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GOODWILL AND INTANGIBLE ASSETS - Summary of Gross Amount and Accumulated Amortization by Category (Details) - USD ($) $ in Thousands | Dec. 31, 2022 | Dec. 31, 2021 | Dec. 31, 2020 | Dec. 31, 2019
--- | --- | --- | --- | ---
Finite-Lived Intangible Assets [Line Items] |  |  |  |
Gross amount | $ 515,388 | $ 515,388 |  |
Accumulated amortization | (317,588) | (306,671) | $ (291,901) | $ (275,846)
Intangible Assets, Net (Excluding Goodwill), Total | 197,800 | 208,717 |  |
U.S. state licenses |  |  |  |
Finite-Lived Intangible Assets [Line Items] |  |  |  |
Gross amount | 26,036 | 26,036 |  |
Intangible Assets, Net (Excluding Goodwill), Total | 26,036 | 26,036 |  |
Novae | VOBA - Novae |  |  |  |
Finite-Lived Intangible Assets [Line Items] |  |  |  |
Gross amount | 256,942 | 256,942 |  |
Accumulated amortization | (256,942) | (256,942) |  |
Intangible Assets, Net (Excluding Goodwill), Total | 0 | 0 |  |
Novae | Coverholders |  |  |  |
Finite-Lived Intangible Assets [Line Items] |  |  |  |
Gross amount | 63,565 | 63,565 |  |
Accumulated amortization | (27,812) | (22,514) |  |
Intangible Assets, Net (Excluding Goodwill), Total | 35,753 | 41,051 |  |
Novae | Large brokers |  |  |  |
Finite-Lived Intangible Assets [Line Items] |  |  |  |
Gross amount | 46,641 | 46,641 |  |
Accumulated amortization | (16,325) | (13,215) |  |
Intangible Assets, Net (Excluding Goodwill), Total | 30,316 | 33,426 |  |
Novae | SME brokers |  |  |  |
Finite-Lived Intangible Assets [Line Items] |  |  |  |
Gross amount | 14,126 | 14,126 |  |
Accumulated amortization | (6,180) | (5,003) |  |
Intangible Assets, Net (Excluding Goodwill), Total | 7,946 | 9,123 |  |
Novae | Syndicate capacity |  |  |  |
Finite-Lived Intangible Assets [Line Items] |  |  |  |
Gross amount | 94,748 | 94,748 |  |
Intangible Assets, Net (Excluding Goodwill), Total | 94,748 | 94,748 |  |
Tiernan | Customer relationships and customers lists - Ternian |  |  |  |
Finite-Lived Intangible Assets [Line Items] |  |  |  |
Gross amount | 13,330 | 13,330 |  |
Accumulated amortization | (10,329) | (8,997) |  |
Intangible Assets, Net (Excluding Goodwill), Total | $ 3,001 | $ 4,333 |  |

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