Register For Our Mailing List

Register to receive our free weekly newsletter including editorials.

Home / 399

What Kenny Rogers can teach you about investing

Saturday marks a year since the legendary country singer Kenny Rogers passed away. Although the world has changed dramatically since Ken passed away, there are still plenty of pearls of wisdom (or Aces to Keep) from his most popular song, The Gambler.

You've got to know when to hold 'em

Former NBA General Manager Sam Hinkie once wrote that when running his basketball team he wanted to have “the longest view in the room”. Other teams would often be so desperate to be successful immediately that they would overpay for current assets (players in their prime now) and sell future assets (players who are still developing) on the cheap. Hinkie would be happy to trade away one player who is good today if he could get back two players who would be good in three years’ time.

Having the longest view in the room also helps investors when markets are choppy. Whether it’s rising bond yields, trade wars, inverted yield curves, etc, there will always be new developments to worry about when investing in shares. If you don’t think these developments are relevant to your long-term view of your investments (e.g. what impact does Brexit have on BHP’s earnings?) then you probably should ignore them.

Know when to fold 'em

It is common for investors to get caught in value traps. They buy a poorly-performing stock because they think it’s become cheap, and then the stock continues to perform poorly (think AMP, Telstra, etc).

Being a contrarian investor only works if you hold a convergent view AND you are proven to be right. When your investment thesis is flawed, it’s usually best to cut your losses rather than double down and hope for the best.

Know when to walk away

Your brother-in-law has a hot tip about a penny stock miner?

Know when to run

Somebody on the internet reckons they’ve got a proprietary FX trading system that’ll help you quit the 9 to 5?

You never count your money when you're sittin' at the table

It’s common to hear someone say that they’ve made money in shares, property, etc, but paper gains can’t pay for your next trip to Woolies. If you’re sitting at the table your winnings are at risk, and investors should keep that in mind when evaluating their profits and losses.

There'll be time enough for countin' when the dealin's done

Australia is a nation of punters and it’s all too common to see investors punt with money that’s supposed to fund their retirement or pay for a home deposit.

In his classic Where are the Customers' Yachts?, American stockbroker Fred Schwed opined that the difference between speculators and investors is that speculators try to turn a little into a lot, while investors try to prevent a lot turning into a little.

You can be a speculator with money you’re ok with never seeing again but be an investor with money that you need to last for decades.

 

Nicholas Stotz is a Dealing Associate at prime brokerage firm, Lazarus Capital Partners. This article is general information. 

  •   17 March 2021
  • 1
  •      
  •   
banner

Most viewed in recent weeks

Noel Whittaker’s take on the budget

Marketed as a fix for inequality and housing affordability, the latest budget instead delivers a tangle of tax changes that leave everyday Australians worse off.

Australia has no death duties. Technically.

Australia may not levy formal death duties, but a growing web of tax measures is quietly shaping what wealth passes between generations. Now, the 2026 budget adds another layer.

Lithium's rally is real this time – but no-one trusts it

The lithium rally mirrors the early-2010s tech stock surge, with demand set to double by 2030. Supply has been slow to respond, creating a market deficit for future tech like humanoid robotics and solid-state batteries.

Welcome to Firstlinks Edition 662 with weekend update

The debate over the budget is increasingly shaped by frustration and perceptions of unfairness, rather than clear-eyed assessment of policy outcomes.

How inflation is quietly moving the goalposts on retirement

Inflation doesn’t just raise today’s bills - it quietly increases the amount needed to retire, while simultaneously making it harder to save. Three steps to take before June 30th to improve retirement outcomes.

How to minimise tax with a will

Inheritance tax implications in Australia may surprise some, as poor estate planning without proper wills or trusts can lead to costly tax bills and delays for beneficiaries.

Latest Updates

SMSF strategies

Meg on SMSFs: The CGT changes don’t impact super but what about Div 296 tax decisions?

New CGT rules could tip the scales in the super vs non-super debate. For those facing the Division 296 tax, the case for withdrawing has gotten more complex. A "comparison rate" tool may help assess decisions.

Planning

Testamentary trusts post-budget: Estate planning, tax reform and the ‘death tax’ debate

Proposed Budget changes to taxation are casting new uncertainty over testamentary trusts, prompting closer scrutiny of estate planning structures and the real implications of reforms still taking shape.

Taxation

Income tax and bracket creep

Examining how five "tax cuts" stack up against bracket creep. Why offsets and incremental changes may do little to ease rising average tax burdens, compared to structural reform through indexation over time.  

Exchange traded products

The limits of a quality investing approach in Australia

Quality strategies shine globally, but Australia's concentrated market tells a different story. Limited diversification and sector dominance can constrain the defensive outcomes investors have seen in broader markets.

Investment strategies

Balancing opportunity and complexity

As private markets expand, investors face a growing mix of structures, a stabilising private equity cycle and uneven AI disruption. Fresh questions are being raised about where the real opportunities now sit.

Investment strategies

Why strong returns matter as much as generosity

As EOFY approaches, structured giving offers a tax-effective way to support charities, while allowing donations to grow over time and play a longer-term role in family wealth and legacy planning outcomes.

Investment strategies

The most important investment decision you’ll ever make

Stock picking often gets the spotlight, but research shows asset allocation explains the vast majority of long‑term returns. Understanding your mix of growth and defensive assets is the real key to investment success.

Sponsors

Alliances

© 2026 Morningstar, Inc. All rights reserved.

Disclaimer
The data, research and opinions provided here are for information purposes; are not an offer to buy or sell a security; and are not warranted to be correct, complete or accurate. Morningstar, its affiliates, and third-party content providers are not responsible for any investment decisions, damages or losses resulting from, or related to, the data and analyses or their use. To the extent any content is general advice, it has been prepared for clients of Morningstar Australasia Pty Ltd (ABN: 95 090 665 544, AFSL: 240892), without reference to your financial objectives, situation or needs. For more information refer to our Financial Services Guide. You should consider the advice in light of these matters and if applicable, the relevant Product Disclosure Statement before making any decision to invest. Past performance does not necessarily indicate a financial product’s future performance. To obtain advice tailored to your situation, contact a professional financial adviser. Articles are current as at date of publication.
This website contains information and opinions provided by third parties. Inclusion of this information does not necessarily represent Morningstar’s positions, strategies or opinions and should not be considered an endorsement by Morningstar.