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 Bobby Lee as Truman Brett Gelman as Greg Colter Briga Heelan as Heidi McAuliffe Seth Morris as Evan Dave King as Wyatt Meyers 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 Tim Kalpakis as Walt Neil Campbell as Kyle Tim Mikulecky as Glenn