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RESERVE FOR LOSSES AND LOSS EXPENSES - Summary of Prior Year Reserve Development by Segment and Reserving Class (Details) - USD ($) $ in Thousands | 12 Months Ended
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Dec. 31, 2022 | Dec. 31, 2021 | Dec. 31, 2020
Liability for Future Policy Benefit, by Product Segment [Line Items] |  |  |
Prior year favorable (adverse) adjustments | $ 25,533 | $ 32,410 | $ 15,909
Insurance |  |  |
Liability for Future Policy Benefit, by Product Segment [Line Items] |  |  |
Prior year favorable (adverse) adjustments | 16,350 | 18,360 | 8,937
Insurance | Property |  |  |
Liability for Future Policy Benefit, by Product Segment [Line Items] |  |  |
Prior year favorable (adverse) adjustments | 52,512 | 71,032 | 44,054
Insurance | Accident and health |  |  |
Liability for Future Policy Benefit, by Product Segment [Line Items] |  |  |
Prior year favorable (adverse) adjustments | (12,856) | 15,844 | 2,738
Insurance | Marine and aviation |  |  |
Liability for Future Policy Benefit, by Product Segment [Line Items] |  |  |
Prior year favorable (adverse) adjustments | 27,927 | 42,535 | 23,195
Insurance | Cyber |  |  |
Liability for Future Policy Benefit, by Product Segment [Line Items] |  |  |
Prior year favorable (adverse) adjustments | 8,416 | (7,329) | 2,205
Insurance | Professional lines |  |  |
Liability for Future Policy Benefit, by Product Segment [Line Items] |  |  |
Prior year favorable (adverse) adjustments | (29,093) | (71,258) | (37,866)
Insurance | Credit and political risk |  |  |
Liability for Future Policy Benefit, by Product Segment [Line Items] |  |  |
Prior year favorable (adverse) adjustments | 24,361 | 10,363 | (745)
Insurance | Liability |  |  |
Liability for Future Policy Benefit, by Product Segment [Line Items] |  |  |
Prior year favorable (adverse) adjustments | (54,917) | (42,827) | (24,644)
Reinsurance |  |  |
Liability for Future Policy Benefit, by Product Segment [Line Items] |  |  |
Prior year favorable (adverse) adjustments | 9,183 | 14,049 | 6,972
Reinsurance | Accident and health |  |  |
Liability for Future Policy Benefit, by Product Segment [Line Items] |  |  |
Prior year favorable (adverse) adjustments | 14,199 | 5,861 | 7,373
Reinsurance | Marine and aviation |  |  |
Liability for Future Policy Benefit, by Product Segment [Line Items] |  |  |
Prior year favorable (adverse) adjustments | 2,597 | (10,767) | (12,664)
Reinsurance | Professional lines |  |  |
Liability for Future Policy Benefit, by Product Segment [Line Items] |  |  |
Prior year favorable (adverse) adjustments | (54,820) | (23,718) | (15,352)
Reinsurance | Liability |  |  |
Liability for Future Policy Benefit, by Product Segment [Line Items] |  |  |
Prior year favorable (adverse) adjustments | (58,148) | (17,919) | (29,656)
Reinsurance | Motor |  |  |
Liability for Future Policy Benefit, by Product Segment [Line Items] |  |  |
Prior year favorable (adverse) adjustments | 18,161 | 43,968 | 21,086
Reinsurance | Credit and surety |  |  |
Liability for Future Policy Benefit, by Product Segment [Line Items] |  |  |
Prior year favorable (adverse) adjustments | 43,567 | 3,436 | 36,828
Reinsurance | Agriculture |  |  |
Liability for Future Policy Benefit, by Product Segment [Line Items] |  |  |
Prior year favorable (adverse) adjustments | 11,703 | 423 | 5,606
Reinsurance | Run Off Lines |  |  |
Liability for Future Policy Benefit, by Product Segment [Line Items] |  |  |
Prior year favorable (adverse) adjustments | 31,924 | 12,765 | (6,249)
Reinsurance | Run Off Lines | Property |  |  |
Liability for Future Policy Benefit, by Product Segment [Line Items] |  |  |
Prior year favorable (adverse) adjustments | 42,523 | 17,651 | 6,818
Reinsurance | Run Off Lines | Catastrophe |  |  |
Liability for Future Policy Benefit, by Product Segment [Line Items] |  |  |
Prior year favorable (adverse) adjustments | (504) | (36) | (3,547)
Reinsurance | Run Off Lines | Engineering |  |  |
Liability for Future Policy Benefit, by Product Segment [Line Items] |  |  |
Prior year favorable (adverse) adjustments | $ (10,095) | $ (4,850) | $ (9,520)

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