| Year | Winner | Location |
|---|---|---|
| 1950 |
O.E. Chapman Pacific Intermountain Express Denver, CO |
New York, NY |
| 1951 |
Alex Adamski Geo. F Alger Company Chicago, IL |
Chicago, IL |
| 1952 |
Alex Adamski Geo. F Alger Company Chicago, IL |
New York, NY |
| 1953 |
Alex Adamski Geo. F Alger Company Chicago, IL |
Minneapolis, MN |
| 1954 |
Russell Sheldon Motor Cargo, Inc. Milwaukee, WI |
Los Angeles, CA |
| 1955 |
James S. Jackson Pilot Freight Carriers, Inc. Winston-Salem, NC |
Washington, D.C |
| 1956 |
Everal E. Kirby Motor Cargo Inc. West Richfield, OH |
New York, NY |