Guest Stars Sonny Valicenti as Matt Cohler Darren Pettie as Hendricks Noah Weisberg as Quentin Mousa Kraish as Fawzi Kamel Ian Alda as Peter Fenton Joel Kelley Dauten as Ryan Graves Annie Chang as Angie You Rama Vallury as Tahir Khan Virginia Kull as Jill Hazelbaker Amanda Brooks as Rachel Whetstone Erinn Ruth as Olivia Lungociu Damon Gupton as David Drummond Chelcie Ross as David Bonderman Jessica Hecht as Amy Gurley Brian Howe as Donald Kalanick Mishka Thébaud as Cory Kalanick Mark Gessner as Gil Jeremy Howard as Anthony Levandowski Hill Harper as Eric Holder Nick Fondulis as Dan O'Sullivan Co Starring Quentin Tarantino voices Himself (Tarantino's Voice) Alex Skinner as Matt Joy Corrigan as Woman 1 Anna MacDonald as Woman 2 London Kim as Uber Employee #2 Adam Foster Ballard as Roommate Will Green as Hugh Lisa Roumain as Sonya Steve Holm as Uber Employee #1 Jonte as Uber Tech #1 Al Bayan as Uber Tech #2 Brandon Hudson as Uber Employee #3