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Investment Securities (Other Long-Term Investments) (Details) - USD ($)
$ in Millions
Dec. 31, 2019
Dec. 31, 2018
Investment securities    
Other Investments $ 622.8 $ 165.7
Kudu investments    
Investment securities    
Other Investments 266.5 0.0
MediaAlpha    
Investment securities    
Other Investments 180.0 0.0
DavidShield & PassportCard    
Investment securities    
Other Investments 90.0 75.0
Elementum Holdings, L.P.    
Investment securities    
Other Investments 55.1 0.0
Other unconsolidated private equity investments, at fair value    
Investment securities    
Other Investments 31.2 60.0
Kudu    
Investment securities    
Other Investments 0.0 30.7
Hedge Funds and Private Equity Funds    
Investment securities    
Other Investments 161.1 146.1
Insurance-linked securities funds    
Investment securities    
Other Investments 41.2 0.0
Other long-term investments    
Investment securities    
Other Investments 31.2 13.8
White Mountains    
Investment securities    
Other Investments $ 856.3 $ 325.6