04 · Implement Deliver ✦ AI plays: Planner

How-How Diagram

Ask “how?” again and again until a big goal breaks down into actions you can start this week.

Best for
Turning goals into actionsplans, projects, targets, fuzzy ambitions
Time
30–60 minuteslonger for big, many-sided goals
People
Solo or teamgroups of 3–6 at a wall work well
Difficulty
Beginnerone question, asked again and again
Origin
Classic planning techniquea close cousin of the tree diagram
01 What it is

One small question that turns a goal into a plan.

Big goals are hard to act on. “Grow the business” or “get fit” doesn't tell you what to do on Monday morning. The How-How Diagram fixes that by asking one question, “How?”, over and over, and writing each answer to the right of the card that prompted it.

Your goal sits on the left. Ask how you could achieve it and you get a few broad routes. Ask how for each route and you get more specific means. Keep going and the tree spreads out into concrete actions, things a named person could start this week. Along the way you mark which branches are alternatives and which must all happen together, then choose the paths worth following.

Use it when you have a clear goal but no plan, when a plan feels vague or full of gaps, or when a team needs to see every route to a target before deciding where to put its effort.

Where it comes from. How-how diagrams belong to a family of tree-shaped planning tools used in quality management and project planning. Read one from right to left and it becomes a chain of “why?” answers that explains the purpose of every task.
Map listingSign at bike pathClub discountsGet foundOnline bookingAfter-hours dropOffice pickupsEasier bookingTune-up remindersSeason check planRepeat customersMore repair jobs

Each column answers “how?” for the one to its left. Read it right to left and each card answers “why?”

1

State the goal

Write it as something to achieve, on the left

What exactly do you want to achieve, written so that asking “how?” makes sense?

  • Can you start it with a verb: increase, reduce, launch, get, build?
  • How will you know you've reached it: a number, a date, a visible change?
  • Does everyone in the room read it the same way?
Bike repair shopFill 15 more repair slots a week by spring.
2

Ask “How?”

Find several broad routes to the goal

How could this be achieved? What are all the different routes, not just the first one?

  • What are three completely different ways to get there?
  • What would someone with no budget do? Someone with a big one?
  • Which parts of the goal could you tackle separately?
Bike repair shopGet found by more riders. Make booking easier. Bring past customers back.
3

Ask again

Break each route into specific means

For each answer, how would that be done? Keep asking until the cards turn concrete.

  • What would have to happen for this card to come true?
  • Is this card still too vague to hand to one person?
  • In what different ways could this one card be done?
Bike repair shopEasier booking: how? Online booking, an after-hours drop box, pickups from nearby offices.
4

Mark AND and OR

Show what's optional and what's required

Which cards are alternatives you could choose between, and which must all happen together?

  • If you did only one of these branches, would the card to its left still work?
  • Which cards depend on each other?
  • Where could you simply pick the cheapest or fastest option?
Bike repair shopThe drop box AND repair tags go together. Online booking OR a call-back line: pick one.
5

Check with “Why?”

Read right to left to test the logic

Point at any card and ask “why?”: does the card to its left give a clear, convincing answer?

  • Does each action clearly serve the card to its left?
  • Is any card there only because someone likes it?
  • Is there a gap where a step is missing?
Bike repair shopWhy a drop box? So commuters can leave bikes before work. Why? To fill the slots. It holds.
6

Choose and act

Pick the branches worth doing first

Which branches give the most progress for the least effort, and who will start each one, when?

  • Which actions are cheap, fast and likely to work?
  • Which branches can you deliberately leave for later?
  • Who owns each chosen action, and what is the very first step?
Bike repair shopStart with tune-up reminder texts: cheap, quick, and past customers already trust the shop.
02 Why it works

Why asking “how?” works so well

A goal and an action live at different levels. The How-How Diagram builds the staircase between them, one small, answerable question at a time.

1

Big goals become doable steps

We stall on goals that are too big to act on. Each “how?” takes one step down from aims to means, until you reach something specific enough to put in a calendar. Progress starts with that first concrete card.

2

You see more than one route

Asking “how?” rather than “what's the plan?” invites several answers at every level. You see alternatives you'd otherwise skip, so the plan you choose is the best of several, not just the first that came to mind.

3

Every task keeps its purpose

Because each action hangs from the card it serves, you can always trace it back to the goal. That keeps busywork out of the plan, and it helps people see why the task in front of them matters.

4

Gaps become obvious

A card with nothing to its right isn't a plan yet; it's a hope. On a tree, unfinished branches stand out at a glance, so you can see exactly where more thinking is needed before anyone starts work.

03 How to use it

Build a How-How Diagram in six steps

  1. Write the goal 5 min

    Put the goal on a card at the far left of a wall or page. Phrase it as something to achieve, with a measure if you can: “Fill 15 more repair slots a week by spring,” not just “repairs.”

  2. Ask how, and go wide 10 min

    Ask “How could we do this?” Write each answer on its own card in a column to the right. Aim for three to five genuinely different routes.

  3. Ask how again 15 min

    Take each card in turn and ask how again. Put the answers in the next column. Keep going until the cards on the right are actions a named person could start.

  4. Mark AND and OR 5 min

    Label each fork. At an OR fork you can pick the cheapest or fastest branch; at an AND fork every branch must get done. Use two colors so the difference is easy to see.

  5. Read it back with “why?” 5 min

    Go from right to left. Each card should explain why the cards to its right exist. Fill gaps, merge duplicates and cut any card that doesn't serve the goal.

  6. Choose the paths 10 min

    Pick the branches with the best mix of impact and effort. For each chosen action, name an owner, a first step and a date.

✓Do

  • Phrase the goal as something to achieve, with a measure
  • Put one idea on each card so you can move them around
  • Stop a branch once it reaches a clear action
  • Name an owner and a date for every chosen action

✕Avoid

  • Stopping at the first answer to each “how?”
  • Cards too vague to hand to anyone
  • Mixing big aims and tiny tasks in one column
  • Trying to do every branch at once

What you need

Sticky notes or index cards, a wall or large sheet, and markers in two colors for AND and OR. With AI, the prompt below can build the tree with you.

04 Worked example

How-How in action: a café's quiet lunch hour

The challenge

“Mornings are packed, but between noon and two we're half empty. Lunch needs to start paying its way.”

Who: a family-run café near a business park. Goal: 40 more lunch orders a day within three months. Constraint: two staff at lunchtime and no money for advertising.

3 levels · 45 minutes
Goal
The goal

40 more lunch orders a day by the end of the quarter, without adding staff or advertising.

A
Win nearby offices

How? A group pre-order form for teams. Lunch cards that office managers can buy in bulk. One delivery run at 12:15.

B
Serve faster

How? A grab-and-go fridge stocked by 11:30. A shorter noon menu. Online orders paid ahead and waiting on a shelf.

C
Give a reason to come

How? A weekly special announced every Monday. A loyalty stamp that counts double at lunch. A quiet table for laptop workers.

AND
AND / OR

The fridge AND the short menu go together, since both free up the two staff. Pre-orders OR delivery: start with one, not both.

First actions

Monday: the owner emails five office managers. Wednesday: the fridge is stocked. Results reviewed after two weeks.

Paths chosen for the first month

Office group pre-orders
IMPACTEASESPEED
Grab-and-go fridge
IMPACTEASESPEED
Double lunch stamps
IMPACTEASESPEED
05 ✦ Go AI

Grow the tree with a patient planner

A How-How Diagram means asking the same question many times without settling for the first answer. AI does that tirelessly: it suggests routes you missed, pushes vague cards down to real actions and checks the logic back up the tree. You know which routes are realistic, affordable and worth your time.

YouYou bring

  • The goal, and what reaching it really means
  • Knowledge of your budget, people and limits
  • Judgment about which routes are realistic
  • Owners, dates and the commitment to start

AIAI brings

  • Many different answers to every “how?”
  • Pushing vague cards down to concrete actions
  • Gap and logic checks using “why?”
  • A tidy outline of the tree that you can share
MOVE 01

Go wider

Ask for routes that are genuinely different, not variations on one idea.

Give me 5 truly different ways to get 40 more lunch orders a day. No two can rely on the same thing.
MOVE 02

Drill down

Take one vague card and keep asking how until it becomes an action.

Take the card 'win nearby offices' and ask how twice more, until each card is a job for one person.
MOVE 03

Why check

Let AI read the tree from right to left and flag the weak links.

Read my tree from right to left. Flag any card that doesn't clearly serve the card to its left.
MOVE 04

Pick the paths

Score the final actions so you start with the ones that matter most.

Score each action in my tree 1-5 on impact, ease and speed. Which three should I start this week?

Watch out for

  • Breadth can bury you. AI can add branches forever. Prune hard and pick a few to act on.
  • It doesn't know your limits. Tell it your budget, staff and time, or its actions won't fit your world.
  • Actions need owners. A card isn't an action until a real person agrees to do it.
  • Protect privacy. Use roles, not names, and leave out sensitive business figures.
06 Your prompt

Your How-How coach, ready to paste

Describe your goal, pick a mode, then copy the prompt into Claude, ChatGPT, Gemini or Copilot. In coach mode the AI asks “how?” with you one level at a time and waits for your answers before adding its own.

1 · Describe your challenge

The more specific you are, the better the result. The prompt updates as you type.

2 · Choose a mode

how-how.prompt
3 · Paste it into any AI assistant, or open it directly: Open in Claude ↗ Open in ChatGPT ↗

The “Open in” links put the prompt in the web address. If your challenge includes anything sensitive, copy and paste instead.

Keep going: follow-up prompts

After the session, click one to copy it, then paste it into the same chat.

Keep exploring

Tools that pair well with How-How Diagram