10 things I've learned from 10 years of investing

Finding and holding great companies like Xero Limited (ASX: XRO) and Pushpay Holdings Ltd (ASX: PPH) doesn't come without a few losers along the way.

| More on:
a woman

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

I've been investing for over a decade now. It has been a great ride and my approach has changed significantly over the years.

Here are 10 of the most useful things I've learned that drive the way I invest today.

1. It pays to be a careful observer of the world around you

In a world of increasing complexity some of the best (and easiest) investing ideas come from simply observing how things are changing around you.

2. "Basically, the single-most-important decision in evaluating a business is pricing power"

This single Buffett quote cuts to the heart of the investing problem more than almost any other. Pricing power comes from having a competitive advantage which can drive above average returns for decades to come.

3. Some risks aren't worth taking

Commodity price risk, turn around risk and public policy risk are three simple risks that need a lot of attention and can be easily avoided. This is better left to smart people with the time to burn.

4. The best investments can break all the rules

Some of my best investments, like Xero Limited (ASX: XRO) and Pushpay Holdings Ltd (ASX: PPH), have come from companies that break the traditional investment rules. These 'Rule Breaker' investments often look expensive but have strong advantages that mean they can keep winning.

5. Personal finance is more personal than it is finance

There are 1001 ways to invest your money. Very few will fit with your needs, personality and risk tolerance. Once you figure out the approach that works for you, you will be on your way to success.

6. To know when to sell you must know why you bought

I still find selling the most difficult part of the investing. Knowing when to sell is simplified by having a strong understanding of why you bought and when that thesis is broken.

7. If you don't understand a company, don't buy it

I've avoided a lot of lousy investments over the years because I just didn't 'get' them. In every case I felt dumb. However, most have since under performed or collapsed. Complex business structures have a nasty habit of masking a significant shortcomings and are often best avoided.

8. Foxes tend to be better investors than hedgehogs

There is an expression that "the fox knows many things, but the hedgehog knows one big thing."

Like the fox, the most successful investors I know read widely, actively look for different viewpoints and can see the world through different lenses.

9. "Make your portfolio reflect your best vision for our future"

This quote from The Motley Fool co-founder David Gardner forces me to think long term and to consider how a company will fit into my view of the world in 5, 10 or 20 years time.

10. Compounding is the holy grail and not just for investing

Perhaps the most important lesson after 10 years is the realisation that success, not just in investing, but life, comes from compounding.

We should compound everything that is great: knowledge, fitness, the skills we value and deep personal relationships. The process can feel painfully slow. However incremental gains, year-after-year, can grow into something incredible.

Regan Pearson owns shares of PUSHPAY FPO NZX and Xero.

You can follow him on Twitter @Regan_Invests.

The Motley Fool Australia's parent company Motley Fool Holdings Inc. owns shares of PUSHPAY FPO NZX. The Motley Fool Australia owns shares of Xero. The Motley Fool Australia has recommended PUSHPAY FPO NZX. We Fools may not all hold the same opinions, but we all believe that considering a diverse range of insights makes us better investors. The Motley Fool has a disclosure policy. This article contains general investment advice only (under AFSL 400691). Authorised by Scott Phillips.

More on Share Market News

Doctor doing a telemedicine using laptop at a medical clinic
Healthcare Shares

3 small-cap ASX healthcare shares 'with strong prospects'

Fund manager IML discusses why these 3 ASX healthcare shares are likely to rise in value.

Read more »

Magnifying glass on a rising interest rate graph.
Share Market News

Will the RBA finally cut interest rates next week?

Let's see what economists are saying about the central bank's meeting.

Read more »

A couple sits on a sofa, each clutching their heads in horror and disbelief, while looking at a laptop screen.
Share Gainers

Here are the top 10 ASX 200 shares today

Investors endured a rough Friday to close the trading week today.

Read more »

a man wearing old fashioned aviator cap and goggles emerges from the top of a cannon pointed towards the sky. He is holding a phone and taking a selfie.
Broker Notes

7 ASX All Ords shares elevated to 'strong buy' status in October

The brokers turned bullish on these ASX companies last month.

Read more »

A businessman compares the growth trajectory of property versus shares.
Share Market News

How ASX shares vs. property performed in October

The national home value rose for the 21st consecutive month while the ASX 200 dipped.

Read more »

Person with thumbs down and a red sad face poster covering the face.
Share Fallers

The worst 3 ASX 200 stocks to buy and hold in October unmasked

You would have done well to avoid these three ASX 200 stocks in October.

Read more »

A female Woolworths customer leans on her shopping trolley as she rests her chin in her hand thinking about what to buy for dinner while also wondering why the Woolworths share price isn't doing as well as Coles recently
52-Week Lows

Why is the Woolworths share price at its lowest point since 2020?

We haven't seen Woolies shares this low since COVID.

Read more »

A man sits in despair at his computer with his hands either side of his head, staring into the screen with a pained and anguished look on his face, in a home office setting.
Share Fallers

Why AFT, Amcor, Corporate Travel, and Macquarie shares are falling today

These shares are ending the week in the red. But why?

Read more »