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Segment Information - Revenues (Details) - USD ($) $ in Millions	3 Months Ended		6 Months Ended
	Jun. 30, 2019	Jun. 30, 2018	Jun. 30, 2019	Jun. 30, 2018
Segment Reporting Information [Line Items]
Earned premiums and fee income	$ 4,492	$ 4,285	$ 8,746	$ 8,535
Net investment income	488	428	958	879
Realized Investment Gains (Losses)	80	52	243	22
Other revenues	32	24	85	44
Total revenues	5,092	4,789	10,032	9,480
Corporate
Segment Reporting Information [Line Items]
Earned premiums and fee income	12	4	25	6
Property and Casualty, Commercial Insurance Product Line [Member]
Segment Reporting Information [Line Items]
Earned premiums and fee income	1,996	1,753	3,782	3,473
Property and Casualty, Commercial Insurance Product Line [Member] | Workers’ compensation
Segment Reporting Information [Line Items]
Earned premiums and fee income	832	832	1,656	1,650
Property and Casualty, Commercial Insurance Product Line [Member] | Liability
Segment Reporting Information [Line Items]
Earned premiums and fee income	233	159	401	310
Property and Casualty, Commercial Insurance Product Line [Member] | Marine
Segment Reporting Information [Line Items]
Earned premiums and fee income	27	0	27	0
Property and Casualty, Commercial Insurance Product Line [Member] | Package business
Segment Reporting Information [Line Items]
Earned premiums and fee income	365	338	717	670
Property and Casualty, Commercial Insurance Product Line [Member] | Property
Segment Reporting Information [Line Items]
Earned premiums and fee income	175	152	331	302
Property and Casualty, Commercial Insurance Product Line [Member] | Professional liability
Segment Reporting Information [Line Items]
Earned premiums and fee income	98	63	166	125
Property and Casualty, Commercial Insurance Product Line [Member] | Bond
Segment Reporting Information [Line Items]
Earned premiums and fee income	65	61	125	119
Property and Casualty, Commercial Insurance Product Line [Member] | Assumed Reinsurance
Segment Reporting Information [Line Items]
Earned premiums and fee income	29	0	29	0
Property and Casualty, Commercial Insurance Product Line [Member] | Automobile
Segment Reporting Information [Line Items]
Earned premiums and fee income	172	148	330	297
Property and Casualty, Personal Insurance Product Line [Member]
Segment Reporting Information [Line Items]
Earned premiums and fee income	811	866	1,619	1,735
Property and Casualty, Personal Insurance Product Line [Member] | AARP Members [Member]
Segment Reporting Information [Line Items]
Earned premiums and fee income	726	758	1,400	1,500
Property and Casualty, Personal Insurance Product Line [Member] | Property
Segment Reporting Information [Line Items]
Earned premiums and fee income	246	262	493	524
Property and Casualty, Personal Insurance Product Line [Member] | Automobile
Segment Reporting Information [Line Items]
Earned premiums and fee income	565	604	1,126	1,211
Group Insurance Policies [Member]
Segment Reporting Information [Line Items]
Earned premiums and fee income	1,422	1,401	2,831	2,802
Group Insurance Policies [Member] | Group disability
Segment Reporting Information [Line Items]
Earned premiums and fee income	723	690	1,427	1,367
Group Insurance Policies [Member] | Group life
Segment Reporting Information [Line Items]
Earned premiums and fee income	638	652	1,281	1,316
Group Insurance Policies [Member] | Other
Segment Reporting Information [Line Items]
Earned premiums and fee income	61	59	123	119
Mutual Fund [Member]
Segment Reporting Information [Line Items]
Earned premiums and fee income	251	261	489	519
Mutual Fund [Member] | Third party retail customers [Member]
Segment Reporting Information [Line Items]
Earned premiums and fee income	227	236	443	468
Mutual Fund [Member] | Talcott Resolution [Member]
Segment Reporting Information [Line Items]
Earned premiums and fee income	$ 24	$ 25	$ 46	$ 51

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