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CREDIT FACILITIES - Summary of Outstanding Letters of Credit and Borrowings (Details) - USD ($)
Sep. 30, 2023
Aug. 18, 2023
Dec. 31, 2022
Dec. 30, 2022
Nov. 03, 2021
Aug. 27, 2021
Aug. 09, 2021
May 05, 2021
Feb. 23, 2021
Line of Credit Facility [Line Items]                  
Commitment $ 1,700,000,000                
Wells Fargo Bank Bilateral LOC Agreement                  
Line of Credit Facility [Line Items]                  
Commitment 500,000,000   $ 500,000,000         $ 500,000,000 $ 50,000,000
In Use 434,000,000   463,000,000            
Wells Fargo Bank Bilateral LOC Agreement One                  
Line of Credit Facility [Line Items]                  
Commitment 500,000,000   500,000,000            
In Use 266,000,000   463,000,000            
Wells Fargo Bank Bilateral LOC Agreement Two                  
Line of Credit Facility [Line Items]                  
In Use 121,000,000   0            
Wells Fargo Bank Bilateral LOC Agreement Three                  
Line of Credit Facility [Line Items]                  
In Use 23,000,000   0            
Wells Fargo Bank Bilateral LOC Agreement Four                  
Line of Credit Facility [Line Items]                  
In Use 24,000,000   0            
Total Citibank Bilateral Agreement                  
Line of Credit Facility [Line Items]                  
Commitment 370,000,000   370,000,000            
In Use 338,000,000   329,000,000            
Bermuda Re Citibank LOC Facility One                  
Line of Credit Facility [Line Items]                  
Commitment 230,000,000   230,000,000       $ 230,000,000    
In Use 209,000,000   1,000,000            
Bermuda Re Citibank LOC Facility Two                  
Line of Credit Facility [Line Items]                  
In Use 0   4,000,000            
Bermuda Re Citibank LOC Facility Three                  
Line of Credit Facility [Line Items]                  
In Use 4,000,000   1,000,000            
Bermuda Re Citibank LOC Facility Four                  
Line of Credit Facility [Line Items]                  
In Use 1,000,000   1,000,000            
Bermuda Re Citibank LOC Facility Five                  
Line of Credit Facility [Line Items]                  
In Use 3,000,000   3,000,000            
Bermuda Re Citibank LOC Facility Six                  
Line of Credit Facility [Line Items]                  
In Use 1,000,000   212,000,000            
Bermuda Re Citibank LOC Facility Seven                  
Line of Credit Facility [Line Items]                  
In Use 6,000,000   0            
Bermuda Re Citibank LOC Facility Eight                  
Line of Credit Facility [Line Items]                  
In Use 1,000,000   0            
Bermuda Re Citibank LOC Facility - Uncommitted                  
Line of Credit Facility [Line Items]                  
Commitment 140,000,000   140,000,000            
In Use 105,000,000   87,000,000            
Bermuda Re Citibank Letter of Credit Facility Nine                  
Line of Credit Facility [Line Items]                  
In Use 7,000,000   18,000,000            
Bayerische Landesbank Bilateral Secured Credit Facility                  
Line of Credit Facility [Line Items]                  
Commitment 200,000,000   200,000,000     $ 200,000,000      
In Use 179,000,000   184,000,000            
Bermuda Re Bayerische Landesbank Bilateral Unsecured Letter of Credit Facility                  
Line of Credit Facility [Line Items]                  
Commitment 150,000,000   150,000,000 $ 150,000,000          
In Use 150,000,000   150,000,000            
Total Bermuda Re Lloyd's Bank LOC Facility                  
Line of Credit Facility [Line Items]                  
Commitment 250,000,000 $ 250,000,000 250,000,000            
In Use 206,000,000   186,000,000            
Bermuda Re Lloyd's Bank LOC Facility One                  
Line of Credit Facility [Line Items]                  
Commitment 250,000,000   50,000,000            
In Use 158,000,000   50,000,000            
Bermuda Re Lloyd's Bank LOC Facility Two                  
Line of Credit Facility [Line Items]                  
In Use 48,000,000                
Bermuda Re Lloyd's Bank LOC Facility-Uncommitted                  
Line of Credit Facility [Line Items]                  
Commitment 0   200,000,000            
In Use 0   136,000,000            
Bermuda Re Barclays Bilateral Letter of Credit Facility                  
Line of Credit Facility [Line Items]                  
Commitment 200,000,000   200,000,000   $ 200,000,000        
In Use $ 179,000,000   $ 179,000,000