Comedian Dave Chappelle’s descent into “woke” madness continued apace this week with an interview with former First Lady Michelle Obama.
Chappelle, who in recent years has mocked assassinated Turning Point USA founder Charlie Kirk’s death and sided with Hamas, doubled down on his new “woke” outlook while on Obama’s “IMO” podcast.
Speaking with both Obama and her brother, Craig Robinson, for an episode of the podcast released on Wednesday, he acted like Americans are living in the end times or some such thing.
“It’s never really been quite like this before, where everyone feels like we’re on the precipice of some amazing change, and every day the news cycle is more appalling than the last day, and this doesn’t seem like it’s ever going to end,” he began without citing any examples.
“And every week I learn some new word like Strait of Hormuz or blah blah blah, and it’s such an avalanche that it is fun, even for me now, to watch comedians contextualize this stuff,” he added.
🚨 DAVE CHAPPELLE: “Every day the news cycling is more appalling than the last day, and this doesn’t seem like it’s ever going to end. Every week I learn some new word, like Strait of Hormuz … This is intolerable. It’s insufferable what’s happening right now.” pic.twitter.com/B3wxVE25a9
— Chief Nerd (@TheChiefNerd) May 7, 2026
In fairness to Chappelle, gas prices are through the roof now amid the war in Iran, though the Trump administration has promised a massive reduction in oil/gas prices once the war finally concludes.
Continuing his remarks, the comedian noted how he’s no longer in deep trouble for his prior “trans” jokes — probably because he’s spent so much time since sucking up to the “woke” left — and is cheerfully looking forward to his own comedy club launching.
“Someone asked me about my transgender jokes. They said, you know, you’re getting a lot of trouble for those transgender jokes, and I go, ah, the good old days,” Chappelle recalled. “So much has happened so quickly, but okay, I’m hopeful.”
“As a matter of practice, this building opening up and being completed, it makes me hopeful. Having my own comedy club, finally, after all these years, that makes me hopeful. You guys being here with us, it’s like a dream come true. It makes me hopeful,” he added.
Chappelle also spoke about his “family” and “community” coming together in hard times.
“My community coming together in tough times, you know, our family, we had tremendous losses recently,” he said. “People in our family passed away, and the community, you know, picked us up. That made me hopeful.”
“The little things mean so much more now, and I would want to remind anybody that’s listening to this show, man, that smile that you must have when it hurts to smile, this is priceless right now,” he added.
The multimillionaire comedian concluded by claiming life is so “insufferable” right now.
“Anything you can do to let each other know you’re safe or that you’re okay, it means everything right now, because otherwise, this is intolerable,” he alleged. “It’s insufferable, what’s happening right now.”
The backlash to his remarks has been heavy:
What happened to him?
— Rocket Science (@Rocket_Science4) May 7, 2026
I remember when Dave was funny.
— The First Talosian (@AdamLee3015) May 7, 2026
The only “insufferable” thing happening is your obnoxious commentary, Dave.
— Kevin Hartney (@hartney_ke70249) May 7, 2026
Yes I can see how freeing the world and Persian people from a terror regime is appalling. What a clown
🤡— Jennifer (@Jeni41671) May 7, 2026
I hate to say it because I considered him the funniest man alive, but Dave Chappelle has become an insufferable douche.
— Timmy Squared (@Maxxxpower1) May 7, 2026
If you never heard ‘Straight of Hormuz’ you might wanna sit the conversation out. This is the problem, too many opinions, not enough knowledge.
— Jennifer Kaufman (@Jswizz47) May 7, 2026
All this comes not long after Chappelle recently attacked conservatives for committing the supposed crime of laughing at his trans jokes.
“I did resent that the Republican Party ran on transgender jokes,” he told NPR last month. “You know, I felt like they were doing a weaponized version of what I was doing. It’s not what I was doing.”
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V. Saxena is a staff writer with a decade of experience as a professional writer, and a lifetime of experience as an avid news junkie. He holds a degree in computer technology from Purdue University. Saxena also contributes to BizPac Review.
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