Anthony Scaramucci Reveals His Biggest Investing Mistake, Saying He Won’t Repeat It With SpaceX, Anthropic: ‘Valuation Is Ridiculous’
SkyBridge Capital founder Anthony Scaramucci says his biggest investing regret is selling winners too early and now plans to hold long-term stakes in SpaceX and Anthropic despite soaring valuations.
Early Exit From JPMorgan Still Shapes His Thinking
On Thursday, Scaramucci said that one of his biggest investing mistakes was exiting strong positions too soon, particularly his early investment in JPMorgan Chase & Co. in the early 2000s.
He said that had he simply held the stock, dividends alone would have matched his original investment. Instead, he sold early and redirected capital into other strategies that underperformed in comparison.
“The biggest mistake in my career is selling things too early,” Scaramucci wrote on X.
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Why He Plans To Hold SpaceX Long-Term
Scaramucci said that experience is shaping how he approaches current investments, including Elon Musk’s SpaceX. While acknowledging that valuations may look stretched, he argued that long-term value creation matters more.
“To me, I think even though the valuation is ridiculous, Elon Musk is a champion of value creation,” he said, adding that he intends to “hold it through” market cycles rather than take early profits.
He also pointed to private market activity and secondary transactions involving SpaceX as evidence of rising long-term confidence in the company.
Small Anthropic Bet, Big Lesson
Scaramucci also discussed an early investment in artificial intelligence firm Anthropic, saying he invested about $50,000 at an estimated $18 billion valuation.
While the position has grown significantly, he said he regrets not investing more.
“Why didn’t I put a half a million or a million?” he said, calling it another example of undercommitting to high-potential companies.
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Despite that regret, he said he continues to use Anthropic’s AI tools regularly and does not plan to sell his stake.
Scaramucci concluded that experience has taught him to be more patient, noting that investing requires accepting “unintended consequences” and long-term conviction.
I reveal the biggest mistake of my investing career and why I’m not making it again with @SpaceX and @AnthropicAI.
“The biggest mistake in my career is selling things too early.” pic.twitter.com/PCF6SAU1AP
— Anthony Scaramucci (@Scaramucci) April 30, 2026
