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Amjad Masad on Rethinking College for the AI Era

September 23, 2026

AI Summary

5 min read

In 2024, Replit CEO Amjad Masad became obsessed with chess. He started training machine learning models to play, discovered that large language models are surprisingly bad at the game because they hallucinate moves, and ended up building something entirely new for his company. For Masad, that meandering path from a random late-in-life hobby to a new product line is not a distraction. It is the point. And it is exactly what he thinks college should be teaching young people to do.

What college is actually for

Masad opens with an unusual framing: the real utility of young people in society is to question deeply held beliefs and be heretics. He illustrates this with a sci-fi story called The City and the Stars, in which a society governed by AGI has solved all problems but lost the ability to generate genuinely new ideas. It takes a glitch in the system—a person born fundamentally new—to start asking forbidden questions about what lies beyond the city walls. Masad sees modern college as the opposite of that glitch: "It kind of beats any outside thought out of them. It tells you you're stupid. We figured everything out." The conventional path—go to college, get a job, buy a house—no longer delivers on its promise, but more importantly, it squanders the one thing young people uniquely offer: a clear mind capable of seeing blind spots that everyone else has learned to ignore.

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What you'll learn

  • 1 (00:00) **The Core Thesis: Young People as Heretics** - Amjad Masad argues that the primary utility of young people in society is to question deeply held beliefs, but modern college systems beat this instinct out of them.
  • 2 (06:26) **What an Ideal College Looks Like** - Amjad Masad outlines three principles for a redesigned college experience: non-prescriptive learning, space to build, and high-quality, unconventional peers.
  • 3 (08:46) **The Side Quest Economy** - Gagan Biyani and Masad discuss the need for institutions to actively support students' "side quests" and oddball projects, not just tolerate them.
  • 4 (11:48) **The Inversion of Learning: From Abstraction to Utility** - The conversation shifts to how education has inverted learning by divorcing it from practical utility, and how AI can restore the connection.
  • 5 (14:39) **The False Choice: College vs. Startup** - The panel critiques the binary choice young people face between rigid four-year college and premature startup funding.
  • 6 (19:34) **The Oscillation Between Building and Learning** - Masad describes his personal cycle of deep curiosity and building, and how the two feed each other recursively.
  • 7 (24:06) **The Self-Driving Company and the End of Bureaucracy** - Masad predicts that AI agents will fundamentally change how companies operate, eliminating traditional bureaucracy.

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Guests on this episode

Show Notes

Erik Torenberg sits down with Replit founder and CEO Amjad Masad and Horowitz and Andreessen Academy co-founder and CEO Gagan Biyani to ask what education should look like for a generation growing up with AI.

Amjad argues that one of the most valuable things young people bring to society is their willingness to question deeply held assumptions. They discuss how education could create more room for that instinct through project-based learning, intellectual side quests, and giving students the freedom to follow an idea deeply rather than optimizing around grades and credentials.

They also explore whether young founders are being pushed to professionalize too early, why Amjad thinks starting a company can sometimes be a form of “premature optimization,” and how curiosity led him from learning chess to experimenting with AI that can conduct machine-learning research.

Finally, they discuss trust, judgment, and what it means to develop as a person, not just a builder, including why being contrarian and ambitious still needs to be balanced with the ability to work with other people.


Resources:

Follow Amjad Masad on X: https://x.com/amasad

Follow Gagan Biyani on X: https://x.com/gaganbiyani
 

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