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RELATED PARTY TRANSACTIONS (Details) - USD ($)
$ in Thousands
12 Months Ended
Jun. 29, 2021
Dec. 31, 2021
Dec. 31, 2020
Dec. 31, 2019
Related Party Transaction [Line Items]        
Other investments   $ 947,982 $ 829,156  
Ceded premiums   2,759,360 2,490,529 $ 2,409,243
Ceded losses and loss expenses   1,782,000 1,914,000 1,602,000
Insurance and reinsurance balances payable   1,324,620 1,092,042  
Stone Point Group        
Related Party Transaction [Line Items]        
Fees paid to related party   2,000 3,000 3,000
Freedom Consumer Credit Fund, LLC Series B        
Related Party Transaction [Line Items]        
Fees paid to related party   3,000 2,000 3,000
Other investments   47,000    
Stone Point Trident Fund VIII        
Related Party Transaction [Line Items]        
Fees paid to related party   4,000 1,000 0
Other investments   79,000    
Stone Point Trident VIII Co-Invest        
Related Party Transaction [Line Items]        
Other investments   25,000    
Chairman        
Related Party Transaction [Line Items]        
Fees paid to related party     400 400
Significant influence        
Related Party Transaction [Line Items]        
Other investments   555,000 404,000  
Harrington Re        
Related Party Transaction [Line Items]        
Ceded premiums   283,000 256,000 247,000
Ceded losses and loss expenses   188,000 187,000 157,000
Reinsurance recoverable on unpaid and paid losses   717,000 641,000  
Insurance and reinsurance balances payable   189,000 188,000  
Ventures Re        
Related Party Transaction [Line Items]        
Ceded premiums       192,000
Ceded losses and loss expenses       140,000
Stone Point's Private Equity Fund | Investment In Related Party        
Related Party Transaction [Line Items]        
Other investments   20,000    
Stone Point Credit Corporation | Investment In Related Party        
Related Party Transaction [Line Items]        
Other investments   12,000    
Senior Unsecured Notes Due 2031 | Investment In Related Party        
Related Party Transaction [Line Items]        
Other investments $ 10,000      
Related party transaction floating rate (as a percent) 7.25%      
Rialto Real Estate Fund IV-Property        
Related Party Transaction [Line Items]        
Fees paid to related party   1,000 $ 0 $ 0
Other investments   $ 16,000    
Stone Point Group | Pantheon        
Related Party Transaction [Line Items]        
Percentage ownership by related parties   14.50%