I have written several articles about when artists return home to Kentucky, but in my lifetime, none will likely be bigger than Chris Stapleton playing Rupp Arena. As a fellow Eastern Kentuckian, Rupp Arena to us, is like the Ryman. It’s our Mother Church. It’s an arena named after Coach Adolph Rupp and is the home of our beloved Kentucky Wildcats in downtown Lexington. For a Kentucky artist, that was born in this city, to rise in popularity and be able to sell-out over 17,000 seats at Rupp Arena is unheard of. Unchartered territory, even.
The Kentucky Headhunters, Billy Ray Cyrus, The Backstreet Boys featured a couple Kentuckians, John Michael Montgomery and Montgomery Gentry had some great success. But Chris Stapleton is the only singular artist to have sold-out Rupp Arena as a headliner to be born in Lexington. At least to my knowledge.