What happens when two of the biggest personalities in politics and business suddenly clash? Is it the beginning of a permanent split—or just a temporary flare-up? With egos this large and stakes this high, it’s hard to know what’s real and what’s just noise. One high-profile voice, however, thinks the answer is obvious. But should we believe him?
Famed investor “Shark Tank” star Kevin O’Leary says he’s not losing sleep over the Trump-Musk tiff. In fact, he’s betting that the two larger-than-life figures will reconcile soon enough.
On Thursday, tensions between President Trump and Elon Musk erupted into a very public feud, sparking speculation that their once-strong alliance might be falling apart. At the center of the clash between Musk and Trump is Trump’s signature “One Big, Beautiful Bill.”
Appearing on Bloomberg "Insight," O’Leary dismissed the fallout as typical of Trump’s political orbit, where volatility is the norm. “If you go back to Trump’s first term, and even in the second term, the number of people in the inner circle, it’s very volatile. People come, people go,” O’Leary said. “You get too close to the sun, your wings melt, you fall out.”
But instead of declaring the bromance dead, O’Leary chalked it up to a temporary rupture. “It’s not the end of the free world as we know it,” he insisted. “I actually think these two men will get back together again.”
O’Leary acknowledged that the story has the kind of tabloid drama the media thrives on—“It’s salacious, it’s a really interesting story”—but emphasized that the underlying reality is more pragmatic. “At the end of the day, they both have attributes that the other wants,” he explained.
As a Tesla shareholder himself, O’Leary also addressed the recent dip in the company’s stock—down over 14%—but said he remains unfazed. “I’ve seen this movie multiple times,” he said. “It’s one of the most volatile tech stocks in the world… but Elon Musk is rather unique.” He pointed to Tesla’s innovations in robotics, autonomous driving, and low-cost EVs as reasons he’s staying invested. “Yeah, I wanna keep long on this,” he said.
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To drive his point home, O’Leary compared the Trump-Musk spat to a relationship squabble. “They had a bad date,” he said. “It’s like a marriage, and they’re having a fight, they’re having a tiff.”
Ultimately, O’Leary doesn’t believe this disagreement will have lasting consequences. “I’m over it already. I think this is noise, frankly. I don’t think it really matters long term,” he concluded. “They can call each other on their cellphones and work it out—and they will.”
If you go back to Trump's first term and even in the second term, the number of people in the inner circle, it's very volatile. People come, people go. It's kind of like a rotation. You get too close to the sun, your wings melt and you fall out. It's not the end of the free world… pic.twitter.com/ggeyceqHDO
— Kevin O'Leary aka Mr. Wonderful (@kevinolearytv) June 6, 2025
I’m not so sure he’s right.
Trump’s political orbit is littered with once-close allies who eventually fell out of favor—Mike Pence, Bill Barr, Jeff Sessions, James Mattis, Ron DeSantis, John Kelly, Rex Tillerson, Brian Kemp, Nikki Haley, Kayleigh McEnany, John Bolton, Anthony Scaramucci, Alyssa Farah Griffin—the list goes on. While a few have managed quiet reconciliations, many remain very public vocal critics. So if there’s a roadmap to mending fences with Trump, it’s anything but consistent.
With that in mind, I’m not as convinced as O’Leary that Trump and Musk will reconcile, but I hope he’s right.
