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Good prompts vs bad

Written by Sean McCloskey, AI tutor. Taught one to one, written down here.

Four real asks, each written badly and then written well. The difference is never the AI.

Most people write poor prompts, and Claude never pushes back. It answers the question you asked, not the one you meant.

Four moves that change the answer
📄Context what only you know
📋Examples one that already works
📏Limits length, shape, tone
🔢Steps the thinking, numbered

The four moves are the ones on my own Prompt Cheat Sheet, and they line up with Anthropic’s own prompt design guidance.

The theory lives on How to Prompt , where the three steps are. This page is the practice.

Context

Say who you are and what this is for

The vague ask

Write an email chasing an unpaid invoice.

Back comes a template. Stiff, generic, and wrong for a client you want to keep.

The same ask, with context

Write an email chasing an unpaid invoice. Long-standing client I want to keep, three weeks overdue, first time it has happened. Friendly, one short paragraph.

Back comes something you would actually send.

  • Who are you, and who is this going to?
  • What has already happened between you?
  • What would the wrong tone cost you?

The move: Set the stage. Anthropic’s guidance puts it the same way: write as if to someone with no background knowledge about what you are asking.

Examples

Show it one that already works

The vague ask

Write me a job advert for an office manager.

Back comes something that sounds like every other advert on the board.

The same ask, with an example

Write a job advert for an office manager. Match the two adverts pasted below: same length, same plain tone, no buzzwords. Keep our line about flexible hours.

It copies a pattern instead of guessing at one.

  • Do you already have one that worked?
  • Can you paste two, so it sees the pattern and not the one-off?
  • What must never appear? Name it.

The move: Specify the rules. One or two examples teach the pattern faster than any description of it.

Feel the difference between a weak move and a strong one.

Limits

Name the length, the shape and the tone

The vague ask

Summarise this report.

Back comes something long. You now have two documents to read instead of one.

The same ask, with limits

Summarise the attached report in one page: the three decisions it asks for, the risk against each, and what happens if we do nothing. Bullets, no preamble.

One page you can carry into the meeting.

  • How long, in words or in pages?
  • What shape: bullets, a table, an email, one page?
  • Which sections do you actually need?

The move: Specify the rules. Most of the quality lives here. Say the length, format, sections and tone, and you have pinned down the shape of the answer.

Steps

Number the thinking you want it to do

The vague ask

Help me plan my week.

Back comes a tidy calendar that quietly ignores the part that actually matters.

The same ask, in steps

Plan my week, step by step. First list everything due. Then mark what only I can do. Then block those around the meetings already in the calendar. Then tell me what will not fit.

It does the hard part instead of skipping it.

  • What has to happen before the next bit makes sense?
  • Which step do you keep redoing by hand afterwards?
  • Would you rather see its working?

The move: Define the task. Anthropic’s guidance again agrees: break complex requests down into substeps.

05 · Your turn

Rewrite one of your own

One real ask, one missing move, ten minutes.

  1. 1

    Find one thing you asked for this week that came back generic.

  2. 2

    Read it back and name the missing move: context, an example, a limit, or steps.

  3. 3

    Add that one move, and nothing else. Same chat, same day, ask again.

  4. 4

    Keep the better version. It is the opening line of the next one.

The moves you end up adding every single time do not belong in every prompt. Put them in your general instructions once.

06 · The read-back test

Three questions, before you send

Run them on the next prompt you write. A yes is the move you are missing.

Could anyone have sent it?

context
  • Then it carries none of your situation.
  • Add the two lines only you know.

Would any answer do?

limits
  • Then you have not said what good looks like.
  • Give it a length and a shape.

Is it three jobs in one?

steps
  • Then it will do the easy one well.
  • Number them, or split the chat.
What you learned

This week: rewrite one ask that came back generic. Keep it by you: the one-page Prompt Cheat Sheet

Where next

The three steps behind all four moves: How to Prompt Too long to type out? Say it instead

Do it with someone. Everything here is free and you can run it alone. If you would rather work through it with me, one to one, book a free 30-minute chat. No pitch.