AKA: Inconceivable! I Don’t Think That Means What AI Thinks It Means
The answer you get is accurate and the logic is sound, but it doesn’t give you clarity, confidence, or enough information to be helpful.
AI explains how to build a flatpack bookshelf.
Looks easy.
Except it wasn’t clear which was the top of each of the side panels. And then you find that you’ve attached one side panel upside down and now the holes don’t line up to attach the back panel.
Aaaargh!
Technically, the instructions were not wrong. They just weren’t clear enough to stop you making a mistake. That’s the difference. Just one tiny but crucial detail.
AI has never assembled flatpack shelving, so it doesn't understand that you need to know which end is up. How many times have you put something together and then had to disassemble part of it so the pre-drilled holes line up?
You know the instructions are important because you learned by practical application combined with failure. The machine does not have lived experience so it can’t name failure points from observation, experience or disappointment.
This kind of response can be confusing because nothing is obviously wrong. It looks like it should be useful, but something essential is missing.
Don’t take what AI gives you as gospel. Stay alert and use your own knowledge to fill in the gaps.
AI is never the ultimate authority on what you’re doing. You are.
Your knowledge, judgement, experience and expertise are essential to the conversation.
You are thinking with chat, not the other way around.
When AI gives you an answer that is technically correct but not helpful, it is usually because the question invites information gathering rather than sense‑making.
AI is very good at providing facts, summaries, and explanations. What AI doesn’t automatically do is interpret those facts for your specific situation or connect them directly to a decision you’re trying to make.
This is when it gives you exactly what you asked for, but not what you needed.
This can happen when:
The result is more information with no way to filter it.
A technically-correct-but-not-helpful or an incomplete answer often looks like:
If you find yourself thinking, “Okay… but what does that mean for me?” you’re in this pattern.
That's your clue. AI needs more context to interpret rather than just inform.
The Real Issue: Interpretation, Not Accuracy
The problem is that the question stopped one step too early. You asked for information when you also needed help interpreting it.
Interpretation requires context, criteria, trade-offs, and intent. Without those elements, AI can only provide data-driven responses; it can’t give you decision guidance.
Stay in the conversation. Change your prompts from collecting information to evaluating it.
You can do this by explicitly naming how you intend to use the information and by including your situation, constraints, and variables.
The correction is simple but significant: start asking what it means for you.
Thinking with chat is a two-way street.
When you challenge AI’s assumptions, it can work with you more effectively if you explain your reasoning. Don’t just tell it that something is wrong; tell it why you think it is wrong. In the conversation, your correction gives the system new context to work with, which can improve the next answer.
The machine is not human. It understands human behaviour through patterns in language, data and the context you provide, not through lived experience.
Sometimes it will miss the nuances of person-to-person interaction, cultural context or the instinctive knowledge that comes from having lived your life.
When you share an explanation or a real example of an interaction that demonstrates what you mean, you give your AI something useful to work with. AI can adjust its response when you give it reasoned, specific and nuanced information.
When something feels wrong or incomplete, don’t just tell your AI it is wrong. Explain what you think is missing and why. Share the context it could not have known.
You're Thinking: I don't know what to do with this
This happens when AI gives you a detailed explanation, but it still feels disconnected from your reality. The information may be correct, but it isn’t contextualised.
When this happens, the missing element is application.
Prompt by saying:
AI will not automatically personalise information or find missing components unless you ask it to. If you notice something is missing, say so. Give details as to why the answer is wrong and what is missing so it can learn from you and be more helpful to you.
AI is very literal so when it knows the missing step, it will correct the answer. Information becomes useful when it is tied to your intent, constraints, timing, decisions, and capacity.
Until you connect the information to your situation, AI cannot think with you to produce a more complete answer.
You’re Thinking: I’m not sure what’s most important
This is when you have an answer that’s correct, but AI hasn’t given you clear, focused guidance.
Nothing is wrong; there is just no prioritisation.
When you notice this, prompt:
AI often presents a complete overview. If you don’t ask for prioritisation, you’ll get comprehensiveness instead.
Sometimes clarity can come from removing irrelevant items so you can focus on what is most important.
You With You: Do I want to be right, or right?
When AI produces an answer that feels wrong, your initial instinct might be to react immediately to correct it, argue with it, or abandon the line of inquiry entirely.
What you are experiencing is a mismatch between the information you expected, and the answer you received. A surprise answer can spark frustration quickly, especially if you’re anticipating something different or the answer has a significant unanticipated negative impact.
Pause for a moment because this might be the time to challenge assumptions YOU were making.
AI gives you researched and pattern-based answers.
The goal now is not to prove AI wrong. While this can be very tempting, do try to resist.
Your role now is to guide the conversation back toward the information you’re looking for.
Just like in real life, sometimes AI or another person isn't wrong, and neither are you. Someone holds up a piece of paper; one side is blue and the other side is yellow. You are on one side; your friend is on the other.
You say blue; they say yellow.
You are both right.
You walk over to see what your friend is seeing and now you can understand why they were saying yellow. AI may be showing you the yellow side of something you've only ever seen as blue.
Your friend wasn’t wrong and neither were you.
Perspective is everything. Leave space to discover a new perspective.
If what you originally thought is challenged, it is better to investigate the answer you were given so you can decide for yourself if it is appropriate to modify your thinking.
New ideas and challenged assumptions are how we grow and learn.
But you won’t know until you try.
Thinking With Chat: AI Conversation Control: Turn Your Life Skills into Prompt Fluency. Chapter Four: What Does AI Think It Know That I Don’t?