John Henderson

From the Desk of

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The Changing Conditions of Enterprise

I frequently write about orientation, about how human beings locate themselves in time, responsibility, and possibility. Dimensions of Strategic Orientation and How We’re Orienting to the Future are two recent explorations of that terrain.

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What Craft is For

In the last few essays, we’ve hinted a question concerning Craft and Leadership. I’ve found that I needed to go back a bit to get at what means “Craft of Leadership.” Leadership is usually noticed only after it has already done its work.

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The Work of Leadership

Leadership is often imagined through moments. A decision made under pressure. A speech that clarifies direction. A conflict navigated successfully.

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A Plain Word on Grace and Time

There are things in life that don't heal quickly. Some don't heal at all or not in the way we thought they would. A word spoken in anger. A trust broken. A silence that lasted too long.

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The Stewardship of Worlds

The stool sat in the same place for years. Not exactly unnoticed, but beneath notice in the way familiar things often are. I’ve sat on it while pulling on my shoes.

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Listening and Responsibility

The room had every reason to move forward. Weeks of meetings. A customer who had been consistent, even generous, in their assurances. A team that had done the work. The contract was difficult, but difficult contracts were familiar territory.

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The Poverty of Worlds

There are times when a field of activity that once held depth begins, almost imperceptibly, to flatten. A conversation that might once have carried weight moves quickly across the surface of an issue.

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Horizons

There are moments in the course of a day when a situation that once seemed uncertain or opaque suddenly becomes clear. A conversation that has been circling without resolution for some time suddenly turns toward a point of gravity …

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Care and Attention

Human life does not simply happen to us as a sequence of random events; it gathers and takes shape around the things that matter to us. Our work, our relationships, our responsibilities, and our hopes for the future are not merely activities we perform or roles we inhabit.

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The Scarcity of Attention

When something that was once abundant becomes scarce, its value begins to change. Water beside a river is taken for granted. Water in a desert becomes precious. Silence in a noisy place feels restorative in a way that silence once did not.

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Character in the Time of AI

Every generation inherits a set of pressures that shape what steadiness requires. In some eras, the pressure is scarcity and lack. In others, it is violence, speed, or social fragmentation. Ours is marked by something subtler: the gradual relocation of judgment outside the self.

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Entering the Field

Most leadership writing begins with action: a decision made, a moment resolved, a problem solved. This essay begins earlier, at a point most leaders recognize but rarely linger in.

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Entering 2026: Without Borrowed Orientation

I frequently write about orientation, about how human beings locate themselves in time, responsibility, and possibility. Dimensions of Strategic Orientation and How We’re Orienting to the Future are two recent explorations of that terrain.

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When Leadership Becomes a Work of Art

"Leadership as masterpiece creation" is not the kind of phrase one typically encounters in a boardroom. It sounds misplaced, better suited for a studio or gallery than a warehouse or earnings call.

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Be a Better Human

My wife bought a new tee shirt that says, “Be a Better Human.” She didn’t make a big deal of it, just folded it into the laundry with the others. But when I saw it, the words caught me in a way that most slogans don’t.

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Telos and the Long Game - Part II

A meditation on remaining aligned in the midst of time, pressure, and change. In every long game, there comes a moment when the path blurs. Not because we’ve failed, or lost heart, but because the clarity we once held begins to soften.

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Telos and the Long Game - Part I

We often speak of playing the long game as if to signal wisdom, restraint, or the virtue of delayed gratification. It’s a phrase used in politics, in business, in sports, even in relationships. But what exactly do we mean when we say it? And more importantly, what is really being played?

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