Guest Stars Jane Adams as Annabelle Jones Marc Maron as Jacob Malco Michaela Watkins as Karen Treska Co Starring Mike Brune as City Lit Employee Spencer Parsons as Himself (Spencer) Kate Berlant as Lauren Terry Bozeman as Terry Amanda Ross as Terry's Assistant Harrison Atkins as Interviewer Alison Cuddy as Moderator Karl Sullivan as Barista Jeffrey Piaseczny as Bartender Clayton Hauck as Photographer