
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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Four Concurrent Tech Revolutions
- Four technological revolutions are colliding: AI (programmable knowledge), synthetic biology, energy transition, and crypto (programmable money).
- Fred says these waves feed each other and AI acts as the mixer accelerating progress.
GeoCities Changed Everything
- GeoCities was Flatiron's biggest win and changed Fred's life when Yahoo bought it for $3.5 billion.
- The exit enabled Fred to move his family back to New York and validated social publishing early on.
Early Bet On MercadoLibre
- Flatiron seeded Mercado Libre early and it later became the eBay of Latin America worth tens of billions.
- That investment was the firm's best long-term win, although it matured well after the bubble.

