If you spend more than five minutes on social media, you’ve likely seen the red tie, the bald head, and the brutally honest—often polarizing—financial takes. Kevin O’Leary Twitter (now X) activity is basically a masterclass in personal branding, but it’s also a chaotic minefield of high-stakes investment advice and occasional security nightmares. People love to hate him. They also can't stop refreshing his feed to see what he’s buying next.
In late 2025 and moving into 2026, O’Leary’s digital presence shifted. It’s no longer just about yelling at people for buying $15 salads. Honestly, he’s turned his X account into a laboratory for what he calls "the new rules of politics and business."
The Day the "Cockroaches" Took Over
We have to talk about the hacks. You’ve probably seen those "5,000 BTC Giveaway" tweets that occasionally pop up on celebrity profiles. In late 2022 and again in 2023, Kevin O’Leary’s Twitter became the face of a massive crypto scam.
The hackers were clever. They didn’t just post a link; they claimed O’Leary was doing a giveaway because he’d made so much money in crypto. They even faked a CNBC "announcement" to back it up. It took the team about three hours to scrub the account. O’Leary’s response? He thanked Elon Musk and famously referred to the hackers as "cockroaches" that had been "eradicated."
This matters because it highlights a massive problem with the platform. If a guy with 1.2 million followers and a tech-savvy team can get compromised, what hope does the average retail investor have? It’s a reminder that even "Mr. Wonderful" isn't immune to the darker side of the internet.
Why the FTX Drama Still Lingers
You can’t mention Kevin O’Leary Twitter without the letters F-T-X. The fallout from the Sam Bankman-Fried era remains a permanent stain in his mentions. O’Leary was a paid spokesperson, earning roughly $15 million, which he famously admitted went to "zero" after the exchange collapsed.
Even now, people bring it up every time he posts about a new "must-buy" stock. The internet doesn't forget.
- The Senate Testimony: O’Leary’s claim that Binance intentionally put FTX out of business was met with fierce backlash on X.
- The "Paid Shill" Label: Critics frequently use his past promotion of FTX to discredit his current 2026 crypto strategy.
- The Defiance: Instead of hiding, O’Leary doubled down. He continues to post about Bitcoin, Ethereum, and Solana, arguing that "if you own the gold, you should own the picks and shovels."
Success, Sacrifice, and Losing Your Dog
Remember the "soulless" tweet? In early 2023, O'Leary posted something that basically broke the financial corner of the internet. He wrote: "You may lose your wife, you may lose your dog, your mother may hate you. None of those things matter. What matters is that you achieve success and become free."
People were livid. They called him a monster.
But here’s the thing: O’Leary doesn’t care about the ratio. He knows that controversy equals engagement. He later went on Fox Business and CNN to defend the take, saying that if the statement makes you uncomfortable, you simply aren't an entrepreneur. He uses his Twitter as a filter. He’s looking for the "8-day-a-week" grinders, not the people looking for work-life balance.
The 2026 Shift: Data Science and "New Politics"
Recently, the tone has changed. O’Leary has been using his platform to praise politicians like NYC Mayor Zohran Mamdani. Why? Because of how they use data.
In a January 2026 post, O’Leary pointed out that Mamdani’s team understood "every algorithm on every platform." This is the core of O'Leary's 2026 philosophy. He believes social media is no longer a "distraction"—it’s a weapon for customer acquisition.
He recently told his followers that if he woke up with zero dollars today, he would make $10,000 in 30 days by selling social media services to small businesses. He’s literally telling people to stop scrolling and start filming.
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What You Should Actually Do With His Advice
Look, following Kevin O’Leary on Twitter is entertaining, but you have to be smart about it. He’s a billionaire with a massive risk appetite. If his $15 million FTX investment goes to zero, he still has hundreds of millions left. If your investment goes to zero, you're in trouble.
- Verify everything. If you see a "giveaway" or a "secret link" on his profile, it’s probably a hack. O’Leary doesn't give away money for free.
- Look for the "Picks and Shovels." In 2026, he’s heavily pushing AI infrastructure (think Nvidia and AMD) and Canadian utilities. This is more stable than his speculative crypto takes.
- Ignore the "Salad" Noise. He loves to shame people for spending money on lunch. It’s a great way to get clicks, but it’s not a financial plan. Focus on his takes on cash flow and dividends instead.
- Watch the "New Rules." Pay attention to how he discusses social media algorithms. That’s where he’s actually putting his energy right now—teaching people how to monetize their phones.
The reality of Kevin O’Leary Twitter is that it’s a mix of genuine financial wisdom and high-octane performance art. He’s "Mr. Wonderful" for a reason—he’s built a brand that is impossible to ignore, even when he’s being "the asshole."
The most valuable takeaway from his feed isn't a specific stock tip; it's the realization that in 2026, attention is the most valuable currency on the planet.
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Actionable Next Steps:
- Audit your own social media usage: Are you consuming content, or are you learning the "customer acquisition" skills O'Leary keeps talking about?
- Turn on 2FA (Two-Factor Authentication) on your own X account to avoid being the next "cockroach" victim.
- Focus on "boring" investments: Research the S&P 500 or dividend-paying stocks O'Leary mentions, rather than the high-volatility tokens that get the most "likes."