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Business Held for Sale and Discontinued Operations - Narrative (Details) - Discontinued Operations, Held-for-sale
$ in Millions
9 Months Ended
Sep. 30, 2020
USD ($)
subsidiary
Sep. 30, 2020
USD ($)
subsidiary
Sep. 30, 2019
USD ($)
Dec. 31, 2019
USD ($)
Dec. 18, 2019
USD ($)
Jun. 01, 2018
subsidiary
Individual Life Transaction            
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]            
Number of subsidiaries to be discontinued | subsidiary 5 5        
Purchase price $ 1,250 $ 1,250        
Cash consideration 902          
Equity interest in RLGH 225 225        
Principal amount in surplus notes that will be retained by the Company 123 123        
Reverse termination fee payable if Resolution MTA is terminated in prescribed circumstances related to failure to provide a committed financing facility         $ 100  
Reverse termination fee payable if Resolution MTA is terminated in prescribed circumstances related to failure to obtain certain approvals or consents         $ 20  
Maximum amount of financial obligations guaranteed under limited guarantee provided by RLGH 1,300 1,300        
Estimated loss on sale, net of tax $ 1,339 1,339   $ 1,108    
Loss on sale, net of tax   $ (231) $ 0      
2018 Transaction            
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]            
Number of subsidiaries to be discontinued | subsidiary           2
Additional loss on sale     $ 82      
RLI and VRIAC | SLD | Individual Life Transaction            
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]            
Reinsurance agreement, reinsurance quota share, percent of respective individual life insurance and annuities of businesses 100.00% 100.00%        
RLNY | SLD | Individual Life Transaction            
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]            
Reinsurance agreement, reinsurance quota share, percent of respective individual life insurance and annuities of businesses 75.00% 75.00%        
Reinsurance agreement, reserves expected to be ceded $ 10,300 $ 10,300