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Stockholders' Equity - Additional Information (Detail) - USD ($)
1 Months Ended 12 Months Ended
Mar. 16, 2020
Feb. 29, 2020
Dec. 31, 2021
Dec. 31, 2020
Dec. 31, 2019
Sep. 30, 2019
Dec. 31, 2018
Jun. 30, 2018
Stockholders Equity Note [Line Items]                
Remaining authorized repurchases under share repurchase program     $ 141,900,000          
Amount of equity unavailable for dividends or advances from subsidiaries     7,300,000,000          
Stockholders' equity attributable to Alleghany stockholders     9,186,882,000 $ 8,755,720,000 $ 8,776,734,000   $ 7,692,710,000  
Amount available for dividends or advances, parent level     1,900,000,000          
Dividends paid     $ 0 215,013,000 0      
Dividend Declared in 2020                
Stockholders Equity Note [Line Items]                
Dividends paid $ 215,000,000.0              
Special dividend declared per share   $ 15.00            
Dividend record date   Mar. 05, 2020            
Dividend payable nature     special          
Operating Segments                
Stockholders Equity Note [Line Items]                
Stockholders' equity attributable to Alleghany stockholders     $ 9,495,400,000          
Operating Segments | Reinsurance Segment and Insurance Segment                
Stockholders Equity Note [Line Items]                
Stockholders' equity attributable to Alleghany stockholders     8,157,500,000          
Statutory net income of insurance operating units     681,400,000 274,800,000        
Combined statutory capital and surplus of insurance operating unit     7,200,000,000 6,800,000,000        
Transatlantic Reinsurance Company                
Stockholders Equity Note [Line Items]                
Amount of dividend that can be declared without regulatory approval     108,600,000          
Dividends paid     $ 290,000,000.0 $ 245,000,000.0 $ 220,000,000.0      
Stock Repurchase Programs 2018                
Stockholders Equity Note [Line Items]                
Aggregate amount of common stock authorized for repurchase               $ 400,000,000.0
Stock Repurchase Programs 2019                
Stockholders Equity Note [Line Items]                
Aggregate amount of common stock authorized for repurchase           $ 500,000,000.0