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INVESTMENTS - Restricted assets (Details) - USD ($)
$ in Thousands
Dec. 31, 2018
Dec. 31, 2017
Restricted Investments [Line Items]    
Collateral in Trust for inter-company agreements $ 2,121,522 $ 3,310,180
Collateral for secured letter of credit facility 470,051 386,451
Funds at Lloyd's 1,307,945 1,192,717
Collateral in Trust for third party agreements 1,510,416 2,085,443
Collateral in Trust for third party agreements 1,510,416 2,085,443
Securities on deposit with regulatory authorities 64,360 53,925
Total restricted investments 5,474,294 7,028,716
Syndicate 2007    
Restricted Investments [Line Items]    
Collateral in Trust for third party agreements 403,000 1,120,000
Collateral in Trust for third party agreements 403,000 1,120,000
Pledged cash for third party insurance and reinsurance agreements 39,000 55,000
Syndicate 1686    
Restricted Investments [Line Items]    
Pledged cash for third party insurance and reinsurance agreements $ 154,000 $ 140,000