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Amortized Cost and Fair Value of Available For Sale Securities (Detail) - USD ($)
$ in Thousands
Dec. 31, 2020
Dec. 31, 2019
Schedule of Available-for-sale Securities [Line Items]    
Debt securities, amortized cost $ 14,898,522 $ 13,798,576
Debt securities, gross unrealized gains 762,200 445,800
Debt securities, gross unrealized losses (39,600) (32,800)
Debt securities, allowance for credit losses (2,579) [1] 0
Debt securities, fair value 15,618,470 14,211,745
Amortized Cost or Cost 15,612,700 14,713,500
Gross Unrealized Gains 762,200 445,800
Gross Unrealized Losses (39,600) (32,800)
Allowance for Credit Losses [1] (2,600)  
Fair Value 16,332,700 15,126,500
U.S. Government obligations    
Schedule of Available-for-sale Securities [Line Items]    
Debt securities, amortized cost 1,317,600 1,198,500
Debt securities, gross unrealized gains 44,000 19,300
Debt securities, gross unrealized losses (1,500) (2,800)
Debt securities, allowance for credit losses [1] 0  
Debt securities, fair value 1,360,100 1,215,000
Municipal bonds    
Schedule of Available-for-sale Securities [Line Items]    
Debt securities, amortized cost 2,489,100 2,190,500
Debt securities, gross unrealized gains 168,300 118,700
Debt securities, gross unrealized losses (600) (1,300)
Debt securities, allowance for credit losses [1] 0  
Debt securities, fair value 2,656,800 2,307,900
Foreign government obligations    
Schedule of Available-for-sale Securities [Line Items]    
Debt securities, amortized cost 846,600 675,900
Debt securities, gross unrealized gains 33,400 16,400
Debt securities, gross unrealized losses (500) (1,600)
Debt securities, allowance for credit losses [1] 0  
Debt securities, fair value 879,500 690,700
U.S. corporate bonds    
Schedule of Available-for-sale Securities [Line Items]    
Debt securities, amortized cost 3,262,000 3,206,200
Debt securities, gross unrealized gains 289,700 155,100
Debt securities, gross unrealized losses (3,500) (2,300)
Debt securities, allowance for credit losses [1] (2,500)  
Debt securities, fair value 3,545,700 3,359,000
Foreign corporate bonds    
Schedule of Available-for-sale Securities [Line Items]    
Debt securities, amortized cost 1,268,300 1,348,100
Debt securities, gross unrealized gains 55,600 32,200
Debt securities, gross unrealized losses (700) (2,900)
Debt securities, allowance for credit losses [1] (100)  
Debt securities, fair value 1,323,100 1,377,400
RMBS    
Schedule of Available-for-sale Securities [Line Items]    
Debt securities, amortized cost 2,533,600 1,785,100
Debt securities, gross unrealized gains 78,300 56,100
Debt securities, gross unrealized losses (500) (800)
Debt securities, allowance for credit losses [1] 0  
Debt securities, fair value [2] 2,611,400 1,840,400
CMBS    
Schedule of Available-for-sale Securities [Line Items]    
Debt securities, amortized cost 852,600 849,900
Debt securities, gross unrealized gains 45,300 23,200
Debt securities, gross unrealized losses (7,600) (1,400)
Debt securities, allowance for credit losses [1] 0  
Debt securities, fair value 890,300 871,700
Other asset-backed securities    
Schedule of Available-for-sale Securities [Line Items]    
Debt securities, amortized cost [3] 2,328,700 2,544,500
Debt securities, gross unrealized gains [3] 47,600 24,800
Debt securities, gross unrealized losses [3] (24,700) (19,700)
Debt securities, allowance for credit losses [1],[3] 0  
Debt securities, fair value [3] 2,351,600 2,549,600
Short-term Investments    
Schedule of Available-for-sale Securities [Line Items]    
Amortized Cost or Cost 714,200 914,800
Gross Unrealized Gains 0 0
Gross Unrealized Losses 0 0
Allowance for Credit Losses [1] 0  
Fair Value $ 714,200 $ 914,800
[1] See Note 1(r) for further information regarding Alleghany’s adoption of new credit loss accounting guidance.
[2] Primarily includes government agency pass-through securities guaranteed by a government agency or government sponsored enterprise, among other types of RMBS.
[3] Includes $878.4 million and $834.2 million of collateralized loan obligations as of December 31, 2020 and 2019, respectively.