| Year | Winner | Location |
|---|---|---|
| 1940 |
Orville Hoffert Transamerican Freight Lines Indianapolis, IN |
Chicago, IL |
| 1941 |
Charles Goins Trucking Inc. Indianapolis, IN |
New York, NY |
| 1946 |
Charles Goins Trucking Inc. Indianapolis, IN |
Chicago, IL |
| 1947 |
Alex Adamski Geo. H. Alger Co. Chicago, IL |
Los Angeles, CA |
| 1948 |
Thomas Bennane Trucking Inc. Detroit, MI |
Washington, D.C. |
| 1949 |
S.L. Moon Georgia Highway Express Atlanta, GA |
Boston, MA |
| 1950 |
Richard Wold Glenndenning Motorways Minnesota |
New York, NY |
| 1951 |
James E. Tucker Great Southern Trucking Inc. Charlotte, NC |
Chicago, IL |
| 1952 |
Perry H. Reid Pilot Freight Carriers Winston-Salem, NC |
New York, NY |
| 1953 |
Perry H. Reid Pilot Freight Carriers Winston-Salem, NC |
Minneapolis, MN |
| 1954 |
Aubrey L. Harper Super Service Motor Frt. Co. Chattanooga, TN |
Los Angeles, CA |
| 1955 |
Aubrey L. Harper Super Service Motor Frt. Co. Chattanooga, TN |
Washington, D.C. |
| 1956 |
Leeland H. Hellestad Express Freight Lines Milwaukee, WI |
New York, NY |
| 1957 |
Aubrey L. Harper Super Service Motor Frt. Co. Chattanooga, TN |
Chicago, IL |
| 1958 |
Leo W. Ford Pilot Freight Carriers, Inc. Winston-Salem, NC |
Miami Beach, FL |
| 1959 |
Leo W. Ford Pilot Freight Carriers, Inc. Winston-Salem, NC |
Louisville, KY |
| 1960 |
Leeland H. Hellestad Express Freight Lines Milwaukee, WI |
St. Paul, MN |
| 1961 |
Cletus C. Frank Akers Motor Lines Greensboro, NC |
Detroit, MN |
| 1962 |
Harry R. Wooten, Jr. Hennis Freight Lines Roanoke, VA |
Dallas, TX |
| 1963 |
Cletus C. Frank Akers Motor Lines Greensboro, NC |
Miami Beach, FL |
| 1964 |
Cletus C. Frank Akers Motor Lines Greensboro, NC |
Louisville, KY |
| 1965 |
Edward S. Schneider Olson Transportation Co. Fond de Lac, WI |
Kansas City, MO |
| 1966 |
William J. Long Lyons Transportation Lines Richfield, OH |
Minneapolis, MN |
| 1967 |
Cletus C. Frank Akers Motor Lines Greensboro, NC |
Tulsa, OK |
| 1968 |
Ben C. Spain Mason & Dixon Lines, Inc. New Jersey |
Cincinnati, OH |
| 1969 |
Eugene Grubb, Sr. Roadway Express, Inc. Ohio |
Denver, CO |
| 1970 |
Cletus C. Frank Akers Motor Lines Greensboro, NC |
Miami Beach, FL |
| 1971 |
Cletus C. Frank Akers Motor Lines Greensboro, NC |
Houston, TX |
| 1972 |
Claude A. Pollett Mason & Dixon Lines, Inc. New York |
Louisville, KY |
| 1973 |
Richard A. Gillespie Century-Mercury Motor Freight Minnesota |
Denver, CO |
| 1974 |
William M. Schmidt Ryder Truck Lines, Inc. |
Minneapolis, MN |
| 1975 |
Cletus C. Frank Akers Motor Lines Greensboro, NC |
Indianapolis, IN |
| 1976 |
Cletus C. Frank Akers Motor Lines Greensboro, NC |
Fort Worth, TX |
| 1977 |
Joseph L. Wilcock Milne Truck Lines, Inc. Utah |
Kansas City, MO |
| 1978 |
D. Page Robbins The Mason & Dixon Lines, Inc. North Carolina |
St. Louis, MO |
| 1979 |
Jesse L. Stauffer A-P-A Transport Lancaster, PA |
Phoenix, AZ |
| 1980 |
Lyle R. Gruntorad Graves Truck Lines Lincoln, NE |
Kansas City, MO |
| 1981 |
George DeMartini A-P-A Transport Corp. New Jersey |
Indianapolis, IN |
| 1982 |
George DeMartini A-P-A Transport Corp. New Jersey |
Kansas City, MO |
| 1983 |
Melvine Yoon Choy Kahele Gasco, Inc. Honolulu, HI |
Fort Worth, Tx |
| 1984 |
Lyle Gruntorad ANR Freight System Nebraska |
Indianapolis, IN |
| 1985 |
Jesse L. Stauffer A-P-A Transport Lancaster, PA |
St. Louis, MO |
| 1986 |
Jesse L. Stauffer A-P-A Transport Lancaster, PA |
Kansas City, MO |
| 1987 |
Les Beall Safeway Stores Bowie, MD (Representing DC) |
Fort Worth, TX |
| 1988 |
Patrick A. Engle Quast Transfer, Inc. Minnesota |
St. Louis, MO |
| 1989 |
Charles S. Goodrich Overnite Transportation Richmond, VA |
Memphis, TN |
| 1990 |
Robert Dolan A-P-A Transport Corp. Pennsylvania |
Dallas, TX |
| 1991 |
Larry Steadman Bryan Foods Mississippi |
Minneapolis, MN |
| 1992 |
Daniel Slonekar Beckman Produce Minnesota |
Nashville, TN |
| 1993 |
Wm. "Bubba" Fiveash Tom Thumb Stores Texas |
Denver, CO |
| 1994 |
Stephan Plonski J.P. Food Service Minnesota |
Tampa, FL |
| 1995 |
James Denny CF Motor Freight Minnesota |
New Orleans, LA |
| 1996 |
Bart L. Kooyman Food Services of America Washington |
Columbus, OH |
| 1997 |
Joe G. Gonzalez H.E.B. Grocery Company Texas |
Minneapolis, MN |
| 1998 |
Dale E. Andersen Crouse Cartage Company Iowa |
Long Beach, CA |
| 1999 |
Robert J. Dolan A-P-A Transport Corp Pennsylvania |
Tampa, FL |
| 2000 |
Kenneth R. Epley Roadway Express, Inc. Illinois |
New Orleans, LA |
| 2001 |
Daniel T. Poole Boeing Company Washington |
Minneapolis, MN |
| 2002 |
David C. Murphy Yellow Transportation, Inc. New Hampshire |
Milwaukee, WI |
| 2003 |
Mark S. Dietsche FedEx Freight Oregon |
Columbus, OH |
| 2004 |
James E. Carver Collington Services, LLC Maryland |
Salt Lake City, UT |
| 2005 |
Robert Dolan A-P-A Transport Corp. Pennsylvania |
Tampa, FL |
| 2006 |
Randy Devault Roadway Maine |
New Orleans, LA |
| 2007 |
Scott B. Watts FedEx Express Alaska |
Minneapolis, MN |
| 2008 |
Dennis R. Shirar Heritage Transport, LLC Indiana |
Houston, TX |
| 2009 |
Robert J. Dolan Con-way Freight Pennsylvania |
Pittsburgh, PA |
| 2010 |
Scott B. Watts FedEx Express Alaska |
Columbus, OH |
| 2011 |
Paul J. Phillips Con-way Freight California |
Orlando, FL |
| 2012 |
Robert J. Dolan Con-way Freight Pennsylvania |
Minneapolis, MN |
| 2013 |
James E. Carver Collington Services, LLC Maryland |
Salt Lake City, UT |
| 2014 |
Brendan Sharp FedEx Freight Colorado |
Pittsburgh, PA |
| 2015 |
Jeremy Steger Con-way Freight Wisconsin |
St. Louis MO |
| 2016 |
Charles Randolph Pitt Ohio West Virginia |
Indianapolis, IN |
| 2017 |
Richard Bailey FedEx Freight Michigan |
Orlando, FL |
| 2018 |
Dale Brenaman UPS Kentucky |
Columbus, OH |
| 2019 |
Jason Imhoff Walmart Transportation Ohio |
Pittsburgh, PA |
| 2022 |
Christopher Shaw FedEx Express New Mexico |
Indianapolis, IN |
| 2023 |
David Coffel FedEx Express Arizona |
Columbus, OH |
|
2024 |
James Kohr FedEx New York |
Indianapolis, IN |