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#1. Acquiring Bitcoin when it was $6 and selling at $1,000
Early me did not deeply believe in exponentials. Early me sold for a 100x gain instead of a 6,000x gain, missing out on ~98% of the upside.
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#2. Acquiring Ether when it was $10 and selling at $20
Note: I still don't know what The DAO was and that part of the email was a joke, but it does look like DAOs became a thing so I was wrong about that.
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#3. Buying NVDA in 2014 and selling in 2017
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#4. Going long TSLA and then selling for a 50% gain
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UPDATE: THE NEW PLAN!
The problem is true venture investors never stop looking for the next thing, and their winners, while awesome, become less interesting (because 1 to N is less interesting to the people obsessed with 0 to 1).
The lesson is: if you are an early stage investor, sell 10% of your remaining shares every single year (and no more). That way, you keep getting to search for and fund new things, even after 30 years you will still have 4% left of your stake!
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