Sanaa Lathan
Sidney 'Sid' Shaw
Acting
Taye Diggs
Andre Romulus 'Dre' Ellis
Acting
Yasiin Bey
Chris Anton 'Cav' Vichon
Acting
Nicole Ari Parker
Reese Marie Wiggam Ellis
Acting
Boris Kodjoe
Kelby Dawson
Acting
Queen Latifah
Francine
Acting
Wendell Pierce
Simon
Acting
Erik Weiner
Ren
Acting
Reggi Wyns
Ten
Acting
Melissa Martínez
Meghan
Acting
Aaliyyah Hill
Young Sidney
Acting
Marc John Jefferies
Young Dre
Acting
Angie Martinez
Self (Radio DJ)
Acting
Rosalyn Coleman
Trish Hofmann
Acting
Keith Tisdell
Richard Lawson
Acting
Venida Evans
Older Woman
Acting
Breece Wilson
Woman
Acting
Brette Taylor
Woman 2
Acting
Donna DuPlantier
Woman 3
Acting
Robin T. Kirksey
Bartender 1
Acting
Sterling K. Brown
Co-Worker
Acting
Kofi Boakye
Host
Acting
Dena Atlantic
Hot 97 Assistant
Acting
Gerry Pinzon
Instructor
Acting
Sam McPherson
Iridium Waiter
Acting
Big Daddy Kane
Self
Acting
Tariq Trotter
Self - Black Thought [The Roots]
Acting
Questlove
Self
Acting
Kool G Rap
Self
Acting
Helmar Augustus Cooper
Reverend
Acting
Wyking Jones
Bartender
Acting
Toks Olagundoye
Sidney's LA Assistant
Acting
Opal Alladin
Crafts Vendor
Acting
Dana Dane
Self
Acting
Doug E. Fresh
Self
Acting
Slick Rick
Self
Acting
Jermaine Dupri
Self
Acting
Pete Rock
Self
Acting
David Jolicoeur
Self - Trugoy the Dove [De La Soul]
Acting
Kelvin Mercer
Self - Posdnuos [De La Soul]
Acting
Vincent Mason
Self - Maseo [De La Soul]
Acting
Kimora Lee Simmons
Self
Acting
Russell Simmons
Self
Acting
Beanie Sigel
Self
Acting
Talib Kweli
Self
Acting
Common
Self
Acting
Method Man
Self
Acting
Hadley Martin Fisher
Backstage Bartender
Acting
Justin 'DJ' Spaulding
Kid in the Park
Acting
Liza Lapira
Hot 97 Receptionist
Acting
Ralph E. Tresvant
Royale (uncredited)
Acting
Kevin Watson
Record Label Executive (uncredited)
Acting
Vinny DeGennaro
Bouncer (uncredited)
Acting
Lamman Rucker
Man on Couch at Radio Station (uncredited)
Acting
Erica Ise
Bridesmaid (uncredited)
Acting
Spencer Kayden
Bridesmaid (uncredited)
Acting
Joanie Laurer
Woman at Party (uncredited)
Acting
Brother Eden Douglas
Park Chess Player #1 (uncredited)
Crew