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Investments - Additional Information (Detail)
$ in Thousands
3 Months Ended
Mar. 31, 2021
USD ($)
Investment
Mar. 31, 2020
USD ($)
Dec. 31, 2020
USD ($)
Investments [Line Items]      
Proceeds from sale of equity securities $ 262,690 $ 602,627  
Proceeds from sale of debt securities $ 1,197,630 1,960,691  
Securities impairment test description Alleghany continually monitors the difference between amortized cost and the estimated fair value of its debt investments. The analysis of a security’s decline in value is performed in its functional currency.  Debt securities in an unrealized loss position are evaluated for credit losses if they meet any of the following criteria: (i) they are trading at a discount of at least 20 percent to amortized cost and have a credit rating below investment grade or are not rated; (ii) there has been a negative credit or news event with respect to the issuer that could indicate the existence of a credit loss; or (iii) Alleghany intends to sell, or it is more likely than not that Alleghany will sell, the debt security before recovery of its amortized cost basis. If Alleghany intends to sell, or it is more likely than not that Alleghany will sell, a debt security before recovery of its amortized cost basis, the total amount of the unrealized loss position is recognized as a credit loss in earnings. To the extent that a debt security that is in an unrealized loss position is not impaired based on the preceding, Alleghany will consider a debt security to be impaired when it believes it to be probable that Alleghany will not be able to collect the entire amortized cost basis. For debt securities in an unrealized loss position as of the end of each quarter, Alleghany develops a best estimate of the present value of expected cash flows. If the results of the cash flow analysis indicate that Alleghany will not recover the full amount of its amortized cost basis in the debt security, Alleghany records a credit loss in earnings equal to the difference between the present value of expected cash flows and the amortized cost basis of the debt security. If applicable, the difference between the total unrealized loss position on the debt security and the total loss recognized in earnings is the non-credit related portion, which is recorded as a component of other comprehensive income. In developing the cash flow analyses for debt securities, Alleghany considers various factors for the different categories of debt securities. For municipal bonds, Alleghany takes into account the taxing power of the issuer, source of revenue, credit risk and enhancements and pre-refunding. For mortgage and asset-backed securities, Alleghany discounts its best estimate of future cash flows at an effective rate equal to the original effective yield of the security or, in the case of floating rate securities, at the current coupon. Alleghany’s models include assumptions about prepayment speeds, default and delinquency rates, underlying collateral (if any), credit ratings, credit enhancements and other observable market data. For corporate bonds, Alleghany reviews business prospects, credit ratings and available information from asset managers and rating agencies for individual securities.    
Changes in allowance for credit losses (reduction) for available for sale securities $ (1,972) $ 31,375  
Other invested assets 508,674   $ 465,153
Commercial mortgage loans 639,621   670,239
Commercial mortgage loan investments in default or in arrears $ 0    
Minimum      
Investments [Line Items]      
Term of commercial mortgage loans 2 years    
Maximum      
Investments [Line Items]      
Term of commercial mortgage loans 10 years    
Pillar Capital Holdings Limited And Managed Funds      
Investments [Line Items]      
Other invested assets $ 172,700   $ 173,300
Debt Securities      
Investments [Line Items]      
Number of securities in an unrealized loss position | Investment 1,205    
Number of securities in an unrealized loss position for 12 months or more | Investment 140