On screen
Cast
55 credited performers
Dave Chappelle
Host / Various Characters
Donnell Rawlings
Crowd Member
Charlie Murphy
Weed Smoker (uncredited)
Bryan Olsen
Negrodamus Audience Member
Yasiin Bey
Self - Black Star
Paul Mooney
Character not listed
Bill Burr
Character not listed
Jelani Jeffries
T-Mart Washington
Talib Kweli
Self - Black Star
Guillermo Díaz
Character not listed
Marisa DeVonish
Woman At Bar
Funkmaster Flex
Himself
Big Tigger
Character not listed
Carson Daly
Character not listed
RZA
Character not listed
GZA
Character not listed
Rashida Jones
Character not listed
Jim Breuer
Character not listed
Eddie Griffin
Character not listed
Ye
Character not listed
Common
Character not listed
Erykah Badu
Character not listed
Arsenio Hall
Character not listed
Anthony Anderson
Character not listed
Wayne Brady
Character not listed
Lil Jon
Character not listed
Susan Sarandon
Character not listed
Charles Barkley
Character not listed
Marla Gibbs
Character not listed
La La Anthony
Character not listed
Rick James
Self
Kelly Taffe
Woman Getting Reparations
Lyric Marie Benson
Bride
Geoffrey Dawe
Mr. Halsted
Tiffany Thompson
Zondra
Athena Karkanis
Educated Guess Announcer (voice)
Irma St. Paule
Martha
Sophina Brown
Mother
Duane Littles
Jamaican Man
Barney Fitzpatrick
Police Officer
Randy Pearlstein
O'Dweed's Announcer (voice)
Phyllis Somerville
Old Lady #2
Rudy Rush
Various Characters
Melle Powers
Sharron Washington
Tina Benko
Katie Jacobson
Karyn Quackenbush
Trading Spouses Host
Mick Hazen
Jeffrey Jacobson
Gillien Goll
Therapist Judy
Wali Collins
Deadbeat Dad (uncredited)
Rick Crom
Boss (uncredited)
Natalie Howe
Wilt Chamberlain Girl (uncredited)
Karl Lake
Crowd Member (uncredited)
DJ Cipha Sounds
Self (uncredited)
John Weigand
Bowler with Toupee (uncredited)
Quincy Tyler Bernstine
Brenda Johnson / Rounds