One big psychological investment flaw to watch out for is: Fear or disgust of missing out on future gains.
This happens all the time. You buy a stock, it goes up to a reasonable valuation. Then you hold hoping for further gains and with time the stock collapses when earnings disappoint. Or you buy a stock, sell early, and the stock proceeds to triple. In both cases, the correct course of action is to move on and fight the Future Gain Fear.
Since the pricing of stocks is completely unpredictable and the future is highly uncertain, there is never any need to worry about missing out on any gains by selling early. If you've made money, by buying at a cheap valuation and selling at a reasonable valuation, that's a giant step in the right direction.
If the stock goes up tenfold after you sold, so be it. Another opportunity will always come along. It always does.
When gambling you need to always play the odds. In stocks, the odds are very high that in the long-term individual stocks will at some point go down tremendously. You will lose money if you are a so-called long-term investor.
Long-term investing may have worked a century ago before the market became a giant casino, but it is no longer is applicable or safe in the world of casino capitalism. Those who have made money holding onto securities long-term, such as the case of Berkshire Hathaway, are merely lucky and the exception to the rule. 99% of the time, individual stocks that have gone up substantially will decline enormously, and most stocks will drift toward negative returns with enough time. Don't believe me? Ask shareholders of once mighty and seemingly invicible Citigroup. Even Microsoft, one of the greatest businesses of all time, has treated its long-term investors to a negative ten-year return in the recent period.
There is no business that can grow forever, and so the the bottom-line is Sell when you can, Not when you have to and don't hold long-term.


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