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Quarterly Operating Results (Unaudited) - Narrative (Details) - USD ($)
$ in Millions
3 Months Ended 6 Months Ended 12 Months Ended
Dec. 31, 2020
Sep. 30, 2020
Jun. 30, 2020
Mar. 31, 2020
Dec. 31, 2019
Sep. 30, 2019
Jun. 30, 2019
Mar. 31, 2019
Jun. 30, 2020
Dec. 31, 2020
Dec. 31, 2019
Dec. 31, 2018
Quarterly Operating Results (Unaudited) [Line Items]                        
Realized gains (losses) on securities                   $ 289 $ 287 $ (266)
Pretax catastrophe losses $ 38 $ 57 $ 26 $ 9 $ 15 $ 22 $ 12 $ 12   130 61  
Pretax COVID-19 related losses     105 10           115    
Other Security Investments                        
Quarterly Operating Results (Unaudited) [Line Items]                        
Realized gains (losses) on securities 384 15 2 (16) (2) (3) 12 2   385 9  
Property and casualty insurance | Other lines                        
Quarterly Operating Results (Unaudited) [Line Items]                        
Increase in asbestos and environmental reserves   47       18       47 18 18
Property and casualty insurance | Other lines | Neon Capital Limited                        
Quarterly Operating Results (Unaudited) [Line Items]                        
Pretax catastrophe losses                   37 13  
Pretax COVID-19 related losses                 $ 20 20    
Other                        
Quarterly Operating Results (Unaudited) [Line Items]                        
Write off of deferred debt issuance cost due to the retirement of debt 5       5              
Other | Former railroad and manufacturing operations                        
Quarterly Operating Results (Unaudited) [Line Items]                        
Increase in asbestos and environmental reserves   21       11            
Annuity | Other Security Investments                        
Quarterly Operating Results (Unaudited) [Line Items]                        
Realized gains (losses) on securities 369                      
Equity securities                        
Quarterly Operating Results (Unaudited) [Line Items]                        
Realized gains (losses) on securities                   (96) 277 (265)
Equity securities | Accounting Standards Update 2016-01                        
Quarterly Operating Results (Unaudited) [Line Items]                        
Realized gains (losses) on securities $ 207 $ 30 $ 202 $ (535) $ 67 $ (15) $ 44 $ 182   (96) 278  
Total fixed maturities                        
Quarterly Operating Results (Unaudited) [Line Items]                        
Realized gains (losses) on securities                   $ 422 $ (3) $ (20)