If there’s one person who’s not losing sleep over the apparent rift between Donald Trump and Elon Musk, it’s Shark Tank’s Kevin O’Leary. While headlines swirl about billionaires feuding and political alliances fracturing, O’Leary is firmly in the it’s not that deep camp. He shared his views on the Trump-Musk dynamic and Tesla’s volatility during his appearance on Insight with Haslinda Amin.
“They both have huge egos. They had a bad date,”
he said.
“It’s like a marriage and they’re having a fight.”
And just like that, O’Leary sums up a media frenzy with the calm of someone who’s seen a few power scuffles in his day. The Shark Tank investor isn’t downplaying the drama because it isn’t newsworthy, he’s just convinced it’s not as permanent as it seems.
Let’s break down what O’Leary really thinks, and why he's betting on reconciliation, not chaos.
Shark Tank star says the Trump team has always been a revolving door
O’Leary knows political inner circles aren’t exactly bastions of stability, especially under Trump. And he’s not wrong, staff turnover was practically a sport during Trump's first term. So when someone exits the Trump orbit, O’Leary doesn’t see it as shocking.
“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,”
the Shark Tank mogul explained.
He even name-dropped Walsh as an example of someone who cycled out.
“It’s kind of like a rotation,”
he said.
“You get too close to the sun, your wings melt and you fall out.”
To O’Leary, the Trump-Musk drama fits that same pattern, a momentary flare-up, not a final fallout. This perspective reflects how Shark Tank investors often think: don’t panic over every headline, look at the big picture.
A fight, not a fallout: Kevin O’Leary compares it to a bad date
In true O’Leary fashion, the explanation comes with a side of metaphor. Comparing the current situation between Musk and Trump to a marriage spat, he brushes it off with a laugh.
The Shark Tank panelist even said he thinks the duo will patch things up sooner rather than later.
“I actually think these two men will get back together again,”
he predicted.
“They both have attributes that the other wants.”
In short, the billionaire bromance isn’t dead, it’s just cooling off before the next chapter. And in O’Leary’s mind, both are savvy enough to recognize what the other brings to the table.
Elon Musk, Tesla, and the case for staying long
Shifting from politics to portfolios, O’Leary also weighed in on Tesla, another source of drama this week, with the stock down over 14%. But he’s not panicking.
“I’m a Tesla shareholder,”
the Shark Tank star admitted.
“I’ve seen this movie multiple times.”

He called Tesla one of the most volatile tech stocks in the world, driven by many factors, not just Musk’s headlines. Yet despite the dip, O’Leary remains confident in the company’s long-term promise.
“Do I want to stay long on this stock? This is another time when it’s had a huge, you know, big vol on a day, so yes,”
he said.
“Robotics coming out of Tesla, autonomous driving coming out of Tesla, low-cost EVs, yeah, I wanna keep long on this.”
For investors used to short-term turbulence, this kind of thinking is par for the course. And it's something Shark Tank viewers often hear: don’t sell on emotion.
From Tylenol to Tesla: Lessons in recovery
If O’Leary sounds calm, it’s because he’s seen plenty of once-doomed brands bounce back stronger. He even compares Tesla’s rough week to Tylenol’s PR nightmare decades ago.
“Remember Tylenol decades ago? People said it would never be around again,”
he said.
“It’s 10 times the size.”
For Shark Tank fans, this is classic O’Leary, finding historical patterns to guide today’s business decisions. Just like Tylenol recovered from its crisis, he sees Tesla doing the same, bolstered by innovation and long-term strategy.
So even as others hit the panic button over Elon’s latest headlines or Tesla’s market swing, O’Leary’s staying cool. And that’s exactly the kind of mindset that’s made him a staple on Shark Tank for so many seasons.
Ego, volatility, and the long game
At the heart of O’Leary’s message is one idea: volatility isn’t always a sign of collapse. It’s just part of the game, whether you’re talking about stocks or politics.
“Elon is a unique individual and Trump is a unique individual,”
O’Leary said.
“They both have huge egos.”
But instead of turning that into a catastrophe, he spins it as a feature, not a bug. Two powerful personalities clashing doesn’t mean disaster, it just means there’s drama before the next handshake.
And while news cycles will undoubtedly keep spinning stories about the feud, O’Leary thinks the two billionaires could just “call each other on their cell phones and work it out.”
That kind of blunt realism is why his takes on Shark Tank stand out. Whether it’s a startup or a stock, or a story about Musk and Trump, he cuts through the emotion and focuses on what really matters long-term.
After all, the mix of politics, tech, and egos is endlessly entertaining. But as far as Shark Tank’s Mr. Wonderful is concerned, it’s just another bump in the billionaire rollercoaster.
He’s seen enough ups and downs in business, and public life, to know that a headline today might not mean anything tomorrow. So while the world speculates, O’Leary’s looking ahead.
Whether you’re investing in Tesla, following Trump’s campaign, or pitching to the Shark Tank judges, one thing’s clear: drama sells, but calm wins.