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General Magic Had First Concept IPO Ever but Failed Despite Building iPhone Generation Early

Lewis Howes School of Greatness · The Science of Doing Less to Achieve More | David Epstein · May 25, 2026
General Magic Had First Concept IPO Ever but Failed Despite Building iPhone Generation Early
Lewis Howes School of Greatness
Lewis Howes School of Greatness
The Science of Doing Less to Achieve More | David Epstein
"They were in the early '90s, they were the first so-called concept IPO ever where Goldman Sachs took them public without a product, just based on an idea because they had so much talent, so many resources. They were basically building the iPhone like a generation before it existed, before the internet even existed. They could do anything. So they did do anything."
Epstein reveals the cautionary tale of General Magic, which received the first concept IPO from Goldman Sachs in the 1990s with unlimited talent and resources to build essentially the iPhone before the internet existed. The company failed catastrophically because they pursued every idea without boundaries. Meanwhile, low-level engineer Pierre Omidyar left to create eBay after they rejected his idea as too small.

About this episode

In this episode of The School of Greatness, host Lewis Howes interviews investigative journalist and bestselling author David Epstein about his new book Inside the Box: How Constraints Make Us Better. The conversation challenges conventional wisdom about freedom and options, with Epstein arguing that unlimited choice actually makes people less creative, less happy, and less productive. Drawing on research from MIT, the Census Bureau, and psychological studies, Epstein reveals that the average age of a successful fast-growing startup founder is 45, not in their twenties, and that people have become measurably more bored since the introduction of infinite scrolling. The discussion explores the story of General Magic, a 1990s company that received the first concept IPO ever from Goldman Sachs but failed despite having unlimited resources because they pursued every idea without boundaries. Meanwhile, employees who left with constraints created eBay and the Palm Pilot. Epstein introduces practical frameworks including satisficing rules for decision-making, the press release exercise Tony Fadell taught him for setting project boundaries, and batching work to combat what psychologist Gloria Mark calls self-interruption at the cadence we've become accustomed to. The episode becomes personal when Epstein shares how a devastating arm injury in eighth grade forced him to develop mnemonic memory techniques he still uses today, and how recent migraines forced him to become fanatical about his circadian rhythm, leading to better energy than ever before. Howes challenges Epstein to write his next book in six months with public constraints, and the conversation concludes with Epstein's three truths: optionality is overrated, happiness is love through real-world relationships with reciprocal obligations, and monotasking is a superpower that must be trained because merely having a phone visible reduces cognitive performance.

Key takeaways

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