He based the character on a man who worked for his dad who thought that he knew everything but did not know anything. His only appearances in "Ernest" films were Ernest Goes to Africa as a customer and Ernest in the Army as Sergeant Ben Kovsky. He was the executive vice president of the Nashville-based Carden and Cherry advertising agency, for which the "Ernest" character was developed.
A native of Nashville, Cherry attended the Ringling School of Art and Design in Sarasota, Florida.
Cherry"s son, Josh appeared in Ernest in the Army as Corporal Davis.