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David Sacks Reveals He Sold Palantir in 20s Missing 10x Gain

All-In Podcast · Dan Loeb: The Lost Art of Short Selling, and Why Stock Picking is Back · June 5, 2026
David Sacks Reveals He Sold Palantir in 20s Missing 10x Gain
All-In Podcast
All-In Podcast
Dan Loeb: The Lost Art of Short Selling, and Why Stock Picking is Back
"We were private investors in Palantir, and I think we sold all our stock in the 20s. Huge mistake. I missed a 10x after going public. Or an 8x or something."
David Sacks publicly admitted to one of his biggest investment mistakes, selling his entire private stake in Palantir when the stock was in the $20s, missing an 8-10x return. He also revealed missing a $4 billion opportunity by selling Enphase under $1 after taking a tax hit, citing board membership restrictions on liquidity as a key lesson learned.

About this episode

In this wide-ranging conversation, legendary activist investor Dan Loeb, CEO and CIO of Third Point, sat down to discuss his evolution from self-described 'original troll' on 1990s internet stock boards to managing nearly $30 billion across multiple strategies. Loeb revealed he anonymously taunted management teams of fraudulent companies he was shorting in the Wild West era of early internet chat boards, before anticipating he would run institutional capital. The discussion covered his investing philosophy's transformation from purely event-driven and catalyst-focused strategies to emphasizing business quality, management adaptability, and technological moats in an AI-driven era. Loeb made the contrarian call that Nvidia remains undervalued despite its unprecedented market capitalization, arguing long-short funds are structurally forced to short it as a 'safe' position, repeating historical mistakes with Google and Amazon. He disclosed government investment terms in portfolio company Atom Computing that he praised as taxpayer-favorable, a rare public-private partnership success. David Sacks joined to candidly discuss massive missed gains, including selling Palantir in the $20s and Enphase under $1, missing billions in returns. The conversation shifted to criminal justice reform and education, where Loeb directly blamed teachers unions for perpetuating income inequality by abandoning accountability and merit to benefit adults over vulnerable children. He detailed his successful four-year campaign to secure Ross Ulbricht's presidential pardon, working with Charlie Kirk and White House Counsel David Warrington to free the Silk Road founder from a double-life-plus-40-years sentence Loeb deemed disproportionate.

Key takeaways

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