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What to do when you regret a past investment decision

Long-term investing

First-time investors

Portfolios

10 June 2026

6 min read

That post-investment regret? It happens. Here’s how to reset, think clearly and make your next move without panic.

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Written by

Hayden Smith
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That sinking feeling after a bad investment decision? Not fun.

Maybe you bought an ETF and it dropped almost immediately. Maybe you went a bit too hard on one ASX stock and watched it slide. Maybe you sold, felt quietly pleased with yourself and then watched it rebound the following week. Timing: impeccable.

Or maybe you switched your super during a rough patch and now you’re second-guessing that decision with the benefit of hindsight (which, annoyingly, is always 20/20).

If any of that sounds familiar, you’re in very good company. Investment regret is part of the experience. Markets move, emotions follow and even thoughtful investors make decisions they later question. The goal isn’t to avoid investing mistakes entirely. Instead, it’s knowing how to respond when they happen and not letting one misstep turn into a bigger one.

It’s also worth remembering that a bad outcome isn’t always the same thing as a bad decision. Sometimes the reasoning is sound and the timing is just… unfortunate.

Experiencing a bit of investor's remorse? Here's your don’t-panic action plan.

Pause before you act

When something drops, the instinct to act can be strong. Selling feels like taking control. Buying more feels like fixing the problem. Moving everything somewhere “safer” feels like relief.

The catch? Decisions made in that headspace are usually more about emotion than logic. Acting too quickly can turn a temporary market dip into something more permanent.

Instead, give yourself a bit of space. Wait a couple of days before making changes. Close the app. Look at your whole portfolio rather than the one investment that’s currently ruining your mood. A short pause won’t fix everything, but it does give your rational brain a chance to catch up.

Work out what actually happened

Not all regret means you've made bad investments. Sometimes what you’re seeing is just normal market movement. If you’re invested in diversified, long-term assets, ups and downs are part of the process, even if the timing is rather inconvenient.

Other times, the discomfort is more informative. You might have taken on more risk than you realised, especially if the drop has rattled you. You might have invested money you needed sooner than expected, or concentrated too heavily in one stock or sector. In those cases, the issue isn’t just the market but how the investment fits (or doesn’t fit) your broader plan.

There’s also the reality that some investing decisions are influenced by hype , headlines or someone else’s conviction rather than your own. And even selling too early can create regret; watching something rise after you’ve exited has a very particular sting to it. These are some of the most common investing pitfalls .

The important thing is to understand which situation you’re in, because the right response depends on what actually caused the regret.

Separate the decision from the outcome

One of the more useful mindset shifts in investing is separating process from outcome.

A well-thought-out decision can still have a poor short-term result. Equally, a rushed or poorly understood decision can look brilliant, at least for a while. Judging everything purely on the outcome can lead you to learn the wrong lesson.

You're better off looking at how the decision was made. Did it align with your goals and investing timeframe ? Did you understand the risks? Did it fit within your overall portfolio? If the answer to those questions is yes, the process may have been sound, even if the result isn’t what you hoped for.

That doesn’t remove the frustration, but it does stop you from treating every dip like a mistake.

Revisit your original reason

Before making any changes, revisit why you invested in the first place.

Has anything fundamentally changed about that investment, or is it simply the price doing what prices do: move around, often unhelpfully? Does it still align with your goals, your timeframe and your comfort with risk ?

A useful way to think about it: if you had the same amount of cash today, would you make the same decision again? If the answer is yes, the dip may not be a reason to act. If the answer is no, it’s worth digging into why.

Often, the real issue isn’t that an investment is down. It’s that the original case for owning it no longer feels as convincing.

Choose your next move (don’t rush it)

Once you’ve taken a step back and thought things through, your options are usually fairly straightforward.

If you’re leaning towards holding:

  • The investment still fits your long-term plan
  • Nothing fundamental has changed (just the price)
  • You’d buy it again today at the current price

If you’re thinking about rebalancing:

  • One investment has grown into a bigger slice than you intended
  • Your portfolio feels riskier than you’re comfortable with
  • You want to get back to your original asset mix

If you’re considering exiting (including whether to sell losing stocks):

  • The original reason for investing no longer holds
  • Your goals or timeframe have changed
  • You don’t understand or feel comfortable with the investment anymore

There’s no perfect answer here. What matters is making a call you’ve actually thought through – one that fits your situation now, not the one you were in when you first invested.

Some additional resources that might be helpful include:

Why diversification matters more than it seems

A lot of investment regret is tied to concentration. When a large portion of your portfolio is tied up in one stock or theme, every movement feels magnified. Gains feel great. Losses feel… personal.

Diversification helps spread that risk. It won’t eliminate losses, but it reduces the impact of any single investment and makes it easier to stay invested when things wobble. It’s not flashy, but it does a lot of quiet heavy lifting.

A quick note on tax and super

If you’re considering selling, there are a few practical points to keep in mind.

Capital losses in Australia are only realised once you actually sell an investment. Until then, they’re just on paper.

When you do sell, those losses can usually be used to offset any capital gains you’ve made, which can help reduce your tax bill. They don’t apply to your regular income, though, and if you don’t use them straight away, they can generally be carried forward to future years. We explore this in more depth in our guide to capital gains tax .

With super, it’s very common to feel uneasy when balances fall, especially if you’re in a growth option. But switching investment options during a downturn can lock in those losses at exactly the wrong time. Staying invested means you’re still in a position to benefit from any recovery, whenever that happens.

In general, reviewing your setup and making considered changes is sensible. Reacting quickly to short-term movements is where people tend to come unstuck and often start panic selling .

Why it feels so difficult

Part of what makes investing challenging is psychological. Losses tend to feel more painful than gains feel rewarding. Hindsight makes everything look obvious. And once a decision has been made, it can be surprisingly hard to let go of it.

Recognising these patterns doesn’t remove the emotion, but it can help you take a step back before acting on it.

Bringing it back to basics

If you’re feeling stuck, come back to the simple checks we covered earlier:

  • What’s actually changed? Just the price or something fundamental? If it’s only price movement, it may not require action. If something material has changed, it might.
  • Does this still fit your long-term goals? Think about why you invested in the first place and whether that still holds.
  • Am I comfortable with the level of risk here? Not in theory, but right now, seeing it move around like this.
  • If I had cash today, would I make the same decision? If the answer’s no, it’s worth unpacking what’s changed in your thinking.

You don’t need perfect answers, just enough clarity to slow things down and think it through.

Zooming out to what actually matters

No investor gets everything right. What matters is building investing habits and a portfolio structure that makes mistakes less damaging and easier to recover from. That might mean diversifying, keeping an emergency fund separate or focusing more on long-term goals than short-term market noise.

Because in the end, investing isn’t about avoiding every mistake. It’s about making enough good decisions, consistently, and staying invested long enough for them to compound. A few regrets along the way are frustrating, but they’re also completely normal.


General information disclaimer

This article is for general informational purposes only and does not take into account your objectives, financial situation or needs. Investing involves risk, including the risk of loss. Rules, products, and market conditions can change, so consider seeking advice from a licensed professional and checking relevant official sources before making decisions.

Author Profile Picture

Written by

Hayden Smith

Hayden Smith is the co-founder and Chief Technology Officer at Pearler. A veteran software engineer, Hayden has worked at Microsoft and Dolby, and worked as a Computer Science lecturer at UNSW since 2013. Hayden was also the team manager responsible for building Australia's first road legal solar car: the Sunswift. While Hayden didn't come to investing until his 20s, he has since become a fanatic for all things ETF (exchange-traded fund). He is also famous within the Australian long-term investing community for his frugal lifestyle. Along with Dave Gow from Strong Money Australia, Hayden co-hosts the Aussie FIRE podcast. He is a native of Ballina on NSW's far north coast, and currently calls Sydney home. To contact Hayden, drop him an email at hayden@team.pearler.com

Remember, that this is general in nature and doesn't constitute personal advice. Reach out to a financial professional when considering making financial decisions. As details may change, we recommend checking the information directly from the source, including the ATO website. All figures and data in this article were accurate at the time it was published. That said, financial markets, economic conditions and government policies can change quickly, so it's a good idea to double-check the latest info before making any decisions.

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