Guest Stars Judith Hoag as Tandy Hampton J.D. Souther as Watty White Burgess Jenkins as Randy Roberts Co Starring Lennon Stella as Maddie Conrad Maisy Stella as Daphne Conrad David Alford as Bucky Dawes Ed Amatrudo as Glenn Goodman Kourtney Hansen as Emily Sylvia Jeffieres as Jolene Barnes Todd Truley as Marshall Evans Jeremy Childs as Albert Jake Speck as Steve May Hwen as Emcee J. Karen Thomas as Audrey Carlisle John Newberg as Mayor L. Warren Young as Dennis Caitlin Nicol-Thomas as Jessie Eddie L. Stubbs as Announcer John Michael Weatherly as Henry