Don’t be a loser and make yourself poorer! Avoid these basic investing mistakes

Andy Ross thinks too many investors make these mistakes, which make a massive impact on how much money an investor can make from the stock market.

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.

Investing is a tough pursuit, reminding me of fell running. It can often feel like an uphill struggle and a battle in the mind. It’s pretty individualistic and full of uncertainty, and many of us active private investors wish our returns were bigger.

I think avoiding traps such as these ones I’ve identified play a big role in succeeding in the stock market over a long timeframe.

Overtrading

The problem with trading too often is that an investor racks up costs, and unless very skilled, it increases the probability of mistiming the market and individual companies. For most investors, where investing isn’t the only demand on time, trading frequently probably isn’t the best option.

It’s akin to switching careers constantly, how can you ever rise up the ranks and progress if you constantly have to start again? Instead of switching careers, it’s usually better to get the top in a trade or profession by building your knowledge and skills and being promoted. I believe the same thinking should be applied to investing.

It’s better to stick with your investments over a long period of time and keep reinvesting in them than to dip in and out of the market and try to correctly time when a share may go up and down. 

Not reinvesting dividends

According to the fund supermarket Hargreaves Lansdown, if you had invested £10,000 in a fund that tracks the broader market of UK companies 20 years ago, it would now be worth £14,666. You would’ve also got back £6,257 in income.

If you didn’t need the income, and chose to reinvest it instead, your total investment pot would’ve more than doubled and grown to £26,096. This example highlights the power of dividends. It shows that, when possible, reinvesting dividends into buying more shares makes a substantial contribution to increasing the overall growth an investor can expect from their investments.  

Averaging down

This is where an investor buys a share at a price lower than they originally purchased. A perfect example in my portfolio would be Synthomer. I could buy more now that it has fallen over the last year or so, but all that probably means is I lose more money. Instead, I’m waiting till chemicals companies come back into favour and Synthomer achieves better organic growth. 

Rather than averaging down, for many investors, it’s better to hold onto winners and even average up, so buy better performing shares at a slightly higher price, especially if the original case for investing remains intact.

Catching a falling knife

A bit like averaging down, catching a falling knife is a situation where an investor seeks to time the lowest a share will go. This often follows a dramatic fall in a share price, perhaps after a profit warning for example. The difficulty is a share that has fallen dramatically can still fall further. Failures such as Carillion and Interserve exemplify this perfectly.

Catching falling share prices is fraught with difficulties and for most investors, it’s not a viable way to invest in order to become wealthier. Far better to buy quality companies where the share price is rising and there’s a solid investment case.

If you do take a contrarian approach then patience is absolutely key because recoveries and turnarounds in a business can take far longer than expected.

Andy Ross owns shares in Synthomer. The Motley Fool UK has recommended Hargreaves Lansdown and Synthomer. Views expressed on the companies mentioned in this article are those of the writer and therefore may differ from the official recommendations we make in our subscription services such as Share Advisor, Hidden Winners and Pro. Here at The Motley Fool we believe that considering a diverse range of insights makes us better investors.

More on Investing Articles

Group of young friends toasting each other with beers in a pub
Investing Articles

FTSE 100 shares: has a once-a-decade chance to build wealth ended?

The FTSE 100 index has had a strong 2025. But that doesn't mean there might not still be some bargain…

Read more »

Passive income text with pin graph chart on business table
Investing Articles

I asked ChatGPT for its top passive income ideas for 2026 and it said…

Stephen Wright is looking for passive income ideas for 2026. But can asking artificial intelligence for insights offer anything valuable?

Read more »

Woman riding her old fashioned bicycle along the Beach Esplanade at Aberdeen, Scotland.
Investing Articles

Here’s how a 10-share SIPP could combine both growth and income opportunities!

Juggling the prospects of growth and dividend income within one SIPP can take some effort. Our writer shares his thoughts…

Read more »

Tabletop model of a bear sat on desk in front of monitors showing stock charts
Investing Articles

The stock market might crash in 2026. Here’s why I’m not worried

When Michael Burry forecasts a crash, the stock market takes notice. But do long-term investors actually need to worry about…

Read more »

Person holding magnifying glass over important document, reading the small print
Investing Articles

Is this FTSE 250 retailer set for a dramatic recovery in 2026?

FTSE 250 retailer WH Smith is moving on from the accounting issues that have weighed on it in 2025. But…

Read more »

Young Black woman using a debit card at an ATM to withdraw money
Investing Articles

I’m racing to buy dirt cheap income stocks before it’s too late

Income stocks are set to have a terrific year in 2026 with multiple tailwinds supporting dividend growth. Here's what Zaven…

Read more »

ISA Individual Savings Account
Investing Articles

Aiming for a £1k passive income? Here’s how much you’d need in an ISA

Mark Hartley does the maths to calculate how much an investor would need in an ISA when aiming for a…

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

Is investing £5,000 enough to earn a £1,000 second income?

Want to start earning a second income in the stock market? Zaven Boyrazian breaks down how investors can aim to…

Read more »