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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)

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