On November 12 , 2016 , Chappelle made his hosting debut on '' Saturday Night Live '' the weekend of Donald Trump winning the 2016 Presidential Election . The show also featured A Tribe Called Quest as the musical guest . In his opening iconic monologue , Chappelle tackled Trump and the election head on . He ended his monologue by stating , " I ’m wishing Donald Trump luck , and I ’m going to give him a chance , and we , the historically disenfranchised , demand that he give us one too . " His performance on '' SNL '' received widespread acclaim from critics and audiences alike . At the 69th Primetime Emmy Awards , he received an Emmy Award for Outstanding Guest Actor in a Comedy Series for his guest appearance on '' Saturday Night Live '' . He donated the Emmy to his former high school while filming an episode of Jerry Seinfeld 's Netflix series , '' Comedians in Cars Getting Coffee '' ( Season 10 , Episode 2 : " Nobody Says , “ I Wish I Had A Camera ” " )
69th Primetime Emmy Awards
69th Primetime Emmy Awards
Dave Chappelle