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Investment Securities (Rollforward of Fair Value Measurements by Level) (Details)
$ in Millions
9 Months Ended
Sep. 30, 2017
USD ($)
Investment
Sep. 30, 2016
USD ($)
Investment
Dec. 31, 2016
USD ($)
Dec. 31, 2015
USD ($)
Schedule of Trading Securities and Other Trading Assets [Line Items]        
Beginning balance $ 2,547.3 $ 1,543.5    
Net realized and unrealized gains (losses) (125.6) 27.2    
Amortization/Accretion (6.6) (3.7)    
Purchases 2,078.2 3,726.9    
Sales 2,229.9 2,887.0    
Transfers in 13.1 68.0    
Transfers out (13.1) (68.0)    
Ending balance 2,509.4 2,406.9    
Short-term investments, at amortized cost (which approximates fair value) 786.5   $ 174.9  
Level 1 Inputs        
Schedule of Trading Securities and Other Trading Assets [Line Items]        
Beginning balance 279.5 789.0    
Net realized and unrealized gains (losses) 52.4 7.2    
Amortization/Accretion 0.0 0.1    
Purchases 940.7 1,387.8    
Sales 539.0 1,992.7    
Transfers in 0.0 0.0    
Transfers out 0.0 0.0    
Ending balance 733.6 191.4    
Level 2 Inputs        
Schedule of Trading Securities and Other Trading Assets [Line Items]        
Beginning balance 2,093.8 585.6    
Net realized and unrealized gains (losses) 59.8 17.4    
Amortization/Accretion (6.6) (3.8)    
Purchases 1,038.5 2,228.5    
Sales 1,668.2 884.1    
Transfers in 13.1 68.0    
Transfers out 0.0 0.0    
Ending balance 1,525.2 2,011.6    
Fixed maturity investments | Level 3 Inputs        
Schedule of Trading Securities and Other Trading Assets [Line Items]        
Beginning balance 0.0 0.0    
Net realized and unrealized gains (losses) 0.0 0.1    
Amortization/Accretion 0.0 0.0    
Purchases 31.2 70.0    
Sales 12.5      
Transfers in 0.0 0.0    
Transfers out 13.1 (68.0)    
Ending balance $ 5.6 $ 2.1    
Number of investments | Investment 2 2    
Other long-term investments | Level 3 Inputs        
Schedule of Trading Securities and Other Trading Assets [Line Items]        
Beginning balance $ 91.4 $ 103.6    
Net realized and unrealized gains (losses) (2.2) 0.8    
Amortization/Accretion 0.0 0.0    
Purchases 2.9 2.2    
Sales 2.0 0.1    
Transfers in 0.0 0.0    
Transfers out 0.0 0.0    
Ending balance 90.1 106.5    
Hedge and private equity funds included in other long-term investments | Level 3 Inputs        
Schedule of Trading Securities and Other Trading Assets [Line Items]        
Beginning balance 82.6 65.3    
Net realized and unrealized gains (losses) 15.6 1.7    
Amortization/Accretion 0.0 0.0    
Purchases 64.9 38.4    
Sales 8.2 10.1    
Transfers in 0.0 0.0    
Transfers out 0.0 0.0    
Ending balance 154.9 95.3    
Fair value measured on a recurring basis        
Schedule of Trading Securities and Other Trading Assets [Line Items]        
Beginning balance 2,639.7      
Ending balance 3,141.0      
Fair value measured on a recurring basis | Level 1 Inputs        
Schedule of Trading Securities and Other Trading Assets [Line Items]        
Beginning balance 441.7      
Ending balance 1,498.1      
Fair value measured on a recurring basis | Level 2 Inputs        
Schedule of Trading Securities and Other Trading Assets [Line Items]        
Beginning balance 2,106.6      
Ending balance 1,547.2      
Fair value measured on a recurring basis | Level 3 Inputs        
Schedule of Trading Securities and Other Trading Assets [Line Items]        
Beginning balance 91.4      
Ending balance 95.7      
Fair value measured on a recurring basis | Fixed maturity investments        
Schedule of Trading Securities and Other Trading Assets [Line Items]        
Beginning balance 2,087.7      
Ending balance 1,490.0      
Fair value measured on a recurring basis | Fixed maturity investments | Level 1 Inputs        
Schedule of Trading Securities and Other Trading Assets [Line Items]        
Beginning balance 101.5      
Ending balance 217.8      
Fair value measured on a recurring basis | Fixed maturity investments | Level 2 Inputs        
Schedule of Trading Securities and Other Trading Assets [Line Items]        
Beginning balance 1,986.2      
Ending balance 1,266.6      
Fair value measured on a recurring basis | Fixed maturity investments | Level 3 Inputs        
Schedule of Trading Securities and Other Trading Assets [Line Items]        
Beginning balance 0.0      
Ending balance 5.6      
Fair value measured on a recurring basis | Other long-term investments        
Schedule of Trading Securities and Other Trading Assets [Line Items]        
Beginning balance 91.4      
Ending balance 90.1      
Fair value measured on a recurring basis | Other long-term investments | Level 1 Inputs        
Schedule of Trading Securities and Other Trading Assets [Line Items]        
Beginning balance 0.0      
Ending balance 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]        
Beginning balance 0.0      
Ending balance 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]        
Beginning balance 91.4      
Ending balance 90.1      
Fair value measured on a recurring basis | Short-term investments        
Schedule of Trading Securities and Other Trading Assets [Line Items]        
Beginning balance 175.0      
Ending balance 786.5      
Fair value measured on a recurring basis | Short-term investments | Level 1 Inputs        
Schedule of Trading Securities and Other Trading Assets [Line Items]        
Beginning balance 162.3      
Ending balance 764.5      
Short-term investments, at amortized cost (which approximates fair value)   230.0 175.0 $ 142.0
Fair value measured on a recurring basis | Short-term investments | Level 2 Inputs        
Schedule of Trading Securities and Other Trading Assets [Line Items]        
Beginning balance 12.7      
Ending balance 22.0      
Fair value measured on a recurring basis | Short-term investments | Level 3 Inputs        
Schedule of Trading Securities and Other Trading Assets [Line Items]        
Beginning balance 0.0      
Ending balance 0.0      
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 0.1 0.1
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 6.6 $ 9.5
Forward Contracts | Fair value measured on a recurring basis | Other long-term investments | Level 3 Inputs        
Schedule of Trading Securities and Other Trading Assets [Line Items]        
Derivative, fair value, net (15.4)   $ (1.2)  
Star & Shield Insurance Exchange        
Schedule of Trading Securities and Other Trading Assets [Line Items]        
Sales 5.2      
Star & Shield Insurance Exchange | Level 1 Inputs        
Schedule of Trading Securities and Other Trading Assets [Line Items]        
Sales 0.0      
Star & Shield Insurance Exchange | Level 2 Inputs        
Schedule of Trading Securities and Other Trading Assets [Line Items]        
Sales 5.2      
Star & Shield Insurance Exchange | Fixed maturity investments        
Schedule of Trading Securities and Other Trading Assets [Line Items]        
Beginning balance 6.6      
Star & Shield Insurance Exchange | Fixed maturity investments | Level 3 Inputs        
Schedule of Trading Securities and Other Trading Assets [Line Items]        
Sales 0.0      
Star & Shield Insurance Exchange | Other long-term investments | Level 3 Inputs        
Schedule of Trading Securities and Other Trading Assets [Line Items]        
Sales 0.0      
Star & Shield Insurance Exchange | Hedge and private equity funds included in other long-term investments | Level 3 Inputs        
Schedule of Trading Securities and Other Trading Assets [Line Items]        
Sales 0.0      
Star & Shield Insurance Exchange | Short-term investments        
Schedule of Trading Securities and Other Trading Assets [Line Items]        
Beginning balance $ 0.1