• Skip to primary navigation
  • Skip to main content
  • Skip to primary sidebar
  • Skip to footer

Fat Tail Daily

Investment Ideas From the Edge of the Bell Curve

  • Menu
    • Commodities
      • Resources and Mining
      • Copper
      • Gold
      • Iron Ore
      • Lithium
      • Silver
      • Graphite
      • Rare Earths
    • Technology
      • AI
      • Bitcoin
      • Cryptocurrency
      • Energy
      • Financial Technology
      • Bio Technology
    • Market Analysis
      • Latest ASX News
      • Dividend Shares
      • ETFs
      • Stocks and Bonds
    • Macro
      • Australian Economy
      • Central Banks
      • World Markets
    • Small Caps
    • More
      • Investment Guides
      • Premium Research
      • Editors
      • About
      • Contact Us
  • Latest
  • Fat Tail Series
  • About Us
Commodities

Trader’s Corner: Learn to Lose — Share Trading Psychology

Like 0

By Murray Dawes, Saturday, 08 May 2021

The way we internally frame accepting a loss when trading is quite literally the most important thing to get right before consistent performance can be achieved...

In today’s Money Weekend…Nearmap collapses…trading psychology…what does losing mean?…don’t overthink it…and more…

I had a rough week this week. Retirement Trader had its first loss of the year.

We were long Nearmap Ltd [ASX:NEA] with a $2.00 stop-loss and went through the whiplash of prices taking off after the profit upgrade announcement on Tuesday, and then crashing back to Earth on the announcement about legal proceedings for IP infringement.

After surviving in the trade by 1 cent for weeks, the positive announcement on Tuesday put a spring in my step. Prices bolted out of the blocks on Wednesday and the stock was up 14% to $2.36 by 11:00am.

Then a trading halt around 11:15am and the announcement the next morning about the legal proceedings.

The stock crashed 23% to $1.81. Ouch.

That is the reality of trading right there.

Whiplash in Nearmap


Whiplash in Nearmap

Source: CQG Integrated Client

[Click to open in a new window]

It doesn’t matter how clever you think you are; you’re going to go through moments like that when trading.

Stay up to date with the latest investment trends and opportunities. Click here to learn more.

Trading psychology

It got me thinking about the psychology of taking losses.

It’s an incredibly important part of being a trader or investor. We all have to take losses. Whether we hold stocks for five minutes or five years.

No one gets 100% of their trades right.

But it’s not an aspect of investing that is talked about much.

It’s like a dirty secret.

But unless you get a handle on the psychology of taking losses and find your own way to the other side, you will end up paying a heavy price.

My own ego flinches when I take a loss. But I know it shouldn’t.

Thankfully, it doesn’t stop me from pressing the button to get out like it used to, but the feeling remains.

Even after all these years training myself to switch off and keep focused on the big picture of long-term trading stats, it still stings.

Why is that?

I’m sure you could come up with a million reasons why. I reckon we all have some difficulty taking losses in the beginning.

We all hate losing money. But I think there is more going on than just the fear of losing money.

There is the fear of accepting that we made a mistake. Fonzy could never admit that he was wrong.

And he was the coolest guy on Earth.

So, it’s a tough thing to do.

But it is the lynchpin to trading success.

What does losing mean?

The way we internally frame accepting a loss when trading is quite literally the most important thing to get right before consistent performance can be achieved.

If every loss is another chink in your feeble armour of self-worth, the emotional turmoil you’ll experience will be so great that you’ll give up trading long before ever having a shot at making money.

Of course, it’s not much use being great at accepting losses if you are trading with a useless set of trading rules.

Happily accepting loss after loss until your account is drained is not a path to success.

But assuming you have a set of rules that you are willing to follow, and they have at least a smidgeon of a chance of making money at some point; religiously taking losses at the set time will be the difference between winning and losing in the long term.

But it’s so easy to resist the urge when the time comes.

‘What if it bounces back tomorrow? Then I will have sold at the low and I’ll feel like a fool.’

‘Maybe I should lower the stop-loss a bit to give it some more room. I set the wrong level to start with.’

I have described these internal dialogues in past articles and there are many more examples I could give of how adept we are at fooling ourselves into doing the wrong thing.

Overriding the monkey mind and pressing the button anyway is what needs to happen.

Don’t overthink it

There’s no need to fully understand why you are squirming and what it was your daddy said to you when you were little that made you think you should never make mistakes.

You don’t need psychoanalysis; you just need to press the damn button when it’s time to get out despite all of the internal dialogue telling you to hold on.

You have to trust that that is what you’ll do.

It’s like a contract you make with yourself.

Like anything that you practice; in time it gets easier to do.

As you start to see the results from acting when you need to act, your confidence builds that it’s the right thing to do and the internal voices have less hold over you.

You free your mental space to focus on looking for opportunities rather than agonising over the daily gyrations in the stock you should have gotten out of five months ago.

The size of your average losses over time is kept at a reasonable level so there is less pressure on the size of your average winners.

The most important thing to understand is your strike rate and the size of your average winners to average losers.

When you keep track of those figures you start to see the big picture and how you will make money over time.

If you are getting 25% of your trades right but you make three times as much on your winners than you lose on your losers, you will breakeven.

So a 3:1 reward/risk gives you a lot of room for error. But it is much easier said than done.

To get to a 3:1 reward/risk you have to keep your average losses down at a manageable level.

Holding on to a bad trade and dusting 85% when you should only have lost 30% of your money isn’t going to help your cause. It’s going to drag everything down. It makes it much harder to achieve a 3:1 reward/risk.

That’s why it’s imperative to cut losses when you have to and not stick your head in the sand.

Learning how to lose is much more important than learning how to win.

Regards,

Murray Dawes Signature

Murray Dawes,
For Money Weekend

PS: Promising Small-Cap Stocks: Market expert Ryan Clarkson-Ledward reveals why these four undervalued stocks could potentially soar in 2021. Click here to learn more.

All advice is general advice and has not taken into account your personal circumstances.

Please seek independent financial advice regarding your own situation, or if in doubt about the suitability of an investment.

Comments

Subscribe
Notify of
guest
guest
0 Comments
Inline Feedbacks
View all comments
Murray Dawes

Murray Dawes is our resident expert trader and portfolio manager. He is a former Sydney Futures Exchange floor trader who went on to design custom trading systems and strategies for ultra-wealthy clients (including one of Australia’s richest families). Today, his mission is to help ordinary Aussie investors make profitable investments, while expertly managing risk.

He uses his proprietary system for his more conversative and longer-term-focused service Retirement Trader…and then applies the same system to the ultra-speculative end of the Australian market in Fat Tail Microcaps (this service is strictly limited and via invitation only).

Murray’s Premium Subscriptions

Publication logo
Fat Tail Microcaps
Publication logo
Retirement Trader

Latest Articles

  • OpenAI and Microsoft Divorce?: Why this could be good for you
    By Charlie Ormond

    While breakups are rarely pretty, this one might actually benefit investors willing to look beyond the drama.

  • Three Lithium Stocks in the Buy Zone
    By Murray Dawes

    Lithium stocks jumped this week, so Murray and Callum discuss whether this could be the beginning of the second boom in lithium stocks. They also discuss a fund manager that is recovering and looking cheap

  • Every Australian Investor Has a Stake in Mining
    By James Cooper

    With its deep pool of retirement capital, Australia is on track to become the world’s primary destination for resource markets.

Primary Sidebar

Latest Articles

  • OpenAI and Microsoft Divorce?: Why this could be good for you
  • Three Lithium Stocks in the Buy Zone
  • Every Australian Investor Has a Stake in Mining
  • The next wave of AI winners
  • Could the US People Repudiate the National Debt?

Footer

Fat Tail Daily Logo
YouTube
Facebook
x (formally twitter)
LinkedIn

About

Investment ideas from the edge of the bell curve.

Go beyond conventional investing strategies with unique ideas and actionable opportunities. Our expert editors deliver conviction-led insights to guide your financial journey.

Quick Links

Subscribe

About

FAQ

Terms and Conditions

Financial Services Guide

Privacy Policy

Get in Touch

Contact Us

Email: support@fattail.com.au

Phone: 1300 667 481

All advice is general in nature and has not taken into account your personal circumstances. Please seek independent financial advice regarding your own situation, or if in doubt about the suitability of an investment.

The value of any investment and the income derived from it can go down as well as up. Never invest more than you can afford to lose and keep in mind the ultimate risk is that you can lose whatever you’ve invested. While useful for detecting patterns, the past is not a guide to future performance. Some figures contained in our reports are forecasts and may not be a reliable indicator of future results. Any actual or potential gains in these reports may not include taxes, brokerage commissions, or associated fees.

Fat Tail Logo

Fat Tail Daily is brought to you by the team at Fat Tail Investment Research

Copyright © 2025 Fat Tail Daily | ACN: 117 765 009 / ABN: 33 117 765 009 / ASFL: 323 988