
Internet History Podcast 204. Fred Wilson, Of Union Square Ventures
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Oct 26, 2025 Fred Wilson, a prominent venture capitalist and co-founder of Union Square Ventures, shares his insights from decades in the tech world. He highlights the four concurrent technological revolutions: AI, synthetic biology, energy transition, and crypto. Fred discusses his early investments in companies like GeoCities and Etsy, the lessons learned from the dot-com crash, and the evolution of New York's tech scene. He also reflects on the importance of passionate user communities and why he believes New York remains a hub for innovative startups.
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Mania Fuels Innovation And Pain
- The dot-com crash taught that manias fund innovation but also produce brutal cleanups.
- Fred emphasizes learning from both the successes and the structural failures of that era.
Pitch The Cycle To Raise During Downturns
- Persist through downturns and explain technological cycles to attract investors.
- Use historical patterns to convince LPs that renewal follows crashes, then raise funds for the next wave.
Bet On The Application Layer
- USV focused on the application layer of the internet — building things people use, not core infrastructure.
- Fred expected the web to become more two‑way with user-generated networks and social interaction.

