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SUMMARY OF SIGNIFICANT ACCOUNTING POLICIES - Description of Business (Details)
$ / shares in Units, $ in Thousands
12 Months Ended
Dec. 31, 2019
company
state
$ / shares
Dec. 31, 2018
USD ($)
$ / shares
Dec. 31, 2017
$ / shares
DESCRIPTION OF BUSINESS      
Number of insurance companies through which the entity conducts operations | company 3    
Common Stock, Par or Stated Value Per Share | $ / shares $ 0.01 $ 0.01 $ 1.00
Reclassification From Common Stock   $ 66,400  
Reclassification Into Paid In Capital   66,400  
RLI Ins.      
DESCRIPTION OF BUSINESS      
Number of states in which entity operates | state 50    
Mt. Hawley Insurance Company      
DESCRIPTION OF BUSINESS      
Number of states in which entity operates | state 50    
Contractors Bonding and Insurance Company      
DESCRIPTION OF BUSINESS      
Number of states in which entity operates | state 50    
Common stock      
DESCRIPTION OF BUSINESS      
Reclassification due to change in par value   (66,409)  
Paid-in Capital      
DESCRIPTION OF BUSINESS      
Reclassification due to change in par value   $ 66,409