Is the fear of regret damaging your portfolio?

Paul Summers explains why investors should avoid worrying about missing out.

The content of this article was relevant at the time of publishing. Circumstances change continuously and caution should therefore be exercised when relying upon any content contained within this article.

You’re reading a free article with opinions that may differ from The Motley Fool’s Premium Investing Services. Become a Motley Fool member today to get instant access to our top analyst recommendations, in-depth research, investing resources, and more. Learn More.

Here’s a tale of two investors and two companies. Our first investor holds shares in Company A and considers selling them to purchase shares in Company B. Let’s say Company B is Boohoo.Com (LSE: BOO). For whatever reason, this never happens and yet, a year later company B’s shares have trebled in value (which they actually have). 

Our second investor holds shares in Company B but sells them to buy shares in Company A. As above, a year later and Boohoo’s shares have soared 300%. While both investors are unlikely to be happy, which do you think feels worse?

Most people would point to our second investor. But why?

Why regret hurts

Losing money feels worse than not making money. If we had to choose, the vast majority of us would prefer to be the first investor and yet the only difference between the two is that one did nothing (which tends to be the attitude of most towards their personal finances) and the other acted. In both situations, the ‘loss’ was equal. The conclusion: do what everyone does and you’ll experience less regret.

The fear of regret is normal but irrational. It explains why we act more conservatively than we should. It’s why we hang on to possessions despite never using them for years — the remorse we may experience if they’re eventually needed is too great to contemplate. It also explains why some people, despite having long investing careers ahead, only consider ‘safe’ FTSE 100 companies for their portfolios. Truth be told, these investors may be better off buying a cheap index tracker or ETF that tracks the market if their fear of regret is particularly strong.

Beware ‘last chances’

There are drawbacks to being passive, though. Imagine you’ve found the perfect company. The balance sheet looks solid. Revenue and profits are rising. The product/service offered by the business looks unbeatable. For whatever reason however, you fail to buy the shares. Suddenly, they’re up 10%. The next day, another 10%. You start thinking: “This might be my last chance to buy the shares before they truly rocket. If I wait, I’ll miss out on MASSIVE profits.”

This, of course, is no different from booking tickets to see your probably soon-to-be-retired favourite band. They won’t be around much longer and neither will the shares at this price.

So you do it. Here, the fear of regret is magnified by a ‘last chance’ offer: a situation in which something becomes more desirable because time is (apparently) running out to buy/experience it. More often than not, the share price falls back in the next few days as traders take profits and interest dies down. Your desire not to miss the boat has led you to pay more than you originally intended. You could still do very well but, ironically, only time will tell.

To counter the fear of regret, we need to understand that while some boats never return, many do. Share prices never rise vertically and any pullback may represent another opportunity if the investment case hasn’t changed. Moreover, there will always be other boats waiting to set sail. Let’s agree to focus less on what we should have done and more on finding companies whose future prospects appear so bright that they mitigate any perceived risk from purchasing the shares.  

Paul Summers owns shares in boohoo.com. The Motley Fool UK has recommended boohoo.com. We Fools don't all hold the same opinions, but we all believe that considering a diverse range of insights makes us better investors.

More on Investing Articles

Rolls-Royce engineer working on an engine
Investing Articles

£5,000 invested in Rolls-Royce shares just 2 years ago is now worth…

Rolls-Royce shares have fallen some way back from a recent 52-week peak, as global events impact them and the firm…

Read more »

Mixed-race female couple enjoying themselves on a walk
Investing Articles

£5,000 invested in Barclays shares just 2 years ago is now worth…

When Barclays shares fall, you've got to ask yourself one question: do you feel... like a long-term investor who just…

Read more »

Portrait of elderly man wearing white denim shirt and glasses looking up with hand on chin. Thoughtful senior entrepreneur, studio shot against grey background.
Investing Articles

Are you ignoring the ISA deadline? Here’s what you may be losing forever!

Think the annual ISA deadline's not your business? You could potentially be missing out, even as a very modest investor.…

Read more »

Aerial shot showing an aircraft shadow flying over an idyllic beach
Investing Articles

How much does someone need to put in the stock market to retire and live off passive income?

Put money in the stock market as a way of building dividend income streams big enough to retire on? Christopher…

Read more »

British flag, Big Ben, Houses of Parliament and British flag composition
Investing Articles

£20k invested in a Stocks and Shares ISA on 7 April could pay this much passive income

Looking for dividend stock ideas in April? Our writer highlights a five-share portfolio that could generate £1,428 a year in…

Read more »

Calendar showing the date of 5th April on desk in a house
Investing Articles

£20,000 in a Stocks and Shares ISA? See how it could be used to target a £989 monthly passive income

Christopher Ruane looks beyond the looming contribution deadline for a Stocks and Shares ISA and takes a long-term approach to…

Read more »

Two business people sitting at cafe working on new project using laptop. Young businesswoman taking notes and businessman working on laptop computer.
Investing Articles

Warren Buffett’s firm has 43% of its stock portfolio in 2 names. But…

Warren Buffett’s company looks like it has a concentrated stock portfolio. But as Stephen Wright points out, it’s more diversified…

Read more »

Businessman hand stacking up arrow on wooden block cubes
Investing Articles

£20,000 buys this many shares of the FTSE 100’s highest-yielding dividend stock

What's the biggest yielder in the FTSE 100? How many shares in it would £20k buy an investor right now?…

Read more »