Sidney and Dre can attribute their lifelong friendship and the launch of their careers to one single childhood instant... witnessing the birth of hip-hop on a New York street corner. Now some 15 years later, she is a revered music critic at a national magazine and he is a successful, though unfulfilled, hip-hop record company executive. Both come to realize that their true life passions will only be fulfilled by remembering what they learned that day on the corner.
as Sidney 'Sid' Shaw
as Andre Romulus 'Dre' Ellis
as Chris Anton 'Cav' Vichon
as Reese Marie Wiggam Ellis
as Kelby Dawson
as Francine
as Simon
as Ren
as Ten
as Meghan
as Young Sidney
as Young Dre
as Self (Radio DJ)
as Trish Hofmann
as Richard Lawson
as Older Woman
as Woman
as Woman 2
as Woman 3
as Bartender 1
as Co-Worker
as Host
as Hot 97 Assistant
as Instructor
as Iridium Waiter
as Self
as Self - Black Thought [The Roots]
as Self
as Self
as Reverend
as Bartender
as Sidney's LA Assistant
as Crafts Vendor
as Self
as Self
as Self
as Self
as Self
as Self - Trugoy the Dove [De La Soul]
as Self - Posdnuos [De La Soul]
as Self - Maseo [De La Soul]
as Self
as Self
as Self
as Self
as Self
as Self
as Backstage Bartender
as Kid in the Park
as Hot 97 Receptionist
as Royale (uncredited)
as Record Label Executive (uncredited)
as Bouncer (uncredited)
as Man on Couch at Radio Station (uncredited)
as Bridesmaid (uncredited)
as Bridesmaid (uncredited)
as Woman at Party (uncredited)
