Guest Stars David Alford as Bucky Dawes Ed Amatrudo as Glenn Goodman Will Chase as Luke Wheeler Judith Hoag as Tandy Hampton Oliver Hudson as Jeff Fordham Kimberly Williams-Paisley as Peggy Kenter Charlie Bewley as Charles Wentworth Co Starring Joshua Mikel as Shep Alejandro Livinalli as Luke's Assistant Brit Shaw as Olivia Wentworth Keith Hudson as Big-Hat Man Shane Tallant as Local DJ Daniel Clancy as Sheriff