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A Very Sensible Conclusion

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AUTHOR: Mark Crothers on 2/18/2026

I’m not cut out for individual share ownership. Through pure happenstance I’ve ended up holding shares in two separate companies, and the problem is I now feel obliged to make judgement calls. Should I keep them, sell them, how are they faring against their competitors? It’s all a bit of a hassle.

Compare that to my retirement portfolio, stuffed full of index funds representing thousands of individual businesses. I never give those a second thought. So why can’t I extend the same indifference to two measly company shares?

The sensible move is obvious: sell up and reinvest the proceeds into an index fund. But that’s where FOMO is gumming up the works. A quick look at Google Finance tells me both are doing rather well — one has returned 55% over the trailing twelve months, the other 35%. And that little voice in the back of my mind keeps whispering: “what if they do it again?”

I’d never think like that about my index funds. With those, I just accept whatever the market delivers, good or bad, and get on with my day.

I can’t imagine the stress of actively managing a basket of 30 or 40 individual holdings. I’d spend a quarter of my day staring at a screen. Individual share ownership is clearly not my hobby.

And yet, thanks to that stubborn irrational streak, I’m not doing the sensible thing. I’m holding on, letting two positions consume 95% of my investment headspace, despite comprising less than 0.1% of my total wealth. Whatever they do will have absolutely zero effect on my net worth.

What’s really amusing, if I’m being honest with myself, is that my excuses have a remarkable ability to shapeshift with the seasons. Two years ago, when both shares were underperforming, I held on because it felt wrong to sell at a loss, I’d wait for a recovery. Now they’ve recovered rather nicely, I’m holding on because it feels wrong to sell winners. I’d hate to miss what comes next. I have a creeping suspicion that next year, whatever happens, I’ll have an equally airtight excuse at the ready. If nothing else, I’m consistent in my inconsistency.

I consider myself a rational investor and a reasonably sensible person. I’ve written all of this out, diagnosed my own irrationality in some detail, and arrived at the perfectly logical conclusion that I should sell. I won’t, of course. I’m a little bit weird that way. But it has to be said: it was a very sensible conclusion to reach.

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Carl C Trovall
1 hour ago

Thank you, Mark. I feel better knowing I am not alone. You described my own situation very well, and this individual share holding (Microsoft), the only non-index shares I own, has taken up my headspace for the two weeks. Why can I not just leave it alone or sell it? Do I want to pay capital gains on it, or should I save it to allow a higher Roth Conversion?

Another question for me also follows: Should I re-invest the proceeds in an index fund, or keep it in a money market as part of my cash reserve? Which then makes me wonder: How much cash do I really need? Some advise five years to help avoid any sequence of returns risk, others three years, and even others one year.

That said, I still sleep well. No rush on this. I am having fun doing the research!

Ormode
2 hours ago

I just looked – I own 56 different securities. Do I worry much? No.

What would drive me crazy would be owning a fund. I’d be looking at each stock in the fund and thinking do I really want to own that one? Isn’t it a not-so-great company, rather overpriced?

Ormode
54 minutes ago
Reply to  Mark Crothers

I have a spreadsheet, but I type the prices in. This allows me to see how things are going.

But large-cap dividend-paying blue chip stocks seldom get into real trouble. They go up and down depending on how business is, but it takes a long time to turn into a real dog.

Last edited 54 minutes ago by Ormode

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