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RESERVE FOR LOSSES AND LOSS EXPENSES - Incurred losses narrative (Details) - USD ($)
$ in Thousands
3 Months Ended 12 Months Ended
Feb. 13, 2017
Dec. 31, 2018
Sep. 30, 2018
Jun. 30, 2018
Mar. 31, 2018
Dec. 31, 2017
Dec. 31, 2017
Sep. 30, 2017
Jun. 30, 2017
Mar. 31, 2017
Dec. 31, 2018
Dec. 31, 2017
Dec. 31, 2016
Apr. 16, 2018
Oct. 02, 2017
Apr. 01, 2017
Mar. 20, 2017
Mar. 19, 2017
Dec. 31, 2015
Additional Information Related to Net Incurred Losses [Line Items]                                      
Net losses and loss expenses, net of reinstatement premiums                     $ 3,389,949 $ 3,487,826 $ 2,496,574            
Reinsurance recoverable on unpaid losses   $ 3,501,669       $ 3,159,514 $ 3,159,514       3,501,669 3,159,514 2,276,109 $ 108,000         $ 2,031,309
Reserve for losses and loss expenses   12,280,769       12,997,553 12,997,553       12,280,769 12,997,553 9,697,827           $ 9,646,285
Foreign exchange and other                     1,156,412 (1,713,227) 205,606            
Net favorable (adverse) prior year reserve development                     199,662 200,054 292,377            
Net premiums earned   $ 1,214,469 $ 1,224,075 $ 1,185,548 $ 1,167,402 1,211,495   $ 1,017,131 $ 981,431 $ 938,703 4,791,495 4,148,760 3,705,625            
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%      
Reinsurance recoverable on unpaid and paid losses           5,000 5,000         5,000              
Foreign exchange and other           79,000 79,000         79,000              
Novae                                      
Additional Information Related to Net Incurred Losses [Line Items]                                      
Interests acquired                             100.00%        
Reserve for losses and loss expenses           2,126,000 2,126,000         2,126,000              
Reinsurance recoverable on unpaid and paid losses           $ 788,000 788,000         788,000              
Net premiums earned             $ 140,635                        
Catastrophe and Weather-related Events                                      
Additional Information Related to Net Incurred Losses [Line Items]                                      
Net losses and loss expenses, net of reinstatement premiums                     430,000 835,000 204,000            
Syndicate 2007                                      
Additional Information Related to Net Incurred Losses [Line Items]                                      
Ceded reserves for losses and loss expenses                     819,000                
Reinsurance                                      
Additional Information Related to Net Incurred Losses [Line Items]                                      
Net favorable (adverse) prior year reserve development                     106,856 139,595 243,399            
Insurance                                      
Additional Information Related to Net Incurred Losses [Line Items]                                      
Net favorable (adverse) prior year reserve development                     92,806 60,459 48,978            
Short Tail Lines Insurance and Reinsurance Business                                      
Additional Information Related to Net Incurred Losses [Line Items]                                      
Net favorable (adverse) prior year reserve development                     86,000 60,000 148,000            
Professional lines | Reinsurance                                      
Additional Information Related to Net Incurred Losses [Line Items]                                      
Net favorable (adverse) prior year reserve development                     21,000 44,000 30,000            
Professional lines | Insurance                                      
Additional Information Related to Net Incurred Losses [Line Items]                                      
Net favorable (adverse) prior year reserve development                     32,000 26,000 14,000            
Credit and surety | Reinsurance                                      
Additional Information Related to Net Incurred Losses [Line Items]                                      
Net favorable (adverse) prior year reserve development                     33,000 33,000 10,000            
Motor Reserve Class | Reinsurance                                      
Additional Information Related to Net Incurred Losses [Line Items]                                      
Net favorable (adverse) prior year reserve development                     23,000 1,000 55,000            
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                     23,000 43,000 44,000            
Liability Insurance Business | Insurance                                      
Additional Information Related to Net Incurred Losses [Line Items]                                      
Net favorable (adverse) prior year reserve development                     (22,000) (8,000) (8,000)            
Operating Segments                                      
Additional Information Related to Net Incurred Losses [Line Items]                                      
Net premiums earned                     4,791,495 4,148,760 3,705,625            
Operating Segments | Reinsurance                                      
Additional Information Related to Net Incurred Losses [Line Items]                                      
Net premiums earned                     2,428,889 2,332,322 2,171,343            
Operating Segments | Insurance                                      
Additional Information Related to Net Incurred Losses [Line Items]                                      
Net premiums earned                     2,362,606 1,816,438 1,534,282            
Operating Segments | Professional lines | Reinsurance                                      
Additional Information Related to Net Incurred Losses [Line Items]                                      
Net premiums earned                     220,687 226,622 289,868            
Operating Segments | Professional lines | Insurance                                      
Additional Information Related to Net Incurred Losses [Line Items]                                      
Net premiums earned                     570,241 519,759 510,806            
Operating Segments | Accident and health | Reinsurance                                      
Additional Information Related to Net Incurred Losses [Line Items]                                      
Net premiums earned                     299,813 289,925 243,039            
Operating Segments | Accident and health | Insurance                                      
Additional Information Related to Net Incurred Losses [Line Items]                                      
Net premiums earned                     $ 207,777 $ 199,121 $ 141,107