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Tony's avatar

Awesome post. When to sell has always been a question of mine. In hindsight biggest mistakes was I sold some FANGM too early and held on to crap too long.

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Jason Rotenberg's avatar

One of Ray Dalio's principles applies here: "The who is more important than the what". I think that is the disconnect. You are betting on what the people will do, and there will be nothing in the current business or assets that will reflect that. You just need to get that right. You can obviously still be down 90% on Amazon or down on Microsoft for a decade. There is a world of difference between the valuation of the assets being "a little silly" and it being insane. A lot of investors over the last decade have learned the same lessons you have. You can definetely overpay for the "who". I am guessing there will be a lot of that given the current valuation of many great businesses (i.e. SHOP etc). The principle is that the who is more important than the what. Not that the what doesn't matter.

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