Ferriss: Selling Shopify shares immediately after IPO lockup cost him $150 million
Tim Ferriss · 20VC: Tim Ferriss: Why I Walked Away From Angel Investing After Uber | How I Accidentally Lost $150 Million | Money Fixed My Problems—Then Made Me Miserable · Oct 31, 2025 · at 48:28
Tim Ferriss, author and early-stage investor, discusses selling his early position in Shopify right after its IPO lockup expired.
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“Shopify could have been just as big, but I sold a lot of my Shopify as soon as lockup expired because I had no experience with public markets. Yeah, you're holding your face. I mean, that would have been, that was a hundred and fifty million dollar mistake or whatever”
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