Special Guest Stars Jason Sudeikis as Schmitty Guest Stars Mary Elizabeth Ellis as Waitress Catherine Reitman as Maureen Ponderosa Nick Wechsler as Brad Fisher Cormac Bluestone as Jimmy Doyle Judy Greer as Ingrid "Fatty Magoo" Nelson Sasha Roiz as Adriano Calvanese Ian Reed Kesler as Tim Murphy Frances Turner as Christie