Investor Kevin O’Leary said investors should avoid trying to predict a single winner among the highly anticipated IPOs of OpenAI, Anthropic and SpaceX, arguing that owning all three may be the smarter long-term bet.

O’Leary Calls For Diversification As AI IPO Wave Approaches

Speaking on Fox and later elaborating in a post on X, the “Shark Tank” investor said the race among leading artificial intelligence companies is too uncertain to justify betting on just one name.

“Don’t try and pick winners because you have no idea,” O’Leary said. Instead, he suggested treating the companies as a sector-wide investment opportunity and building diversified exposure across the group.

His comments come as OpenAI filed confidentially for an initial public offering, joining Anthropic and Elon Musk’s SpaceX among the most closely watched potential listings on Wall Street.

Why O’Leary Likes SpaceX, Anthropic And OpenAI

O’Leary described SpaceX as both a bet on Musk and on Starlink, the satellite internet business that he said is already generating profits.

“Buying a piece of Elon has never been a bad investment, period,” he said, praising Musk’s track record of executing ambitious projects.

He also highlighted Anthropic’s growing appeal, revealing that he rolled out Claude across his organization after allowing employees to evaluate competing AI tools.

“I use it every day. I really like it,” O’Leary said, adding that Anthropic currently appears to be performing strongly in the AI software race.

While he did not single out OpenAI’s products, O’Leary said the ChatGPT maker remains one of the most important companies in the industry and deserves consideration alongside its rivals.

With companies like SpaceX, Anthropic, and OpenAI potentially heading toward IPOs, investors are already debating which one will be the biggest winner. My view is that trying to pick a single champion is a mistake. SpaceX gives you exposure to Elon Musk and the success of… pic.twitter.com/TMbgKYGEC2

— Kevin O'Leary aka Mr. Wonderful (@kevinolearytv) June 10, 2026

IPO Enthusiasm Grows As Warren Raises Concerns

The expected listings have generated significant investor excitement, with SpaceX reportedly valued at roughly $1.8 trillion and Anthropic near $965 billion.

Not everyone is convinced the offerings should move forward without scrutiny. Sen. Elizabeth Warren (D-Mass.) has called for delaying SpaceX’s IPO, citing concerns about valuation disclosures and governance structures that could affect public investors.

Disclaimer: This content was partially produced with the help of AI tools and was reviewed and published by Benzinga editors.

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