Darius Rucker entered stealth mode for a special episode of CBS’ Undercover Boss on May 12. The country star traveled to Austin, Texas, on an undercover journey to discover the next great musical act.

During part of his time incognito, Darius assumed the identity of Jackie Middleton, a busker who hits the streets to make a little cash—”little” being the operative word as Jackie only netted $12.

Watch Darius, aka Jackie Middleton, in action as he meets a fellow busker, Damiyr, and makes a friendly wager.