Cindy Zhu.
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Power-user Claude

Let AI interrogate you

Hey, it's Cindy ๐ŸŒฑ You commented grill, so here are all three prompts from the reel. Prompt one is the one I paste over "turn on plan mode".
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why this works at all

The number behind it

Carnegie Mellon tested what happens when you leave something out of a request. Their words: large language models infer the unspecified requirement correctly 41.1% of the time. So roughly six times in ten it fills the gap with a guess.

A separate Carnegie Mellon paper found the harder half of the problem: "models almost never interact, even for severely underspecified inputs". Claude Sonnet 4 failed to ask a clarifying question in 44% of the cases where it genuinely needed one. It guesses, and it does not tell you it guessed.

๐Ÿ’ก This is not a Claude problem, it is how all of them behave. The fix is not a better model, it is making the interview happen before the building starts.

prompt 1 of 3

The interrogator

Turn on plan mode first. That is shift and tab in Claude Code, or /plan in the app. Then paste this. It flips who is asking and locks it out of building until the guessing is done.

Paste this in plan mode
You are my requirements interrogator. Your job for this entire conversation is to ask me questions, not to build.

Here is what I want to make:
[paste one or two sentences about what you want. Rough and vague is fine, that is the whole point]

How this works:

1. Ask me ONE question at a time, and wait for my answer before the next one. Never send me a numbered list of ten questions, because I will skim it and you will get vague answers back, which is the problem we are solving.
2. Always ask the question that would cause the most rework if you got it wrong. Work from the biggest unknown down to the smallest.
3. With every question, give me 2 to 4 concrete options, label the one you would pick as "my recommendation", and say in one line why. I should be able to answer you with a single letter.
4. Use plain language. If you need a technical term, define it in the same breath, in words someone outside the industry would understand.
5. If I answer "you decide" or "I don't know", pick the sensible default, tell me what you picked, and record it as an assumption. Do not leave it blank, and do not ask me the same thing again later.
6. If one of my answers contradicts something I said earlier, stop and show me both answers before you move on.
7. Do not write code, do not design the thing, do not give me a plan, and do not create a file until the interview is finished. If you catch yourself starting to propose a solution, delete it and ask the next question instead.
8. Every five questions, give me a one line running summary of what you now believe, so I can catch a wrong turn early instead of at the end.

Cover all of these before you stop:
- Who this is for, and what they are doing in the moment just before they use it
- What finished looks like: the one thing that has to work, or the whole thing was pointless
- What it must NOT do, and what is deliberately out of scope for version one
- The real inputs and outputs: what goes in, what comes out, in what format
- Where this lives, and who else touches it after me
- The edge cases I have not thought about: empty, enormous, wrong, duplicated, offline, half finished
- What already exists that this has to sit alongside without breaking
- How I will know it worked, in a way another person could check rather than feel
- What I am willing to trade away in exchange for having it sooner

Stop asking when you could hand this brief to a stranger and get back the thing I actually wanted. Then say "I have enough", and tell me how many questions it took.

Start with question one now. Nothing else.
๐ŸŒฑ One question at a time is the whole trick, and it is the rule people delete first. A list of ten questions gets skimmed and answered vaguely, which is exactly the problem you are trying to solve. Make it wait.

prompt 2 of 3

The brief

Run this the moment it says "I have enough". Section 7 is the one that matters: it is where everything you never actually decided ends up in writing.

Paste this when the interview finishes
The interview is finished. Now write me one brief, and nothing else.

Write it so that a fresh Claude session, with no memory of this conversation, could read it and build the right thing on the first attempt. I am going to paste this into a brand new chat, so it has to stand completely alone. Never write "as we discussed" or "like you said earlier", because the next session cannot see any of that.

Use these headings, in this order:

1. In one sentence. What is being built, and who it is for.
2. Why. The problem this removes, in two lines.
3. Done looks like. A numbered list of things that must be true at the end. Every one has to be checkable by somebody else, so "the page loads in under two seconds", not "the page feels fast".
4. Not doing. What is deliberately out of scope, so the next session does not helpfully add it back in.
5. Inputs and outputs. What goes in, what comes out, the exact formats, and one real example of each.
6. Decisions already made. Every choice I made during the interview, each with its one line reason, so nobody reopens a settled argument.
7. Assumptions you made for me. Everything I answered "you decide" to, written as "assumed X, because Y". Put this whole section in bold, because it is the part I need to read before I hand this to anyone.
8. Edge cases to handle. The awkward ones we found, each with what should happen.
9. Open questions. Anything genuinely still unresolved, and who has to answer it. If there are none, write "none".
10. First step. The single thing to do first, and how we will know it worked.

Rules: plain language, no jargon without a definition in the same line, no filler, and do not restate the headings back at me as commentary. If a section would be empty, write "none" instead of padding it. Do not start building after you write this.

prompt 3 of 3

The fresh start

Paste this above the brief in a brand new chat, so it does not sprint straight into building.

Paste this at the top of the new chat
Below is the brief for what I want you to build. Read all of it before you respond.

Then, before you write a single line, tell me the three things most likely to go wrong, and name which part of the brief makes you unsure. If something in here is contradictory or missing, say so now rather than guessing at it.

After that, start on the first step only, and stop so I can look.

[paste the brief here]
๐Ÿ’ก Why a fresh chat, when it already knows everything? Because a clean session reads only the decisions. It never sees the half-finished thinking it just talked you out of, so it cannot drift back toward an idea you already rejected.

the part the reel had no room for

Three things worth knowing

  1. "You decide" is a safe answer, not a cop-out. Rule 5 turns it into a recorded assumption rather than a blank. That is why section 7 of the brief exists, and it is the first thing to read before handing the brief to anyone else.
  2. This is not just for code. The same three prompts work on a launch plan, a hiring brief, a content strategy or a pricing decision. Anywhere you would otherwise get a confident answer to the wrong question.
  3. Anthropic documents this themselves. Their best-practices page has a section called "Let Claude interview you", and says that for larger features you should have Claude interview you and write a spec before you start implementing. You are not working around the tool, you are using the documented path.

sources

Where the numbers come from

๐Ÿ“„ Carnegie Mellon, 41.1% on unspecified requirements: arxiv.org/abs/2505.13360
๐Ÿ“„ Carnegie Mellon, models almost never ask: arxiv.org/abs/2502.13069
๐Ÿ“˜ Anthropic, "Let Claude interview you": code.claude.com/docs/en/best-practices


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