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Revenue - Disaggregation of Revenue by Geographical Market and Industry (Details) - USD ($)
$ in Thousands
3 Months Ended 12 Months Ended
Dec. 31, 2019
Sep. 30, 2019
Jun. 30, 2019
Mar. 31, 2019
Dec. 31, 2018
Sep. 30, 2018
Jun. 30, 2018
Mar. 31, 2018
Dec. 31, 2019
Dec. 31, 2018
Dec. 31, 2017
Disaggregation of Revenue [Line Items]                      
Revenues $ 2,276,549 $ 2,223,932 $ 2,244,993 $ 2,180,327 $ 2,260,155 $ 2,159,682 $ 2,089,904 $ 1,904,205 $ 8,925,801 $ 8,413,946 $ 7,280,074
United States                      
Disaggregation of Revenue [Line Items]                      
Revenues                 7,900,014 7,408,529 6,341,508
Canada                      
Disaggregation of Revenue [Line Items]                      
Revenues                 497,150 466,321 431,960
Europe                      
Disaggregation of Revenue [Line Items]                      
Revenues                 302,986 317,093 305,289
Mexico                      
Disaggregation of Revenue [Line Items]                      
Revenues                 222,358 198,147 170,525
Singapore                      
Disaggregation of Revenue [Line Items]                      
Revenues                 3,293 23,856 30,792
Supply Chain Solutions                      
Disaggregation of Revenue [Line Items]                      
Revenues                 2,551,271 2,398,144 1,937,352
Operating Segments | Fleet Management Solutions                      
Disaggregation of Revenue [Line Items]                      
Revenues                 5,571,403 5,258,693 4,716,541
Operating Segments | Fleet Management Solutions | United States                      
Disaggregation of Revenue [Line Items]                      
Revenues                 4,965,461 4,639,494 4,128,814
Operating Segments | Fleet Management Solutions | Canada                      
Disaggregation of Revenue [Line Items]                      
Revenues                 302,956 302,106 282,438
Operating Segments | Fleet Management Solutions | Europe                      
Disaggregation of Revenue [Line Items]                      
Revenues                 302,986 317,093 305,289
Operating Segments | Fleet Management Solutions | Mexico                      
Disaggregation of Revenue [Line Items]                      
Revenues                 0 0 0
Operating Segments | Fleet Management Solutions | Singapore                      
Disaggregation of Revenue [Line Items]                      
Revenues                 0 0 0
Operating Segments | Supply Chain Solutions                      
Disaggregation of Revenue [Line Items]                      
Revenues                 2,551,271 2,398,144 1,937,352
Operating Segments | Supply Chain Solutions | United States                      
Disaggregation of Revenue [Line Items]                      
Revenues                 2,110,240 1,990,486 1,566,945
Operating Segments | Supply Chain Solutions | Canada                      
Disaggregation of Revenue [Line Items]                      
Revenues                 215,380 185,655 169,090
Operating Segments | Supply Chain Solutions | Europe                      
Disaggregation of Revenue [Line Items]                      
Revenues                 0 0 0
Operating Segments | Supply Chain Solutions | Mexico                      
Disaggregation of Revenue [Line Items]                      
Revenues                 222,358 198,147 170,525
Operating Segments | Supply Chain Solutions | Singapore                      
Disaggregation of Revenue [Line Items]                      
Revenues                 3,293 23,856 30,792
Operating Segments | Dedicated Transportation Solutions                      
Disaggregation of Revenue [Line Items]                      
Revenues                 1,417,483 1,333,313 1,095,645
Operating Segments | Dedicated Transportation Solutions | United States                      
Disaggregation of Revenue [Line Items]                      
Revenues                 1,417,483 1,333,313 1,095,645
Operating Segments | Dedicated Transportation Solutions | Canada                      
Disaggregation of Revenue [Line Items]                      
Revenues                 0 0 0
Operating Segments | Dedicated Transportation Solutions | Europe                      
Disaggregation of Revenue [Line Items]                      
Revenues                 0 0 0
Operating Segments | Dedicated Transportation Solutions | Mexico                      
Disaggregation of Revenue [Line Items]                      
Revenues                 0 0 0
Operating Segments | Dedicated Transportation Solutions | Singapore                      
Disaggregation of Revenue [Line Items]                      
Revenues                 0 0 0
Eliminations                      
Disaggregation of Revenue [Line Items]                      
Revenues                 (614,356) (576,204) (469,464)
Eliminations | United States                      
Disaggregation of Revenue [Line Items]                      
Revenues                 (593,170) (554,764) (449,896)
Eliminations | Canada                      
Disaggregation of Revenue [Line Items]                      
Revenues                 (21,186) (21,440) (19,568)
Eliminations | Europe                      
Disaggregation of Revenue [Line Items]                      
Revenues                 0 0 0
Eliminations | Mexico                      
Disaggregation of Revenue [Line Items]                      
Revenues                 0 0 0
Eliminations | Singapore                      
Disaggregation of Revenue [Line Items]                      
Revenues                 $ 0 $ 0 $ 0