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Goodwill and Intangibles, net - Narrative (Details) - USD ($)
$ in Millions
3 Months Ended 12 Months Ended
Sep. 30, 2018
Jun. 30, 2018
Dec. 31, 2019
Dec. 31, 2018
Finite-Lived Intangible Assets [Line Items]        
Impairment charge     $ 51.8  
Accumulated other comprehensive income (loss)     168.7 $ (112.6)
Dispositions       5.4
Amortization expense     12.3 4.9
Negative amortization     27.6 15.3
Net (loss) income     (36.1) 179.9
Insurance        
Finite-Lived Intangible Assets [Line Items]        
Impairment charge     47.3  
Book value of segment operating entity     503.6  
Accumulated other comprehensive income (loss)     198.9  
Net income (loss), before goodwill impairment     98.7  
Increase (decrease) in AOCI     288.0  
Dispositions       0.0
Net (loss) income     51.4  
Book value, net of goodwill impairment     456.3  
Telecom        
Finite-Lived Intangible Assets [Line Items]        
Impairment charge     4.5  
Dispositions       0.0
Insurance Contracts Acquired in Business Combination        
Finite-Lived Intangible Assets [Line Items]        
Negative amortization     (23.5) $ (12.8)
FCC licenses        
Finite-Lived Intangible Assets [Line Items]        
Indefinite-lived intangible assets, period increase     15.6  
Intangible assets acquired     18.2  
Impairment of indefinite-lived assets     2.3  
Gain (loss) on sale of intangible assets     $ (0.3)  
BeneVir Biopharm, Inc.        
Finite-Lived Intangible Assets [Line Items]        
Dispositions   $ 3.6    
704Games        
Finite-Lived Intangible Assets [Line Items]        
Dispositions $ 1.8