Guest Stars Chris Gethard as Himself Rich Sommer as Steven Charleston Rich Sommer as Himself Zach Cherry as Himself Jason Mantzoukas as Himself D'Arcy Carden as Herself Janet Varney as Herself Paul Scheer as Himself Lea Thompson as Herself Haley Joel Osment as Himself Ben Schwartz as Himself J.D. Walsh as Himself Shannon O'Neill as Herself Riley Soloner as Himself Griffin McElroy as Himself Travis McElroy as Himself Justin McElroy as Himself Craig Shemin as Himself Josh Gondelman as Himself Jon Gabrus as Himself Jackie Michele Johnson as Herself Will Hines as Himself Keiko Agena as Herself Tami Sagher as Herself Alan Sepinwall as Himself Jackie Jennings as Herself