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Taxation (Tables) | 12 Months Ended
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Dec. 31, 2018
Income Tax Disclosure [Abstract] |
Schedule of Income before Income Tax, Domestic and Foreign | The following is a summary of the Company’s income (loss) before taxes allocated between domestic and foreign operations:
| Year ended December 31, | 2018 |  | 2017 |  | 2016 |
| Domestic |  |  |  |  |  |
| Bermuda | $ | 349,959 |  |  | $ | (262,827 | ) |  | $ | 652,758 |  |
| Foreign |  |  |  |  |  |
| U.S. | (56,261 | ) |  | (11,897 | ) |  | (1,236 | ) |
| U.K. | (28,574 | ) |  | (41,656 | ) |  | (24,278 | ) |
| Singapore | (3,226 | ) |  | (12,421 | ) |  | 2,180 |  |
| Ireland | 551 |  |  | 617 |  |  | 964 |  |
| Switzerland | 166 |  |  | — |  |  | — |  |
| Income (loss) before taxes | $ | 262,615 |  |  | $ | (328,184 | ) |  | $ | 630,388 |  |
Schedule of Components of Income Tax (Expense) Benefit | Income tax benefit (expense) is comprised as follows:
| Year ended December 31, 2018 | Current |  | Deferred |  | Total |
| Total income tax (expense) benefit | $ | (1,668 | ) |  | $ | 7,970 |  |  | $ | 6,302 |  |
| Year ended December 31, 2017 |  |  |  |  |  |
| Total income tax expense | $ | (844 | ) |  | $ | (25,643 | ) |  | $ | (26,487 | ) |
| Year ended December 31, 2016 |  |  |  |  |  |
| Total income tax (expense) benefit | $ | (2,090 | ) |  | $ | 1,750 |  |  | $ | (340 | ) |
Schedule of Effective Income Tax Rate Reconciliation | A reconciliation of the difference between the provision for income taxes and the expected tax provision at the weighted average tax rate is as follows:
| Year ended December 31, | 2018 |  | 2017 |  | 2016 |
| Expected income tax benefit | $ | 17,697 |  |  | $ | 14,216 |  |  | $ | 4,856 |  |
| Tax exempt income | 944 |  |  | 3,794 |  |  | 4,487 |  |
| Non-taxable foreign exchange gains (losses) | 586 |  |  | 2,574 |  |  | (1,126 | ) |
| Effect of change in tax rate | (708 | ) |  | (38,083 | ) |  | (1,421 | ) |
| U.S. base erosion and anti-abuse tax | (1,271 | ) |  | — |  |  | — |  |
| Withholding tax | (1,831 | ) |  | (216 | ) |  | (2,578 | ) |
| Transfer pricing | (2,481 | ) |  | (11 | ) |  | 27 |  |
| Change in valuation allowance | (5,255 | ) |  | (11,718 | ) |  | (924 | ) |
| Other | (1,379 | ) |  | 2,957 |  |  | (3,661 | ) |
| Income tax benefit (expense) | $ | 6,302 |  |  | $ | (26,487 | ) |  | $ | (340 | ) |
Schedule of Deferred Tax Assets and Liabilities | The tax effects of temporary differences that give rise to significant portions of the deferred tax assets and deferred tax liabilities are presented below:
| At December 31, | 2018 |  | 2017 |
| Deferred tax assets |  |  |  |
| Tax loss and credit carryforwards | $ | 60,395 |  |  | $ | 62,643 |  |
| Reserve for claims and claim expenses | 17,345 |  |  | 13,992 |  |
| Deferred finance charges | 14,646 |  |  | 11,320 |  |
| Unearned premiums | 10,108 |  |  | 9,436 |  |
| Investments | 4,427 |  |  | — |  |
| Accrued expenses | 4,292 |  |  | 2,641 |  |
| Deferred underwriting results | 3,514 |  |  | 3,407 |  |
|  | 114,727 |  |  | 103,439 |  |
| Deferred tax liabilities |  |  |  |
| Deferred acquisition expenses | (11,801 | ) |  | (12,343 | ) |
| Amortization and depreciation | (2,992 | ) |  | (3,340 | ) |
| Investments | — |  |  | (1,047 | ) |
|  | (14,793 | ) |  | (16,730 | ) |
| Net deferred tax asset before valuation allowance | 99,934 |  |  | 86,709 |  |
| Valuation allowance | (35,271 | ) |  | (30,016 | ) |
| Net deferred tax asset | $ | 64,663 |  |  | $ | 56,693 |  |

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- Definition Tabular disclosure of the components of income tax expense attributable to continuing operations for each year presented including, but not limited to: current tax expense (benefit), deferred tax expense (benefit), investment tax credits, government grants, the benefits of operating loss carryforwards, tax expense that results from allocating certain tax benefits either directly to contributed capital or to reduce goodwill or other noncurrent intangible assets of an acquired entity, adjustments of a deferred tax liability or asset for enacted changes in tax laws or rates or a change in the tax status of the entity, and adjustments of the beginning-of-the-year balances of a valuation allowance because of a change in circumstances that causes a change in judgment about the realizability of the related deferred tax asset in future years. + References Reference 1: http://fasb.org/us-gaap/role/ref/legacyRef -Publisher FASB -Name Accounting Standards Codification -Topic 740 -SubTopic 10 -Section 50 -Paragraph 9 -URI http://asc.fasb.org/extlink&oid=84230637&loc=d3e32639-109319 + Details
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- Definition Tabular disclosure of the components of net deferred tax asset or liability recognized in an entity's statement of financial position, including the following: the total of all deferred tax liabilities, the total of all deferred tax assets, the total valuation allowance recognized for deferred tax assets. + References Reference 1: http://fasb.org/us-gaap/role/ref/legacyRef -Publisher FASB -Name Accounting Standards Codification -Topic 740 -SubTopic 10 -Section 50 -Paragraph 2 -URI http://asc.fasb.org/extlink&oid=84230637&loc=d3e32537-109319 + Details
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