Guest Stars Richard Kind voices Marty Glouberman Paula Pell voices Barbara Glouberman Kat Dennings voices Leah Birch Jon Daly voices Judd Birch Jessica Chaffin voices Shannon Glaser Mark Duplass voices Val Bilzerian Paul Scheer voices Kurt Bilzerian Michaela Watkins voices Cantor Dina Reznick Kristen Wiig voices Jessi's Vagina Julie Klausner voices Cherry Marashina Andy Daly voices Dr. Granville Andy Daly voices Ghost of Harry Houdini Emily Altman voices Bethany