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Reclassifications of Accumulated Other Comprehensive Income (Parenthetical) (Detail) - USD ($)
$ in Thousands
12 Months Ended
Mar. 15, 2018
Dec. 29, 2017
Dec. 31, 2018
Dec. 31, 2017
Dec. 31, 2016
Reclassification Adjustment out of Accumulated Other Comprehensive Income [Line Items]          
Net realized capital gains/ losses     $ (3,241) $ 107,222 $ 63,205
Alleghany Capital          
Reclassification Adjustment out of Accumulated Other Comprehensive Income [Line Items]          
Gain on settlement of contingent consideration liabilities       20,900  
Reinsurance Segment          
Reclassification Adjustment out of Accumulated Other Comprehensive Income [Line Items]          
Write-down of assets       (7,900)  
Insurance Segment | Ares          
Reclassification Adjustment out of Accumulated Other Comprehensive Income [Line Items]          
Net realized capital gains/ losses $ 45,700   45,700    
Pacific Comp          
Reclassification Adjustment out of Accumulated Other Comprehensive Income [Line Items]          
Pre-tax gain from sale of business       8,400  
Stranded Oil Resources Corporation          
Reclassification Adjustment out of Accumulated Other Comprehensive Income [Line Items]          
Loss on sale of oil field   $ (4,800)   $ (4,800)  
Write down of oil field assets     $ 35,400   $ 98,800