Chris Stapleton's radio singles are never straight-ahead, mainstream, made-for-radio hits. He'll often blend an extra dose of soul or R&B into his country, and those stylistics are once again on full display in "You Should Probably Leave," his latest submission to country radio. Still, Stapleton wrote the song with two co-writers with serious mainstream radio cred: Chris DuBois and Ashley Gorley, the latter of whom set a record in August of 2020, when he became the first songwriter ever to pen 50 No. 1 singles in the history of the Billboard Airplay and Mediabase charts (he's continued to add to that total in the months since).