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RESERVE FOR LOSSES AND LOSS EXPENSES - Incurred losses narrative (Details) - USD ($)
$ in Thousands
12 Months Ended
Apr. 01, 2017
Feb. 13, 2017
Dec. 31, 2017
Dec. 31, 2016
Dec. 31, 2015
Oct. 02, 2017
Mar. 20, 2017
Mar. 19, 2017
Dec. 31, 2014
Additional Information Related to Net Incurred Losses [Line Items]                  
Current year net loss and loss expenses     $ 3,487,826 $ 2,496,574 $ 2,419,247        
Reserve for losses and loss expenses     12,997,553 9,697,827 9,646,285       $ 9,596,797
Reinsurance recoverable on unpaid and paid losses     3,338,840 2,334,922          
Foreign exchange and other     (1,713,227) 205,606 215,018        
Net favorable (adverse) prior year reserve development     200,054 292,377 243,048        
Retroactive Reinsurance Recoverable                  
Additional Information Related to Net Incurred Losses [Line Items]                  
Foreign exchange and other     150,000            
Discontinued Operations, Disposed of by Means Other than Sale                  
Additional Information Related to Net Incurred Losses [Line Items]                  
Liability for unpaid claims and claims adjustment expense   $ (223,000)              
Reduction in reinsurance recoverables on unpaid and paid loses by   $ 223,000              
Aviabel                  
Additional Information Related to Net Incurred Losses [Line Items]                  
Interests acquired 100.00%                
Reserves of businesses acquired $ 79,000                
Reinsurance recoverable on unpaid and paid losses $ 5,000                
Novae                  
Additional Information Related to Net Incurred Losses [Line Items]                  
Interests acquired           100.00%      
Reserve for losses and loss expenses     2,126,000            
Reinsurance recoverable on unpaid and paid losses     788,000            
Reinsurance                  
Additional Information Related to Net Incurred Losses [Line Items]                  
Net favorable (adverse) prior year reserve development     151,085 236,472 219,601        
Insurance                  
Additional Information Related to Net Incurred Losses [Line Items]                  
Net favorable (adverse) prior year reserve development     48,969 55,905 23,447        
Short Tail Lines Insurance and Reinsurance Business                  
Additional Information Related to Net Incurred Losses [Line Items]                  
Net favorable (adverse) prior year reserve development     60,000 148,000 152,000        
Professional Lines | Reinsurance                  
Additional Information Related to Net Incurred Losses [Line Items]                  
Net favorable (adverse) prior year reserve development     44,000 30,000 38,000        
Professional Lines | Insurance                  
Additional Information Related to Net Incurred Losses [Line Items]                  
Net favorable (adverse) prior year reserve development     26,000 14,000 (14,000)        
Credit and Surety                  
Additional Information Related to Net Incurred Losses [Line Items]                  
Net favorable (adverse) prior year reserve development     33,000 10,000 27,000        
Credit and Political Risk                  
Additional Information Related to Net Incurred Losses [Line Items]                  
Net favorable (adverse) prior year reserve development         (15,000)        
Motor Reserve Class                  
Additional Information Related to Net Incurred Losses [Line Items]                  
Net favorable (adverse) prior year reserve development     1,000 55,000 37,000        
Short-Duration Contracts, Discounted Liabilities, Discount Rate             (0.75%) 2.50%  
Liability Insurance Business | Reinsurance                  
Additional Information Related to Net Incurred Losses [Line Items]                  
Net favorable (adverse) prior year reserve development     43,000 44,000 46,000        
Liability Insurance Business | Insurance                  
Additional Information Related to Net Incurred Losses [Line Items]                  
Net favorable (adverse) prior year reserve development     (8,000) (8,000) (27,000)        
Catastrophe and Weather-related Events                  
Additional Information Related to Net Incurred Losses [Line Items]                  
Current year net loss and loss expenses     $ 835,000 $ 204,000 $ 100,000