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Common Shareholders’ Equity and Non-controlling Interests (Details) - USD ($)
$ / shares in Units, $ in Millions
12 Months Ended
Dec. 31, 2019
Dec. 31, 2018
Dec. 31, 2017
Common Shares Repurchased and Retired [Abstract]      
Value of common shares repurchased and retired during the period $ 4.9 $ 519.1 $ 723.9
Value of each common share repurchased and retired during the period (in dollars per share) $ 858 $ 877 $ 869
Common Shares Issued [Abstract]      
Stock issued during period, shares, new issues 17,917 16,377 25,086
Shares issued to directors (in shares) 2,317 2,272  
Dividends, Common Stock [Abstract]      
Cash dividends declared and paid $ 3.2 $ 3.8 $ 4.6
Dividends delared and paid (in dollars per share) $ 1.00    
Noncontrolling interest, ownership percentage by noncontrolling owners    
Non-controlling interests $ (116.8) $ (124.9)  
Common Stock      
Common Shares Repurchased and Retired [Abstract]      
Common shares repurchased and retired during the period 5,679 592,458 832,725
Restricted Stock      
Common Shares Issued [Abstract]      
Stock issued during period, shares, new issues 15,600 14,105 17,985
General Board Authorization      
Common Shares Repurchased and Retired [Abstract]      
Additional authorized repurchase of common shares 635,705    
Common shares repurchased and retired during the period   582,493 821,732
Value of common shares repurchased and retired during the period   $ 511.0 $ 713.1
Value of each common share repurchased and retired during the period (in dollars per share)   $ 877 $ 870
Chief Executive Officer | Restricted Stock      
Common Shares Issued [Abstract]      
Stock issued during period, shares, new issues     5,142
Directors | Restricted Stock      
Common Shares Issued [Abstract]      
Stock issued during period, shares, new issues     1,959
Repurchased for Employee Benefit Plans      
Common Shares Repurchased and Retired [Abstract]      
Common shares repurchased and retired during the period   9,965 10,993
HG Global      
Dividends, Common Stock [Abstract]      
Noncontrolling interest, ownership percentage by noncontrolling owners 3.10% 3.10%  
Non-controlling interests $ 14.4 $ 14.5  
NSM Insurance HoldCo, LLC      
Dividends, Common Stock [Abstract]      
Noncontrolling interest, ownership percentage by noncontrolling owners 3.60% 4.50%  
Non-controlling interests $ 14.9 $ 13.6  
Other NSM      
Dividends, Common Stock [Abstract]      
Noncontrolling interest, ownership percentage by noncontrolling owners 13.40% 13.40%  
Non-controlling interests $ (0.1) $ 0.3  
Kudu      
Dividends, Common Stock [Abstract]      
Noncontrolling interest, ownership percentage by noncontrolling owners 0.00% 0.00%  
Non-controlling interests $ 2.2 $ 0.0  
MediaAlpha      
Dividends, Common Stock [Abstract]      
Noncontrolling interest, ownership percentage by noncontrolling owners 0.00% 39.00%  
Non-controlling interests $ 0.0 $ 16.2  
Other      
Dividends, Common Stock [Abstract]      
Non-controlling interests $ (1.5) $ 1.1  
BAM      
Dividends, Common Stock [Abstract]      
Noncontrolling interest, ownership percentage by noncontrolling owners 100.00% 100.00%  
Non-controlling interests $ (146.7) $ (170.6)  
Total Non-Controlling Excluding Reciprocals      
Dividends, Common Stock [Abstract]      
Non-controlling interests $ 29.9 $ 45.7