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Cash and Investments - Changes in Level 3 Financial Assets (Details) - USD ($)
$ in Millions
12 Months Ended
Dec. 31, 2019
Dec. 31, 2018
Significant unobservable inputs (Level 3)    
Changes in fair value measurement, assets [abstract]    
Balance - January 1 $ 5,374.0 $ 4,373.3
Net realized and unrealized gains (losses) included in the consolidated statement of earnings 708.3 (26.3)
Purchases 890.9 1,261.7
Sales and distributions 1,389.2 (616.8)
Transfer out of category (613.3) 491.4
Unrealized foreign currency translation gains (losses) on foreign operations included in other comprehensive income 31.3 (109.3)
Assets held for sale (note 23) (66.9)  
Balance - December 31 4,935.1 5,374.0
Limited partnerships and other | Significant unobservable inputs (Level 3)    
Changes in fair value measurement, assets [abstract]    
Balance - January 1 1,810.7 1,598.7
Net realized and unrealized gains (losses) included in the consolidated statement of earnings 136.0 155.7
Purchases 196.6 383.1
Sales and distributions (251.9) (316.3)
Transfer out of category (39.0) 0.0
Unrealized foreign currency translation gains (losses) on foreign operations included in other comprehensive income 6.8 (10.5)
Assets held for sale (note 23) (12.5)  
Balance - December 31 1,846.7 1,810.7
Private placement debt securities | Significant unobservable inputs (Level 3)    
Changes in fair value measurement, assets [abstract]    
Balance - January 1 1,992.9 1,941.1
Net realized and unrealized gains (losses) included in the consolidated statement of earnings (159.8) (78.4)
Purchases 424.5 458.7
Sales and distributions (806.6) (266.3)
Transfer out of category 0.0 0.0
Unrealized foreign currency translation gains (losses) on foreign operations included in other comprehensive income 23.3 (62.2)
Assets held for sale (note 23) (54.2)  
Balance - December 31 1,420.1 1,992.9
Derivatives and other invested assets | Significant unobservable inputs (Level 3)    
Changes in fair value measurement, assets [abstract]    
Balance - January 1 476.7 177.6
Net realized and unrealized gains (losses) included in the consolidated statement of earnings 195.9 (44.5)
Purchases 195.3 362.1
Sales and distributions (109.2) (0.5)
Transfer out of category 0.0 0.0
Unrealized foreign currency translation gains (losses) on foreign operations included in other comprehensive income 5.8 (18.0)
Assets held for sale (note 23) (0.2)  
Balance - December 31 764.3 476.7
Private company preferred shares | Significant unobservable inputs (Level 3)    
Changes in fair value measurement, assets [abstract]    
Balance - January 1 255.7 283.2
Net realized and unrealized gains (losses) included in the consolidated statement of earnings 374.3 (46.0)
Purchases 49.0 47.7
Sales and distributions (108.7) (24.4)
Transfer out of category 0.0 0.0
Unrealized foreign currency translation gains (losses) on foreign operations included in other comprehensive income (1.1) (4.8)
Assets held for sale (note 23) 0.0  
Balance - December 31 569.2 255.7
Common shares | Significant unobservable inputs (Level 3)    
Changes in fair value measurement, assets [abstract]    
Balance - January 1 668.0 202.2
Net realized and unrealized gains (losses) included in the consolidated statement of earnings 132.0 (24.0)
Purchases 25.5 7.5
Sales and distributions (45.4) (3.5)
Transfer out of category (574.3) 491.4
Unrealized foreign currency translation gains (losses) on foreign operations included in other comprehensive income (0.2) (5.6)
Assets held for sale (note 23) 0.0  
Balance - December 31 205.6 668.0
Private equity funds | Significant unobservable inputs (Level 3)    
Changes in fair value measurement, assets [abstract]    
Balance - January 1 170.0 170.5
Net realized and unrealized gains (losses) included in the consolidated statement of earnings 29.9 10.9
Purchases 0.0 2.6
Sales and distributions (67.4) (5.8)
Transfer out of category 0.0 0.0
Unrealized foreign currency translation gains (losses) on foreign operations included in other comprehensive income (3.3) (8.2)
Assets held for sale (note 23) 0.0  
Balance - December 31 $ 129.2 $ 170.0
ICICI Lombard General Insurance Company Limited    
Changes in fair value measurement, assets [abstract]    
Ownership percentage 9.90%