1. Saying “I don’t know” is not the problem
At work, some people can simply say:
“I don’t know.” “I’ll check.” “That might be something Ms. X knows.” “I understand this part, but I need to confirm the rest.”
This is not a problem.
In fact, it is a healthy behavior.
The person is showing their current state honestly. They are not pretending to know. They can connect the question to someone who may know.
The problem is not not knowing.
The problem is refusing to admit that one does not know, becoming defensive, or pushing the cost of checking and thinking onto someone else.
2. There are three types of “I don’t know”
Workplace uncertainty can be divided into three types.
Healthy not knowing
“I don’t know.” “I’ll check.” “Ms. X may know.” “I understand this part, but this part needs confirmation.”
This is normal and useful.
Defensive not knowing
“Why are you asking that?” “That’s too detailed.” “You’re just being negative.” “Then you do it.” “Why are you criticizing me?”
This is what happens when a person experiences a question as an attack.
They cannot say, “I don’t understand, please help me.” So they convert confusion into anger.
Dumping not knowing
“I didn’t check, but tell me.” “You sent it before, but send it again.” “Where is the file?” “What should I look at?” “Just handle it.”
This is not just lack of knowledge.
It is the transfer of search cost, thinking cost, and decision cost to someone else.
That is why it becomes exhausting.
3. “What do you think my time is?” is a reasonable feeling
It is natural to become frustrated when someone repeatedly asks questions that they could have checked first.
You may think:
“Please check first.” “I already shared that.” “Did you search?” “Do not send this to me without a purpose or deadline.” “What do you think my time is?”
This anger often does not come from the other person not knowing.
It comes from the feeling that your time is being used without permission.
Every question has a cost.
When one person avoids checking, another person has to pay that cost.
4. But saying the correct thing too directly can trigger defensiveness
The difficult part is wording.
The following statements may be correct:
“Please check it yourself.” “I already told you.” “The purpose is unclear.” “The premise is vague.” “I cannot handle it like this.” “Please organize it before asking.”
But they can easily trigger defensiveness.
The other person may hear:
“You are incompetent.” “You are being blamed.” “You are being judged.”
Then the conversation shifts away from the task and into self-defense.
The correct argument may be true, but it may not move the work forward.
5. Convert criticism into process language
You do not need to delete the correct point.
You need to convert it.
Instead of pointing at the person’s lack of ability, point at the process.
Useful phrases include:
- To prevent rework
- For alignment
- To clarify the scope
- To confirm priority
- To confirm the deadline
- To identify the decision maker
- To check the difference from existing materials
Direct wording that may sound attacking
“Please check it yourself.” “I already told you.” “The purpose is unclear.” “The premise is vague.” “I cannot respond to this.” “Please organize it first.”
Wording that is less likely to trigger defensiveness
“I’d like to confirm this for alignment.” “To prevent rework, could we clarify the premise first?” “I’d like to confirm the scope I should handle.” “Could you check whether this differs from the materials shared previously?” “Once the purpose, deadline, and decision maker are clear, I can confirm how to proceed.”
The meaning is similar.
But the emotional impact is different.
6. Assertiveness is not surrender
Assertiveness is often misunderstood as being soft or giving in.
That is not what it means.
Assertive communication means expressing your needs and boundaries clearly without attacking the other person.
It means:
- Do not blame unnecessarily
- Do not erase your request
- Focus on purpose, conditions, and scope
- Clarify what you can and cannot do
- Ask for the information you need
Assertiveness is not a technique for becoming a nice person.
It is a technique for protecting your time and responsibilities.
7. Use email and AI instead of improvising verbally
Trying to do this verbally in the moment is difficult.
It is even harder when you are irritated or the other person is defensive.
So put it into email.
And use AI to draft it.
The workflow is simple:
- Write your raw frustration and correct point.
- Ask AI to convert it into a non-defensive business email.
- Check the draft.
- Keep the required conditions, scope, deadline, and decision points.
- Send it.
In other words:
Put a suppressor on your correct argument.
You are not deleting the truth.
You are making it usable.
8. Prompt for AI
Please convert the following message into a business email that is assertive but unlikely to trigger defensiveness.
Conditions:
- Do not blame the other person.
- Avoid phrases such as “Why didn’t you do this?”, “I already told you,” or “Please check it yourself.”
- The purpose is to clarify assumptions, align understanding, prevent rework, and define scope.
- Clearly state what information or decisions I need.
- Give the other person concrete items to respond to.
- Keep the email short, polite, and practical.
- Do not make it sound like I will absorb unlimited work.
Raw message:
“The premise is unclear, and if we proceed like this, there may be rework. To proceed, I need to confirm the purpose, use case, decision maker, deadline, and scope. If there are previously shared materials, please check them first and tell me what is missing or different.”
9. Example: replying to an unclear request
Hi [Name],
Thank you for the message.
To prevent rework, I’d like to confirm a few points before proceeding:
- Purpose of this task
- Where or how the output will be used
- Final decision maker
- Desired deadline
- Scope you would like me to handle
- Differences from any existing or previously shared materials
If there are materials already shared, please check those first and let me know what is still missing or what needs to be updated.
Once these points are clear, I can confirm the best way to proceed.
Best regards,
[Name]
This email does not say “check it yourself.”
But it returns the checking cost to the right place.
10. Example: when someone asks the same question again
Hi [Name],
The item you asked about is included in the materials shared previously, on page [X].
Could you please check that section first and let me know:
- Which part is unclear
- What you would like to confirm this time
I’ll then provide any necessary clarification.
Best regards,
[Name]
This does not say, “I already told you.”
But it avoids repeating everything from zero.
11. Some people still require distance
Even with careful wording, some people will still become defensive.
They may react negatively to:
- Alignment
- Clarification
- Scope definition
- Checking existing materials
- Asking for a purpose
- Asking for a deadline
At that point, the problem is not only wording.
It may be a structural issue.
The response is not to become even softer.
The response is to create distance:
- Avoid instant verbal replies
- Use email
- Define scope
- Confirm deadlines and priorities
- Involve decision makers
- Avoid re-explaining the same thing repeatedly
- Do not absorb unlimited work
This is not coldness.
It is boundary management.
12. Conclusion: Do not throw away the correct point. Put it into email.
It is natural to feel angry when someone repeatedly sends unclear requests or asks questions without checking.
But if you fire the correct argument directly, the other person may become defensive and the work may stall.
So do not throw away the correct point.
Put it into email.
Use AI to translate it into assertive process language.
The goal is:
- Do not send raw anger
- Do not erase the valid point
- Do not blame unnecessarily
- Still require purpose, scope, deadlines, and assumptions
- Protect your time
A correct argument is powerful.
But in the workplace, it often needs a suppressor.
AI-assisted email drafting can be that suppressor.
Summary
- Saying “I don’t know” is not the problem.
- The problem is defensiveness or dumping the checking cost onto others.
- Frustration is natural when your time is used without preparation.
- Direct correct statements can trigger defensiveness.
- Convert criticism into process language: alignment, scope, deadline, rework prevention.
- Assertiveness is not surrender. It is clear boundary-setting without unnecessary attack.
- AI can convert raw frustration into usable workplace email.
- If the person still reacts defensively, distance and written boundaries are necessary.
参考資料 / Sources
- Jack R. Gibb, “Defensive Communication” summary archive
https://reagle.org/joseph/2010/conflict/media/gibb-defensive-communication.html - Gibb Categories overview
https://my.liuc.it/MatSup/2017/A86047/Gibb%20Categories%202017.pdf - Harvard Business School Online, “How to Build Psychological Safety in the Workplace”
https://online.hbs.edu/blog/post/psychological-safety-in-the-workplace - PubMed, Omura et al. “The effectiveness of assertiveness communication training programs for healthcare professionals and students: A systematic review”
https://pubmed.ncbi.nlm.nih.gov/28964979/ - Rogers et al., “I understand you feel that way, but I feel this way: the benefits of I-language and communicating perspective during conflict”
https://pmc.ncbi.nlm.nih.gov/articles/PMC5961625/ - Ames, “Pushing up to a point: Assertiveness and effectiveness in leadership and interpersonal dynamics”
https://www.sciencedirect.com/science/article/abs/pii/S0191308509000136


