SNL, Dave Chappelle and Donald Trump

Saturday Night Live Recap: Dave Chappelle Welcomes SNL to Trump’s Second Term
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.
'SNL' host Dave Chappelle delivers message to Trump: 'Do better next time'
Dave Chappelle spoke directly to President-elect Donald Trump and urged him to have "empathy" during a 17-minute "Saturday Night Live" monologue.
7 shocking moments from Dave Chappelle’s wild ‘SNL’ comeback
Dave Chappelle returns to SNL with a explosive monologue, pushing comedy boundaries and sparking intense conversations about fame, politics, and culture.
Dave Chappelle Asks Trump to Have Empathy for “Displaced People, Whether They’re in the Palisades or Palestine” in ‘SNL’ Monologue
The comedian touched on the L.A. wildfires, allegations against Diddy and Trump’s upcoming inauguration while hosting for the fourth time.
Dave Chappelle’s LA wildfires sketch on SNL was so hilariously unhinged
Who else thought Dave Chappelle's "Evacuation Alert" sketch on SNL over the weekend was one of the most hilariously unhinged things the show has done in years?
Dave Chappelle Returns to “SNL ”with Another Controversial Monologue: Trump, the California Fires, Diddy and More
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.
Dave Chappelle's 17 Minute Stand-Up Monologue Broke an 'SNL' Record — Again
Dave Chappelle doesn't have a new stand-up special out in 2025, at least not yet. But in the first new Saturday Night Live episode of 2025, he dropped something very close: A lengthy opening monologue.
Dave Chappelle Makes Hilarious Joke on Diddy’s Alleged “Freak Off” Parties on SNL
Of course Dave Chappelle would manage to get a cackle out of the crowd referencing the seemingly horrifying “freak off” sex parties prosecutors claim were held by rap mogul Sean “Diddy” Combs. Before you start guessing,
Dave Chappelle's SNL Season 50 Return Broke A Record He'd Already Held For 5 Years
Dave Chappelle's return in Saturday Night Live season 50 will be memorable for years to come, and not just because of his skills in comedy.
GloRilla Teams Up With Dave Chappelle During Hilarious 'SNL' Debut
GloRilla joined forces with Dave Chappelle to help revive a classic character from the comedian's past. The Memphis native made her grand debut on NBC's "Saturday Night Live" on Saturday, January 18.
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Dave Chappelle and Bowen Yang Hug It Out After Earlier Standoff
After a brief embrace at the end of the latest episode of Saturday Night Live, it appears a truce has been called in the cold ...
How many times has Dave Chappelle hosted ‘Saturday Night Live?’
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 ...
Chappelle on ‘S.N.L.’: Nudging All of Us Toward Peaceful Change
The comic took his usual jabs at everyone and everything, then invited Americans, including the president-elect, to be their best, most compassionate selves.
Dave Chappelle Revives ‘Chappelle’s Show’s Silky Johnson and Ashy Larry in ‘SNL’ ‘Pop the Balloon’ Sketch
In his latest 'SNL' stint, Dave Chappelle brought back "Chappelle's Show" favorites Silky Johnson and Ashley Larry for a "Pop ...
Dave Chappelle to Donald Trump: 'Whole world is counting on you'
Comedian Dave Chappelle offered a direct message to U.S. President Donald Trump at the end of his "Saturday Night Live" monologue this weekend.
Dave Chappelle and Bowen Yang hug on “SNL” stage a year after awkward images showed them standing far apart
In the final few moments of the Jan. 18 episode, which featured Chappelle hosting the show for the fourth time, several SNL ...