“You tell him, brother!” — Jon Stewart’s SHOCKING support for Tucker Carlson stuns viewers, but Greg Gutfeld and The Five deliver a BRUTAL REALITY CHECK that flips the script in fiery on-air clash

In a twist nobody saw coming, liberal comedian Jon Stewart publicly backed Tucker Carlson after his scathing takedown of Fox News—cheering him on with a shocking “You tell him, brother!” that left both sides of the political aisle stunned. But the celebration didn’t last long. Greg Gutfeld and the hosts of The Five fired back with a ruthless reality check, calling out what they claim is selective outrage and media hypocrisy. Is this an unlikely alliance unraveling—or a bigger war within conservative media just beginning?

Watch the sparks fly and uncover what really happened—read the full breakdown before the next shot is fired.

Jon Stewart backs Tucker Carlson: ‘You tell him, brother’

In a jaw-dropping twist that has shaken the media landscape and sent viewers across the political spectrum into a frenzy, Jon Stewart has stunned audiences by offering public praise for none other than Tucker Carlson. In what many are calling one of the most unexpected moments in modern media history, Stewart declared, “You tell him, brother!” in response to Carlson’s recent scathing interrogation of Senator Ted Cruz over calls for regime change in Iran.

Stewart’s outburst of support—delivered with genuine conviction and not a hint of sarcasm—left even his own fans in shock. A figure long synonymous with left-leaning political comedy and cultural critique, Stewart has spent decades publicly lambasting Carlson and Fox News. Yet now, amid rising global tensions and an increasingly fractured media landscape, the two longtime adversaries appear to have found rare—and volatile—common ground.

But the momentary alliance didn’t go unchallenged.

Within hours, Greg Gutfeld and the panel on Fox News’ The Five returned fire with a brutal on-air takedown, calling Stewart’s praise “performative,” “dangerously naïve,” and “the latest proof that celebrity outrage is as flexible as it is hollow.” What followed was a fiery clash that left audiences questioning where true loyalty lies—and whether this moment was the beginning of a deeper unraveling within both liberal and conservative media spheres.

The Shocking Stewart Pivot

It all started during the latest episode of The Weekly Show with Jon Stewart, where the comedian opened the podcast with disbelief at how much he agreed with a recent Tucker Carlson interview. The subject? The escalating conflict between Israel and Iran.

“You’ve got Tucker Carlson going, ‘Why are we going to war with Iran again?’” Stewart said. “And I’m like, ‘Yeah, you tell him, brother.’”

The remark, casual and delivered with a laugh, struck like lightning. Was this satire? Irony? Or something deeper? Stewart, appearing visibly disturbed by the current state of international affairs, made it clear: this was no joke.

“I’m nodding along to a Tucker Carlson clip. That’s how upside-down we find ourselves in this moment,” he said.

Carlson, in the video Stewart referred to, had grilled Senator Ted Cruz on U.S. foreign policy, slamming Cruz’s push for regime change in Iran while the Senator fumbled to explain basic facts about the country. Carlson’s line of questioning was sharp, at times cruel, but undeniably effective. Stewart, watching from the outside, saw truth in Carlson’s rare challenge to Republican orthodoxy—and he said so, publicly.

It was the kind of cross-aisle praise that sent shockwaves through media circles. But it wouldn’t go unpunished.

Gutfeld and The Five Deliver a BRUTAL Reality Check

If Stewart thought his reluctant praise would be welcomed by Carlson’s colleagues—or that it would signal a new media alliance—he was mistaken.

Within 24 hours, Greg Gutfeld and the hosts of The Five fired back with fury. Gutfeld, known for his own biting sarcasm and unapologetic opinions, unleashed a searing monologue aimed directly at Stewart.

“So now Jon Stewart is suddenly enlightened?” Gutfeld scoffed. “He spends decades trashing anyone to the right of Bernie Sanders, and now he wants a medal for agreeing with Tucker once? Sorry, Jon—this doesn’t erase the years you spent demonizing half the country.”

Dana Perino chimed in, calling Stewart’s comment “emblematic of celebrity hypocrisy.”

“It’s easy to say ‘You tell him, brother’ when it’s convenient. Where was that energy when the conversation was less trendy?” she asked pointedly.

Jesse Watters added fuel to the fire, suggesting Stewart’s support was more about reclaiming relevance than genuine agreement.

“This is Stewart trying to ride Carlson’s viral coattails,” Watters said. “He’s not defending Tucker—he’s trying to hijack his message to look centrist.”

The panel then pivoted to mock Stewart’s perceived inconsistency, highlighting past episodes in which Stewart savaged Carlson’s political views and even accused him of propagandist behavior. One montage played during the segment showed Stewart calling Carlson “dangerous,” “uninformed,” and a “stooge for authoritarians.”

“And now he’s your ‘brother’?” Gutfeld sneered. “Give me a break.”

Carlson Responds With Cold Silence

As the media firestorm grew, one figure remained conspicuously quiet—Tucker Carlson himself.

Having been called everything from “a mouthpiece for isolationists” to “a kook” by former political allies, Carlson seems to be navigating his own complicated role in a media world where no one stays loyal for long. His refusal to directly comment on Stewart’s praise only deepened the intrigue.

Analysts are now wondering: Does Carlson see Stewart’s unexpected compliment as validation—or sabotage?

A New Chapter in Media Warfare?

The fallout from Stewart’s statement and The Five’s furious response has sparked new conversations about the tribalism of modern media. Can ideological opponents ever truly agree without being accused of betrayal? And if they do, who benefits—and who suffers?

The drama reveals the fault lines not just between left and right, but within each side’s echo chamber. Stewart, by daring to say out loud that Carlson was right—at least on one issue—may have cracked open a door few are willing to walk through.

But the reaction also revealed just how deep the divisions go. Gutfeld’s blistering rebuke didn’t just criticize Stewart—it signaled a warning to anyone, even allies, who strays from the media pack.

As one former producer anonymously told a major outlet, “This isn’t about foreign policy. This is about loyalty. About control. You don’t get to cross the media battlefield without catching friendly fire.”

What Comes Next?

With tensions between Israel and Iran continuing to evolve, and with American media figures like Carlson and Stewart now becoming unexpected mouthpieces for cautious diplomacy, the narrative is far from over.

Carlson, despite past controversies, now finds himself paradoxically embraced by both populist conservatives and anti-war progressives—for now. Stewart, meanwhile, faces questions about whether his comment was a one-time anomaly or the start of a broader ideological shift.

The audience, left watching this real-time drama unfold, is left wondering who truly means what they say—and whether truth can survive in a world ruled by tribal reaction and viral soundbites.

One thing’s for sure: the lines between enemies and allies in today’s media war are blurrier than ever.

And with every shocking declaration, every brutal response, and every uncomfortable moment of agreement, the stage is being set for the next big clash—one that could once again flip the script on everything we thought we knew.