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Cash and Investments - Changes in Level 3 Financial Assets (Details) - USD ($)
$ in Millions
12 Months Ended
Apr. 17, 2019
Dec. 31, 2020
Dec. 31, 2019
ICICI Lombard General Insurance Company Limited      
Changes in fair value measurement, assets [abstract]      
Ownership percentage     9.90%
Significant unobservable inputs (Level 3)      
Changes in fair value measurement, assets [abstract]      
Balance - January 1   $ 4,935.1 $ 5,374.0
Net realized and unrealized gains (losses) included in the consolidated statement of earnings   178.2 708.3
Purchases   1,290.1 890.9
Transfer out of category due to change in accounting treatment   (149.3)  
Sales and distributions   (894.3) 1,389.2
Transfer out of category   (44.4) (613.3)
Unrealized foreign currency translation gains (losses) on foreign operations included in other comprehensive income   17.9 31.3
Deconsolidation of non-insurance subsidiary (note 23)   (156.5)  
Assets held for sale (note 23)     (66.9)
Balance - December 31   5,176.8 4,935.1
Limited partnerships and other | Significant unobservable inputs (Level 3)      
Changes in fair value measurement, assets [abstract]      
Balance - January 1   1,846.7 1,810.7
Net realized and unrealized gains (losses) included in the consolidated statement of earnings   155.9 136.0
Purchases   198.1 196.6
Transfer out of category due to change in accounting treatment   0.0  
Sales and distributions   392.8 251.9
Transfer out of category   (44.4) (39.0)
Unrealized foreign currency translation gains (losses) on foreign operations included in other comprehensive income   3.4 6.8
Deconsolidation of non-insurance subsidiary (note 23)   0.0  
Assets held for sale (note 23)     (12.5)
Balance - December 31   1,766.9 1,846.7
Private placement debt securities | Significant unobservable inputs (Level 3)      
Changes in fair value measurement, assets [abstract]      
Balance - January 1   1,420.1 1,992.9
Net realized and unrealized gains (losses) included in the consolidated statement of earnings   99.3 (159.8)
Purchases   1,012.8 424.5
Transfer out of category due to change in accounting treatment   (149.3)  
Sales and distributions   474.6 806.6
Transfer out of category   0.0 0.0
Unrealized foreign currency translation gains (losses) on foreign operations included in other comprehensive income   12.5 23.3
Deconsolidation of non-insurance subsidiary (note 23)   (146.6)  
Assets held for sale (note 23)     (54.2)
Balance - December 31   1,774.2 1,420.1
Derivatives and other invested assets | Significant unobservable inputs (Level 3)      
Changes in fair value measurement, assets [abstract]      
Balance - January 1   764.3 476.7
Net realized and unrealized gains (losses) included in the consolidated statement of earnings   (100.4) 195.9
Purchases   44.2 195.3
Transfer out of category due to change in accounting treatment   0.0  
Sales and distributions   0.0 109.2
Transfer out of category   0.0 0.0
Unrealized foreign currency translation gains (losses) on foreign operations included in other comprehensive income   (0.6) 5.8
Deconsolidation of non-insurance subsidiary (note 23)   (9.9)  
Assets held for sale (note 23)     (0.2)
Balance - December 31   697.6 764.3
Private company preferred shares | Significant unobservable inputs (Level 3)      
Changes in fair value measurement, assets [abstract]      
Balance - January 1   569.2 255.7
Net realized and unrealized gains (losses) included in the consolidated statement of earnings   (3.0) 374.3
Purchases   20.7 49.0
Transfer out of category due to change in accounting treatment   0.0  
Sales and distributions $ 108.7 0.1 108.7
Transfer out of category   0.0 0.0
Unrealized foreign currency translation gains (losses) on foreign operations included in other comprehensive income   0.6 (1.1)
Deconsolidation of non-insurance subsidiary (note 23)   0.0  
Assets held for sale (note 23)     0.0
Balance - December 31   587.4 569.2
Common shares | Significant unobservable inputs (Level 3)      
Changes in fair value measurement, assets [abstract]      
Balance - January 1   205.6 668.0
Net realized and unrealized gains (losses) included in the consolidated statement of earnings   27.4 132.0
Purchases   14.3 25.5
Transfer out of category due to change in accounting treatment   0.0  
Sales and distributions   8.0 45.4
Transfer out of category   0.0 (574.3)
Unrealized foreign currency translation gains (losses) on foreign operations included in other comprehensive income   0.6 (0.2)
Deconsolidation of non-insurance subsidiary (note 23)   0.0  
Assets held for sale (note 23)     0.0
Balance - December 31   239.9 205.6
Private equity funds | Significant unobservable inputs (Level 3)      
Changes in fair value measurement, assets [abstract]      
Balance - January 1   129.2 170.0
Net realized and unrealized gains (losses) included in the consolidated statement of earnings   (1.0) 29.9
Purchases   0.0 0.0
Transfer out of category due to change in accounting treatment   0.0  
Sales and distributions   18.8 67.4
Transfer out of category   0.0 0.0
Unrealized foreign currency translation gains (losses) on foreign operations included in other comprehensive income   1.4 (3.3)
Deconsolidation of non-insurance subsidiary (note 23)   0.0  
Assets held for sale (note 23)     0.0
Balance - December 31   $ 110.8 $ 129.2