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Craig Wall's avatar

Thanks Mike. Another enjoyable read.

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V Omar Baez's avatar

You're on fire this week Mike with these high value posts!

I was just wondering since we are on the topic of the risks with selling CC how would your strategy change/adapt in the following situation. Let's say you have bought 100 shares in company X after checking valuations and the company has passed all your filters, and the option income provides a good risk/reward. You buy the shares and sell the CC but during the life of the option the price tanks. Maybe it's due to some surprise event, and it drops fast enough that you are not able to effectively roll out the call. The CC expires worthless but you are down a significant amount, let's say the stock has dropped 15%, while you are better off for having sold the call, you are still underwater.

So here is the question, what would you do in terms of the CC strategy at this point? You could sell another CC but the strike price will be below your entry price, hence if the shares are called away you will be selling at a loss. I understand the circumstances will dictate what to do, you would need to reevaluate the company and see if it's worth hanging onto the shares or not. But if you do decide to keep them, would continue to sell calls on it?

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