All-In with Chamath, Jason, Sacks & Friedberg

Snapshot · All-In with Chamath, Jason, Sacks & Friedberg

Dan Loeb: The Lost Art of Short Selling, and Why Stock Picking is Back

Explore episode Jun 5, 2026

Where this was said

The art of short selling and a homebuilder trade

At 20:33 · chapter starts 16:01

Loeb and the besties dig into one of the hardest questions in modern investing: what constitutes a durable moat when technology disrupts everything? Loeb is refreshingly candid — the confident moat narratives of the past (IBM, AOL, Yahoo) frequently proved delusional. True durability comes less from product or technology and more from management teams with the adaptability to stay ahead of disruption. When David Sacks asks whether management quality can be quantified or systematised, Loeb's answer is a flat 'no.' After 30 years, it's still pattern recognition. The conversation pivots to the besties' own distribution regrets: Third Point sold Palantir in the $20s and sold its Enphase stake below $1 at IPO, leaving an estimated $4 billion on the table. Sacks adds that the $100 billion mental ceiling investors imposed in the Facebook era now looks laughably small in a world of multi-trillion-dollar companies.

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