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I am the founder of Planio and I’m obsessed with automating systems to make work more efficient.
November 26, 2024 · 10 min read

The best way to handle making mistakes at work

The best way to handle making mistakes at work

Deep down, we all know that it’s OK to make mistakes — but that doesn’t mean it doesn’t still hurt in the moment after you realized you’ve messed up on a project or task.

No one’s perfect, yet it’s all-too-common to try to hide or deny our mistakes. But here’s the reality: every mistake is an opportunity to learn and grow. As Richard Branson famously said:

“One thing is certain in business: you will make mistakes. When you are pushing the boundaries, mistakes are inevitable - how you react is important.”

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Rather than hiding away from our mistakes, learning how to accept, react, and learn from them in the right way is a superpower that few people master.

Why you’re so afraid of making mistakes at work

No matter how experienced, intelligent, or qualified you are, everyone makes mistakes at some point in their lives.

But unfortunately, knowing that doesn’t make it hurt any less when they happen, with feelings of shame, guilt, embarrassment, and frustration washing over us in those moments.

This is especially true when making mistakes at work.

For many people, their career forms a big part of their identities, providing a sense of purpose, fulfillment, and a way to support loved ones. So, when we mess up during the workday, it cuts especially deep.

Given there’s no way of avoiding mistakes, it’s important to recognize why we’re so afraid of making them.

In my experience, there are a few specific reasons that make it especially difficult to accept making mistakes at work:

Recognizing why we’re scared makes the initial disappointment easier to process, allowing us to focus our energy on how to react to them in the right way instead.

When you can overcome negative feelings faster, you can focus on getting back on track and learning from the experience rather than beating yourself up over it.

The truth: What leaders are really think about you messing up

One of the biggest reasons we’re scared of making mistakes is because we fear the reaction of the leaders and managers around us. Put simply, we’re scared they’ll think less of us, viewing us as incompetent, untrustworthy, and unreliable.


The truth: What leaders are really think about you messing up

Sure, there will always be leaders and managers who blow up over the tiniest mistake, but in the majority of instances, leaders care more about what happens next.

In my time as CEO of Planio, I’ve come to learn that leaders must use a top-down approach to create a safe environment and an error culture where making mistakes is okay and people don’t fear negative repercussions.

There is a balance to strike though. If founders and managers tend to help fix mistakes or fix mistakes themselves, then team members might get the impression that quality and accuracy don’t matter as much – which will create further problems down the line.

It must be clear that owning mistakes is encouraged and fixing them should always be the shared responsibility of the person causing them.

After all, the best leaders know that mistakes are part of life, and are more concerned with seeing their employees:

Ultimately, understanding it’s OK to make mistakes is only the first step. It’s what you do next that matters most.

How to handle making mistakes at work — the right way

So, you’ve made a mistake at work, and you’re beginning to panic. To protect your mental well-being and minimize the impact of your mistake, follow these six steps to help you manage it in the right way.

Take a moment to breathe

When you first make a mistake, the easiest thing to do is panic. Whether it’s shame, guilt, embarrassment, frustration, or fear, it’s easy to react emotionally, which often leads to you making another mistake straight away.

“The real test is not whether you avoid this failure, because you won’t. It’s whether you let it harden or shame you into inaction, or whether you learn from it; whether you choose to persevere.” - Barack Obama

Instead, when you first make a mistake, pause for a moment to take a breath. This will help you:

Here’s a real life example from our work at Planio:

A colleague of mine — let’s call him Hans — works as a DevOps engineer and developer here at Planio. Like all our employees, he’s a seasoned engineer with many years of experience under his belt. Recently, he was tasked with performing a rolling upgrade on our customer databases.

Like all operations of this kind, the upgrade was scripted and its rollout was tested on a staging environment containing sample data. However, as the live upgrade starts rolling through our actual Planio customer databases, our monitoring system suddenly starts pinging our engineer’s phones with failure alerts: Planio Search stopped working and some customers are seeing error messages instead of search results.

Hans feels a sudden adrenaline rush kicking in. But rather than panic, he decides to abort the rolling upgrade, takes a moment to compose himself, and assesses the situation.

Raise the mistake with the right person

The worst thing you can do is try to hide a mistake. This inevitably leads to others finding out in the wrong way, with a lack of team awareness often leading to further mistakes. That said, you don’t want to simply broadcast the mistake to everyone, as this might create unnecessary panic or concern.

Raise the mistake to the people who:

What this could look like in real life:

Hans immediately called me to explain the situation and ask if I could help him with a resolution. We have standard procedures for service outages and technical failures, and the steps always involve restoring services in a timely manner as well as constant communication with the affected clients.

Understand the mistake and its consequences

Now that you’re composed, and the mistake is out in the open, it’s time to start managing the impacts.

“Experience is simply the name we give our mistakes.” - Oscar Wilde

This begins by fully understanding the mistake that’s been made and any impact it might have on those around you. To achieve this, consider:


Understand the mistake and its consequences

What this could look like in real life:

Together, Hans and I quickly realized that the upgrade resulted in a database column not being large enough for some full-text document excerpts, and therefore some index data being discarded causing search queries to show server errors.

Luckily, only the customers whose databases had already been processed in the rolling upgrade were affected, and Hans’ early stopping of the migration limited the damage to those few and not all Planio clients.

Brainstorm solutions

Now it’s time to get back on the front foot and come up with some solutions to correct the mistakes that you’ve made.

“The only real mistake is the one from which we learn nothing.” - Henry Ford

The key here is that you must take responsibility for finding and implementing a solution, not passing the problem to someone else.

During this process:

What this could look like in real life:

While Hans started working on a scripted index restore from our backups, I sent a quick email to affected clients, informing them of the situation and reassuring them that we’re already working on a resolution, and that no data had been lost due to the multiple redundant backups we always keep at Planio.

Take action

With an action plan agreed, it’s time to rectify the mistake as quickly and effectively as possible. Remember, most leaders won’t be mad that you’ve made a mistake, but they’ll expect you to manage the impact, so put your full energy into following through on your action plan.

Specifically, focus on:

What this could look like in real life:

Subscribers using our Service Level Agreement were due a monetary refund due to the data unavailability, so I processed those right away to make sure we’re keeping our contractual obligations.

By the end of the work day, Hans had finished restoring the backups. We finished the work day by usual COB and in good spirits, and we scheduled a planned maintenance downtime window for the coming Saturday night (a time when most Planio customers are not accessing the platform, and a maintenance window has the least impact) to re-index the data that had been changed in between the occurrence of the error and the backup restore.

It was clear that Hans would conduct the maintenance on Saturday night, putting in extra hours on his weekend. I didn’t have to ask for it, as he suggested it himself, and I was glad he owned his mistake and went all the way to fixing it.

Capture lessons learned to minimize future mistakes

The only bad mistake is one you don’t learn from. In that vein, take the time to analyze the situation, what could have been done differently, and how effective the recovery plan was. Then, put measures in place to stop it from happening again.

A project management tool like Planio is essential for capturing lessons learned.


Screenshot of an issue in Planio demonstrating how you can record lessons learned

Not only does Planio help you document and communicate mistakes across the team, but the built-in Wiki and Knowledge Base features serve as a powerful repository for future projects, ensuring key knowledge isn’t lost when the project ends.

What this could look like in real life:

In the aftermath, Hans and I wrote a detailed “post mortem” document in our internal Planio Wiki for future reference. The reason the problem didn’t surface in automated testing before the rollout was that our test data only contained short “lorem ipsum” texts in the affected database columns for which the space was enough.

As part of hardening our testing framework, we made sure that test data is larger and therefore more akin to actual customer input in Planio. I also made a note of the required effort caused by the mistake measured in internal unbillable hours as well as the monetary damage due to the SLA penalties we had to pay out.

What to do if you can’t let go of a mistake

While you can take action to correct a mistake, sometimes it can be difficult to truly move on. If this sounds like you, you might be stuck in a thinking trap.

A thinking trap, also known as a cognitive distortion, is where our mind convinces us of something that’s completely untrue. You can learn more about thinking traps here, but here are the three most common ones you’ll likely deal with (and what to do about them):


A thinking trap, when you can’t let go of a mistake

Final thought: How managers can handle employees making mistakes

Mistakes are part of being human. But while we all know deep down that it’s ok to make mistakes, it doesn’t make them hurt any less.

Given the inevitability of messing up, it’s better to focus our energy on reacting and learning from mistakes rather than fearing them. With a broader perspective, fast action, and lessons learned, there are numerous positives that can be drawn from a seemingly negative situation. If you’re a manager working to support a team member who has made a mistake, try using these techniques:

Lastly, make sure everyone learns from the mistake. Mistakes are great learning opportunities, and as a manager, it’s your job to ensure everyone learns from the error.

Using tools like Planio helps with this by providing a single location to document and communicate lessons learned. This is great for both current and future team members to learn from mistakes and improve their performance moving forwards!

Try Planio with your own team — free for 30 days (and no credit card required!)