Guest Stars Jody Hill as Levi Walton Goggins as Baby Billy Freeman J. LaRose as Gregory Troy Hogan as Matthew James DuMont as Chad Mary Hollis Inboden as Mandy Kristen Johnston as May-May Montgomery Steve Zahn as Peter Montgomery Lukas Haas as Chuck Montgomery Robert Oberst as Karl Montgomery Stephen Schneider as Stephen Maggie Winters as Taryn Casey Wilson as Kristy Co Starring Jennifer Hazelip as Pam Crystal Coney as Angie Xander Mateo Delatorre as Brody Kora Kokavec as Poppy Finn Carmichael as Maxwell Wimberly Gretchen Koerner as Lawyer Sawyer Ruth Johnson as Little Girl