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Employee Keeps Making the Same Mistake? How to Respond

Updated KAKEAI, Inc.

Short answer

When a direct report makes the same mistake again, ask whether they were able to carry out the fix you agreed on last time before you scold them harder. What you change next depends on whether no fix was decided, the fix wasn't carried out, or the fix was carried out and still didn't prevent the mistake. In KAKEAI's survey of 10,000 employees in Japan, among people who said their meetings with their manager lead to action about half the time or less, 15.4% named "time or cost constraints keep me from acting" as a reason. If the fix wasn't carried out, also ask whether they had the time. If you do scold, address only the fact that they knew they couldn't do it and didn't come to you, and rework the process at the same time.

By the numbers

KAKEAI's survey of 10,000 employees in Japan asked people who said their meetings with their manager lead to action about half the time or less why that happens. More people chose "time or cost constraints keep me from acting" than "I lack the skills to do it." When last time's fix wasn't carried out, consider also asking whether they had the time. In records from Kakeai, KAKEAI's 1-on-1 service (Kakeai AI 1on1), the median gap between consecutive 1-on-1s for the same manager and direct report was 29 days, so it's common for about a month to pass between 1-on-1s. It often helps to check whether a fix is working on the next day the same task comes up, without waiting for the next 1-on-1.

15.4%
10,000-person survey
Share who named "time or cost constraints keep me from acting" as a reason, among people who said their meetings with their manager lead to action about half the time or less
"I lack the skills to do it" was 9.1%, and "It clashes with how I see myself or who I want to be, so I don't want to" was 8.3%. More people named time or cost constraints than either of these.
29days
Kakeai AI 1on1 usage data
Median gap between consecutive 1-on-1s for the same manager and direct report (days from one session to the next)
Gaps of 21 to 45 days, roughly once a month, made up 51.3% of the total. It's common for about a month to pass between one 1-on-1 and the next.

The 15.4% figure comes from asking the 6,074 people who said their meetings with their manager lead to action about half the time or less why that happens (up to 5 answers). The question asked why things discussed in meetings don't turn into action. It did not look at fixes agreed on after mistakes.

Source: KAKEAI, Inc. “1-on-1 Survey” (N=10,000, May 2026, online survey of employees in Japan)

The survey asked 10,000 employees in Japan who meet their manager regularly how those meetings feel from their side.

Source: KAKEAI, Inc. “Kakeai AI 1on1 usage data” (records of 300,000 1-on-1 sessions extracted from sessions held between October 12, 2025 and October 3, 2026, aggregated so that no company or individual can be identified)

When an employee keeps making the same mistake, start by checking last time's fix

When a direct report makes the same mistake again, your first move isn't to scold them harder. It's to check whether the fix you agreed on last time was actually carried out. If the mistake happened again, last time's response didn't prevent it. This page focuses on repeated careless errors, such as data-entry mistakes or missed checks.

Here's the example we'll use. Every Monday by 10 a.m., your team member sends a weekly report to a client, Company A. They build it by copying the previous week's file and swapping in the new numbers. 3 weeks ago, they sent it with last week's figure still in the "Inquiries" column, and Company A pointed it out. That time, the conversation ended with your team member saying, "From now on, I'll review it before I send it." This week, last week's number was left in a different column.

To you, it looks like "I told them, and they didn't do it," and you're tempted to use stronger words than the first time. But even if the fix wasn't carried out, the reason isn't necessarily a lack of motivation.

KAKEAI's survey of 10,000 employees in Japan asked 6,074 people who said their meetings with their manager lead to action about half the time or less why that happens (up to 5 answers). 15.4% said "time or cost constraints keep me from acting." 9.1% said "I lack the skills to do it," and 8.3% said "It clashes with how I see myself or who I want to be, so I don't want to." The most common answer was "it depends on the situation," at 26.1%. More people named time or cost constraints than named a lack of skills or a clash with their self-image.

Reviewing or double-checking adds one more check to the current process. That makes each task take longer, so the check tends to get skipped on rushed days, which are exactly the days it's needed most. Scolding harder doesn't give anyone more time on Monday morning. What's repeating isn't only the employee's mistake. It's also the fix (adding a check that's easy to skip) and the way you scold.

When the same mistake happens a second time, sit down with your team member and work out which of the three situations below you're in. If this breakdown doesn't fit, adjust it to the person and the work.

What you learn the second timeScold or notWhat to change
Last time ended with "I'll be more careful," and no fix was decidedDon't scold. You also ended the conversation without decidingDecide together, today, which part of the process to change
A fix was decided, but it wasn't carried outBriefly mention only that they sent it without talking to youChange the process. You, as the manager, make the time it needs
The fix was carried out, and the same mistake still happenedDon't scold. Tell them yourself that the fix wasn't the right oneChange the fix itself

What to say first the second time, and how to handle each situation

Once you find out about the second mistake, take about 15 minutes that same day and talk somewhere private. Start by laying out the facts of both mistakes alongside the fix you agreed on last time. Ask whether the fix was carried out as a matter of fact, not in a blaming tone.

  • Could I have about 15 minutes in the meeting room at 11 to talk about the weekly report for Company A?
  • 3 weeks ago it was the "Inquiries" column, and this week it was the "Completed" column. Both times, last week's number was still there.
  • I should say that I haven't checked the report before it went out even once in these 3 weeks either.
  • Last time we agreed you'd review it before sending. This week, did you have time to review it?

If you feel the urge to say something sharp, try rephrasing it like this.

  • Before: How many times do I have to tell you?
  • After: Twice in the last 3 weeks, last week's numbers were left in the report. Reviewing alone isn't preventing it, so I'd like us to change how the report is built.

When last time ended with "I'll be more careful"

If last time's conversation ended with "I'll be more careful," no fix was ever decided. "Being careful" doesn't spell out what will change or how. You also ended the conversation without deciding, so it often helps to say so yourself instead of scolding.

  • Last time we ended with "I'll be more careful," and we never decided what to change. That's on me.
  • Today, let's pick one thing to change about how the report is built.

When the fix wasn't carried out and the mistake happened again

If the fix wasn't carried out, start by asking what happened. Then narrow what you say down to one point.

  • Team member: Sorry. I didn't review it this week.
  • Manager: Thanks for telling me. Around what time on Monday were all the numbers in?
  • Team member: A little after 9. There was a morning meeting at half past nine, so I sent it as soon as I got back.
  • Manager: I see. When you realize you won't have time to review it, it would really help if you let me know.

What you're addressing isn't the mistake itself. It's that they realized they couldn't carry out the fix and sent the report without talking to you first. Saying it once, briefly, is enough.

Relationships between managers and direct reports go through stages, and the right approach changes with the stage. Early on, while there's still some reserve, "I didn't get to it" is hard to say. We recommend telling them up front that you'd rather hear it, even if it's late.

  • Even if it means missing 10 a.m., I'd rather you tell me "I haven't been able to review it."

When a fix wasn't carried out, don't just re-promise it. Change the process so a gap is obvious at a glance. Making the missing time is your job, since you're the one who can adjust schedules.

  • How about we stop building it from a copy of last week's file? If you start from a template with empty number columns, any column you haven't filled in stays blank.
  • Let's make the template together this afternoon.
  • I'll move the Monday morning meeting to half past ten.

When the fix was carried out and the mistake still happened

A mistake that happens even though the fix was carried out isn't something to scold. What was wrong wasn't your team member's behavior. It was the assumption you both made that "reviewing will catch it."

  • Team member: I did review it. I checked the total rows against the source data.
  • Manager: So you did review it. Then I think our idea last time that "reviewing will catch it" was off. I agreed to it too.
  • Manager: What was left over was in the breakdown columns. "Review it before sending" didn't make clear where to look, did it?

Decide on the new fix together, based on exactly where the mistake happened this time.

  • From next time, how about putting it side by side with last week's report and marking any column where the numbers are the same? Focus your review on those columns.

Check the new fix together the next time the same task comes up

Check whether the new fix is working on the next day the same task comes up, without waiting for the next 1-on-1.

In 300,000 1-on-1 sessions extracted from the records of Kakeai, KAKEAI's 1-on-1 service (Kakeai AI 1on1), the median gap between consecutive 1-on-1s for the same manager and direct report was 29 days. It's common for about a month to pass between one 1-on-1 and the next.

If you leave checking the fix until the next 1-on-1, a weekly task will come around about 4 times before you check. If you haven't checked even once in that time, then when the next mistake happens you won't know which part of the fix to correct. And if things are going well, you'll have had no chance to say so.

  • Next Monday, could we look at the report together for just 5 minutes before you send it? I'd like us both to see whether the new way of building it is catching the problem. I'm thinking we keep this up for about 3 weeks. What do you think?

When it happens a third time: what you change and what you say

If a third mistake happens even after you've reset the fix, don't add any more checks for your team member. Use your authority as manager to change how the work is done. At the same time, tell them clearly what the evaluation standard is for this work and what you think.

Here are some changes you could make.

  • Separate the person who prepares the report from the person who sends it. Before it goes out, someone else spends about 1 minute comparing it with last week's report.
  • Change the deadline. You ask Company A whether noon on Monday would also work.
  • Move other work that piles up on Monday morning to Tuesday.
  • Consider changing who handles the work. Explain your reasons based on what actually happened, listen to their view, and then decide.
  • Even after we changed how it's built, the mistake happened in the same place. I don't want to keep adding more checks for you. Starting next week, I'm thinking of having B look at it before it goes out too. What do you think?

You take on explaining to your director and to Company A. When you do, don't say "I warned them." Say what you changed, for example "We've split preparing and sending between two people."

It often helps to share the evaluation standard in advance, during regular meetings. KAKEAI's survey compared people who meet with their manager every 2 weeks to once a month, split by whether they discuss performance evaluation in those meetings. 37.4% of those who discuss evaluation felt the meetings were contributing to results, compared with 30.8% of those who don't. At this meeting frequency, people who discuss evaluation were more likely to feel results.

If you haven't shared the standard yet, tell your team member when you talk about the third mistake. If it's mid-period, there's still time to improve. To avoid misunderstandings, talk while looking together at the reports that were sent and Company A's emails. What you can share is the evaluation standard and your current view. You can't promise the outcome.

  • Could we look at this item on the evaluation form together? For the weekly report to Company A, the benchmark I use is an error-free report arriving by 10 a.m. on Monday.
  • Since the same mistake happened 3 times in the past 2 months, as of now I think it's not meeting that benchmark. How do you see it?
  • My evaluation draft will also take into account the results after we changed the process. The final evaluation isn't decided by me alone.

Don't bring up a written incident report, disciplinary action, or paying for damages on your own authority either. Check your company's employment policies and talk with HR.

Avoid concluding that the repeated mistakes come from their personality, their attentiveness, an illness, or a disability. A manager isn't in a position to diagnose. If they mention something like "I can't sleep" or "I haven't been feeling well," connect them with occupational health services or a medical professional.

  • Thank you for telling me. I'm concerned to hear you haven't been sleeping. I'll check with HR how you can talk to the occupational health doctor and let you know tomorrow.

What to avoid when coaching an employee who repeats the same mistake

Here are five things we don't recommend when the same mistake keeps happening.

  • Repeating the same scolding, only harsher. Raising your voice, talking longer, or saying it more often doesn't change the substance of a scolding that didn't work the first time. KAKEAI doesn't recommend applying the same scolding and the same fix every time a mistake happens. On the other hand, if you quietly fix it yourself without saying anything, the same mistake is likely to keep happening. Based on its experience supporting more than 3 million 1-on-1s and its survey of 10,000 employees in Japan, KAKEAI believes there's no universal way to coach someone through a repeated mistake. You try the fix you agreed on, check the result, and keep adjusting.
  • Deciding in advance that you'll only ask questions until they figure out the cause themselves. Some advice says, "Don't give the answer. Keep asking questions and wait for them to realize it." KAKEAI doesn't recommend deciding on that approach ahead of time. In Kakeai's records, when "work progress and how to approach the work" was chosen as a topic before a 1-on-1, the direct report picked "I want us to think it through together" 17.0% of the time. "I want concrete advice" was 13.2%, and "I want you to listen" was 7.5%. For this topic, thinking it through together and getting advice were chosen more often than simply being heard. Start by asking what they're struggling with and what they'd like to do, then work out the cause and the fix together. On the other hand, avoid deciding the cause yourself without hearing them out. If your team member has already worked out the cause on their own, just listening may be enough.
  • Adding more and more self-reviews and checklists. Before adding checks, look for steps you can remove entirely, like copying the previous file or re-typing numbers by hand.
  • Ending with your team member alone writing a reflection or a prevention plan. Even if it's written down, a fix rarely sticks unless you set a date to check together whether it was carried out. If company rules require any documents, you as the manager should ask HR.
  • Presenting an evaluation result or disciplinary action as if it's already decided. Don't say, "If you make the same mistake again, I'll lower your rating." The evaluation result isn't something a manager can decide alone.

How to tell whether your coaching worked

Judge whether your coaching on a repeated mistake worked by the result the next time the same task comes up, not by the "I'm sorry" you heard on the day you talked.

After the conversation, look back on how things went between you using these three points.

  • Next Monday, were you able to check together, before it went out, the report built with the new method?
  • On a day when they couldn't carry out the fix, were they able to tell you before sending, "I haven't been able to check it today"? If they do, the two of you can act before a report with errors reaches Company A.
  • After 3 weeks in a row with no errors, did you tell them, in your own words, that the issue is closed?
  • With the new method, you've sent it without errors 3 weeks in a row. I'm thinking this week will be the last of our pre-send checks. How does that sound?

What Kakeai AI 1on1 can do in this situation

When the fix you agreed on with a direct report after a mistake gets forgotten and never carried out, Kakeai AI 1on1 lets you do the following.

Day to day

  • Summaries and next steps in one place

    The summary of each 1-on-1 is collected on the "Schedule & History" screen, and the next steps you decided are collected on the "MOVE" screen, organized by each person you meet with. You can look back at them anytime.

During the 1-on-1

  • Next-step suggestions from the conversation, with help deciding

    When a possible next step comes up in the conversation, Kakeai AI shows it as a suggestion. Either of you can click the "Decide" button to confirm it. Next steps you decide are added to the "MOVE" screen.

Before the 1-on-1

  • Advice on how to bring up what you want to say, and key points

    If you enter something you want to bring up with your team member in the "Things to Tell Your Team Member" field and save it, the "Pre-1-on-1 AI Advice" is rewritten to reflect it. What you enter is not shown on your team member's screen.

Kakeai AI 1on1 is currently available in Japanese. If you would like to use it in English, let us know.

Used by 600+ companies / 3,000,000+ 1-on-1s supported

Frequently asked questions

I'm about to say "How many times do I have to tell you?" to an employee who keeps making the same mistake. What should I say first?

When a direct report repeats the same mistake, make your first words a question about whether they were able to carry out the fix you agreed on last time. For example, ask as a matter of fact, not in a blaming tone: "Last time we agreed you'd review it before sending. This week, did you have time to review it?" What you change next depends on whether they couldn't carry it out, or carried it out and it still didn't prevent the mistake.

Is an employee who keeps making the same mistake just careless by nature? Should I suspect an illness or disability?

Avoid concluding that the repeated mistakes come from their personality, attentiveness, an illness, or a disability. A manager isn't in a position to diagnose. What you can change is the work process, the deadline, and how checks are set up. If they mention anything about their health or sleep, connect them with occupational health services or a medical professional.

Can I ask an employee who has made the same mistake 3 times to write an incident report, or tell them their rating will go down?

Even after 3 repeats of the same mistake, don't decide on a written incident report or disciplinary action on your own. Check your company's employment policies and talk with HR. The evaluation result isn't decided by you alone either. What you can tell your direct report is the evaluation standard and your current view. Avoid phrasing that presents the outcome as decided, like "If you make the same mistake again, I'll lower your rating."

We've added double-checks and checklists, but my employee still makes the same mistake. What should I do?

If the same mistake continues even with more double-checks and checklists, we recommend changing the task that causes the mistake in the first place. Adding checks makes each task take longer, so they tend to get skipped on days when the deadline is close. For example, see whether you can eliminate steps like building from a copy of the previous file or re-typing numbers by hand.

Can I coach an employee about a repeated mistake in our 1-on-1, or should I set up a separate meeting?

It's fine to coach a direct report about a repeated mistake in your regular 1-on-1. Deciding on a fix is a work conversation, and it's an appropriate topic for a 1-on-1. But if your 1-on-1s are monthly, waiting for the next one means checking whether the fix works about a month later. It often helps to check the fix together on the next day the same task comes up, without waiting for the next 1-on-1.

Sources and how to cite these figures

Source: KAKEAI, Inc. “1-on-1 Survey” (N=10,000, May 2026, online survey of employees in Japan)

Source: KAKEAI, Inc. “Kakeai AI 1on1 usage data” (records of 300,000 1-on-1 sessions extracted from sessions held between October 12, 2025 and October 3, 2026, aggregated so that no company or individual can be identified)

About the survey and usage data (Japanese)

When citing, please credit “Source: KAKEAI, Inc., 1-on-1 Survey (2026)” and include the URL of this page.

URL of this page: https://kakeai.co.jp/en/guide/repeated-same-mistake-coaching-scolding

Author and publisher

This page was written by KAKEAI, Inc., the company behind Kakeai AI 1on1, based on its own survey of 10,000 employees in Japan and aggregated Kakeai AI 1on1 usage data.

Publisher: KAKEAI, Inc. (Company) Updated: