Guest Stars Mark Feuerstein as Mark Sarah Burns as Claire Adam Scott as Ben Josh Charles as Blake Rich Sommer as Graham Eric Nenninger as Warner Lake Bell as Donna David Wain as Yaron Samm Levine as Arty Paul Scheer as Dave Joshua Malina as Deep Throat Anne-Marie Johnson as Burkhart Skyler Gisondo as Deegs Joey Bragg as Seth Kristen Wiig as Courtney Brian Huskey as Bickering Husband Jamie Denbo as Bickering Wife Co Starring Chris Redd as Mason Phoebe Neidhardt as Heather Andrea Rosen as Nadine Grayson Kilpatrick as Pete