Guest Stars Mike Mitchell as Randy Monahan Chris Witaske as Chris Czajkowski Iris Apatow as Arya Hopkins Jordan Rock as Kevin Tracie Thoms as Susan Cheryl Brett Gelman as Greg Colter Bobby Lee as Truman Briga Heelan as Heidi McAuliffe Dave King as Wyatt Meyers Seth Morris as Evan Alexandra Rushfield as Ali Rush Mike Hanford as Wade Kirby Howell-Baptiste as Beth Michael Daniel Cassady as Dean Paula Pell as Erika Elizabeth Frances as Lilly Rowan Co Starring Armen Weitzman as Ruby Jay Johnston as Pastor Lewis Neil Campbell as Kyle Tim Kalpakis as Walt Tim Mikulecky as Glenn