| Year | Winner | Location |
|---|---|---|
| 1957 |
Hubert L. Kennedy National Transit Corp. Cincinnati, OH |
Chicago, IL |
| 1958 |
Hubert L. Kennedy National Transit Corp. Cincinnati, OH |
Miami Beach, FL |
| 1959 |
Howard J. Pudliner Motor Cargo, Inc. Pennsylvania |
Louisville, KY |
| 1960 |
Walter F. Storm Davidson Transfer & Storage Co. Baltimore, MD |
St. Paul, MN |
| 1961 |
William G. Contres Mason & Dixon Lines, Inc. York, PA |
Detroit, MI |
| 1962 |
James W. Tilley Pilot Freight Carriers, Inc. Winston-Salem, NC |
Dallas, TX |
| 1963 |
Fred G. Staudt Mason & Dixon Lines, Inc. Secaucus, NJ |
Miami Beach, FL |
| 1964 |
William G. Contres Mason & Dixon Lines, Inc. York, PA |
Louisville, KY |
| 1965 |
Fred G. Staudt Mason & Dixon Lines, Inc. Secaucus, NJ |
Kansas City, MO |
| 1966 |
Rowland D. Mann B & L Motor Freight Newark, OH |
Minneapolis, MN |
| 1967 |
Edwin M. Smith Hennis Freight Lines, Inc. Durham, NC |
Tulsa, OK |
| 1968 |
Roy S. Southworth, Jr. Hennis Freight Lines Virginia |
Cincinnati, OH |
| 1969 |
Henry Fleischmann Consolidated Freightways Ohio |
Denver, CO |
| 1970 |
Marvin M. Harris Johnson Motor Lines, Inc. North Carolina |
Miami Beach, FL |
| 1971 |
Elton L. Lowry IML Freight, Inc. Missouri |
Houston, TX |
| 1972 |
Roy S. Southworth, Jr. Hennis Freight Lines Virginia |
Louisville, KY |
| 1973 |
George T. Bruss Chippewa Motor Freight, Inc. Illinois |
Denver, CO |
| 1974 |
George P. Holik Eazor Express, Inc. Illinois |
Minneapolis, MN |
| 1975 |
Michael E. Weaver United Dispatch, Inc. West Virginia |
Indianapolis, IN |
| 1976 |
Dean Benham Crouch Freight Systems, Inc. Kansas |
Fort Worth, TX |
| 1977 |
Carl A. Schneider Kroger Company Ohio |
Kansas City, MO |
| 1978 |
Augustin Guajardo, Jr. H.E. Butt Grocery Company Texas |
St. Louis, MO |
| 1979 |
Robert L Zesiger IML Freight Bountiful, UT |
Phoenix, AZ |
| 1980 |
Arthur W. Gruenbacher Consolidated Freightways Kansas |
Kansas City, MO |
| 1981 |
Charles Walker Overnight Transportation North Carolina |
Indianapolis, IN |
| 1982 |
Richard A. Gillespie Century Motor Freight, Inc. Blaine, MN |
Kansas City, MO |
| 1983 |
Clarence Hasbrook Super Value Stores, Inc. Hopkins, MN |
Fort Worth, TX |
| 1984 |
Arthur W. Gruenbacher Consolidated Freightways Kansas |
Indianapolis, IN |
| 1985 |
Charles L. Reynolds Transus, Inc. Oxford, GA |
St. Louis, MO |
| 1986 |
Charles Brown Franchise Services, Inc. Kansas |
Kansas City, MO |
| 1987 |
Ryland B. Hogan B.I. Transportation, Inc. Madison Heights, VA |
Fort Worth, TX |
| 1988 |
J. David Porter Conway-Central Express Inc., Ohio |
St. Louis, MO |
| 1989 |
Michael W. Neel H.E.B. Grocery Co. San Antonio, TX |
Memphis, TN |
| 1990 |
Dale Cox ABF Freight Ssystems California |
Dallas, TX |
| 1991 |
Michael J. Ripp TNT Red Star Express New Jersey |
Minneapolis, MN |
| 1992 |
Donald Sobba CF Motor Freight Kansas |
Nashville, TN |
| 1993 |
Gary W. Helgason CF Motor Freight Washington |
Denver, CO |
| 1994 |
John J. Hazlett ABF Freight System, Inc. Pennsylvania |
Tampa, FL |
| 1995 |
Johnny T. Ligon Southeastern Freight Lines South Carolina |
New Orleans, LA |
| 1996 |
Thomas B. Melton Giant Food District of Columbia |
Columbus, OH |
| 1997 |
Stephen Plonski J.P. Food Service Minnesota |
Minneapolis, MN |
| 1998 |
Gary L. Ott Roadway Express, Inc. Montana |
Long Beach, CA |
| 1999 |
Bruce M. Early Con-Way Central Express Inc Ohio |
Tampa, FL |
| 2000 |
John J. Hazlett ABF Freight System, Inc. Pennsylvania |
New Orleans, LA |
| 2001 |
Gerald W. Cudmore Yellow Freight System, Inc. South Dakota |
Minneapolis, MN |
| 2002 |
Richard Seigle Roadway Express, Inc. Illinois |
Milwaukee, WI |
| 2003 |
Gregory A. Nauertz Roadway Express, Inc. Arizona |
Columbus, OH |
| 2004 |
Randy S. Anton FedEx Freight North Dakota |
Salt Lake City, UT |
| 2005 |
Brent Darnold West Virginia |
Tampa, FL |
| 2006 |
Daniel Shamrell FedEx Freight Oregon |
New Orleans, LA |
| 2007 |
John J. Hazlett ABF Freight System, Inc. Pennsylvania |
Minneapolis, MN |
| 2008 |
Victor K. Wheeler Roadway Utah |
Houston, TX |
| 2009 |
Donald R. Logan FedEx Freight Kansas |
Pittsburgh, PA |
| 2010 |
Heladio "Lalo" Fernandez FedEx Freight Oregon |
Columbus, OH |
| 2011 |
John J. Hazlett ABF Freight System, Inc. Pennsylvania |
Orlando, FL |
| 2012 |
Roland G. Bolduc FedEx Express Massachusetts |
Minneapolis, MN |
| 2013 |
Roland G. Bolduc FedEx Express Massachusetts |
Salt Lake City, UT |
| 2014 |
Basher Pierce FedEx Freight North Carolina |
Pittsburgh, PA |
| 2015 |
Donald R. Logan FedEx Freight Kansas |
St. Louis, MO |
| 2016 |
Charles Mike WhiteWalmart Transportation, LLC Indiana |
Indianapolis, IN |
| 2017 |
Glen Kirk Old Dominion Freight Line Indiana |
Orlando, FL |
| 2018 |
Eric Courville FedEx Freight Louisiana |
Columbus, OH |
| 2019 |
Brian Walker UPS Freight North Carolina |
Pittsburgh, PA |
| 2022 |
Wilbert Vano XPO Logistics, Inc. New Jersey |
Indianapolis, IN |
| 2023 |
Barry Kraemer XPO Logistics, Inc. Wisconsin |
Columbus, OH |
| 2024 |
David Mogler FedEx Freight Colorado |
Indianapolis, IN |