Next Decade · Short Workshop 03

How Do You Know What You Want?

You can't think your way to it. You can test your way to it.

Plus the Wanting Audit worksheet Grounded in research · some examples are composites

“What do you want to do next?” is the question that keeps people stuck for years. Not because the answer is hard to find, but because they're looking for it in the wrong place — inside their own heads.

Clarity, it turns out, is not something you reach by thinking harder. It is something you back into by doing small things and watching what happens. This workshop is about trading introspection for evidence.

In this workshop

Four steps, about fifteen minutes.

1
Why thinking harder failsWe don't have reliable access to our own reasons.
2
Three questions that workSideways questions that slip past the stuck front door.
3
Act your way inTest it small before you commit to it big.
4
The move that unsticks youTurn a wish into an experiment with a deadline.
Step 1

Why thinking harder fails

The common advice is to reflect until it becomes clear. Sit quietly, journal, really dig. For most people this produces a lot of thinking and no clarity, and then a quiet suspicion that something is wrong with them.

Nothing is wrong with you. Psychologists Richard Nisbett and Timothy Wilson showed decades ago that we often don't have reliable access to why we do what we do — we invent plausible reasons after the fact. So asking yourself harder, in the same chair, tends to generate better-sounding answers rather than truer ones. The way out is not more thinking. It is more data.

Notice

How long have you been “thinking about what's next”? If the honest answer is months, that's not a sign to think more carefully. It's a sign the method is wrong.

Step 2

Three questions that work

If the front door is stuck, go round the side. These three questions don't ask you to predict your future — they ask you to notice patterns that are already there. Answer them quickly and honestly, before the sensible part of your brain edits the reply.

Ask sideways, not head-on

Three questions that slip past the block

1

What do you keep returning to?

The subject, the kind of problem, the type of conversation you drift back to without being paid or asked.

2

What are you quietly envious of?

Envy is a compass needle. Whose working life gives you a small pang? That pang is pointing at something.

3

What would you do if nobody ever knew?

Strip out status and other people's approval. What's left is closer to the real want.

Step 3

Act your way in

Herminia Ibarra, who studies how people change careers, found that we don't think our way into a new way of acting — we act our way into a new way of thinking. You don't decide and then do. You do a small thing, notice how it felt, keep or drop it, and let the next step reveal itself. Identity follows action, not the other way round.

Ibarra's loop

Clarity is a loop, not a decision

Small action first. The insight arrives on the way round, not before you start.

Try a small thingthree mornings, not three years Notice how it feltenergised or drained? Keep or dropevidence, not opinion Reflect, adjustthen round again
Each lap teaches you something a year of thinking wouldn't.
Step 4

The move that unsticks you

Here is the whole workshop in one move. Take the vaguest thing you're curious about and shrink it until it fits inside a single week — with a start, an end, and a decision at the finish. The difference between someone who stays stuck and someone who gets unstuck is rarely courage. It's the deadline.

Turn a wish into a test

An experiment, not a drift

Drifting
“I'll see how it goes and keep an open mind.”
→
An experiment
“Three mornings on this, then I decide — in or out.”
A worked example

One former lawyer had been “thinking about it” for a year and getting nowhere. Instead of another round of reflection, she gave three unpaid mornings to a local regeneration trust. She learned two things fast: she loved the work, and she could not stand the committee that ran it.

Neither would have arrived from a year in the chair. Three mornings settled it.

“
You don't think your way into a new life. You run a small experiment, and let the result tell you what you couldn't.
The through-line of this workshop
Key takeaways
1

Thinking harder rarely produces clarity — we don't have clean access to our own reasons.

2

Ask sideways: what you return to, what you envy, what you'd do unseen.

3

Act your way in — identity follows action, not the reverse.

4

Shrink any want into a one-week experiment with a decision at the end.

Before you go

Do the Wanting Audit.

Answer the three sideways questions, then design one small experiment you could start this week.

1.Write fast answers to all three questions — no editing.
2.Pick one and shrink it to fit a single week, with a decision at the end.
3.Post your experiment in Trying Things On so someone can ask how it went.
Next Decade · Short Workshop 03

The Wanting Audit

Three questions, then one experiment.
What I keep returning to
What I'm quietly envious of
What I'd do if nobody knew
My one-week experiment:
Download the worksheet (PDF)
✓

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