How to avoid the biggest mistake in investing: expert

Three financial commentators reveal the decisions that cost them millions of dollars, and hope others can learn from their errors.

| More on:
A group of disappointed board members.

Image source: Getty Images

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

sdf

If you were asked what your biggest investment mistake was, you'd likely think of a stock that almost shrunk to $0.

But one expert reckons that would not be your biggest error.

US financial expert Brian Feroldi, in his Long-Term Mindset newsletter, revealed some of the startling mistakes he and his fellow commentators have made over the years.

"In 2009, Brian Stoffel sold Alphabet Inc (NASDAQ: GOOGL) for a split-adjusted US$10 per share. He's missed out on 820% returns — a mistake costing tens of thousands of dollars," said Feroldi.

"In 2007, Brian Feroldi sold DexCom Inc (NASDAQ: DXCM) for a split-adjusted US$2 per share. He's missed out on 5,800% returns — a mistake costing hundreds of thousands of dollars."

Those are painful enough, but the third error was a whopper.

Brian Withers sold Netflix Inc (NASDAQ: NFLX) shares in 2010 for a split-adjusted US$20.

"He missed out on 1,500% returns. Because it was his largest position, this mistake cost him millions of dollars."

Loss aversion

What do these massive mistakes have in common?

They were all bad selling decisions rather than buying errors.

And the same motivator was behind the sale of all three shares — loss aversion.

Loss aversion is the psychological phenomenon that sees humans trying a lot harder to protect what they have than to gain the same amount.

"Stoffel sold Google because he couldn't believe that he'd made a quick thousand dollars. Feroldi wanted to lock in a small profit while he could," said Feroldi.

"Withers — sitting on 20-bagger returns — was worried about losing all he'd gained."

Look at the business, not the stock

According to Feroldi, each expert was so anxious about losing capital that "we lost sight of what actually mattered".

That's the long-term potential of the businesses.

So the three Brians are urging all long-term investors to learn from their mistakes and do exactly that.

"If we had looked at the businesses instead of the stocks, we'd likely have stayed put," said Feroldi.

"Holding great companies for long periods of time isn't easy. But, selling a future mega-winner early is one of the most costly investing mistakes that you can make."

Suzanne Frey, an executive at Alphabet, is a member of The Motley Fool’s board of directors. Motley Fool contributor Tony Yoo has positions in Alphabet. The Motley Fool Australia's parent company Motley Fool Holdings Inc. has positions in and has recommended Alphabet and Netflix. The Motley Fool Australia's parent company Motley Fool Holdings Inc. has recommended DexCom. The Motley Fool Australia has recommended Alphabet, DexCom, and Netflix. The Motley Fool has a disclosure policy. This article contains general investment advice only (under AFSL 400691). Authorised by Scott Phillips.

More on Investing Strategies

A mature woman holds a plate of cake and licks her thumb.
Dividend Investing

Want a 5% yield from US stocks like Amazon? Buy this ASX dividend share

It's possible to have your cake and eat it too.

Read more »

Man looking amazed holding $50 Australian notes, representing ASX dividends.
Dividend Investing

5 top ASX dividend shares to buy next week

Analysts have good things to say about these shares. Let's see what they offer.

Read more »

A man looks surprised as a woman whispers in his ear.
Cheap Shares

Recent dip buyers won big: 3 ASX shares that could repeat the feat

Analysts think these cheap shares could bounce back strongly.

Read more »

A bland looking man in a brown suit opens his jacket to reveal a red and gold superhero dollar symbol on his chest.
Growth Shares

3 ASX 200 growth shares with room to run in FY26

Let's see why analysts think these shares are top picks for growth investors in the new financial year.

Read more »

A young boy wearing a hat, sunnies and striped singlet looks fierce and flexes his arm in victory.
Small Cap Shares

Forget CBA shares. What about small-cap ASX financial shares?

Analysts discuss 2 small-cap ASX financial shares that are up by more than 40% in 2025.

Read more »

Group of children dressed in green hold up a globe relating to climate change.
Growth Shares

3 ASX 200 shares quietly riding major global trends

Analysts think these buy-rated shares are destined to have bright futures.

Read more »

A man pulls a shocked expression with mouth wide open as he holds up his laptop.
Cheap Shares

2 ASX shares the market may be undervaluing right now

Bell Potter has good things to say about these cheap stocks.

Read more »

Young businesswoman sitting in kitchen and working on laptop.
Dividend Investing

Where I'd invest $5,000 into ASX dividend shares

I think these stocks are appealing options.

Read more »