He made his hosting debut on Saturday Night Live the weekend with the "Donald Trump".
At the "69th Primetime Emmy Awards", he received an 'Emmy Award' for Outstanding Guest Actor in a Comedy Series.
In January 2018 at the '60th Annual Grammy Awards', Chappelle won a 'Grammy Award' for Best Comedy Albums like 'The Age of Spin' and 'Deep in the Heart of Texas'.
He gaved financial support to his school 'Duke Ellington School of the Arts'.
He was selected to receive the Mark Twain Prize for American Humor.
He starred in the comedy film 'Screwed'.
In 2003, Chappelle debuted his own weekly sketch comedy show on Comedy Central called 'Chappelle's Show'.
He acted and was the producer of the documentary film 'Dave Chappelle's Block Party'.
He set a stand-up endurance record at the Laugh Factory Sunset Strip comedy club in 2007.