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RELATED PARTY TRANSACTIONS (Details) - USD ($)
$ in Thousands
12 Months Ended
Dec. 31, 2019
Dec. 31, 2018
Dec. 31, 2017
Dec. 31, 2016
Related Party Transaction [Line Items]        
Other investments   $ 787,787 $ 1,009,373  
Ceded premiums   2,251,103 1,529,130 $ 1,217,234
Ceded losses and loss expenses   1,565,000 1,010,000 556,000
Insurance and reinsurance balances payable   1,338,991 899,064  
Stone Point Group        
Related Party Transaction [Line Items]        
Fees paid to related party   2,000 2,000 3,000
NXT Capital II        
Related Party Transaction [Line Items]        
Other investments   18,000    
NXT Capital III        
Related Party Transaction [Line Items]        
Other investments   20,000    
NXT Capital        
Related Party Transaction [Line Items]        
Fees paid to related party   1,000 1,000 1,000
Freedom Consumer Credit Fund, LLC Series B        
Related Party Transaction [Line Items]        
Fees paid to related party   2,000 1,000  
Other investments   50,000    
Chairman        
Related Party Transaction [Line Items]        
Fees paid to related party   500 500 $ 600
Significant influence        
Related Party Transaction [Line Items]        
Other investments   450,000 451,000  
Harrington Re        
Related Party Transaction [Line Items]        
Ceded premiums   194,000 213,000  
Ceded losses and loss expenses   142,000 119,000  
Reinsurance recoverable on unpaid and paid losses   363,000 152,000  
Insurance and reinsurance balances payable   115,000 142,000  
Ventures Re        
Related Party Transaction [Line Items]        
Ceded premiums   182,000 107,000  
Ceded losses and loss expenses   138,000 126,000  
Reinsurance recoverable on unpaid and paid losses   186,000 131,000  
Insurance and reinsurance balances payable   $ 67,000 $ 17,000  
Scenario, Forecast | Chairman        
Related Party Transaction [Line Items]        
Fees paid to related party $ 500      
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%