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Debt (Details)
3 Months Ended 6 Months Ended
Jun. 30, 2015
USD ($)
Jun. 30, 2015
USD ($)
Jun. 30, 2014
USD ($)
Dec. 31, 2014
USD ($)
Nov. 25, 2014
USD ($)
Oct. 10, 2014
USD ($)
Aug. 14, 2013
USD ($)
Debt Instrument              
Total debt $ 748,500,000 $ 748,500,000   $ 746,600,000      
Repayments of Debt   17,600,000 $ 200,000        
Draw down of debt and revolving line of credit   19,500,000 $ 0        
WTM Bank Facility              
Debt Instrument              
Total commitment under revolving credit facility             $ 425,000,000
Proceeds from Issuance of Debt   $ 15,000,000          
Debt, Weighted Average Interest Rate 3.65% 3.65%          
Repayments of Debt   $ 15,000,000          
Other Debt [Member]              
Debt Instrument              
Total debt $ 4,800,000 4,800,000   4,800,000      
OneBeacon | 2012 OBH Senior Notes              
Debt Instrument              
Debt instrument at face value 275,000,000 275,000,000   275,000,000      
Unamortized original issue discount (300,000) (300,000)   (300,000)      
Total debt 274,700,000 274,700,000   274,700,000      
Sirius Group | SIG Senior Notes              
Debt Instrument              
Debt instrument at face value 400,000,000 400,000,000   400,000,000      
Unamortized original issue discount (300,000) (300,000)   (300,000)      
Total debt 399,700,000 399,700,000   399,700,000      
White Mountains | WTM Bank Facility              
Debt Instrument              
Total debt 0 0   0      
Tranzact [Member] | Tranzact Bank Facility [Member]              
Debt Instrument              
Long-term Line of Credit 70,600,000 70,600,000   68,700,000      
Unamortized Debt Issuance Expense (1,300,000) (1,300,000)   (1,300,000)      
Line of Credit Facility, Fair Value of Amount Outstanding 69,300,000 69,300,000   $ 67,400,000      
Total commitment under revolving credit facility           $ 82,000,000  
Notional amount 66,100,000 66,100,000       70,000,000  
Line of Credit Facility, Remaining Borrowing Capacity           $ 12,000,000  
Proceeds from Long-term Lines of Credit   4,500,000          
Repayments of Debt $ 1,300,000 $ 2,600,000          
Sirius International [Member] | Letter of Credit [Member]              
Debt Instrument              
number of Credit Lines         2    
Line of Credit Facility, Fair Value of Amount Outstanding         $ 200,000,000    
Nordea Bank Finland              
Debt Instrument              
Total commitment under revolving credit facility         125,000,000.0    
Lloyds Bank plc [Member]              
Debt Instrument              
Total commitment under revolving credit facility         75,000,000.0    
Unsecured Debt [Member] | Nordea Bank Finland              
Debt Instrument              
Total commitment under revolving credit facility         100,000,000.0    
Unsecured Debt [Member] | Lloyds Bank plc [Member]              
Debt Instrument              
Total commitment under revolving credit facility         $ 25,000,000.0