Claude Tips mascot
Claude Tips & Tricks
Prompt Engineering beginner

Ask Claude What Questions You Should Be Asking

When you're stuck or new to a topic, let Claude tell you what you don't know you don't know.

Sometimes you don’t know enough about a topic to even ask the right question. This prompt fixes that.

The Prompt

I'm trying to [goal]. What are the questions I should
be asking but probably aren't? What am I likely overlooking?

Examples

Starting a new project:

I'm about to build a SaaS billing system.
What questions should I be asking before I write any code?
What do first-time builders usually get wrong?

Learning a new domain:

I'm a backend developer about to work on my first
iOS app. What don't I know that I don't know?
What will surprise me coming from a server background?

Making a decision:

I'm choosing between Postgres and DynamoDB for this project.
What questions should I be asking to make this decision well?
What factors do people usually forget about?

Why it works

You can’t Google what you don’t know to search for. This prompt turns Claude into a checklist of blind spots. It’s especially good when entering unfamiliar territory where you don’t know the failure modes yet.

Paste into Claude Code
I'm trying to [goal]. What are the questions I should be asking but probably aren't? What am I likely overlooking?