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For me, it's always regret:

1. If I buy stock, and the stock goes down, I regret buying

2. If I buy a stock, and the stock goes up, I regret not buying more

There's no winning :-/

I find that it sometimes easier to accept this as this is just how life is when I read people with experience write about this. If this is true for you as well:

There is a good book review about it on SSC https://www.astralcodexten.com/p/your-book-review-the-laws-o...

> Whether or not you make money, you have regrets! If you profited, you could have made more. If you lost money, you shouldn’t have made the trade at all. Like death and taxes, you can’t avoid adverse selection.

The simplest strategy is to buy index funds and hold. I never look at the price of any stock every day. I don't plan to sell any index funds either until I retire.

Buying the S&P500 etf or index fund is the equivalent of the Blackjack "Dealer Strategy". It's perfect for "fire and forget".

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