Marc Levin Director, Writer Danny Hoch Flip Actor, Writer Dash Mihok James Actor Mark Webber Trevor Actor Piper Perabo Sara Actor Eugene Byrd Khalid Actor Bonz Malone Darius Actor Dr. Dre Don Flip Crew #1 Actor Rich Komenich Flip's Dad Actor Annabel Armour Flip's Mom Actor Lisa Jane Todd Trevor's Mom Actor Jacqueline Willams Khalid's Mom Actor Reno Wilson Mace Actor Fat Joe Don Flip Crew #2 Actor Dead Prez Cornfield Rappers Actor Mic Geronimo Friend of Mace Actor Doug E. Fresh Parking Lot Rapper #1 Actor Slick Rick Parking Lot Rapper #2 Actor Snoop Dogg Self Garth Belcon Writer Richard Stratton Writer, Producer David Peipers Executive Producer John Sloss Executive Producer Ezra Swerdlow Producer Henri M. Kessler Producer DJ Hurricane Original Music Mark Benjamin Cinematographer Emir Lewis Film Editing Kathleen Chopin Casting Sue Crystal Casting Karen Meisels Casting David Doernberg Production Design Amy Beth Silver Art Director Carolyn Greco Costume Design