Guest Stars Kathleen Chalfant as Margaret Butler Emily Browning as Sierra James Max Fowler as Colin Claes Bang as Sasha Mann Adam Shapiro as Joel Mozhan Navabi as Petra Ranes Russell Hornsby as Carl Gatewood Tessa Auberjonois as Helen Actress Mercer Boffey as Nat Co Starring Clay Hollander as Brooklyn Megan Duffy as Erica Juliet Lopez as AD / Lisa Avianna Mynhier as Waiter #1 Elizabeth Twining as Young P.A. Joel-Ryan Armamento as Waiter #2 Christopher Chen as Man in Bathroom Justin Morck as Handsome Russian Man Kiri Hartig as Pru / Alison Maz Siam as Jim Josh McClenney as Karaoke Emcee