Free lesson · Skill · 5 min
Make AI ask you questions first
Lesson 8 of 12 in AI at Work Foundations
The one idea
Sometimes you do not know what to put in a prompt — you only know what you need at the end. The fix is to flip it around:
"Before you write anything, ask me up to three questions that would most improve the result. Ask them one at a time."
The model is genuinely good at knowing what it is missing. Let it gather the context instead of guessing.
When to reach for this
- Your request is open-ended (a plan, a difficult email, a proposal) and the blank page is the problem.
- A first attempt came back generic — that is the classic sign the model filled the gaps with averages.
- You suspect context is missing but you are not sure which.
If your request is already specific and you have given the facts, you do not need this — just ask.
Make it comfortable
Ask for the questions one at a time. A wall of seven questions feels like homework; a short back-and-forth is easy, so you actually answer properly. And stop once it has enough — when the questions stop changing the outcome, tell it to go ahead.
Try it now
Pick something you need to write this week. Tell the AI what it is, then add: "Ask me three questions first, one at a time, then write it." Answer honestly and compare with what it would have guessed.
Your win today
You never have to guess what context to give. Turn the AI from a guesser into an interviewer, and the output gets specific because you did.