Guest Stars Justine Lupe as Willa Ferreyra Ashley Zukerman as Nate Sofrelli Caitlin Fitzgerald as Tabitha Jeannie Berlin as Cyd Peach Eric Bogosian as Gil Eavis Co Starring Juliana Canfield as Jess Jordan Swayam Bhatia as Sophie Roy Quentin Morales as Iverson Roy Kelly Nash as Cathleen Carmichael Sharla McBride as Delta Pike Wayne Pyle as Steve Cox Mark Epperson as ATN Newscaster Michael Halling as Kendall's Advisor Madeline Grey DeFreece as Laurie Ian Poake as Scott Adi Stein as Stanley Erin Roche as Aide Gabriela Lopez Hernandez as Lawrence's Assistant Becky Baumwoll as Head of Guest Relations Laakan McHardy as Nikki Dani Martineck as Isobel James Beaman as Roman's Advisor Tony Roach as Christo Nick Reynolds as Man on the Street