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Segment Information - Revenues (Details) - USD ($)
$ in Millions
3 Months Ended 6 Months Ended
Jun. 30, 2018
Jun. 30, 2017
Jun. 30, 2018
Jun. 30, 2017
Segment Reporting Information [Line Items]        
Earned premiums and fee income $ 4,285 $ 3,741 $ 8,535 $ 7,457
Net investment income 428 395 879 805
Realized Investment Gains (Losses) 52 55 22 79
Other revenues 24 23 44 42
Total revenues 4,789 4,214 9,480 8,383
Property and Casualty, Commercial Insurance Product Line [Member]        
Segment Reporting Information [Line Items]        
Earned premiums and fee income 1,753 1,729 3,473 3,427
Property and Casualty, Commercial Insurance Product Line [Member] | Workers’ compensation        
Segment Reporting Information [Line Items]        
Earned premiums and fee income 832 820 1,650 1,633
Property and Casualty, Commercial Insurance Product Line [Member] | Liability        
Segment Reporting Information [Line Items]        
Earned premiums and fee income 159 152 310 300
Property and Casualty, Commercial Insurance Product Line [Member] | Package business        
Segment Reporting Information [Line Items]        
Earned premiums and fee income 338 326 670 640
Property and Casualty, Commercial Insurance Product Line [Member] | Automobile        
Segment Reporting Information [Line Items]        
Earned premiums and fee income 148 161 297 322
Property and Casualty, Commercial Insurance Product Line [Member] | Professional liability        
Segment Reporting Information [Line Items]        
Earned premiums and fee income 63 60 125 120
Property and Casualty, Commercial Insurance Product Line [Member] | Bond        
Segment Reporting Information [Line Items]        
Earned premiums and fee income 61 58 119 113
Property and Casualty, Commercial Insurance Product Line [Member] | Property        
Segment Reporting Information [Line Items]        
Earned premiums and fee income 152 152 302 299
Property and Casualty, Personal Insurance Product Line [Member]        
Segment Reporting Information [Line Items]        
Earned premiums and fee income 866 941 1,735 1,886
Property and Casualty, Personal Insurance Product Line [Member] | AARP Members [Member]        
Segment Reporting Information [Line Items]        
Earned premiums and fee income 758 800 1,500 1,600
Property and Casualty, Personal Insurance Product Line [Member] | Automobile        
Segment Reporting Information [Line Items]        
Earned premiums and fee income 604 660 1,211 1,322
Property and Casualty, Personal Insurance Product Line [Member] | Property        
Segment Reporting Information [Line Items]        
Earned premiums and fee income 262 281 524 564
Group Insurance Policies [Member]        
Segment Reporting Information [Line Items]        
Earned premiums and fee income 1,401 824 2,802 1,659
Group Insurance Policies [Member] | Group disability        
Segment Reporting Information [Line Items]        
Earned premiums and fee income 690 379 1,367 760
Group Insurance Policies [Member] | Group life        
Segment Reporting Information [Line Items]        
Earned premiums and fee income 652 394 1,316 793
Group Insurance Policies [Member] | Other        
Segment Reporting Information [Line Items]        
Earned premiums and fee income 59 51 119 106
Mutual Fund [Member]        
Segment Reporting Information [Line Items]        
Earned premiums and fee income 261 247 519 484
Mutual Fund [Member] | Talcott Resolution [Member]        
Segment Reporting Information [Line Items]        
Earned premiums and fee income 25 26 51 52
Mutual Fund [Member] | Mutual fund and Exchange-Traded Products (ETP) [2]        
Segment Reporting Information [Line Items]        
Earned premiums and fee income 236 221 468 432
Corporate        
Segment Reporting Information [Line Items]        
Earned premiums and fee income $ 4 0 $ 6 1
Operating Expense [Member]        
Segment Reporting Information [Line Items]        
Distribution Costs   $ 46   $ 92