The film follows Chappelle during the summer of 2004, ending on September 18, 2004, when he threw a block party on the corner of Quincy Street and Downing Street in the Clinton Hill
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The film follows Chappelle during the summer of 2004, ending on September 18, 2004, when he threw a block party on the corner of Quincy Street and Downing Street in the Clinton Hill neighborhood of Brooklyn, New York City. The film features nearby sites, including the Broken Angel House in Clinton Hill, Brooklyn as well as areas in Fort Greene, Brooklyn and Bedford-Stuyvesant, Brooklyn. The film was produced before Chappelle's highly publicized decision to walk away from a $50 million deal to continue his hit Chappelle's Show, and gained prominence after the announcement.
Chappelle invited several hip hop and neo-soul musical artists to perform at the party, including Kanye West, Mos Def, Jill Scott, Erykah Badu, and The Roots along with The Central State University Marching Band. Lauryn Hill was also scheduled to perform at the party, but since Columbia Records refused to release her songs for use in the production, she decided instead to reunite The Fugees for the occasion. In addition, Chappelle performed comedy monologues and sketches in between the musical acts.