Host

Dave Chappelle

Crowd Member / Ashy Larry

Donnell Rawlings

Negrodamus Audience Member / Star Trek Geek / Scared Office Worker

Bryan Olsen

Self - Black Star

Yasiin Bey

T-Mart Washington

Jelani Jeffries

Self - Black Star

Talib Kweli

Woman At Bar

Marisa DeVonish

Himself

Funkmaster Flex

Self

Rick James

Woman Getting Reparations

Kelly Taffe

Bride

Lyric Marie Benson

Mr. Halsted

Geoffrey Dawe

Zondra

Tiffany Thompson

Educated Guess Announcer (voice)

Athena Karkanis

Martha

Irma St. Paule

Mother

Sophina Brown

Jamaican Man

Duane Littles

Police Officer

Barney Fitzpatrick

O'Dweed's Announcer (voice)

Randy Pearlstein

Old Lady #2

Phyllis Somerville