Guest Stars Lennon Stella as Maddie Conrad Maisy Stella as Daphne Conrad David Alford as Bucky Dawes Kourtney Hansen as Emily Kimberly Williams-Paisley as Peggy Kenter Sylvia Jeffieres as Jolene Barnes Todd Truley as Marshall Evans Rya Kihlstedt as Marilyn Rhodes Aerica D'Amaro as Lindsay Susan Misner as Stacey Douglas Jay Hernandez as Dante Rivas Wyclef Jean as Dominic Wells Katie Couric as Herself