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Non-controlling Interest (Details) - USD ($)
$ in Millions
Sep. 30, 2016
Aug. 04, 2016
Dec. 31, 2015
Noncontrolling Interest [Line Items]      
Total non-controlling interests $ 149.2   $ 454.8
Total Non-Controlling Excluding Reciprocals [Member]      
Noncontrolling Interest [Line Items]      
Total non-controlling interests $ 36.9   $ 115.2
OneBeacon [Member]      
Noncontrolling Interest [Line Items]      
Noncontrolling equity percentage 23.90%   24.50%
Total non-controlling interests $ 247.0   $ 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 $ 16.9   $ 17.1
MediaAlpha [Member]      
Noncontrolling Interest [Line Items]      
Noncontrolling equity percentage 40.00%   40.00%
Total non-controlling interests $ 12.5   $ 14.4
Tranzact [Member]      
Noncontrolling Interest [Line Items]      
Noncontrolling equity percentage 0.00%   36.80%
Total non-controlling interests $ 0.0   $ 79.4
WOBI      
Noncontrolling Interest [Line Items]      
Noncontrolling equity percentage 3.30%   3.90%
Total non-controlling interests $ 0.5   $ 0.6
AWG Dewar      
Noncontrolling Interest [Line Items]      
Noncontrolling equity percentage 18.80%   19.00%
Total non-controlling interests $ 3.7   $ 3.7
Buzzmove [Member]      
Noncontrolling Interest [Line Items]      
Noncontrolling equity percentage 29.10%   0.00%
Total non-controlling interests $ 3.3 $ 2.6 $ 0.0
Build America Mutual      
Noncontrolling Interest [Line Items]      
Noncontrolling equity percentage 100.00%   100.00%
Total non-controlling interests $ (138.9)   $ (140.0)
Star & Shield Insurance Exchange      
Noncontrolling Interest [Line Items]      
Noncontrolling equity percentage 100.00%   100.00%
Total non-controlling interests $ 4.2   $ (16.0)
Star & Shield Insurance Exchange | Total mutual and reciprocals [Member]      
Noncontrolling Interest [Line Items]      
Total non-controlling interests $ (134.7)   $ (156.0)