Transition

Why capable executives fail in the first ninety days.

By the time a transition fails, the causes are usually months old. The first ninety days are where they surface. A look at why capable leaders come unstuck so early, and what readiness asks of them beforehand.

The Practice  ·  A working note

More leaders are walking into new seats right now than at almost any point on record. Challenger, Gray and Christmas counted 446 chief executive departures at US public companies in 2025, the highest annual total they have ever tracked, on top of more than two thousand across American companies of every size. Every one of those openings becomes somebody's first ninety days. And the odds waiting for them have not softened. McKinsey's long-running work on transitions, still cited by the Harvard Business Review, puts the share of executive moves judged a failure or a disappointment within two years between 27 and 46 percent. Very little of this traces back to weak appointments. The board wanted these people and chose them carefully, and they still get into the seat and never quite close their hands around it.

It tends to come apart early. Michael Watkins, who spent years studying how leaders enter roles, described a break-even point, the moment a new executive finally puts in more than they take out. Everything before that runs at a loss. And the decisions that end up defining a tenure are usually made while the leader is still in that deficit, before they know the ground they are standing on.

Competence is rarely the problem

Whatever earned someone the promotion is still with them on day one, and it is rarely the thing that lets them down. The trouble is quieter. A board carries expectations it never quite states out loud, a team still has one eye on the leader who left, and the place runs at a tempo nobody thinks to explain because everyone already knows it. You can be genuinely good and walk straight past all of that, since none of it was part of the job you were good at.

The same few missteps come round again and again. One is to keep doing the job you just left, because under pressure the old competence is the nearest thing to hand. Another is to mistake motion for progress, moving pieces before you understand what they were holding up. And a lot of capable people read the org chart closely while missing the room entirely, so they never locate where authority actually sits, or where the quiet resistance has settled.

Why early mistakes cost so much

People make up their minds quickly, and then they stop revising. Within a few weeks a board and a team have quietly decided what kind of leader they think they were given, and that verdict becomes the lens every later move is read through. A stumble in week three, then, is never really just a stumble. It gets filed away as evidence, in a case that is already being built.

This is why the leaders who do it well can look almost passive early on. They hold back, ask far more than they tell, and spend their thin early credibility only on the few choices that cannot be undone, letting everything reversible wait. The instinct to prove your worth on day one is precisely the instinct to distrust.

Readiness is duller than confidence, and a great deal harder to fake.

What readiness actually looks like

This is not confidence. Confidence is cheap to summon, and it tells you almost nothing about what will hold once the role starts pushing back. Readiness is the quieter quality, and it is harder to fake because it is built well before day one. By the time a ready leader walks in, they have already worked out where their authority in this particular room is likely to come from, and thought hard about the first time someone will test it. They tend to know which two or three relationships the opening months will turn on. And they are honest with themselves about how they behave when the information is thin and everyone is reading their face, since that is usually where the damage starts.

None of that can be done in week one, because week one is already the performance. It has to happen earlier, in private, while the stakes are still hypothetical. The people who move well into a big role are seldom the boldest in the room. They are the ones who did the uncomfortable thinking in advance, so that when it finally counted there was nothing left to work out in front of an audience.

Start with the Readiness Brief.

A short, considered diagnostic on the conditions that decide whether a leader is ready for the next room. Free, delivered by email.

Read the Brief

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