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Schedule II (Details) - Condensed Statement of Cash Flows - USD ($)
$ in Millions
3 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
Dec. 31, 2020
Dec. 31, 2019
Dec. 31, 2018
Condensed Statement of Cash Flows                      
Net income $ 1,310 $ 827 $ (40) $ 600 $ 873 $ 396 $ 557 $ 796 $ 2,697 $ 2,622 $ 2,523
Deferred federal income tax benefit                 (29) (33) (13)
Other operating activities                 129 535 190
Net cash provided by operating activities                 6,519 5,205 4,380
Net purchases of short-term securities                 (566) (957) 908
Net cash used in investing activities                 (4,892) (2,902) (2,329)
Treasury stock acquired — share repurchase authorization                 (625) (1,500) (1,270)
Treasury stock acquired — net employee share-based compensation                 (47) (48) (51)
Dividends paid to shareholders                 (861) (844) (814)
Payment of debt                 (500) (500) (600)
Issuance of debt                 490 492 591
Issuance of common stock -- employee share options                 127 213 132
Net cash used in financing activities                 (1,416) (2,187) (2,012)
Net increase in cash                 227 121 29
Cash at beginning of year       494       373 494 373 344
Cash at end of year 721       494       721 494 373
Cash received during the year for taxes                 (578) (428) (408)
Cash paid during the year for interest                 339 338 347
Travelers [Member]                      
Condensed Statement of Cash Flows                      
Net income                 2,697 2,622 2,523
Equity in net income of subsidiaries                 (2,900) (2,789) (2,714)
Dividends received from consolidated subsidiaries                 1,964 2,459 2,258
Deferred federal income tax benefit                 3 (2) 28
Change in income taxes payable                 (6) 3 100
Other operating activities                 (79) (79) (35)
Net cash provided by operating activities                 1,679 2,214 2,160
Net purchases of short-term securities                 (256) (19) (141)
Other investments, net                 (7) (8) (7)
Net cash used in investing activities                 (263) (27) (148)
Treasury stock acquired — share repurchase authorization                 (625) (1,500) (1,270)
Treasury stock acquired — net employee share-based compensation                 (47) (48) (51)
Dividends paid to shareholders                 (861) (844) (814)
Payment of debt                 (500) (500) (600)
Issuance of debt                 490 492 591
Issuance of common stock -- employee share options                 127 213 132
Net cash used in financing activities                 (1,416) (2,187) (2,012)
Net increase in cash                 0 0 0
Cash at beginning of year       $ 0       $ 0 0 0 0
Cash at end of year $ 0       $ 0       0 0 0
Cash received during the year for taxes                 81 78 283
Cash paid during the year for interest                 $ 291 $ 291 $ 300