Charles HudsonFounder and Managing Partner, Precursor Ventures

The Dilemma of When to Sell #venturecapital #siliconvalley #tech

11 Mar 2025 · 0 min

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Short excerpt from a YouTube video by Charles Hudson discussing the complexity of choosing when to sell equity/strike positions in venture-backed companies. Hudson highlights that decisions about selling (timing and amount) create varied outcomes — e.g., selling at $60B versus $90B — and that distribution of returns depends on when people join and when/how much they sell.

I think it also makes this trickier because when you were forced to hold, you were forced to hold. Now you have to decide, do I want to sell my strike at 60 billion or at 90 billion or do I want to keep holding? Because I think it's going to go up and I think you're going to have very interesting distribution of outcomes, not just based on when people join, but when they decided to sell and how much they decided to sell.