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Tony Fish

Tony Fish⁠

#decision-making #sense-making #strategy #governance #data

Confidence

8 min readJun 17, 2026

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Why is certainty so confident?

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what does you light shine on?

Confidence is a presence: the presence of certainty, of competence, of knowing. In leadership, we desire it, train for it, hire for it and promote it — and I am going to suggest we mistake it for strength.

What if leadership confidence is not only a presence, but also an absence?

There are two kinds of leadership confidence, BUT we use one word for both.

The first is the absence of the paradox. It is the ability to ignore, not see, or ask about the contradiction you are standing inside. This confident leader has not resolved the paradox; they never saw it, or they can no longer perceive it, because the model or the framing has quietly removed it from view.

The second is the refusal to let the paradox go. It is the ability to embrace it, see it, ask about it, and act anyway. This confident leader, the assured one, has not resolved the paradox either. They have decided to live with the compromise rather than wait for the resolution. They go looking for the frame they are standing in, describe it, and keep moving while holding what does not resolve.

Clarity and blindness are not opposites here; they can be the same state seen from inside. Some ignore the paradox and stay blind. Others embrace it, wrestle and debate what they cannot touch, see or feel. The difference is not how sure they look; it is what they have done with the paradox.

There is a third thing we also call confidence, the kind sport lives on and Nike sells as “Just Do It”. You have trained so long and so hard that you simply know; the body acts before the mind can argue. That is mastery folded into instinct, and it is real. But it sits to one side of the paradox rather than inside it, a different axis altogether, so it is not the leadership confidence this piece is about.

Some models are helpful, but none are right

This piece on confidence is a model, and every model you hold is a structure, a framing, an ontology. It hands you a shortcut to an answer, BUT it also decides which questions you are allowed to ask. A model shines a light on one thing; in the beam, everything is obvious, while everything outside the beam stays dark, hidden and unchallengeable.

This is the trap of models. You think you are looking at the world, but you are looking at what the model lets you see. And when the model is working well, you cannot feel it there at all. Air for humans. Water for fish. Confidence for Leadership.

You will probably lean towards one of these confidences, and a few will hold both. Either way, the moment you act, you commit to a frame and shut the others out, at least for now. This is not a flaw to be fixed; it is the price of doing anything at all. A surgeon mid-operation cannot hold every possibility in mind; they commit. So the question is never whether you are in a frame, because you always are. The question is whether you know it.

I said this in the last chapter of Decision Making in Uncertain Times: “If you cannot see the paradox, you are in the model.” The Peak Paradox framework was designed to help you determine whether you are controlled by the model or framed by the ontology. This is the challenge I set out in the book, as the frame does not announce itself as a frame; it just arrives as your reality.

The surest sign that the frame is holding you is that you feel certain.

The two confidences, again

For some, confidence is what it feels like when the frame is invisible. The map and the world have become the same thing as nothing presses in from outside the beam, because they cannot feel an outside. This is the first confidence, and it is the one we reward most.

For others, confidence is what it feels like to see the frame and move anyway. They know the map is a map, and they know it will fail somewhere they cannot yet point to. And they act, not because they have removed the doubt, but because they have made peace with carrying it. Living with uncertainty.

It is worth being clear about why this second framing on confidence earns the word confidence at all, because it can look like its opposite.

It is not trust in the map. It is trust in yourself without the map’s false comfort.

The first confidence relies on the frame, whilst the second stands when the frame is removed. You can argue that the second is a harder life skill, as it is why the assured person is so often mistaken for the uncertain one. They are not less sure of themselves, but they are less sure of the model, and they have stopped pretending.

Doubt <&> curiosity

Doubt is not the opposite of faith or hope, and it is not the enemy of confidence. Doubt and curiosity are the cracks through which the frame becomes visible.

When you doubt, or when you are curious, you step to the edge of the model, and for a moment you can see its edge. You can see that there was a choice, that another structure was/is possible, and that insight was waiting within the framing before you ever began. Then comes the real choice: to step across the boundary and look at the paradox, or to step back and let the crack close.

Optimisation, automation and efficiency close the crack. Every system that rewards certainty, punishes hesitation, and promotes the person who never wavers is optimising away the one condition under which the paradox can be seen. Oddly, we do not call this blindness; we call it conviction, we label it leadership, and it is why we call it confidence.

So the most confident system is the most paradox blind.

Maps, maps and more maps

Picture the cartographer who has perfected the map. Every coastline exact, every road true, the work of a lifetime, having travelled everywhere and done it all themselves. They are rightly confident, and the map is excellent.

Then a new island rises from an undersea volcano or the land shifts with tectonic movement. The cartographer cannot see any of it, not because they are careless, but because it is not on the map they perfected, and the map has become the only place they know how to look. Confidence here is not a flaw, but it is the only shape their seeing can take, and here is the dilemma:

The better, the more accurate, the more exact the map, the less anyone can imagine beyond it. Confidence is a weakness.

This is not an argument for timidity, or for the performance of doubt, which is only confidence wearing a humble coat. The anxious person is often “just as framed” as the certain one, it is just that they have lost faith in their own map without ever finding its edge. Performed humility and quiet panic are just ways of hiding that you are still inside the frame.

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Certainty and frame-blindness are not two things, they are one in the same. To feel sure is to have stopped asking questions.

The trap inside the second confidence

It would be neat to stop here, with two confidences, one blind and one wise, and simply know which to want, but the second confidence has its own trap, and it is far better hidden.

The moment you are confident that you can see the paradox, you have built a new frame: the frame of the one who sees.

Seeing paradox has its own beam, its own darkness and its own quiet smugness. The person who is certain they are awake in a room full of asleep ones is not standing at the edge of their model. They are deep inside a particularly self-flattering one, this is the confidence hardest to catch, because it is dressed as the cure, a consultancy, a deck and a method to change everything.

Discovering, finding or seeing the frame is not a place you reach and then own. It is something you keep losing and have to find again, usually just after you have congratulated yourself for having it. It is like holding jelly. The second confidence is not a higher certainty; it is a discipline of staying uncertain on purpose, including about your own clear sight. Its honest form does not end in “I see the paradox,” but it ends in “I am probably standing in one I cannot see, so what would tell me?”

Are you confident, or confident?

In your leadership capacity you might be standing inside the frame, mistaking it for the world, if:

  • A challenge to your model does not feel wrong so much as it fails to be examined
  • You cannot remember the last thing you genuinely did not know
  • Other people’s certainty irritates you, but your own feels simply like accuracy
  • The questions that once unsettled you have quietly stopped occurring to you
  • You are most confident exactly where you have looked the least

None of these feel like blindness from the inside.

As a leader, you might be standing at the edge of the frame, holding it rather than hiding in it, if:

  • You can name the last thing you were wrong about, and what it cost you to say so
  • You keep someone near you whose job is to disagree, and you protect them
  • You can act decisively while saying out loud that you might be wrong
  • The questions that unsettle you are the ones you keep returning to
  • You are most suspicious of yourself on your clearest days

This second list does not feel like confidence; it feels like a discomfort you have chosen to keep company with and that choice is an important difference.

In the next leadership meeting

Watch for the moment a challenge is met not with an answer but with a look that says the challenge did not land as that is the frame defending itself. Watch which model of certainty gets rewarded and which hesitation gets quietly marked down. Critically notice and write down who is allowed to be unsure.

The action of leadership is to say the thing you are not certain of, out loud, with your name on it. Ask the question that does not fit the agenda, the one that makes uncertainty visible for a second. You need to protect the person who leans in to answer it, because they are not the least confident in the room, but they may be the only one who can still see where the map ends.

A room full of the first confidence discussion is aligned but is blind. A room with a little of the second sounds messier, but you can see. This is being open to uncertainty with confidence.

Most boards are optimised for the first, and call it a strength; you can see why that is broken.

So, why is certainty so confident?

Because the frame hides itself.

Certainty is simply what a frame feels like from the inside when it is working.

That is the answer to the question we opened with, and it is also the warning.

So a better question is not “how do I become more confident?”, as that question is already inside the frame. A better question is one the model has made hard to ask, the one that does not quite take shape, because if it took shape cleanly, you would already be standing past the edge.

“What can you no longer ask?”

If nothing comes, that is not the absence of a paradox; it is the presence of a very good frame, and the confidence you feel right now, reading this, certain it does not apply to you, is the thing itself.

The way out is not more certainty, but it is the discipline of going looking for the question you did not know you had to ask or cannot ask, and doing it again tomorrow.

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Tony Fish
Tony Fish

#decision-making #sense-making #strategy #governance #data