David Khari Webber Chappelle (; born August 24, 1973) is an American stand-up comedian, actor, writer and producer. With his incisive observations, he has been described as "poetically unfiltered and sociopolitically introspective, with an ability to illuminate and interrogate agonizing and poignant topics." Chappelle is the recipient of numerous accolades, including four Emmy Awards and three Grammy Awards as well as the Mark Twain Prize. He is known for his satirical comedy sketch series Chappelle's Show (2003–2006). The series, co-written with Neal Brennan, ran until Chappelle quit the show in the middle of production of the third season. After leaving the show, Chappelle returned to performing stand-up comedy across the U.S. By 2006, Chappelle was called the "comic genius of America" by Esquire and, in 2013, "the best" by a Billboard writer. In 2017, Rolling Stone ranked him No. 9 in their "50 Best Stand Up Comics of All Time."Chappelle has appeared in several films, including Mel Brooks's Robin Hood: Men in Tights (1993), The Nutty Professor (1996), Con Air (1997), You've Got Mail (1998), Blue Streak (1999), Undercover Brother (2002), Chi-Raq (2015), and A Star Is Born (2018). His first lead role was in the 1998 comedy film Half Baked, which he co-wrote with Neal Brennan. Chappelle also starred in the ABC comedy series Buddies (1996).
In 2016, he signed a $20 million-per-release comedy-special deal with Netflix and, as of 2019, he has released five standup specials under the deal.Chappelle received his first Emmy Award in 2017 for his guest appearance on Saturday Night Live. In 2018, he received a Grammy Award for his Netflix-produced comedy album The Age of Spin & Deep in the Heart of Texas. Equanimity, another Netflix special featuring Chapelle, was nominated in 2018 for three Emmys and received the award for Outstanding Variety Special (Pre-Recorded). In 2019, Chappelle was selected to receive the Mark Twain Prize for American Humor, which is presented by the Kennedy Center as America's highest comedy honor. In 2020, Sticks & Stones earned Chappelle his third consecutive Grammy Award for Best Comedy Album.