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RELATED PARTY TRANSACTIONS (Details) - USD ($)
1 Months Ended 12 Months Ended
Aug. 31, 2018
Dec. 31, 2020
Dec. 31, 2019
Dec. 31, 2018
Related Party Transaction [Line Items]        
Other investments   $ 829,156,000 $ 770,923,000  
Ceded premiums   2,490,529,000 2,409,243,000 $ 2,251,103,000
Ceded losses and loss expenses   1,914,000,000 1,602,000,000 1,565,000,000
Insurance and reinsurance balances payable   1,092,042,000 1,349,082,000  
Stone Point Group        
Related Party Transaction [Line Items]        
Fees paid to related party   3,000,000 3,000,000 2,000,000
NXT Capital II        
Related Party Transaction [Line Items]        
Other investments   7,000,000    
NXT Capital III        
Related Party Transaction [Line Items]        
Other investments   18,000,000    
NXT Capital        
Related Party Transaction [Line Items]        
Fees paid to related party       1,000,000
Freedom Consumer Credit Fund, LLC Series B        
Related Party Transaction [Line Items]        
Fees paid to related party   2,000,000 3,000,000 2,000,000
Other investments   38,000,000    
Stone Point Trident Fund VIII        
Related Party Transaction [Line Items]        
Fees paid to related party   1,000,000 0 0
Other investments   23,000,000    
Stone Point Trident VIII Co-Invest        
Related Party Transaction [Line Items]        
Other investments   11,000,000    
Chairman        
Related Party Transaction [Line Items]        
Fees paid to related party   400,000 400,000 500,000
Significant influence        
Related Party Transaction [Line Items]        
Other investments   404,000,000 410,000,000  
Harrington Re        
Related Party Transaction [Line Items]        
Ceded premiums   256,000,000 247,000,000 194,000,000
Ceded losses and loss expenses   187,000,000 157,000,000 142,000,000
Reinsurance recoverable on unpaid and paid losses   641,000,000 518,000,000  
Insurance and reinsurance balances payable   188,000,000 159,000,000  
Ventures Re        
Related Party Transaction [Line Items]        
Ceded premiums   0 192,000,000 182,000,000
Ceded losses and loss expenses   0 140,000,000 $ 138,000,000
Reinsurance recoverable on unpaid and paid losses   0 199,000,000  
Insurance and reinsurance balances payable   $ 0 $ 46,000,000  
Stone Point Group | NXT Capital        
Related Party Transaction [Line Items]        
Percentage ownership by related parties 43.00%      
Stone Point Group | Pantheon        
Related Party Transaction [Line Items]        
Percentage ownership by related parties   14.50%