Managing Partner at Dragonfly. Effective Altruist. Airbnb, Earn.com (acquired by Coinbase) alum. Writer. Former poker pro. Donate 33% of my income to charity.
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I passed on @solana’s seed round in early 2018 at $0.04.
At current prices, that’s a 3,250x.
Solana was one of my first ever pitches as a junior VC, and back then I wrote memos for every deal I passed on (adorably naive and overconfident).
Re-reading this memo now is peak junior VC cringe. At the time we were obsessed with “Ethereum killers,” consensus protocols, and what was going to replace the EVM / eWASM.
So here it is, fully unedited—the worst investing miss of all time.
Happy birthday, Solana! 🎂
Originally published on X, March 2025.
I started shaving my head in my early 20s. I was way too young to be balding that early, and it terrified me. So I decided, fuck it, just go all the way to the finish line. The first time I shaved my head, I thought I looked like a ghoul. In my dreams, I still had hair. It didn’t feel like the real me. It was really distressing. But...
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As the dust settles on the election, there’s a story that the WSJ and NYT didn’t tell you. While the mainstream news was busy with their TV pageantry and hedging on calling key swing states, Polymarket, the world’s biggest prediction market, had already delivered its verdict by midnight EST, declaring Trump was 97% likely to win. This was before the media called even a single swing state. All throughout this...
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