cast
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Dave Chappelle
Host / Various Characters
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Donnell Rawlings
Crowd Member / Ashy Larry
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Charlie Murphy
Weed Smoker (uncredited)
- Bryan Olsen Man with Knife (uncredited) / Star Trek Geek / Scared Office Worker / Internet Music Guy / Negrodamus Audience Member
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Yasiin Bey
Self - Black Star
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Paul Mooney
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Bill Burr
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Jelani Jeffries
T-Mart Washington
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Talib Kweli
Self - Black Star
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Guillermo Díaz
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Marisa DeVonish
Woman At Bar
- Funkmaster Flex Himself
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Big Tigger
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Carson Daly
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RZA
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The GZA
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Rashida Jones
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Jim Breuer
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Eddie Griffin
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Ye
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Common
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Erykah Badu
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Arsenio Hall
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Anthony Anderson
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Wayne Brady
- Lil Jon
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Susan Sarandon
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Charles Barkley
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Marla Gibbs
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La La Anthony
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Rick James
Self
- Kelly Taffe Woman Getting Reparations
- Lyric Marie Benson Bride
- Geoffrey Dawe Mr. Halsted
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Tiffany Thompson
Zondra
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Athena Karkanis
Educated Guess Announcer (voice)
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Irma St. Paule
Martha
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Sophina Brown
Mother
- Duane Littles Jamaican Man
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Barney Fitzpatrick
Police Officer
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Randy Pearlstein
O'Dweed's Announcer (voice)
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Phyllis Somerville
Old Lady #2
- Rudy Rush Various Characters
- Melle Powers Sharron Washington
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Tina Benko
Katie Jacobson
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Karyn Quackenbush
Trading Spouses Host
- Mick Hazen Jeffrey Jacobson
- Gillien Goll Therapist Judy
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Wali Collins
Deadbeat Dad (uncredited)
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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)