Guest Stars Jason Schwartzman as Greg David Bloom as Kevin John Slattery as Claude Dumet Rich Sommer as Graham Eric Nenninger as Warner Josh Charles as Blake Michaela Watkins as Rhonda Jon Hamm as The Falcon Randall Park as Jeff Kristen Wiig as Courtney Weird Al Yankovic as Jackie Brazen Richard Schiff as Dean Fairchild Rob Huebel as Brodfard Gilroy Kerri Kenney-Silver as Real Estate Agent Co Starring Isaak Presley as Kyle Thomas Barbusca as Drew George Dalton as Arty Josh Douglas as Rafi Samm Levine voices Voice of Arty Michael Blaiklock as Danny Hannah Friedman as Becky Hailey Sole as Amy Logan Garretson as Piano Player Mark Cirillo as JJ's Friend John Early as Logan Logistx as Breakdancer E.J. Callahan as Elderly Clerk Peter Salett as Guitar Dude Aisha Hinds as Amelia Sarah Casolaro as Singing Counselor #1 Samuel Goldman as Ventriloquist Counselor Rozzi as Lisa Jeremy Lucas as Singing Counselor #2 Missy Yager as Christine Kathryn Burns as Dancing Councelor Kevin Thomas Conroy as Mork Punk Christopher Cusumano as Medieval Punk Madeline Blue as Cure Punk Aleksandra Kovacevic as Dummy Counselor Alexandra Moore as Singing Counselor #3 Morgan Parsons as Amy's Friend Gabriel Millman as Head Punk
