Why does trading have to be a binary decision?


After TSLA's earnings reaction yesterday, my feed on twitter was filled with people on both sides asking about whether or not they should sell or buy more. That got me to think why does it seem most people are simply just buying and holding? Why don't more people manage their long term positions? For example, I know a few people who were early investors of TSLA, pre-pre-split, $20. Around the peak of 2021 their portfolio was worth like a few millions, yet all they could think of was whether or not to buy more after the second split. I'd estimate they have about 10,000 shares post both splits. When asked whether or not they should buy more (because they know I trade), I honestly told them, I don't know. I am not a financial advisor, and I honestly did not know where TSLA would end up in the future. I only said, “If I was you, I would sell covered calls against my position to gain some premiums”. Of course, they refused and said “that's too complicated” before even considering it. They probably would have at least be able to realize about 1 million on just selling covered calls alone since then AND still be able to keep their shares.

A Disclaimer: I am not a financial advisor, or invest professionally. I don't have any paid services. I don't have anything to sell. I invest and trade full time. I enjoy collecting data and I Chart For Fun. The dashboards I am about to share are all my own, I make them for me. I don't have any intentions of sharing them or selling them to anyone. It is for illustrative purposes only. I can't share images of my Google Data Studio dashboard

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  • This is a real example of one of my long term hold position. 100 shares of $TSM. I've owned this since December 12, 2019. It took me 20 months before I realized I should be selling covered calls on my position. I bought 50 more shares of TSM near the peak for $118. So my cost basis right now is $88.17.
  • I've sold covered calls sporadically on it and have realized a total of $1099.96 and an unrealized of $26.28 on covered call premiums alone.
  • I've earned a total of $304.72 in dividends
  • As of this writing, it is trading at $85.96 so I am underwater on my buy and hold but my covered calls and dividends bring my P/L to $1210.46. Without both of these, I would be down -$221 on the position.

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I am not the smartest investor, trader. I bought more of TSM near the top. However, I have been actively selling covered calls against it at strikes way above my cost basis. This enabled me to use the cash to buy more shares and repeat.

So, I honestly want to understand, why don't people who have large positions protect it? Why is it they're only response is to buy more or sell and bail?


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