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Fair Value of Financial Instruments (Details) (USD $)
In Millions, unless otherwise specified
Dec. 31, 2011
Dec. 31, 2010
Fair Value, Balance Sheet Grouping, Financial Statement Captions    
Senior notes $ 671.2 $ 818.8
SIG Preference Shares 250.0 250.0
OBH Senior Notes
   
Fair Value, Balance Sheet Grouping, Financial Statement Captions    
Senior notes 269.8 419.6
Carrying Value
   
Fair Value, Balance Sheet Grouping, Financial Statement Captions    
SIG Preference Shares 250.0 250.0
Carrying Value | OBH Senior Notes
   
Fair Value, Balance Sheet Grouping, Financial Statement Captions    
Senior notes 269.8 419.6
Carrying Value | SIG Senior Notes
   
Fair Value, Balance Sheet Grouping, Financial Statement Captions    
Senior notes 399.3 399.2
Fair Value
   
Fair Value, Balance Sheet Grouping, Financial Statement Captions    
SIG Preference Shares 217.5 212.5
Fair Value | OBH Senior Notes
   
Fair Value, Balance Sheet Grouping, Financial Statement Captions    
Senior notes 277.4 435.1
Fair Value | SIG Senior Notes
   
Fair Value, Balance Sheet Grouping, Financial Statement Captions    
Senior notes $ 418.6 $ 390.9