Hey đ
One of the more frightening realisations Iâve had recently is just how little time most leaders have to think.
And not only that â because they have so little time to think, they canât actually think about anything thatâs remotely useful or valuable.
What happens instead is this:
Because they have no time to think, they just do what they know.
And what they know keeps them exactly where they are.
Itâs a trap.
Most leaders I work with are firefighting all day. So even if I gave them the time to think, theyâd admit they wouldnât even know how. Theyâve forgotten how to think outside the box â whatâs often called divergent thinking.
If that sounds familiar, I want to share an article that I come back to again and again by Jason Cohen (founder of WP Engine). Itâs called âExtreme Questionsâ – read it on his blog here.

Itâs a brilliant exercise in swinging the pendulum to the extremes â asking yourself questions so bold, so uncomfortable, that they jolt you out of small thinking.
Questions like:
- What if we increased our prices by 10Ă?
- What if we didnât have a website?
- What if we banned meetings altogether?
Youâre not trying to make these things real. Youâre giving yourself permission to play, to explore the edges of what might be possible.
And hereâs the thing: the moment you catch yourself saying âThat would never work for us becauseâŚâ thatâs when youâve stopped thinking divergently.
So hereâs my challenge for you:
- Grab a coffee.
- Give yourself 25 minutes.
- Read the article properly.
If something about your work has been bugging you â some âbest practiceâ or industry ânormâ that just doesnât sit right take that seriously. That frustration is your cue that there is a better way.
You just need to give yourself the space and the permission to think it through.
đŁď¸ đ
Chris.