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HISTORICAL LOSS AND LAE DEVELOPMENT - Reserve Development (Details) - USD ($)
$ in Thousands
12 Months Ended
Dec. 31, 2018
Dec. 31, 2017
Dec. 31, 2016
(Favorable)/unfavorable reserve development      
(Favorable)/unfavorable reserve development $ (49,950) $ (38,868) $ (41,994)
Casualty segment      
(Favorable)/unfavorable reserve development      
(Favorable)/unfavorable reserve development (33,252) (17,462) (32,401)
Property segment      
(Favorable)/unfavorable reserve development      
(Favorable)/unfavorable reserve development (10,813) (12,134) (4,793)
Property segment | Marine      
(Favorable)/unfavorable reserve development      
(Favorable)/unfavorable reserve development (5,000) (6,800) (2,100)
Property segment | Assumed property      
(Favorable)/unfavorable reserve development      
(Favorable)/unfavorable reserve development (2,800)   (2,500)
Property segment | Commercial property      
(Favorable)/unfavorable reserve development      
(Favorable)/unfavorable reserve development (2,000) (3,200)  
Property segment | Other direct property products      
(Favorable)/unfavorable reserve development      
(Favorable)/unfavorable reserve development     200
Surety segment      
(Favorable)/unfavorable reserve development      
(Favorable)/unfavorable reserve development (5,885) (9,272) (4,800)
Surety segment | Commercial surety product      
(Favorable)/unfavorable reserve development      
(Favorable)/unfavorable reserve development (4,600) (3,500) (1,700)
Surety segment | Contract surety product      
(Favorable)/unfavorable reserve development      
(Favorable)/unfavorable reserve development   (4,400) (100)
Surety segment | Energy surety product      
(Favorable)/unfavorable reserve development      
(Favorable)/unfavorable reserve development (1,700) (1,500) (1,900)
Surety segment | Miscellaneous Surety Product      
(Favorable)/unfavorable reserve development      
(Favorable)/unfavorable reserve development 800 100 (1,100)
Primary Occurrence | Casualty segment      
(Favorable)/unfavorable reserve development      
(Favorable)/unfavorable reserve development (15,600)    
Primary Occurrence | Casualty segment | General liability      
(Favorable)/unfavorable reserve development      
(Favorable)/unfavorable reserve development (6,700) (4,600) (17,600)
Primary Occurrence | Casualty segment | P&C Package      
(Favorable)/unfavorable reserve development      
(Favorable)/unfavorable reserve development   (3,200) (6,200)
Excess Occurrence | Casualty segment      
(Favorable)/unfavorable reserve development      
(Favorable)/unfavorable reserve development (21,400)    
Excess Occurrence | Casualty segment | Commercial products      
(Favorable)/unfavorable reserve development      
(Favorable)/unfavorable reserve development (10,800) (9,900) (13,800)
Excess Occurrence | Casualty segment | Personal umbrella      
(Favorable)/unfavorable reserve development      
(Favorable)/unfavorable reserve development   (1,100) 4,900
Claims Made | Casualty segment      
(Favorable)/unfavorable reserve development      
(Favorable)/unfavorable reserve development (3,900)    
Claims Made | Casualty segment | Executive products      
(Favorable)/unfavorable reserve development      
(Favorable)/unfavorable reserve development   (4,400) (14,700)
Claims Made | Casualty segment | Medical professional liability      
(Favorable)/unfavorable reserve development      
(Favorable)/unfavorable reserve development   3,700  
Claims Made | Casualty segment | Miscellaneous Professional Liability Member      
(Favorable)/unfavorable reserve development      
(Favorable)/unfavorable reserve development     (800)
Transportation | Casualty segment      
(Favorable)/unfavorable reserve development      
(Favorable)/unfavorable reserve development $ (500) $ 7,400 $ 15,400