Chappelle's Show

Dave Chappelle

Host / Various Characters

Donnell Rawlings

Ashy Larry / Crowd Member

Charlie Murphy

Weed Smoker (uncredited)

Bryan Olsen

Internet Music Guy / Man with Knife (uncredited) / Negrodamus Audience Member / Scared Office Worker / Star Trek Geek

Yasiin Bey

Self - Black Star

Jelani Jeffries

T-Mart Washington

Talib Kweli

Self - Black Star

Marisa DeVonish

Woman At Bar

Funkmaster Flex

Himself

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