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Rollforward of Fair Value Measurements by Level (Details)
$ in Millions
3 Months Ended 9 Months Ended
Sep. 30, 2015
USD ($)
Sep. 30, 2014
USD ($)
Sep. 30, 2015
USD ($)
Sep. 30, 2014
USD ($)
Dec. 31, 2014
USD ($)
Dec. 31, 2013
USD ($)
Schedule of Trading Securities and Other Trading Assets [Line Items]            
Balance at January 1, 2015     $ 3,343.6 $ 3,889.0    
Total realized and unrealized (losses) gains     (32.7) 49.7    
Amortization/Accretion     (15.2) (14.3)    
Purchases     1,672.0 2,016.2    
Sales     (1,540.9) (2,340.7)    
Net change in investments related to (sales) purchases of consolidated affiliates       10.8    
Fair Value, Assets Measured on Recurring Basis, Other     (61.4)      
Transfers in     41.7 42.1    
Transfers out     (41.7) (42.1)    
Balance at September 30, 2015 $ 3,365.4 $ 3,610.7 3,365.4 3,610.7    
Other Investments 294.6   294.6   $ 318.0  
Realized and unrealized gain (34.5) (21.9) (27.0) 52.2    
Net realized and unrealized investment (losses) gains (43.9) (27.5) (33.9) 64.4    
Short-term investments, at amortized cost (which approximates fair value) 325.0   $ 325.0   376.8  
Maximum Percentage Differences Between Prices Provided by Pricing Services Considered Outliers     (5.00%)      
Maximum price difference provided by pricing services     $ 1.0      
Level 1 Inputs            
Schedule of Trading Securities and Other Trading Assets [Line Items]            
Balance at January 1, 2015     550.6 997.2    
Total realized and unrealized (losses) gains     (19.5) 30.7    
Amortization/Accretion     0.0 0.1    
Purchases     550.0 661.2    
Sales     (618.2) (926.2)    
Net change in investments related to (sales) purchases of consolidated affiliates       3.4    
Fair Value, Assets Measured on Recurring Basis, Other     (43.5)      
Transfers in     0.0 0.0    
Transfers out     (1.2) (0.2)    
Balance at September 30, 2015 418.2 766.2 418.2 766.2    
Level 2 Inputs            
Schedule of Trading Securities and Other Trading Assets [Line Items]            
Balance at January 1, 2015     2,372.9 2,575.4    
Total realized and unrealized (losses) gains     0.6 12.5    
Amortization/Accretion     (15.2) (14.3)    
Purchases     1,056.0 1,265.3    
Sales     (894.4) (1,392.5)    
Net change in investments related to (sales) purchases of consolidated affiliates       7.4    
Fair Value, Assets Measured on Recurring Basis, Other     0.0      
Transfers in     41.7 42.1    
Transfers out     0.0 0.0    
Balance at September 30, 2015 2,561.6 2,495.9 2,561.6 2,495.9    
Fixed maturity investments. | Level 3 Inputs            
Schedule of Trading Securities and Other Trading Assets [Line Items]            
Balance at January 1, 2015     76.4 81.8    
Total realized and unrealized (losses) gains     (0.9) 2.7    
Amortization/Accretion     0.0 (0.1)    
Purchases     35.3 45.5    
Sales     0.0 0.0    
Net change in investments related to (sales) purchases of consolidated affiliates       0.0    
Fair Value, Assets Measured on Recurring Basis, Other     0.0      
Transfers in     0.0 0.0    
Transfers out     (40.5) (41.9)    
Balance at September 30, 2015 70.3 $ 88.0 70.3 $ 88.0    
Number of Investments   6   6    
Common equity securities | Level 3 Inputs            
Schedule of Trading Securities and Other Trading Assets [Line Items]            
Balance at January 1, 2015     39.5 $ 45.4    
Total realized and unrealized (losses) gains     7.7 3.7    
Amortization/Accretion     0.0 0.0    
Purchases     0.0 0.0    
Sales     (9.4) (10.9)    
Net change in investments related to (sales) purchases of consolidated affiliates       0.0    
Fair Value, Assets Measured on Recurring Basis, Other     (3.6)      
Transfers in     0.0 0.0    
Transfers out     0.0 0.0    
Balance at September 30, 2015 34.2 $ 38.2 34.2 38.2    
Convertible Debt Securities | Level 3 Inputs            
Schedule of Trading Securities and Other Trading Assets [Line Items]            
Balance at January 1, 2015     8.2 6.1    
Total realized and unrealized (losses) gains     (2.6) 3.3    
Amortization/Accretion     0.0 0.0    
Purchases     0.0 1.5    
Sales     0.0 0.0    
Net change in investments related to (sales) purchases of consolidated affiliates       0.0    
Fair Value, Assets Measured on Recurring Basis, Other     0.0      
Transfers in     0.0 0.0    
Transfers out     0.0 0.0    
Balance at September 30, 2015 5.6 10.9 5.6 10.9    
Other long-term investments | Level 3 Inputs            
Schedule of Trading Securities and Other Trading Assets [Line Items]            
Balance at January 1, 2015     296.0 183.1    
Total realized and unrealized (losses) gains     (18.0) (3.2)    
Amortization/Accretion     0.0 0.0    
Purchases     30.7 42.7    
Sales     (18.9) (11.1)    
Net change in investments related to (sales) purchases of consolidated affiliates       0.0    
Fair Value, Assets Measured on Recurring Basis, Other     (14.3)      
Transfers in     0.0 0.0    
Transfers out     0.0 0.0    
Balance at September 30, 2015 275.5 211.5 275.5 211.5    
Fair value measured on a recurring basis            
Schedule of Trading Securities and Other Trading Assets [Line Items]            
Balance at January 1, 2015     3,720.4      
Balance at September 30, 2015 3,690.4   3,690.4      
Fair value measured on a recurring basis | Level 1 Inputs            
Schedule of Trading Securities and Other Trading Assets [Line Items]            
Balance at January 1, 2015     926.9      
Balance at September 30, 2015 743.2   743.2      
Fair value measured on a recurring basis | Level 2 Inputs            
Schedule of Trading Securities and Other Trading Assets [Line Items]            
Balance at January 1, 2015     2,373.4      
Balance at September 30, 2015 2,561.6   2,561.6      
Fair value measured on a recurring basis | Level 3 Inputs            
Schedule of Trading Securities and Other Trading Assets [Line Items]            
Balance at January 1, 2015     420.1      
Balance at September 30, 2015 385.6   385.6      
Fair value measured on a recurring basis | Fixed maturity investments.            
Schedule of Trading Securities and Other Trading Assets [Line Items]            
Balance at January 1, 2015     2,422.0      
Balance at September 30, 2015 2,602.2   2,602.2      
Fair value measured on a recurring basis | Fixed maturity investments. | Level 1 Inputs            
Schedule of Trading Securities and Other Trading Assets [Line Items]            
Balance at January 1, 2015     51.8      
Balance at September 30, 2015 62.4   62.4      
Fair value measured on a recurring basis | Fixed maturity investments. | Level 2 Inputs            
Schedule of Trading Securities and Other Trading Assets [Line Items]            
Balance at January 1, 2015     2,293.8      
Balance at September 30, 2015 2,469.5   2,469.5      
Fair value measured on a recurring basis | Fixed maturity investments. | Level 3 Inputs            
Schedule of Trading Securities and Other Trading Assets [Line Items]            
Balance at January 1, 2015     76.4      
Balance at September 30, 2015 70.3   70.3      
Fair value measured on a recurring basis | Convertible Debt Securities            
Schedule of Trading Securities and Other Trading Assets [Line Items]            
Balance at January 1, 2015     13.9      
Balance at September 30, 2015 5.6   5.6      
Fair value measured on a recurring basis | Convertible Debt Securities | Level 1 Inputs            
Schedule of Trading Securities and Other Trading Assets [Line Items]            
Balance at January 1, 2015     0.0      
Balance at September 30, 2015 0.0   0.0      
Fair value measured on a recurring basis | Convertible Debt Securities | Level 2 Inputs            
Schedule of Trading Securities and Other Trading Assets [Line Items]            
Balance at January 1, 2015     5.7      
Balance at September 30, 2015 0.0   0.0      
Fair value measured on a recurring basis | Convertible Debt Securities | Level 3 Inputs            
Schedule of Trading Securities and Other Trading Assets [Line Items]            
Balance at January 1, 2015     8.2      
Balance at September 30, 2015 5.6   5.6      
Fair value measured on a recurring basis | Other long-term investments            
Schedule of Trading Securities and Other Trading Assets [Line Items]            
Balance at January 1, 2015     296.0      
Balance at September 30, 2015 275.5   275.5      
Carrying value of investment accounted for using the equity method 3.9   3.9      
Fair value measured on a recurring basis | Other long-term investments | Level 1 Inputs            
Schedule of Trading Securities and Other Trading Assets [Line Items]            
Balance at January 1, 2015     0.0      
Balance at September 30, 2015 0.0   0.0      
Fair value measured on a recurring basis | Other long-term investments | Level 2 Inputs            
Schedule of Trading Securities and Other Trading Assets [Line Items]            
Balance at January 1, 2015     0.0      
Balance at September 30, 2015 0.0   0.0      
Fair value measured on a recurring basis | Other long-term investments | Level 3 Inputs            
Schedule of Trading Securities and Other Trading Assets [Line Items]            
Balance at January 1, 2015     296.0      
Balance at September 30, 2015 275.5   275.5      
Carrying value of investment accounted for using the equity method   5.1   5.1 5.2 $ 6.8
Fair value measured on a recurring basis | Short-term investments            
Schedule of Trading Securities and Other Trading Assets [Line Items]            
Balance at January 1, 2015     376.8      
Balance at September 30, 2015 325.0   325.0      
Fair value measured on a recurring basis | Short-term investments | Level 1 Inputs            
Schedule of Trading Securities and Other Trading Assets [Line Items]            
Balance at January 1, 2015     376.3      
Balance at September 30, 2015 325.0   325.0      
Short-term investments, at amortized cost (which approximates fair value) 325.0 402.7 325.0 402.7 376.8 310.4
Fair value measured on a recurring basis | Short-term investments | Level 2 Inputs            
Schedule of Trading Securities and Other Trading Assets [Line Items]            
Balance at January 1, 2015     0.5      
Balance at September 30, 2015 0.0   0.0      
Fair value measured on a recurring basis | Short-term investments | Level 3 Inputs            
Schedule of Trading Securities and Other Trading Assets [Line Items]            
Balance at January 1, 2015     0.0      
Balance at September 30, 2015 0.0   0.0      
Discontinued Operations [Member]            
Schedule of Trading Securities and Other Trading Assets [Line Items]            
Net realized and unrealized investment (losses) gains (0.9) 48.3 31.4 134.1    
Fixed maturity investments reclassified to assets held for sale   203.9   203.9   236.3
Prospector Offshore Fund Ltd [Member] | Fair value measured on a recurring basis | Investment related liabilities [Member]            
Schedule of Trading Securities and Other Trading Assets [Line Items]            
Net realized and unrealized investment (losses) gains     0.8 0.5    
Affordable Housing Development Fund [Member]            
Schedule of Trading Securities and Other Trading Assets [Line Items]            
Other Investments 15.2 $ 17.3 15.2 $ 17.3 16.8 $ 19.1
Affordable Housing Development Fund [Member] | Fair value measured on a recurring basis | Other long-term investments            
Schedule of Trading Securities and Other Trading Assets [Line Items]            
Other Investments $ 15.2   $ 15.2   $ 16.8