Image Credit: cnn screenshot 
American businessman and Shark Tank co-host Kevin O’Leary joined a CNN panel this week where he clashed with Democrats during discussions about the Trump administration’s ongoing immigration raids and the left’s response.
O’Leary asked, “Why is all this happening in Minneapolis?” and called it a “domestic warzone,” with CNN host Abby Phillip explaining the city has been flooded with thousands of federal officers.
After O’Leary asked Phillip why the Trump White House sent 3,000 federal agents to the city, she noted the Trump administration would say it’s “because they’re going after fraud.”
Kevin O’Leary cuts through all the noise on Minnesota with one simple question: “Why is all this happening in Minneapolis? Why?”
— Overton (@overton_news) January 28, 2026
As the panel scrambled to defend the blue city in a blue state, O’Leary kept the focus where it mattered — exposing the fraud.
O’LEARY: “Simple… pic.twitter.com/bRry90vPUP
“Could there be fraud, Abby? What about that fraud? Why don’t we talk about the fraud for a minute,” the Shark Tank host sarcastically asked.
The question sent the CNN panel into a frenzy, causing former MSNBC host Tiffany Cross to claim, “But, it’s not fraud, Kevin. That is BS.”
O’Leary responded, “What is it? A lot of money missing. Taxpayers are asking.”
Cross suggested Trump “is targeting Minnesota” because he believes he “won” the state in the 2024 presidential election.
“I think you are deflecting the issue of the money that is missing,” O’Leary stated, with Cross cutting him off by saying, “Congresswoman Ilhan Omar (D) was attacked tonight. That is the actual issue.”
O’Leary asked, “What does that have to do with fraud?” and Cross told him fraud “is not the topic” they were supposed to be discussing.
In another part of the program, Cross bizarrely alleged “a lot of” Proud Boys members have become ICE officers because “they adopt a lot of the ideology, a lot of the tactics, a lot of the violent tactics, a lot of the wearing masks, and it sounds a lot like their founder, what they initially put out.”
She continued to say illegals who have been detained are “malnourished, are without life-saving medication,” and that children “have been kidnapped.”
Cutting in, Kevin O’Leary asked, “So, did you just say ICE officers are militia? I think you’re stretching that a little bit… This is a federal and state mandate.”
“I don’t think I’m stretching anything,” Cross replied. “We’ve seen white supremacist tattoos… They’re taking lives. I think there are white supremacist tattoos on their necks.”
Leftist “author” Tiffany Cross made one of the most ridiculous claims about ICE, and Kevin O’Leary was there to eviscerate her on the spot.
— Overton (@overton_news) January 28, 2026
It was so absurd that even Abby Phillip seemed to side with Mr. Wonderful.
Cross claimed, without evidence, that many of the Proud Boys… pic.twitter.com/7olCZ5JXgl
“White supremacist federal officers?” a shocked O’Leary asked, causing Cross to accuse him of being “a member of a cult.”
The wild conversation highlights the radical state of American leftists amid the ongoing deportation efforts.
O’Leary also joined President Trump onstage during a Wednesday event promoting “Trump Accounts,” savings accounts for American children.
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