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How to Prompt

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

Every conversation with AI starts with a prompt. Get the prompt right and everything after it gets easier.

Based on the prompting foundations in Anthropic’s Claude 101 and AI Fluency courses.

01 · The idea

You get out what you put in

Ask a vague question, get a generic answer.

Nothing about the AI changes. What you feed it does.
02 · Before you type

Where are you working?

Chat

A conversation. You steer, turn by turn.

  • Quick questions, drafts, thinking out loud.
  • Does not touch the files on your computer.

A Chat project

A workspace inside Chat that remembers you.

  • Holds instructions and files you upload once, then keeps them for every conversation.
  • Lives in your Claude account: it follows you to any device you sign in on.

A Cowork project

Can point at a real folder on your computer.

  • Claude reads, writes and organises the actual files in that folder.
  • Point it at a folder and it lives on that computer, tied to that folder. Start one from scratch and it saves to your account instead.
  1. 1

    Pick the room. Quick question? Chat. A topic you return to? A Chat project. Real work on real files? A Cowork project.

  2. 2

    Name the job. One job, one finished thing.

  3. 3

    Then build the prompt. That is SDS.

Room, job, prompt. That is the whole base case.

03 · Sixty-second proof

Watch context work

The vague ask

Recommend me a Greek mythology book.

The answer: the same five bestsellers everyone gets. Useless.

The same ask, fed properly

Recommend me a Greek mythology book. I loved Circe for the writing but found Mythos too jokey. I want something literary I can read in a week, and I already know the myths.

The answer: three titles you’ve never seen on a listicle.

Nothing about the AI changed. The context did.

04 · The framework

A good prompt, in three steps

Before your next conversation with Claude, consider: setting the stage (your role, objectives, and context), defining the task (what action you want Claude to take), and specifying rules (style, tone, and examples).

1. Set the stage

  • Your role and objectives.
  • What it should know.

2. Define the task

  • Write, analyse, build, or something else.
  • One job at a time.

3. Specify the rules

  • Style, tone, length.
  • An example to copy, if you have one.
Remember it as SDS
SSet the stage
DDefine the task
SSpecify the rules

Set the stage

Give it the context only you have

A person hands Claude a brief with the first row filled in, the situation and their role, marked in terracotta.

AI cannot read your mind or your inbox.
A sentence of context is the cheapest win there is.

  • What is your role, and what are your objectives?
  • Is there context about your work that Claude should know?

Define the task

Name the one thing you want done

The same brief with a second row added, a single action word, marked in terracotta.

Vague in, vague out.
Be clear about the single action and the single output.

  • What action do you want Claude to take?
  • Write, analyse, build, or something else?

Specify the rules

Say what a good answer looks like

The brief with a third row added, the tone, length and an example, marked in terracotta.

This is where most of the quality comes from.
Describe the shape of the answer you want.

  • What style or tone do you want Claude to use?
  • Are there examples you can attach to show what you are looking for?
05 · SDS in action

An example prompt

All three steps in one real prompt.

  1. 1Set the stage

    I’m the marketing lead at an indie streaming startup, and we’re preparing an investor pitch deck for Series A investors.

  2. 2Define the task

    Can you research the current state of the independent film streaming market and identify key trends, competitor positioning, and growth opportunities?

  3. 3Specify the rules

    Use current web research with citations and structure it as a professional report of up to 5 pages, with an executive summary, market analysis, competitive landscape, and growth opportunities.

06 · The reverse gear

Let it interview you

Some ideas are too messy to type. Let Claude pull the context out of you.

Say this, word for word:
“I have an idea I cannot put into words yet. Interview me about it, one question at a time. When I say done, turn my answers into one clear prompt.”

  1. 1

    It asks. One question at a time.

  2. 2

    You talk. Plain words, voice-to-text if you like.

  3. 3

    It writes the prompt. One clean SDS prompt, ready to run.

The light version works in any prompt: add one line, “Before you answer, ask me two or three questions.”

07 · Keep going

When the first answer misses

Treat the first answer as a draft, then steer.

Ask follow-ups

Build on what it gave you.

  • “Expand on the second point.”
  • “Make that more concise.”

Give feedback

Say what worked and what did not.

  • “Good, but too formal.”
  • “Cut the intro, keep the list.”

Redirect or restart

Steer it back, or start clean.

  • “I meant X, not Y.”
  • A fresh chat clears the context.
08 · Troubleshooting

Common challenges, and how to fix them

Too generic

Not enough context about your situation.

  • Add your audience, role and constraints.
  • Name specifics: “our enterprise client, second delay, keep it apologetic”.
Too long or too short

It is guessing at the right length.

  • Give it a number: “two paragraphs”, “under 100 words”.
  • Or lift the cap: “a full analysis, length no concern”.
The format is off

It got the what, but not the how.

  • Paste an example of the format you want.
  • Or spell out the structure: “a bold header, then bullets”.
Confident but false

It can state plausible but false facts, especially on niche detail.

  • For anything that matters, verify the key facts.
  • Ask for its sources, or turn on web search.
The tone is off

It defaults to helpful and professional.

  • Name the tone: “more conversational”, “authoritative and formal”.
  • Or give an example line in the voice you want.
09 · Where this goes

The context ladder

  1. 1

    Context you type. A good prompt: SDS.

  2. 2

    Context you store. A project that knows you.

  3. 3

    Context that is always on. Your setup: the instructions and preferences Claude reads before every conversation.

  4. 4

    Context that compounds. A second brain your AI reads before every task.

Most people live on step 1 forever. Step 2 starts at Claude 101 and Chat vs Cowork.

What you learned

Keep them by you: the one-page Base Case Cheat Sheet → and the SDS Cheat Sheet →

Make it a skill

The free sds-prompt skill → does the sorting for you.

Where next

New to the tools themselves? Meet them in Claude 101 →

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 or see lessons and prices. No pitch.