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Non-controlling Interest (Details) - USD ($)
$ in Millions
Jun. 30, 2016
Dec. 31, 2015
Noncontrolling Interest [Line Items]    
Total non-controlling interests $ 224.2 $ 454.8
Total Non-Controlling Excluding Reciprocals [Member]    
Noncontrolling Interest [Line Items]    
Total non-controlling interests $ 113.6 $ 115.2
OneBeacon [Member]    
Noncontrolling Interest [Line Items]    
Noncontrolling equity percentage 23.90% 24.50%
Total non-controlling interests $ 244.8 $ 245.6
SIG Preference Shares    
Noncontrolling Interest [Line Items]    
Noncontrolling equity percentage   100.00%
Total non-controlling interests $ 0.0 $ 250.0
HG Global    
Noncontrolling Interest [Line Items]    
Noncontrolling equity percentage 3.10% 3.10%
Total non-controlling interests $ 17.0 $ 17.1
MediaAlpha [Member]    
Noncontrolling Interest [Line Items]    
Noncontrolling equity percentage 40.00% 40.00%
Total non-controlling interests $ 13.2 $ 14.4
Tranzact [Member]    
Noncontrolling Interest [Line Items]    
Noncontrolling equity percentage 36.80% 36.80%
Total non-controlling interests $ 79.2 $ 79.4
WOBI    
Noncontrolling Interest [Line Items]    
Noncontrolling equity percentage 3.50% 3.90%
Total non-controlling interests $ 0.5 $ 0.6
AWG Dewar    
Noncontrolling Interest [Line Items]    
Noncontrolling equity percentage 18.80% 18.60%
Total non-controlling interests $ 3.7 $ 3.7
Build America Mutual    
Noncontrolling Interest [Line Items]    
Noncontrolling equity percentage 100.00% 100.00%
Total non-controlling interests $ (138.0) $ (140.0)
Star & Shield Insurance Exchange    
Noncontrolling Interest [Line Items]    
Noncontrolling equity percentage 100.00% 100.00%
Total non-controlling interests $ 3.8 $ (16.0)
Star & Shield Insurance Exchange | Total mutual and reciprocals [Member]    
Noncontrolling Interest [Line Items]    
Total non-controlling interests $ (134.2) $ (156.0)