Guest Stars Tessa Albertson as Caitlin Miller Mather Zickel as Richard Meredith Hagner as Montana Goldberg Aasif Mandvi as Jay Mallick Kate Blumberg as Winnie Co Starring Laura Jordan as Carey ("Receptionist") Bill Kocis as Boomer Eastwood Nichole Yannetty as Woman at Bonfire Wes Shum as Moderator
