2015   
Main Street Hero Award                               
Southern Girl Coffee Co.
Main Street Alabama

2016   
Main Street Hero Award                               
Enzor & Maniscalco
Main Street Alabama

2017   
Main Street Hero Award                               
Robin Leonard
Main Street Alabama

2018   
Main Street Hero Award                               
Charlotte Hubbard
Main Street Alabama

Excellence in Historic Preservation               
Oxford Cleaners
Main Street Alabama

Excellence in Business Promotion                 
Southern Girl Coffee Co. 
Main Street Alabama

2019   
Main Street Hero Award                               
Gwen Parrish
Main Street Alabama

Excellence in Planning & Public Space          
City of Oxford
Main Street Alabama

2020   
Larry K. Sylvester Small Business Advocate   
Historic Main Street Oxford
Calhoun County Chamber of Commerce