Netflix specials Dave Chappelle has put out in the past decade feel less like polished bits than highlights from a theoretical Dave Chappelle podcast. However, one venue he appears to take more seriously than Netflix’s stand-up vertical is the SNL stage in the immediate aftermath of a Donald Trump election — a forum he presided over in 2016 and 2020.

Chappelle has hosted “SNL” three times to date and will soon be a four-time host. That will leave him one hosting gig shy of the elite Five-Timers-Club, a group that includes stars like Steve Martin, Tom Hanks, and Tina Fey.

Chappelle’s latest SNL hosting gig means he is now just one appearance away from joining the show’s Five-Timers Club, which features a star-studded members list that includes Will Ferrell, Tina Fey, Kristen Wiig and Martin Short — who became the coveted club’s most recent inductee in December 2024.

The comedian's opening monologue doubled as one of his sets, going on for 17 minutes and covering topics from the Southern California wildfires to the suffering of the Palestinian people.

Fans of the Comedy Central sketch show were thrilled to see a familiar face pop up in an 'Saturday Night Live' dating show spoof.

Dave Chappelle returns to SNL with a explosive monologue, pushing comedy boundaries and sparking intense conversations about fame, politics, and culture.