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DEBT AND OTHER OBLIGATIONS - Non-Recourse Funding Obligations (Details) - USD ($)
3 Months Ended 12 Months Ended
Dec. 31, 2019
Jan. 15, 2016
Oct. 10, 2012
Jun. 30, 2018
Dec. 31, 2019
Dec. 31, 2018
Dec. 31, 2017
May 03, 2018
Debt Instrument [Line Items]                
Estimated initial ceding allowance receivable $ 76,400,000       $ 76,400,000      
Non-recourse funding obligations 3,082,753,000       3,082,753,000 $ 2,888,329,000    
Repurchase of non-recourse funding obligations, at a discount         38,000,000.0      
Payments under agreement         195,000,000 (63,890,000) $ (16,070,000)  
2015 Credit Facility                
Debt Instrument [Line Items]                
Principal amount 1,000,000,000.0       1,000,000,000.0      
Maximum borrowing capacity 1,250,000,000       $ 1,250,000,000      
Facility fee rate         0.125%      
Amended Line Of Credit                
Debt Instrument [Line Items]                
Principal amount $ 1,000,000,000.0       $ 1,000,000,000.0      
Maximum borrowing capacity               $ 1,500,000,000
Facility fee rate         0.125%      
Financing Agreement With Golden Gate And Syndicate Of Risk Takers                
Debt Instrument [Line Items]                
Term of financing agreement   18 years            
Financing capacity under the agreement   $ 2,188,000,000            
Subordinated Debentures 3.55 Percent Due 2038                
Debt Instrument [Line Items]                
Interest rate 3.55%       3.55%      
Golden Gate                
Debt Instrument [Line Items]                
Estimated transfer of policyholder liabilities $ 76,400,000              
Initial premiums transferred 76,400,000       $ 76,400,000      
Golden Gate Captive Insurance Company (Golden Gate)                
Debt Instrument [Line Items]                
Non-recourse funding obligations 2,028,000,000       $ 2,028,000,000 $ 1,883,000,000    
Fixed annual rate         4.70% 4.75%    
Payments made under agreement         $ 0      
Golden Gate II Captive Insurance Company (Golden Gate II)                
Debt Instrument [Line Items]                
Non-recourse funding obligations 274,955,000       $ 274,955,000 $ 273,535,000    
Fixed annual rate         5.06% 4.24%    
Outstanding non-recourse funding obligations 575,000,000       $ 575,000,000      
Non-recourse funding held by external parties 20,600,000       20,600,000      
Non-recourse funding held by nonconsolidated affiliates 309,300,000       309,300,000      
Non-recourse funding held by consolidated subsidiaries 245,100,000       245,100,000      
Payments made under agreement       $ 1,000,000.0 1,000,000.0      
Collateralized obligations under supper agreements 4,900,000       4,900,000      
Golden Gate V Vermont Captive Insurance Company And Red Mountain L L C                
Debt Instrument [Line Items]                
Term of transaction     20 years          
Maximum financing under transaction     $ 945,000,000          
Red Mountain                
Debt Instrument [Line Items]                
Initial principal amount     275,000,000          
Future maximum financing amount     $ 945,000,000          
Principal balance of note $ 720,000,000       720,000,000      
Payments under agreement         $ 0      
Golden Gate V Vermont Captive Insurance Company (Golden Gate V)                
Debt Instrument [Line Items]                
Interest rate 6.25%       6.25%      
Non-recourse funding obligations $ 777,527,000       $ 777,527,000 $ 729,454,000    
Fixed annual rate         5.12% 5.12%    
Future scheduled capital contributions         $ 107,300,000      
Outstanding non-recourse funding obligation 720,000,000       720,000,000      
Maximum principal amount 945,000,000       945,000,000      
Subordinated Debt | Subordinated Debentures 3.55 Percent Due 2038                
Debt Instrument [Line Items]                
Outstanding principal 110,000,000.0       110,000,000.0      
Surplus Notes | Golden Gate | Steel City Notes                
Debt Instrument [Line Items]                
Amount of debt issued $ 2,028,000,000.000 2,188,000,000     $ 2,028,000,000.000      
Surplus Notes | Steel City | Golden Gate Surplus Notes                
Debt Instrument [Line Items]                
Amount of debt issued   $ 2,188,000,000            
Base Rate | 2015 Credit Facility                
Debt Instrument [Line Items]                
Variable rate         0.50%      
Base Rate | Amended Line Of Credit                
Debt Instrument [Line Items]                
Variable rate         0.50%      
LIBOR | 2015 Credit Facility                
Debt Instrument [Line Items]                
Variable rate         1.00%      
LIBOR | Amended Line Of Credit                
Debt Instrument [Line Items]                
Variable rate         1.00%