Year Winner Location
1937

William Frederick 

Kentucky Motor Transportation 

Louisville, KY

 Louisville, KY
1938

Edson Smith

Geo. F Alger Company 

Detroit, MI

 Chicago, IL
1939

Edson Smith

Geo. F Alger Company 

Detroit, MI

 Chicago, IL
1940

Charles Zimmerman

Cushman Motor Delivery Company

Chicago, IL

 Chicago, IL
1941

Leland Vandiver 

Colo.-Wyo Express

Laramie, WY

 New York, NY
1946

Charles Zimmerman

Cushman Motor Delivery Company

Chicago, IL

 Chicago, IL
1947

Charles Zimmerman

Cushman Motor Delivery Company

Chicago, IL

 Los Angeles, CA
1948

Grayson C. Thomas

Associated Transport, Inc. 

Burlington, NC

 Washington, D.C.
1949

Ben Winterberger

Dohn Transfer Company

St. Louis, MO

 Boston, MA
1950

John Waldon

Foster Freight Lines 

Indiana

 New York, NY
1951

Albert D. Pomahatch

Merchants Motor Freight 

St. Paul, MN

 Chicago, IL
1952

M.N. Stickland 

Great Southern Trucking Inc. 

Atlanta, GA

 New York, NY
1953

M.N. Stickland 

Great Southern Trucking Inc. 

Atlanta, GA

 Minneapolis, MN
1954

Lloyd D. Powell

Harvey Ragland Co. 

Birmingham, AL 

 Los Angeles, CA
1955

Covert Flucks

W. Ford Johnson Cartage, Inc. 

Dearborn, MI

 Washington, D.C.
1956

William J. Metsch

Geo. F Alger Co. 

Chicago 

 New York, NY