Kaitlin Bennett Goes Undercover at Anti-Trump Protest to Expose Radical Left Extremism in Florida

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Kaitlin Bennett Goes Undercover at Anti-Trump Protest to Expose Radical Left Extremism in Florida

Kaitlin Bennett and Cait Scott go undercover as liberal activists at an anti-Trump protest in Florida, carrying extreme signs celebrating would-be assassins and promoting radical policies. What they discover is shocking: attendees eagerly agree with signs praising Cole Allen, comparing Trump to Hitler, advocating for Iranian nuclear weapons, and apologizing for whiteness. The experiment reveals how easily protesters embrace dangerous rhetoric without question, exposing the extremism lurking within modern leftist movements.

Categories: Protests
May 5, 2026

Going Undercover as Liberal Activists

Kaitlin Bennett and fellow conservative Cait Scott transformed themselves into liberal alter egos—"Genitalia" and "Libby"—to infiltrate an anti-Trump protest in Florida. Their mission was simple but revealing: carry extreme signs and see if protesters would embrace them. The signs included messages celebrating Cole Allen (the man who attempted to assassinate President Trump), comparing Trump unfavorably to Hitler, advocating for Iranian nuclear weapons, and apologizing to Black people on behalf of all white people.

Bennett's hypothesis going into the experiment was that these weren't fringe radicals, but rather ordinary people—"your granny, your aunts, the people you sit beside in Bob Evans after church"—who hold genuinely extremist views when surrounded by like-minded activists.

Protesters Embrace Assassin Celebration

One of the most disturbing signs Bennett and White carried featured Cole Allen's photo with the text "We Are Cole Allen," referencing the individual who sprinted through security with weapons in an attempt to harm President Trump. Multiple protesters not only accepted this sign but enthusiastically agreed with its message.

When asked "You know how they say we are Charlie Kirk? What do you think about that?" one protester responded "Same. Right." Another protester stated "I tell my son I wake up every day and turn on YouTube just to see if he's dead yet," referring to Trump. When shown the Cole Allen sign, protesters said "We are Cole Allen" and "In a way, I think... in all the ways."

One protester even created her own version of the song, saying "We sprint through security... and my knives... we're about to murder the president." Another admitted "If I could sprint through security myself, you know." The casual acceptance of violence against a president revealed a disturbing undercurrent in the movement.

Trump Worse Than Hitler, Protesters Claim

Bennett carried a sign reading "Trump > Hitler," indicating Trump is worse than Hitler. Rather than reject this extreme comparison, multiple protesters agreed. One stated, "If you had a list of all the bad things Trump did and all the things Hitler did, I know who's worse." When asked to clarify, the protester confirmed Trump was worse.

Another protester explained the reasoning: "Well, he has more influence throughout the world. Things he does, they emanate out much further than Hitler ever did." Yet another went so far as to say, "At this point Hitler would probably be preferable. If if the two were on the ballot."

The willingness to claim that a democratically elected American president is worse than a dictator responsible for the Holocaust and World War II demonstrates the extent of Trump Derangement Syndrome within certain activist circles.

Advocating for Iranian Nuclear Weapons

One of Bennett's signs read "Iran nukes are better than USA nukes." When she showed this to protesters, they agreed. "They have a right to have nukes. We have nukes, they have the right," said one protester. Another added, "Nobody if it if they don't want them, then no one should have them."

Bennett pushed further, suggesting America should help Iran enrich uranium to ensure "equity." The protester didn't reject this dangerous proposal. The casual acceptance of helping a hostile foreign power develop nuclear weapons revealed how far some activists will go in their anti-American stance.

Apologizing for Whiteness

Bennett carried a sign saying "Dear black people, we are so sorry. Love white people." She approached Black protesters specifically to apologize for being white. "I'm just sorry on behalf of all white people," she told them. "Every day I kind of just like look at myself in the mirror and I'm just like you know how can I not be racist today because I know it's a constant battle."

The protesters accepted these apologies without question. One agreed that white people should pay reparations, saying "Even money agree with you 100%." When asked how much they would give, the response was "where do we even start?" This exercise demonstrated how racial grievance ideology has been internalized to the point where self-flagellation based on race is not only accepted but encouraged.

Trans Woman Persona Provides Cover

Bennett's partner Kate claimed to be a trans woman who received puberty blockers at 18 months old. Protesters not only believed this absurd claim but celebrated it. "Oh, good for them," said one protester about the fictional parents. "That is very, very good."

When Kate claimed she faces discrimination from men who won't date her after learning she's trans, protesters called these men "disgusting" and agreed that "we hate men." One married woman even said her husband "would not mind a trans woman." The trans identity provided social capital and protection from scrutiny throughout the experiment.

Other Extreme Positions Endorsed

Throughout the protest, Bennett and White tested other radical positions:

  • Criminalizing hate speech: Protesters agreed with a sign saying "Criminalize Hate," with one citing the "paradox of intolerance" to justify suppression of opposing views
  • MS-13 legalization: When Bennett suggested legalizing the violent gang MS-13, the protest organizer said "I'm okay with that"
  • Unrestricted immigration: Protesters agreed that "entry is a human right" and that anyone who wants to come to America should be allowed
  • Trump as pedophile: Without evidence, protesters agreed Trump is "in the files" related to Jeffrey Epstein

 

The Moment of Exposure

The experiment ended when a Trump supporter recognized Bennett and warned other protesters: "I think uh Trump had Charlie Kirk again... Charlie Kirk wouldn't stop talking to these ladies because I don't think they are who they say they are."

Kate immediately claimed to be triggered: "First of all, I'm a trans woman, so that is very triggering for you to say that I'm not who I say I am." Bennett added, "I didn't know there would be bigots at a rally like this." The protest organizers then asked them to leave, but not before asking Bennett to take a photo of them with the Cole Allen assassination sign—only realizing afterward what they had done.

As they were being asked to leave, one organizer told them "We rented this park. It's a private event." Bennett asked where the borders of the park were, highlighting the irony of leftists who oppose borders at the national level but insist on them for their private events.

What This Experiment Reveals

Bennett's undercover operation exposed several disturbing realities about contemporary left-wing activism. First, there is virtually no position too extreme to be rejected if it comes from someone perceived as an ally. Celebrating assassination attempts, claiming Hitler was better than Trump, and supporting hostile foreign powers all received agreement.

Second, identity politics provides cover for almost anything. By claiming to be a trans woman, Kate was essentially immune from criticism and her absurd claims about receiving puberty blockers at 18 months were celebrated rather than questioned.

Third, these are not just fringe individuals but people who organize protests, rent parks, and present themselves as mainstream resistance. The "Singing Resistance" event had formal organization, police presence, and speakers who positioned themselves as representing "working families" and "immigrant rights."

Fourth, the protesters showed no curiosity or critical thinking. They accepted extreme signs at face value without asking questions or considering implications. The willingness to celebrate Cole Allen without even confirming who he was demonstrates how groupthink operates in these spaces.

Bennett concluded with a stark reminder: "These are your granny, these are your aunts. These are the people you sit beside in Bob Evans after church who believe and agree with this stuff." The experiment suggests that radical left-wing ideology has penetrated deeper into mainstream Democratic activism than many realize, and that the guardrails against political violence and extremism have significantly eroded.

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