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Organization and Summary of Significant Accounting Policies - Prop and Equip, Contracts, Impairment, Investments (Details)
$ in Millions
12 Months Ended
Dec. 31, 2016
USD ($)
item
Dec. 31, 2015
USD ($)
Dec. 31, 2014
USD ($)
Contracts in Transit      
Contracts in transit, included in accounts receivable $ 322.7 $ 261.7  
Impairment Testing      
Number of reportable Segments | item 4    
Goodwill $ 1,291.3 1,323.2 $ 1,270.8
Investments      
Net book value of investments $ 893.4 336.4  
PTL      
Significant Accounting Policies      
Ownership interest in the voting stock of the affiliate (as a percent) 23.40%    
Investments      
Net book value of investments $ 823.8 290.6  
Minimum      
Significant Accounting Policies      
Ownership interest in the voting stock of the affiliate (as a percent) 20.00%    
Minimum | Property and equipment other than leasehold improvements      
Property and Equipment      
Useful life of property and equipment 3 years    
Maximum      
Significant Accounting Policies      
Ownership interest in the voting stock of the affiliate (as a percent) 50.00%    
Maximum | Property and equipment other than leasehold improvements      
Property and Equipment      
Useful life of property and equipment 15 years    
Maximum | Leasehold improvements and equipment under capital lease      
Property and Equipment      
Useful life of property and equipment 40 years    
Retail Automotive Dealership      
Impairment Testing      
Number of geographical reporting units for the purpose of goodwill impairment testing | item 4    
Goodwill $ 1,050.3 1,095.7  
Retail Commercial Truck Dealership      
Impairment Testing      
Number of operating segments and reporting units for the purpose of goodwill impairment testing | item 1    
Goodwill $ 162.0 147.5  
Non-Automotive Investments      
Impairment Testing      
Goodwill $ 0.0 $ 0.0