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Values & Leadership · Big Ideas · Madhatter Stories

Deliberate Boredom: Why Leaders Need Thinking Time

Published 25 May 2026 by Jen Marsden

Person sitting on a park bench, gazing across a still loch towards distant mountains.
Person sitting on a park bench, gazing across a still loch towards distant mountains.

When did you last have a boring afternoon? Not a stressful one, not a busy one, but genuinely, restlessly boring, with nothing to do and nowhere to be? I would guess it has been a while. We have engineered boredom almost entirely out of our lives, and out of our working weeks in particular. Every gap gets filled, every pause gets a phone in it, every empty half hour gets colonised by one more meeting. I have come to believe this is a quiet disaster for anyone trying to lead, and I have started fighting back.

For years I wore my full calendar like a badge. Back to back, dawn to dusk, every slot accounted for. It felt productive. It felt, if I am honest, important. A packed diary is a wonderful way to reassure yourself that you matter, that things depend on you, that you are needed. What it is not, I eventually realised, is a good way to think. And thinking, when you strip a leader’s job right back, is a very large part of what you are actually paid to do.

Here is what I noticed. My best ideas, the ones that changed the direction of the business or untangled a problem I had been chewing on for weeks, almost never arrived during the busy hours. They turned up in the gaps. On a walk. In the shower. Staring out of the window with a cup of tea going cold. They came, in other words, when my mind was bored enough to wander somewhere useful. And I had spent years scheduling exactly those gaps out of existence, then wondering why I felt reactive and stale.

The power of empty slots

So I started doing something that felt, at first, almost irresponsible. I began building slack into the week on purpose. Empty slots with no agenda. Time to sit with a problem rather than solve it in the first ninety seconds. Deliberate boredom, protected as fiercely as any client meeting. And this is not the same as rest, though rest matters too. This is active. It is putting a difficult question in your head, then giving it the room and quiet it needs to actually work on you.

The resistance to this, in myself and in everyone I mention it to, is enormous. It feels like slacking. It feels like the sort of thing you cannot possibly justify when there is so much to be getting on with. There is a deep, almost moral conviction in most working cultures that a leader sitting quietly and thinking is a leader doing nothing. But a leader who never stops to think is far more dangerous. They are all reaction and no direction, sprinting hard in whatever way the last email pointed them.

How to start deliberately boring

Let me be practical, because a nice idea that never touches your diary is worthless. Start small. Block out an hour a week and defend it as though a major client were in that slot, because in a sense your most important client, the future of whatever you are building, is. Leave your phone in another room. Do not fill the space with a podcast or a tidy list of things to ponder. Let it be a bit empty and a bit dull, and let your mind do what minds do when you finally stop cracking the whip.

Take the boring walk. Have the meeting-free morning. Let a question sit unanswered overnight instead of forcing a reply you will regret. Notice how uncomfortable the emptiness feels at first, and stay in it anyway, because that discomfort is just the withdrawal of a mind addicted to being busy. It passes, and something better takes its place.

It’s an ongoing challenge

I am not going to pretend I have this perfectly balanced, because I do not. The pull of the full calendar is strong and I slip back into it more often than I would like. But every time I protect that slack, every time I let myself be deliberately, productively bored, the thinking gets clearer and the decisions get better. So here is my gentle nudge. This week, leave one gap unfilled. Sit in it. Be bored on purpose, and see what your quieter mind has been waiting to tell you.

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