All-In with Chamath, Jason, Sacks & Friedberg

Podbit · 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

Investor journey: From message boards to a multibillion dollar hedge fund

At 2:36 · chapter starts 0:34

Chamath Palihapitiya opens the conversation by noting that Loeb was 'in WallStreetBets before WallStreetBets existed,' prompting a rich origin story. Loeb describes the early internet's chat boards — Yahoo, Silicon Investor, and others — as a genuinely novel technology for idea exchange: anonymous, chaotic, but full of substance. He wasn't just browsing; he was actively posting, trolling fraudulent companies, and profiting from short positions as he taunted management. Asked if he was the Original Troll, Loeb laughs and accepts the title without hesitation. He frames the era as a golden age for short sellers because so many companies in the 1990s were outright fraudulent and largely unsupervised — and uncovering them was, in his words, simply 'fun.'

Business
From Message Boards to $30 Billion: Dan Loeb's Origin Story

Dan Loeb: The Lost Art of Short Selling, and Why Stock Pick… · Jun 5, 2026 Business

Long before Reddit, Dan Loeb was anonymously trolling fraudulent companies on Yahoo and Silicon Investor — and making money doing it. The Wild West of early internet chat boards was his first investing laboratory, where he learned to detect fraud, taunt management teams, and ultimately prevail on the short side.

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