Often appears opposite a "Saturday Night Live" (1975) star: Screwed (2000) (with Norm MacDonald), Half Baked (1998) (with Jim Breuer), and Undercover Brother (2002) (with Chris Kattan).
Sits in with Howard Stern when in New York. Chappelle is one of Stern's favorite comedians.
Is currently in the beginning of talks about a movie involving his family and historical events they are fictionally involved in. [2004]
Turned down an offer to host the 2004 MTV Video Music Awards 2004 (2004) (TV).
Was in talks to play Rick James in a film about James' life. Prior to James' death, due to some content objections by Rick James himself, it was decided the project would not happen. (2004)
His father taught at Antioch College in Yellow Springs, Ohio.
Grew up in Silver Spring, Maryland; Yellow Springs, Ohio; and Washington, D.C., and still lives in Yellow Springs, Ohio, with his wife and children.
Is one of the few (if not only) celebrities to do advertisements for both Coca-Cola and Pepsi.
His best friend is his often co-writer Neal Brennan.
Is very good friends with fellow comedian Mario Cantone, who appears in the "Ask A Gay Dude" segment on Chappelle's Show.
He has gone on "Late Night with Conan O'Brien" 8 times so far, more appearances than he has had on all other talk shows combined.
Due to the popularity of his show, Comedy Central's parent company Viacom cut a $50 million deal with him that will continue the production of "Chappelle's Show" for two more years and will allow him to do side projects.
#43 on Comedy Central's 100 Greatest Standups of All Time. He is the youngest person to make the list.
His favorite show is MTV's The Real World.
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