| Year | Winner | Location |
|---|---|---|
| 1958 |
Hayter C. Brown The Mason & Dixon Lines, Inc. New Market, VA |
Miami Beach, FL |
| 1959 |
Paul P. Rogers O'Boyle Tank Lines Maryland |
Louisville, KY |
| 1960 |
Lewis D. Gooch Esso Standard Oil Company Richmond, VA |
St. Paul, MN |
| 1961 |
William F. Roesel Roesel Fuel Oil Service Winston Salem, NC |
Detroit, MI |
| 1962 |
Richard C. Wilke The Mason & Dixon Lines, Inc. New York City, NY |
Dallas, TX |
| 1963 |
Daniel T. Smith F.J. Egner & Son, Inc. West Richfield, OH |
Miami Beach, FL |
| 1964 |
Alfred V. Miller The Willett Company Chicago, IL |
Louisville, KY |
| 1965 |
Billy G. Kirby Hennis Freight Lines Winston Salem, NC |
Kansas City, MO |
| 1966 |
Richard C. Wilke The Mason & Dixon Lines, Inc. New York City, NY |
Minneapolis, MN |
| 1967 |
Arnold Alcorn Standard Oil Company Minnesota |
Tulsa, OK |
| 1968 |
John Jennings Overnite Transportation South Carolina |
Cincinnati, OH |
| 1969 |
Frank Hutton Mason & Dixon Lines, Inc. West Virginia |
Denver, CO |
| 1970 |
William L. Hannibal, Jr. Humble Oil & Refining Co. Maryland |
Miami Beach, FL |
| 1971 |
Richard D. Brafford Mason & Dixon Lines, Inc. |
Houston, TX |
| 1972 |
Eldon O. Tickle Mason & Dixon Lines, Inc. Virginia |
Louisville, KY |
| 1973 |
George W. Snyder Mason & Dixon Lines, Inc. Pennsylvania |
Denver, CO |
| 1974 |
James R. Garinger Continental Oil Co. Colorado |
Minneapolis, MN |
| 1975 |
Frank M. Hutton Mason & Dixon Lines West Virginia |
Indianapolis, IN |
| 1976 |
Robert A. Dotson Mason & Dixon Lines, Inc. North Carolina |
Fort Worth, TX |
| 1977 |
Harlan J. Diers Super Valu Stores, Inc. Minnesota |
Kansas City, MO |
| 1978 |
Robert W. Sherman Exxon Company, U.S.A. |
St. Louis, MO |
| 1979 |
Frnak M. Hutton Mason & Dixon Tank Lines Hurricane, WV |
Phoenix, AZ |
| 1980 |
Larry Ryder Pennzoil Charleston, WV |
Kansas City, MO |
| 1981 |
Ronald J. Bowman, Sr. Getty Refining & Marketing Pannsylvania |
Indianapolis, IN |
| 1982 |
Robert E. Friend Advanced United Expressways St. Anthony, MN |
Kansas City, MO |
| 1983 |
Wayne Foble Giant Food, Inc. Jessup, MD |
Fort Worth, TX |
| 1984 |
Ralph K. Lange Matlack, Inc. New Jersey |
Indianapolis, IN |
| 1985 |
James R. Hanson Milwaukee Motor Transportation Wood Dale, IL |
St. Louis, MO |
| 1986 |
William A. Engle Mobil Oil Corporation New Jersey |
Kansas City, MO |
| 1987 |
Reginald B. Hamm Petroleum Carriers, Inc. Sturbridge, MA |
Fort Worth, TX |
| 1988 |
Clifford E. Williams B.I. Transportation Georgia |
St. Louis, MO |
| 1989 |
Robert W. Sherman Exxon Company, U.S.A. Richmond, VA |
Memphis, TN |
| 1990 |
David E. Knight Publix Super Markets Florida |
Dallas, TX |
| 1991 |
Richard Gillespie Star Tribune Newspaper Minneapolis, MN |
Minneapolis, MN |
| 1992 |
Wiley Price Murray Envelope Corp. Mississippi |
Nashville, TN |
| 1993 |
Dcecil H. Wolfe DSI Transport, Inc. Virginia |
Denver, CO |
| 1994 |
Robert D. Steelman Exxon Company U.S.A. North Carolina |
Tampa, FL |
| 1995 |
Keith Mergner Roadway Express, Inc. New Jersey |
New Orleans, LA |
| 1996 |
Robert W. Taylor Robinson Terminal Warehouse District of Columbia |
Columbus, OH |
| 1997 |
Larry L. Ripley Matlack. Inc. New York |
Minneapolis, MN |
| 1998 |
Frederick H. Schenk DeMoulas/Market Basket Massachusetts |
Long Beach, CA |
| 1999 |
Earl B. Rosado Hawaii |
Tampa, FL |
| 2000 |
David E. Knight Publix Super Markets Florida |
New Orleans, LA |
| 2001 |
Norman Melanson Virginia |
Minneapolis, MN |
| 2002 |
Dale Knox Con-Way Central Express Pennsylvania |
Milwaukee, WI |
| 2003 |
Weldon L. Runnels Wal-Mart Transportation, LLC Colorado |
Columbus, OH |
| 2004 |
Ronald J. Bowman, Sr. New Jersey |
Salt Lake City, UT |
| 2005 |
Michael Lomastro Publix Supermarkets, Inc. Florida |
Tampa, FL |
| 2006 |
Dale Duncan Con-Way Freight California |
New Orleans, LA |
| 2007 |
Dale L. Duncan Con-Way Freight California |
Minneapolis, MN |
| 2008 |
John A. Smith, Jr. FedEx Ground Mississippi |
Houston, TX |
| 2009 |
Anthony J. Spero ABF Freight System, Inc. Connecticut |
Pittsburgh, PA |
| 2010 |
Carl T. Krites Con-Way Freight Ohio |
Columbus, OH |
| 2011 |
Leo R. Flack A. Duie Pyle, Inc. Pennsylvania |
Orlando, FL |
| 2012 |
Brent L. Quire Con-Way Freight Kentucky |
Minneapolis, MN |
| 2013 |
Ina L. Daly Con-Way Freight Arizona |
Salt Lake City, UT |
| 2014 |
Christopher Miller United Petroleum Transportation Oklahoma |
Pittsburgh, PA |
| 2015 |
Brian Singelais A. Duie Pyle Massachusetts |
St. Louis, MO |
| 2016 |
Jeffery Langenhahn XPO Logistics, Inc. Wisconsin |
Indianapolis, IN |
| 2017 |
Scott Woodrome FedEx Freight Ohio |
Orlando, FL |
| 2018 |
Scott Woodrome FedEx Freight Ohio |
Columbus, OH |
| 2019 |
Paul Brandon FedEx Freight Connecticut |
Pittsburgh, PA |
| 2022 |
Michael Flippin FedEx Freight Colorado |
Indianapolis, IN |
| 2023 |
James Wilson United Parcel Service Inc. Nevada |
Columbus, OH |
| 2024 |
Jackie Reed FedEx Freight Mississippi |
Indianapolis, IN |
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