Journal

I write about design, product growth, team facilitation and methods that enable and support self-managed teams (in short: teamwork), and occasionally AI.

Substack

How much of what happens next is leadership?


Time to read:

2–3 minutes

Picture a boat. Visibility is near zero. The captain can barely see the North Star. The oars don’t match, so no one is pulling with the same force or in the same direction. Below deck, the hull is taking on water. The captain is steering but the one person who knew a critical piece was broken — and that they were already drifting — was fired a month ago. They won’t know until they’re another 100 miles off course.

How much of what happens next is leadership?

We’ve built a detailed picture of what a leader should be: visionary, resilient, empathetic, always evolving, never arriving. Someone who can hold everything — the fog, the leak, the mismatched oars — and still keep the boat on course. And we keep hiring for it.

In a culture where everything must seem attainable, leaders become proof that outcomes depend on the right person and the right vision. When they burn out, fail, or become someone they didn’t set out to be, we treat it as a personal defect rather than the result of an unworkable system. What cannot be achieved isn’t seen as structurally impossible, but as insufficiently pursued.

Our response to this impossibility wasn’t to question the system. It was to build an industry around optimizing their skills. Empathy became a competency; vulnerability — a technique. Presence — the raw, unrepeatable act of being with another person — became a deliverable, complete with frameworks and, ideally, a certificate. But the moment you turn a human quality into a deliverable, it becomes performance.

We’ve built a theory of change on a premise that doesn’t survive contact with evidence: that individual capability drives collective outcomes. It doesn’t — the unit of change was never the person, it was always the pattern.

Donella Meadows showed that behavior emerges from structure, not from the intentions of the individuals inside it. Leaders operate inside systems. Those systems shape outcomes more than any leader does.

Think about the moments in your life when you led well — not performatively, but genuinely. Were you operating alone? Or were you held up by something around you: a team that told you the truth, a structure that gave you room to think, relationships that caught you when you were close to breaking? At its best, leadership is as much a product of the system as of the leader. We’ve just never built our models around that.

When leadership actually works, it’s the surface of something less heroic: relationships that hold disagreement, structures that surface reality rather than protect hierarchy, shared meaning that keeps people oriented when clarity fails.

The boat doesn’t move faster because you found a better captain. It moves faster when everyone knows where the leak is, when the oars match, and when the person with critical information isn’t the most expendable in the room. Invest in the boat the way you invest in the captain.