Here is the hardest question I know how to ask a leader: not whether something is wrong, but where.
Most leaders I have worked with already know, somewhere beneath the confidence and the forward motion, that something is not working. A team that is capable but not quite cohering. A decision-making process that produces outcomes nobody fully owns. An organization that is busy and somehow stuck. The feeling is familiar. The language for it is harder to find.

What I have come to believe, after years of working inside and alongside complex public sector systems, is that leadership failures are rarely random. They follow patterns. And those patterns become visible when you stop asking whether you are leading well and start asking which essential function has gone quiet.
Every living system (and every organization is a living system) depends on a small number of functions to survive and adapt. When one of those functions degrades, the system begins to compensate in ways that mask the problem without solving it. The same is true of leadership. The question is not whether you are working hard enough. It is whether the right things are working at all.
Sometimes what is failing is the boundary, the leader’s ability to hold the line between what is theirs to carry and what belongs to someone else. When this goes, the leader becomes a single point of failure, absorbing decisions and conflicts that should be developing capacity elsewhere. The work gets done, but the people doing it grow dependent in ways nobody intended. And the leader, carrying more than they should, gradually loses sight of the things only they can do.
Sometimes it is the metabolism, the conversion of resources into work that actually matters. A leader whose metabolism is failing is often both exhausted and underproductive, burning enormous energy on internal friction, on managing up, on the performance of busyness rather than its substance. Time moves. The mission does not. The gap between what the organization is spending and what it is producing widens until someone finally names it in a budget meeting.
Sometimes it is the information. What reaches the leader is filtered, smoothed and made more palatable by the time it arrives. The team has learned, usually through experience rather than instruction, that certain things are better left unsaid. A concern raised once was met with defensiveness. A problem escalated became a problem for the person who raised it. And so the leader, surrounded by carefully curated updates, makes decisions with confidence and without the full truth. The organization’s early warning system has gone dark, and nobody has said so.
Sometimes it is integration, the connective tissue that turns individual effort into collective capacity. The people are talented. The work is real. But something about how the parts relate to each other produces outcomes that are smaller than the sum of what everyone is contributing. Coordination happens, but not genuine interdependence. People do their jobs without quite knowing how their work shapes what is possible for the person next to them, and the leader has assembled the right team without yet building the right system.
Sometimes it is adaptation, the gap between what a leader learns and what they actually change. Many leaders are genuinely reflective. They solicit feedback, sit with it, and return to doing what they were doing before. Real adaptation is visible. It changes something the people around you can point to. When it fails, the gap between what a leader intends and what the system experiences stays fixed. Feedback becomes ritual. Eventually everyone stops offering it.
And sometimes what is failing is renewal; the quiet, deferrable work of building something that will outlast you. It is the function most leaders postpone indefinitely, because there is always something more urgent. Developing the next generation of leadership can wait. Building systems that do not depend on your continued presence can wait. Until there is no time left to wait, and the transition comes, and the organization discovers that far less was built than anyone realized. What looked like a thriving team was a web of dependencies on a single person who never got around to making themselves replaceable.
None of these failures announce themselves. That is what makes them costly. They accumulate beneath functional-looking performance, compensated for by the resilience of capable teams and the inertia of established systems, until the compensation runs out.
The leaders who navigate this most honestly are not the ones who have solved it. They are the ones who have stopped pretending the question does not apply to them. Who have learned to ask not whether their leadership is working, but where it is quietly, persistently, not.
That is a different question. It is also the more useful one.
Megan Rodgers is a doctoral candidate and human services professional with over eight years of experience coordinating multidisciplinary teams across complex organizational systems. Her work sits at the intersection of clinical practice and applied theory, with a particular focus on systems thinking, self-control frameworks, and the institutional forces that shape human behavior. Megan has presented at professional conferences on topics including imposter syndrome, bringing research-grounded insight to audiences navigating the realities of public service. She is passionate about bridging the gap between academic theory and everyday practice; making big ideas accessible, actionable, and real.
Photo Credit: RDNE Stock, Pexels



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