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Re:Ask HN: How to deal with financial regret of what could h... by deanmoriarty on Saturday February 06, 2021 @06:31AM (#26045869)
The strict rule I adopted for myself is: when you buy something, you won’t be able to sell more than 50% of the position for 10 years.

This makes me rather conservative, and I mostly end up buying VTSAX.

I have Bitcoin that I bought in 2014, and sold 50% of my position in the bull run of 2017. I cannot sell any until 2024, even if I’d probably benefit by selling some now :-)

Sticking to this rule helps minimizing regret. Obviously it won’t completely catch investing in AAPL early etc.

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