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Intangible Assets and Goodwill - Summary of Changes in Intangible Assets (Details) - USD ($)
$ in Millions
 3 Months Ended
Mar. 31, 2019
Mar. 31, 2018
Finite and Indefinite Lived Intangible Assets [Roll Forward]    
Amortization $ (0.4) $ (0.4)
Goodwill [Roll Forward]    
Goodwill, Beginning of the period 3.9 3.9
Goodwill, Additions 0.0 0.0
Goodwill, End of the period 3.9 3.9
Intangible assets and goodwill, Beginning of the period 26.3 27.9
Intangible Assets and Goodwill, Acquired 0.0 0.0
Intangible assets and goodwill, End of the period 25.9 27.5
Trademark    
Finite and Indefinite Lived Intangible Assets [Roll Forward]    
Intangible Assets, Beginning of the period 2.5 2.9
Intangible Assets, Additions 0.0 0.0
Amortization (0.1) (0.1)
Intangible Assets, End of the period 2.4 2.8
Insurance Licenses    
Finite and Indefinite Lived Intangible Assets [Roll Forward]    
Intangible Assets, Beginning of the period 16.7 16.7
Intangible Assets, Additions 0.0 0.0
Amortization 0.0 0.0
Intangible Assets, End of the period 16.7 16.7
Agency Relationships    
Finite and Indefinite Lived Intangible Assets [Roll Forward]    
Intangible Assets, Beginning of the period 1.8 2.3
Intangible Assets, Additions 0.0 0.0
Amortization (0.1) (0.1)
Intangible Assets, End of the period 1.7 2.2
Non-compete Agreements    
Finite and Indefinite Lived Intangible Assets [Roll Forward]    
Intangible Assets, Beginning of the period 0.4 0.7
Intangible Assets, Additions 0.0 0.0
Amortization (0.1) (0.1)
Intangible Assets, End of the period 0.3 0.6
Contractual Rights    
Finite and Indefinite Lived Intangible Assets [Roll Forward]    
Intangible Assets, Beginning of the period 1.0 1.4
Intangible Assets, Additions 0.0 0.0
Amortization (0.1) (0.1)
Intangible Assets, End of the period $ 0.9 $ 1.3