Jimmy Kimmel delivered a sharp and hilarious late-night roast of former President Donald Trump on October 10th, 2025, blending biting satire, surprise guest commentary, and viral social media moments to critique Trump’s public persona, political missteps, and cultural influence, leaving audiences both laughing uncontrollably and reflecting on the absurdity of modern politics.

In a night that blended biting satire with unfiltered humor, Jimmy Kimmel, the longtime host of ABC’s Jimmy Kimmel Live!, took aim at former President Donald Trump in a segment that left both late-night audiences and social media buzzing.

The moment unfolded during Kimmel’s live broadcast from Hollywood on Thursday, October 10th, 2025, as the show kicked off with a monologue addressing current political tensions and Trump’s recent controversial statements regarding the upcoming election.

Kimmel didn’t hold back, opening with a line that immediately drew laughter: “Donald, if tweeting were a sport, you’d have more gold than Michael Phelps—and just as many people questioning your stamina.”

The segment quickly escalated into a full-blown comedic critique, with Kimmel weaving in archival footage of Trump’s previous public appearances, juxtaposing them with exaggerated graphics and humorous captions that poked fun at everything from Trump’s infamous rallies to his social media habits.

“It’s amazing,” Kimmel said while pointing to a montage of Trump waving his arms, “that one man can generate so much noise and yet so little progress at the same time.

” The live audience erupted in laughter, many nodding at the relentless wit that Kimmel is known for.

Kimmel also brought a playful twist by reading out recent fan-submitted tweets that exaggerated Trump’s behavior in a way that highlighted absurdities in his public persona.

One tweet read: “Trump just declared war on his own reflection—experts say mirrors are the real problem.

” Kimmel paused, grinning, and responded, “Finally, some bipartisan action!” The segment didn’t just aim for humor; it served as a pointed commentary on political accountability, public perception, and the cultural influence of media personalities in shaping national dialogue.

What made this segment particularly memorable was Kimmel’s incorporation of surprise guest appearances.

Former Republican strategist Steve Schmidt, brought in via video call, offered sarcastic commentary on Trump’s recent speeches, amplifying the satire.

The interaction between Kimmel and Schmidt provided a mix of insider insight and comedy, blurring the lines between political analysis and entertainment.

The segment culminated in a mock award ceremony where Kimmel presented Trump with the “Most Theatrical Exit Award,” referencing both his political missteps and his flair for dramatics, leaving the audience roaring with laughter.

Social media quickly exploded with reactions, with hashtags like #KimmelVsTrump and #LateNightRoast trending within hours.

Clips of the segment were shared millions of times across TikTok, Instagram, and Twitter, with commentators praising Kimmel’s timing, delivery, and fearless approach.

While some conservatives criticized the show as biased, the majority of late-night fans celebrated the performance as a masterclass in satire.

Kimmel’s ability to combine humor with critique has become a hallmark of his career, dating back to his days as a guest host on The Man Show and his numerous viral monologues over the past two decades.

Beyond the comedy, Kimmel’s monologue addressed serious undertones, touching on the polarization in American politics and the challenge of discerning fact from performance in the media age.

“It’s funny,” Kimmel noted, “how sometimes reality feels stranger than the jokes—but then again, if reality weren’t so weird, I’d be out of a job.

” This acknowledgment of the political climate added depth to the segment, demonstrating that even humor can be a vehicle for reflection and critique.

By the end of the night, Jimmy Kimmel had successfully delivered not only a hilarious roast of Donald Trump but also a broader commentary on media, culture, and accountability in American politics.

Fans left the show both laughing and thinking, with many sharing sentiments that Kimmel’s combination of wit, timing, and cultural insight made this one of the most memorable late-night segments in recent memory.

Whether viewed as pure entertainment or sharp social critique, the segment cemented Kimmel’s position as a central figure in political satire and late-night television, proving once again that his humor is as fearless as it is clever.

In the wake of the broadcast, audiences are still dissecting every joke, clip, and reference, debating which moments were the funniest and which were the most biting, ensuring that Jimmy Kimmel’s comedic message to Trump will be talked about for weeks to come.