
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)