Guest Stars Sonny Valicenti as Matt Cohler Darren Pettie as Hendricks Noah Weisberg as Quentin Mousa Kraish as Fawzi Kamel Joel Kelley Dauten as Ryan Graves Rama Vallury as Tahir Khan Virginia Kull as Jill Hazelbaker Chelcie Ross as David Bonderman Damon Gupton as David Drummond Amanda Brooks as Rachel Whetstone Erinn Ruth as Olivia Lungociu Eva Victor as Susan Fowler Mark Gessner as Gil Jeremy Howard as Anthony Levandowski David Krumholtz as Sergey Brin Rob Morrow as Eddy Cue Adam Daveline as Craig Lily Rains as Anne-Marie Co Starring Quentin Tarantino voices Tarantino's Voice Amel Khalil as Zahra Kamel Kate Amundsen as Kelsey Anna MacDonald as Woman 2 Joy Corrigan as Woman 1 Kyle Louis as Pete Jared Wernick as Tre Ray Huizar as Brazilian Uber Driver Gabriel Sousa as Brazilian Teenage Boy Kevin Markovic as Kev Olivia Baptista as Brazilian Teenage Girl Brian Sacca as Chris Sacca Andrew Grace as Shane Dean Li as Ant Marc Jablon as Event Facilitator