Story :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.
Cast
Sanaa LathanSidney 'Sid' Shaw
Taye DiggsAndre Romulus 'Dre' Ellis
Yasiin BeyChris Anton 'Cav' Vichon
Nicole Ari ParkerReese Marie Wiggam Ellis
Boris KodjoeKelby Dawson
Queen LatifahFrancine
Wendell PierceSimon
Erik WeinerRen
Reggi WynsTen
Melissa MartínezMeghan
Aaliyyah HillYoung Sidney
Marc John JefferiesYoung Dre
Angie MartinezSelf (Radio DJ)
Rosalyn ColemanTrish Hofmann
Keith TisdellRichard Lawson
Venida EvansOlder Woman
Breece WilsonWoman
Brette TaylorWoman 2
Donna DuPlantierWoman 3
Robin T. KirkseyBartender 1
Sterling K. BrownCo-Worker
Kofi BoakyeHost
Dena AtlanticHot 97 Assistant
Gerry PinzonInstructor
Sam McPhersonIridium Waiter
Big Daddy KaneSelf
Tariq TrotterSelf - Black Thought [The Roots]
QuestloveSelf
Kool G RapSelf
Helmar Augustus CooperReverend
Wyking JonesBartender
Toks OlagundoyeSidney's LA Assistant
Opal AlladinCrafts Vendor
Dana DaneSelf
Doug E. FreshSelf
Slick RickSelf
Jermaine DupriSelf
Pete RockSelf
David JolicoeurSelf - Trugoy the Dove [De La Soul]
Kelvin MercerSelf - Posdnuos [De La Soul]
Vincent MasonSelf - Maseo [De La Soul]
Kimora Lee SimmonsSelf
Russell SimmonsSelf
Beanie SigelSelf
Talib KweliSelf
CommonSelf
Method ManSelf
Hadley Martin FisherBackstage Bartender
Justin 'DJ' SpauldingKid in the Park
Liza LapiraHot 97 Receptionist
Ralph E. TresvantRoyale (uncredited)
Kevin WatsonRecord Label Executive (uncredited)
Vinny DeGennaroBouncer (uncredited)
Lamman RuckerMan on Couch at Radio Station (uncredited)