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Rollforward of Fair Value Measurements by Level (Details) - USD ($)
$ in Millions
3 Months Ended 9 Months Ended
Sep. 30, 2016
Sep. 30, 2015
Sep. 30, 2016
Sep. 30, 2015
Dec. 31, 2015
Dec. 31, 2014
Schedule of Trading Securities and Other Trading Assets [Line Items]            
Balance at January 1, 2016     $ 4,050.9 $ 3,343.6    
Total realized and unrealized gains (losses)     84.0 (32.7)    
Amortization/Accretion     (13.2) (15.2)    
Purchases     4,722.9 1,672.0    
Sales     (3,944.4) (1,540.9)    
Net change in investments related to purchases and sales of consolidated/unconsolidated affiliates       61.4    
Transfers in     82.0 41.7    
Transfers out     (82.0) (41.7)    
Balance at September 30, 2016 $ 4,900.2 $ 3,365.4 4,900.2 3,365.4    
Other Investments 351.4   351.4   $ 315.8  
Net realized and unrealized investment gains (losses), after tax 21.0 (34.5) 60.2 (27.0)    
Net realized and unrealized investment gains (losses) 26.4 (43.9) 84.0 (33.9)    
Short-term investments, at amortized cost (which approximates fair value) 305.6   $ 305.6   211.2  
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, 2016     1,152.2 550.6    
Total realized and unrealized gains (losses)     20.0 (19.5)    
Amortization/Accretion     0.0 0.0    
Purchases     1,577.5 550.0    
Sales     (2,337.3) (618.2)    
Net change in investments related to purchases and sales of consolidated/unconsolidated affiliates       43.5    
Transfers in     0.0 0.0    
Transfers out     0.0 (1.2)    
Balance at September 30, 2016 412.4 418.2 412.4 418.2    
Level 2 Inputs            
Schedule of Trading Securities and Other Trading Assets [Line Items]            
Balance at January 1, 2016     2,531.4 2,372.9    
Total realized and unrealized gains (losses)     42.7 0.6    
Amortization/Accretion     (13.2) (15.2)    
Purchases     2,989.4 1,056.0    
Sales     (1,587.5) (894.4)    
Net change in investments related to purchases and sales of consolidated/unconsolidated affiliates       0.0    
Transfers in     82.0 41.7    
Transfers out     0.0 0.0    
Balance at September 30, 2016 4,044.8 2,561.6 4,044.8 2,561.6    
Fixed maturity investments. | Level 3 Inputs            
Schedule of Trading Securities and Other Trading Assets [Line Items]            
Balance at January 1, 2016     70.0 76.4    
Total realized and unrealized gains (losses)     1.6 (0.9)    
Amortization/Accretion     0.0 0.0    
Purchases     120.8 35.3    
Sales     (2.8)      
Net change in investments related to purchases and sales of consolidated/unconsolidated affiliates       0.0    
Transfers in     0.0 0.0    
Transfers out     (82.0) (40.5)    
Balance at September 30, 2016 107.6 70.3 107.6 70.3    
Common equity securities | Level 3 Inputs            
Schedule of Trading Securities and Other Trading Assets [Line Items]            
Balance at January 1, 2016     0.0 39.5    
Total realized and unrealized gains (losses)     0.0 7.7    
Amortization/Accretion     0.0 0.0    
Purchases     0.0 0.0    
Sales     0.0 (9.4)    
Net change in investments related to purchases and sales of consolidated/unconsolidated affiliates       3.6    
Transfers in     0.0 0.0    
Transfers out     0.0 0.0    
Balance at September 30, 2016 0.0 34.2 0.0 34.2    
Other long-term investments | Level 3 Inputs            
Schedule of Trading Securities and Other Trading Assets [Line Items]            
Balance at January 1, 2016     169.5 126.9    
Total realized and unrealized gains (losses)     20.7 (13.5)    
Amortization/Accretion     0.0 0.0    
Purchases     2.2 22.6    
Sales     0.0 (2.3)    
Net change in investments related to purchases and sales of consolidated/unconsolidated affiliates       0.0    
Transfers in     0.0 0.0    
Transfers out     0.0 0.0    
Balance at September 30, 2016 192.4 133.7 192.4 133.7    
Hedge and private equity funds included in other long-term investments | Level 3 Inputs            
Schedule of Trading Securities and Other Trading Assets [Line Items]            
Balance at January 1, 2016     127.8 177.3    
Total realized and unrealized gains (losses)     (1.0) (7.1)    
Amortization/Accretion     0.0 0.0    
Purchases     33.0 8.1    
Sales     (16.8) (16.6)    
Net change in investments related to purchases and sales of consolidated/unconsolidated affiliates       (14.3)    
Transfers in     0.0 0.0    
Transfers out     0.0 0.0    
Balance at September 30, 2016 143.0 147.4 143.0 147.4    
Fair value measured on a recurring basis            
Schedule of Trading Securities and Other Trading Assets [Line Items]            
Balance at January 1, 2016     4,134.4      
Balance at September 30, 2016 5,062.8   5,062.8      
Fair value measured on a recurring basis | Level 1 Inputs            
Schedule of Trading Securities and Other Trading Assets [Line Items]            
Balance at January 1, 2016     1,363.5      
Balance at September 30, 2016 691.0   691.0      
Fair value measured on a recurring basis | Level 2 Inputs            
Schedule of Trading Securities and Other Trading Assets [Line Items]            
Balance at January 1, 2016     2,531.4      
Balance at September 30, 2016 4,071.8   4,071.8      
Fair value measured on a recurring basis | Level 3 Inputs            
Schedule of Trading Securities and Other Trading Assets [Line Items]            
Balance at January 1, 2016     239.5      
Balance at September 30, 2016 300.0   300.0      
Fair value measured on a recurring basis | Fixed maturity investments.            
Schedule of Trading Securities and Other Trading Assets [Line Items]            
Balance at January 1, 2016     2,639.7      
Balance at September 30, 2016 4,139.8   4,139.8      
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, 2016     134.0      
Balance at September 30, 2016 88.1   88.1      
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, 2016     2,435.7      
Balance at September 30, 2016 3,944.1   3,944.1      
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, 2016     70.0      
Balance at September 30, 2016 107.6   107.6      
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, 2016     169.5      
Balance at September 30, 2016 192.4   192.4      
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, 2016     0.0      
Balance at September 30, 2016 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, 2016     0.0      
Balance at September 30, 2016 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, 2016     169.5      
Balance at September 30, 2016 192.4   192.4      
Carrying value of investment accounted for using the equity method 3.2 3.9 3.2 3.9 3.8 $ 5.2
Fair value measured on a recurring basis | Short-term investments            
Schedule of Trading Securities and Other Trading Assets [Line Items]            
Balance at January 1, 2016     211.3      
Balance at September 30, 2016 305.6   305.6      
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, 2016     211.3      
Balance at September 30, 2016 278.6   278.6      
Short-term investments, at amortized cost (which approximates fair value)   325.0   325.0 211.3 376.8
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, 2016     0.0      
Balance at September 30, 2016 27.0   27.0      
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, 2016     0.0      
Balance at September 30, 2016 0.0   0.0      
Discontinued Operations [Member]            
Schedule of Trading Securities and Other Trading Assets [Line Items]            
Net realized and unrealized investment gains (losses) 0.0 (0.9) (1.5) 31.4    
Star & Shield Insurance Exchange | Fair value measured on a recurring basis | Short-term investments | Level 1 Inputs            
Schedule of Trading Securities and Other Trading Assets [Line Items]            
Short-term investments, at amortized cost (which approximates fair value) 0.1 0.6 0.1 0.6 0.1 1.9
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 gains (losses)       0.8    
Affordable Housing Development Fund [Member]            
Schedule of Trading Securities and Other Trading Assets [Line Items]            
Other Investments 12.8 15.2 12.8 15.2 14.7 16.8
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 12.8   12.8   14.7  
Star & Shield Insurance Exchange            
Schedule of Trading Securities and Other Trading Assets [Line Items]            
Trading Securities Debt Reclassified to Assets Held-for-sale $ 8.3 $ 9.7 $ 8.3 $ 9.7 $ 9.5 $ 10.1