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Investment Securities (Other Long-Term Investments) (Details) - USD ($)
$ in Millions
Dec. 31, 2018
Dec. 31, 2017
DavidShield & PassportCard    
Investment securities    
Other Investments $ 75.0 $ 21.0
Kudu    
Investment securities    
Other Investments 30.7 0.0
Other unconsolidated private equity investments, at fair value    
Investment securities    
Other Investments 60.0 62.2
Total unconsolidated entities    
Investment securities    
Other Investments 165.7 83.2
Hedge Funds and Private Equity Funds    
Investment securities    
Other Investments 146.1 125.3
Forward Contracts    
Investment securities    
Other Investments 0.0 (3.7)
Other long-term investments    
Investment securities    
Other Investments 13.8 4.0
White Mountains    
Investment securities    
Other Investments $ 325.6 $ 208.8