net [Line Items]    
Total indefinite-lived intangible assets 13,761 13,761
Insurance | Other | Operating segments    
Schedule of Intangible Assets, Net [Line Items]    
Total indefinite-lived intangible assets 0 0
Insurance | Customer relationships | Operating segments    
Schedule of Intangible Assets, Net [Line Items]    
Finite-lived intangible assets, gross 149,310 143,300
Accumulated amortization (56,775) (45,997)
Insurance | Trade names | Operating segments    
Schedule of Intangible Assets, Net [Line Items]    
Finite-lived intangible assets, gross 15,006 14,750
Accumulated amortization (6,702) (5,633)
Insurance | Software licensing | Operating segments    
Schedule of Intangible Assets, Net [Line Items]    
Finite-lived intangible assets, gross 12,138 9,300
Accumulated amortization (8,990) (8,790)
Insurance | Insurance policies and contracts acquired | Operating segments    
Schedule of Intangible Assets, Net [Line Items]    
Finite-lived intangible assets, gross 36,500 36,500
Accumulated amortization (36,362) (36,320)
Insurance | Other | Operating segments    
Schedule of Intangible Assets, Net [Line Items]    
Finite-lived intangible assets, gross 743 640
Accumulated amortization $ (237) $ (203)