On a recent episode of Gutfeld!, Greg Gutfeld and his panelists tore into Jimmy Kimmel, Sarah Silverman, and the broader late-night and Hollywood elite mindset, accusing them of staggering hypocrisy, self-delusion, and an inability to recognize their own role in alienating audiences. The discussion started with Kimmel’s recent podcast comments about the left’s elitism, but quickly snowballed into a takedown of his career trajectory, personality, and the likelihood that his time as a cultural fixture is running out.

Kimmel’s “Self-Awareness” Problem

Gutfeld opened the segment with the kind of needle-sharp sarcasm his audience expects: “This lack of self-awareness — he was the loudest voice in all of this. What could he be talking about?” He was responding to Kimmel’s apparent admission that the left, the party of inclusivity, has in fact become “incredibly elitist” and alienates people with its loudest voices.

The Gutfeld! panel agreed that on paper, this sounds like a moment of clarity from Kimmel. But in reality, they argued, it’s more like a well-worn comedy trope: “We’re not wrong; we’re just so unknowingly right that we’re pushing people into conservatism.” Comedian Jeff Dye likened it to a formula he’s seen from other left-leaning comics like Marc Maron and Andy Haines — a kind of humblebrag disguised as a critique. The message, they said, is still the same: We’re the good guys; you just can’t handle how right we are.

The panel’s verdict? “You’re right, but also you’re just [bleep] wrong. And it’s bull.”

The Blackface Elephant in the Room

Mike Oke, another panelist, cut straight to the hypocrisy: both Kimmel and Silverman have worn blackface in the past, yet have faced no lasting consequences. “He sees the writing on the wall — he knows he is next,” Oke said, suggesting that in the current climate of cancel culture, it’s only a matter of time before the same standards Kimmel applies to others are applied to him.

He also took a shot at Kimmel’s personality, arguing that if Kimmel ever tried to pivot from late-night to the podcast world, he’d struggle because “they have such a repulsive, uncharismatic personality” that long-form listening audiences wouldn’t tolerate.

Kimmel’s Italy Comments and the Celebrity “I’m Leaving” Cliché

The segment also skewered Kimmel for talking on his podcast about having Italian citizenship and musing about leaving the country due to how “bad” things have gotten in America. Gutfeld laughed at the idea: “Fleeing the country is an extreme opinion.”

Tyrus, Gutfeld’s co-panelist, mocked the out-of-touch nature of such talk: “It’s like listening to two billionaires complaining about nobody having change for their hundred-dollar bill at McDonald’s.”

Kat Timpf jumped in to slam the tiredness of the “I’m leaving if so-and-so wins” celebrity trope, rattling off a list of famous names — Barbra Streisand, Lady Gaga, Amy Schumer, Bryan Cranston — who have made similar threats and never followed through. Only Rosie O’Donnell, Gutfeld quipped, “deserves credit” for making the promise, even if she didn’t keep it.

Italy’s Politics and Liberal Misconceptions

The panel also noted the irony of Kimmel’s Italy fantasy, pointing out that the country is currently led by Giorgia Meloni, whose political party has roots connected to Mussolini’s fascists. “So this idea that Italy will be your liberal alternative to America — you don’t even know what you’re talking about,” one panelist said.

It was another example, they argued, of the Hollywood set being politically uninformed about the very places they idolize as escapes from the United States.

Still Doing It While Admitting It

Several panelists remarked on the absurdity of Kimmel and Silverman talking about how they should stop alienating people — while still alienating people in the same breath. “It’s like saying, ‘I’m going to quit doing drugs,’ while you’re shooting up,” Gutfeld cracked.

The critique here was that even in moments of supposed self-reflection, figures like Kimmel can’t resist slipping back into the very condescension they claim to be examining. The conversation turns into a meta-commentary about how right they are and how wrong everyone else is, effectively proving their critics’ points in real time.

A Cultural Note on Late-Night Decline

Underlying the humor was a more serious observation: late-night comedy as a genre has shrunk in cultural relevance, and its hosts — once able to poke fun across the political spectrum — now mostly preach to the choir. This self-selecting audience, the panel argued, has made the hosts both less funny and more sanctimonious.

Kimmel, once known for his rowdy Man Show antics, now seems entrenched in a brand of politics-first humor that alienates half the country. Gutfeld noted the irony of Kimmel acknowledging that the left’s loudest voices are “repulsive” while seemingly oblivious to the fact that he is one of those voices.

Why Gutfeld Says Kimmel “Knows He’s Next”

The panel’s repeated refrain was that Kimmel can see the cultural tide turning. High-profile comedians and commentators who once felt untouchable are being scrutinized for their own past behavior. Blackface sketches, one-sided political targeting, and a lack of self-awareness about their wealth and privilege could come back to haunt them.

“He knows he’s next,” Gutfeld said, not necessarily predicting a formal “cancellation” but suggesting that Kimmel’s credibility is on borrowed time. If audiences — even on the left — start demanding consistency in applying moral and cultural standards, Kimmel’s résumé has glaring vulnerabilities.

The Celebrity Disconnect

Tyrus’s analogy of billionaires complaining about not having change for a hundred-dollar bill summed up the broader point: these are people far removed from the everyday concerns of their audiences. Complaints about political outcomes or threats to leave the country ring hollow when they come from multimillionaires who can insulate themselves from most real-world consequences.

And yet, as Kat Timpf pointed out, they rarely act on those threats. “It’s like my five-year-old niece packing a little suitcase saying she’s running away,” she joked.

The Takeaway

By the end of the segment, Gutfeld! had painted Kimmel as emblematic of the modern celebrity-left bubble: self-satisfied, politically insular, and blind to his own role in driving people away. Even his moments of self-critique are couched in the same elitism he claims to decry.

The panel’s humor was sharp, but the underlying critique resonated: audiences are tired of being talked down to, and they’re noticing the double standards. In a fractured media landscape, that kind of hypocrisy doesn’t just get called out — it gets memed, clipped, and shared.

For Gutfeld’s viewers, the takeaway was clear: Kimmel can see the cracks in the late-night facade, and he knows he’s standing on the same stage that’s already collapsed under others. The only question is whether he’ll change course before the audience — including his own side — decides they’ve had enough.

If you want, I can also create a quote-by-quote breakdown of Kimmel’s podcast remarks alongside the Gutfeld! panel’s responses for a side-by-side look at how the conversation escalated. Would you like me to prepare that?