Guest Stars Chris Diamantopoulos as Russ Hanneman Jill E. Alexander as Patrice Stephen Tobolowsky as Jack Barker Annie Sertich as C.J. Cantwell George Kareman as PR Guy Co Starring Anna Khaja as Rachel Ping Wu as Henry Dick Costolo as Himself Tiana Okoye as Philz Girl Paul Yen as Guy #2 Mark Pincus as Himself Jeremy Stoppelman as Himself Nirav Tolia as Himself