Guest Stars Clare McNulty as Chantal Witherbottom Christine Taylor as Gail Ron Livingston as Keith Parker Posey as Brick William Ragsdale as Chuck Alysia Reiner as Trina Bridey Elliott as Penelope Co Starring Jeffery Self as Marc Ali Reza as Jordan Michael Showalter as Max Courtney Reed as Receptionist Teresa Yenque as Teresa James Collins, Jr. as Lobby Guard Loukas Skipitaris as Waiter Mary Catherine Wright as Dotty