Stew Frick — a Pittsburgh native, born in Coraopolis — has coined the term “clothing customizer” as their official job title. They often begin with a clean canvas of items ranging from boots to sneakers to jackets, made of either leather or cloth, and then add their creative designs.

The City of Pittsburgh’s North Side was filled with the sound of country music and the sight of about 25 tons of trash this past weekend as the Kenny Chesney concert took over Heinz Field and the surrounding...