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SEGMENT REPORTING - Summary of Segment Information (Details)
$ in Thousands
 12 Months Ended
Dec. 31, 2023
USD ($)
employee
Dec. 31, 2022
USD ($)
employee
Dec. 31, 2021
USD ($)
employee
Segment Reporting Information [Line Items]      
Total revenues $ 17,596,443 $ 24,696,625 $ 23,102,138
Income (loss) from operations 514,607 1,266,782 1,082,108
Depreciation and amortization 98,985 92,776 91,259
Total assets $ 5,225,280 $ 5,954,564 $ 7,028,112
Average headcount (employee) | employee 16,041 17,601 15,761
NAST      
Segment Reporting Information [Line Items]      
Total revenues $ 12,471,075 $ 15,827,467 $ 14,507,917
Income (loss) from operations 459,960 833,302 585,351
Depreciation and amortization 23,027 23,643 26,243
Total assets $ 3,008,459 $ 3,304,480 $ 3,349,578
Average headcount (employee) | employee 6,469 7,365 6,764
Global Forwarding      
Segment Reporting Information [Line Items]      
Total revenues $ 2,997,704 $ 6,812,008 $ 6,729,790
Income (loss) from operations 85,830 449,364 510,756
Depreciation and amortization 19,325 21,835 22,823
Total assets $ 1,094,895 $ 1,507,913 $ 2,843,239
Average headcount (employee) | employee 5,222 5,712 5,071
All Other and Corporate      
Segment Reporting Information [Line Items]      
Total revenues $ 2,127,664 $ 2,057,150 $ 1,864,431
Income (loss) from operations (31,183) (15,884) (13,999)
Depreciation and amortization 56,633 47,298 42,193
Total assets $ 1,121,926 $ 1,142,171 $ 835,295
Average headcount (employee) | employee 4,350 4,524 3,926