Dave Chappelle, SNL and Trump

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 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.
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 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.
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Dave Chappelle's net worth as he makes long-awaited return after Netflix backlash
Dave Chappelle is set to return to Saturday Night Live for his fourth time hosting, with musical guest GloRilla, after a two ...
Dave Chappelle's Net Worth Proves He's One of the Biggest Comedians of All Time
When you think of Dave Chappelle, you might not immediately equate him as a wealthy millionaire as you would Beyonce, Taylor ...
'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 ...
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 ...
Dave Chappelle and Bowen Yang hug one year after ‘awkward’ SNL appearance sparked rumours of bad blood
Last year, fans speculated that there was bad blood between the two stars after noticing an “awkward” interaction during one ...
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 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 ...
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.
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‘SNL’ Twitter Roasts Dave Chappelle for Being Anti-Sleeves As Well As Anti-Trans
Dave Chappelle has long challenged the idea that individuals can choose a gender identity that differs from their assigned ...