Guest Stars Lennon Stella as Maddie Conrad Maisy Stella as Daphne Conrad David Alford as Bucky Dawes Ed Amatrudo as Glenn Goodman Kourtney Hansen as Emily Judith Hoag as Tandy Hampton Kimberly Williams-Paisley as Peggy Kenter Melvin Ray Kearney II as Bo Michiel Huisman as Liam McGuinnis Chloe Bennet as Hailey Rya Kihlstedt as Marilyn Rhodes David Clayton Rogers as Jason Erin McCarley as Adria Virgil Straford as engineer Holly Morris as wardrobe Stevie Ray Dallimore as tour manager Callen Riley as Young Buck Emmanuel Hudson as sound guy Terrence Lening as messenger Tosha Thompson as Melissa Mirch