She'd Been the Right Answer to the Wrong Question for Five Years
What happens when excellence points in the wrong direction — and what coaching helped her find.
She came to me with a diagnosis she'd already made about herself.
Five years of consistent promotion, recognition, and demand from organizations that wanted to keep her. And a persistent, low-grade sense that something wasn't right — that she was performing at a high level in a direction that didn't quite fit.
Her diagnosis: a performance problem. Something she was still missing. A gap between what she was capable of and what the roles she was being given required her to close.
She wanted to know what it was. What she needed to develop. What version of herself she needed to become to make the sideways feeling stop.
I had a different hypothesis.
The Problem With Being Very Good at the Wrong Things
There is a specific, underappreciated career trap that most reliably ensnares the most capable people.
It works like this: you're good at something. Not just ordinary, genuinely excellent. Organizations see it clearly. They reward it, promote you along that axis, and keep giving you more of it. And because you're excellent at it, you keep accepting, because excellence feels like fit, and fit feels like direction, and direction feels like knowing where you're going.
Until it doesn't.
Because excellence and fit are not the same thing. You can be the best person in the building at something that depletes you. You can be consistently promoted along an axis that slowly accumulates a cost that doesn't show up in your performance reviews but shows up in how you feel on Sunday night.
The leaders I've worked with who were caught in this trap share something: they'd confused the feedback loop of success with evidence that they were in the right place. Every promotion confirmed the direction. Every high rating validated the path. And the message they were actually trying to tell themselves — that this wasn't quite right — grew harder and harder to hear amid all that external confirmation.
She had been caught in this trap for five years. And she'd reasonably diagnosed it as a performance problem — because performance was the language her career had always spoken.
The Question That Changed the Conversation
In our second session, I asked her to set aside the performance framing for a moment.
"What kind of problem do you actually want to be solving?"
Not what kind of role. Not what level. Not what industry or sector or function. What kind of problem — in the specific, hands-on, daily sense — do you want to spend your professional energy on?
She went quiet in the way that people go quiet when a question reorganizes something. Not struggling for an answer. Encountering the question as if for the first time, after years of having moved too fast to ask it.
What emerged over the following weeks was precise, specific, and obvious in retrospect.
She was built for the broken thing.
The turnaround. The restructure. The organization or team or function that had been declining and needed to be made to work again. The moment of genuine difficulty where someone has to make decisions under uncertainty, hold people through change, and see clearly when the situation is most unclear.
That was what energized her. That was where she found herself thinking in ways that felt natural rather than effortful. That was the problem that made her want to go to work.
And it was almost never what she was being given.
Instead, she was consistently being handed the scale-and-optimize problem. The thing that was working — already successful, already healthy — that needed to be made larger or more efficient. That work was something she was excellent at. Objectively, measurably, recognizably excellent. And it depleted her in a specific and consistent way that she'd been interpreting as something wrong with her.
Nothing was wrong with her. She was the right answer to the wrong question.
What the Actual Work Looked Like
I want to be specific about what we did next, because it wasn't what most coaching looks like.
We didn't work on her confidence. She had confidence. We didn't identify her gaps and build a development plan around them. Her gaps weren't the issue.
We worked on specificity and direction.
First: getting precise about what "turnaround leadership" actually meant for her — not at the level of job title or industry, but at the level of the specific moments and dynamics that she found most meaningful. What did the hard room look like? What was the quality of the decision she most wanted to be making? Who did she want to be leading — what kind of people in what kind of situation?
That precision matters because direction without specificity is still directionless. "I want to work on harder problems" is not a strategy. "I want to lead teams through the first twelve months of a fundamental restructure, in organizations that have been underperforming for more than two years, where the primary challenge is cultural rather than structural" — that's a strategy.
Second: building a narrative that made her turnaround orientation visible and credible to the people who would be filling those roles. Her career history contained evidence of this capability — moments where she'd operated in exactly this mode, where her instincts had been most alive. But those moments were buried in a broader story of consistent excellence across multiple contexts.
We surfaced them, foregrounded them, and built a narrative that said clearly: this is what I'm built for, this is where my best work lives, and here's the evidence for that claim.
Third: identifying the paths to the specific kind of role she was actually looking for — which required understanding who filled those roles, how they got filled, and what the decision-makers in that context were evaluating.
What Changed — And How Fast
About eighteen months after we finished working together, she messaged me.
She'd taken a role that was, by conventional metrics, a lateral move. Same level, similar compensation, no obvious upward trajectory in the title. But the problem was exactly what she'd been describing — an organization that had been struggling for three years, a team that needed genuine leadership through fundamental change, a mandate that was precisely the kind she'd identified as hers.
She described it as the first time in her career that the work felt like it belonged to her. Not like something she was performing for an audience that was evaluating her performance. Like something she was actually doing, for reasons that were actually hers, in a direction that actually made sense.
Not more senior. More right.
That distinction — between more senior and more right — is one I think about a lot. Most career advice optimizes for the former. The promotion, the title, the upward trajectory. Those things matter, and they're worth building toward.
But they're not the same as fit. And in the absence of fit, they produce exactly the kind of success that feels like the wrong place.
The Question This Raises
The most useful thing to come out of the work I did with her isn't a coaching technique. It's a question — the same one I asked in that second session — that I've found almost universally worth asking:
What kind of problem do you actually want to be solving?
Not what kind of role. Not what level. What kind of problem, in the specific, daily, hands-on sense.
If the answer comes quickly and clearly, that is information. If it does not—if the question feels more disorienting than it should—that is information too. Either way, it is worth sitting with longer than most people do.
Because being excellent at something and being built for something are not the same thing. The first one gets you promoted. The second one makes the work feel like yours.