Chessboard Thinking — Aug 7, 2026 · 5 min read
By Stephane Augustin · Last updated Aug 21, 2026

The question beneath the question

The fastest way to waste good thinking is to answer the wrong question very well.

Most requests arrive disguised.

Someone asks for a dashboard, but what they need is a decision. Someone asks for more data, but what they need is the confidence to act on the data they already have. The surface question is rarely the real one.

Anyone can answer the question in front of them. The rare skill is knowing which question deserves an answer.

Slow down before you solve

Before solving anything, ask what decision this is really serving. What would actually change if you knew the answer? If nothing would change, it is the wrong question — and answering it brilliantly is just expensive noise.

Try this

The next time someone brings you a request, ask one quiet question before you begin:

What decision are we really trying to make here?

Watch how often the answer is not what was first asked. In most leadership teams, the loudest request is not the most important one. Find the quiet decision underneath before you spend your best thinking.

From Signal over Noise: The Playbook.

strategyjudgmentfounders