Ask what you’d regret not trying, then check whether you can afford to try it.

LEADERSHIP

WHAT THIS MEANS

Two questions have to be asked, and in that order. The first is about what you actually want, uninterrupted by practicality, and it needs asking honestly because the answer tends to be buried. The second is arithmetic: time, money, what happens if it fails, who else depends on you. Asking only the first makes you reckless and asking only the second makes you small.

Write the regret answer down before you let yourself calculate anything. Then work out the real cost of a small version, in money and in weeks. Most things turn out to be affordable at a smaller size than the one you pictured.

A QUESTION TO SIT WITH

What would you regret skipping, and can you afford to attempt it?

MORE IN AMBITION, SUCCESS & LEGACY

Free, with nothing to buy inside it.