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Liability for Unpaid Losses and Loss Adjustment Expenses - Summary of Cumulative Paid Claims and Allocated Claim Adjustment Expenses, Net of Reinsurance (Details) - USD ($) $ in Thousands | Dec. 31, 2019 | Dec. 31, 2018 | Dec. 31, 2017 | Dec. 31, 2016 | Dec. 31, 2015
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Claims Development [Line Items] |  |  |  |  |
Cumulative Paid Loss and Defense & Cost Containment Expenses, Net of Reinsurance | $ 1,605,276 |  |  |  |
All outstanding liabilities before 2015, net of reinsurance | (208) |  |  |  |
Liabilities for claims and claim adjustment expenses, net of reinsurance | 129,455 |  |  |  |
Accident Year 2015 [Member] |  |  |  |  |
Claims Development [Line Items] |  |  |  |  |
Cumulative Paid Loss and Defense & Cost Containment Expenses, Net of Reinsurance | 226,550 | $ 219,941 | $ 208,592 | $ 191,481 | $ 115,328
Accident Year 2016 [Member] |  |  |  |  |
Claims Development [Line Items] |  |  |  |  |
Cumulative Paid Loss and Defense & Cost Containment Expenses, Net of Reinsurance | 349,837 | 328,286 | 297,374 | $ 204,122 |
Accident Year 2017 [Member] |  |  |  |  |
Claims Development [Line Items] |  |  |  |  |
Cumulative Paid Loss and Defense & Cost Containment Expenses, Net of Reinsurance | 365,588 | 328,105 | $ 205,200 |  |
Accident Year 2018 [Member] |  |  |  |  |
Claims Development [Line Items] |  |  |  |  |
Cumulative Paid Loss and Defense & Cost Containment Expenses, Net of Reinsurance | 327,310 | $ 253,008 |  |  |
Accident Year 2019 [Member] |  |  |  |  |
Claims Development [Line Items] |  |  |  |  |
Cumulative Paid Loss and Defense & Cost Containment Expenses, Net of Reinsurance | $ 335,991 |  |  |  |

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