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Chappelle's pointed social and political commentary quickly helped the show garner critical and commercial success as well as controversy.

Richard Pryor, one of Chappelle's comedic influences, was a fan of the show and stated that he had " passed the torch " to Chappelle.

Chappelle received two Emmy nominations for the show.

Additionally, the DVD set became the best-selling DVD of a television show to date, overtaking the previous best-selling, The Simpsons first season DVD.

It had sold over 3 million copies.

Due to the show's popularity, Comedy Central's parent company Viacom reportedly offered Chappelle a $ 55 million contract ( giving Chappelle a share of DVD sales ) to continue production of Chappelle's Show for two more years while allowing him to do side projects.

Chappelle had stated that sketches are not his favorite form of comedy, and that the characteristics of the show's format were somewhat like short films.