What a board should ask before hiring a turnaround CEO.

Updated

A board hiring a turnaround CEO is making one of the highest-consequence decisions available to it, usually under time pressure, usually with incomplete information, and usually through a process designed for a different kind of hire. The standard executive interview rewards confidence, a coherent plan, and a clean narrative about past successes. Typically none of those three predicts whether the person sitting across the table will fix the company.

The difficulty is that turnaround candidates can present well. The work attracts people who are comfortable with authority and fluent about crisis, and the ones who have done it once can describe it convincingly whether or not they understood why it worked. So, what the board needs to test for is judgment, and judgment shows up in a narrow set of questions that most interviews never reach.

What the usual questions miss

Two questions dominate these interviews and neither is informative.

The first is some version of “what would you do with our company”. It feels like the central question and it is close to useless, because a candidate who has spent four hours with the company cannot know, and the ones who answer confidently are demonstrating exactly the wrong instinct. A plan produced before the diagnosis is a plan produced from pattern-matching, and pattern-matching is what causes an incoming executive to spend the first year fixing the last company rather than this one. The right answer to that question is a description of how the candidate would find out, with a timeline attached.

The second is “have you done this before”, which sorts candidates into those who have and those who have not, and stops there. Having done it once tells the board very little about whether the person understood the mechanism or was present while something worked. The follow-up questions are where the information is, and most processes never ask them.

Five questions that can produce relevant information

What did you find when you arrived, and how did it differ from what you had been told? Every incoming executive is given a diagnosis by the board or the outgoing management, and in a company in trouble that diagnosis is usually partly wrong. A candidate who cannot describe the gap either never looked or accepted what they were handed. The quality of the answer shows whether the person investigates or executes.

Which lever did you pull first, and why that one? This separates method from reflex. A candidate with a method can explain why price came before cost, or why the exits waited for per-account profitability, and can describe what they would have done differently under different constraints. A candidate without one will describe a sequence of activities in the order they happened.

What did you decide not to do? Anyone can list actions taken. The decisions to leave something alone, to defer a project everyone wanted, to keep a person the board wanted removed, are where the actual judgment sits. A candidate who cannot name anything they chose not to do was either not making choices or is not reflecting on them.

What did the leadership team look like at the end compared with the start? This reveals the candidate’s default. An executive who replaced most of the team should be able to explain why each change was necessary, individually. One who kept most of it should be able to explain what changed to make the same people effective. What matters is whether there was a reason or a reflex.

What broke after you left? The most uncomfortable question and the most diagnostic. An improvement that reversed within a year was personal rather than structural: it depended on the executive being in the room. A candidate who has tracked what happened afterwards, and can describe honestly what held and what did not, is thinking about durability. One who has never looked was optimising for the period they were measured on.

What to listen for

Across the five, there are two qualities in the answers that matter more than the content.

A worked example of being wrong. Every turnaround contains a decision that did not work. A candidate who cannot produce one is either not reflecting or is managing the interview. The specific value here is that the answer shows how the person behaves when the evidence contradicts them, which in a turnaround happens monthly.

Numbers that fit together. A candidate describing a profit improvement should be able to say what the starting margin was, which levers produced how much, and over what period. The figures do not have to be precise years later, but they have to cohere. An account where the multiple is vivid and the mechanism is vague usually means the person was present rather than responsible.

Who to call, and what to ask them

References in executive search tend to be arranged by the candidate and conducted with the chairman of the previous company, which produces a courteous and largely uninformative conversation. For a turnaround hire, three other calls are worth more.

The finance director who was there through the period. This is the person who watched the numbers move and knows which improvements were structural and which were timing. They can say whether the margin recovery held into the following year, and they usually will if asked directly.

Someone who left during the candidate’s tenure. Not to collect grievances, but because a turnaround always involves departures and how they were handled says a great deal. A person who was removed and describes the process as fair is a strong signal. One who describes being surprised is a different signal.

The successor, where there was one. They inherited whatever was actually left behind and have no incentive to flatter. The question is simple: what did you find when you arrived, and how much of it was still working.

Across all three, the most useful question is what the candidate found hardest, because the answer is specific, it is difficult to coordinate in advance, and the pattern across three references is more informative than any single view.

The questions the board should ask itself

Most failed turnarounds are diagnosed afterwards as a bad hire. However, a significant share of them were a good hire given a mandate that made the work impossible, and the board is the only party that can prevent that. So I would suggest several questions to answer before the search rather than after the appointment.

What authority are we actually prepared to give? Hiring and firing in the top two layers, pricing, budget, and the right to exit revenue are the four that determine whether the job can be done. A board that intends to reserve any of them should say so in the process, because the candidate worth hiring will decline and the one who accepts anyway is the wrong one.

Do we agree among ourselves what success looks like? Fix and hold, fix and sell, and wind down in an orderly way are three different mandates producing three different first years. A board that has not resolved this will issue contradictory instructions, and the executive will be judged against whichever objective the loudest member was holding.

What will we do when the revenue goes down? In most turnarounds it does, because exiting unprofitable revenue and repricing the base reduces turnover before margin recovers. A board that has not agreed to expect this will read the first two quarters as failure at exactly the point the work is landing. Agreeing the shape of the curve in advance is the single most useful thing a board can do for an incoming turnaround CEO.

How long are we really giving this? The honest answer is often shorter than the stated one. If the board will be reconsidering in six months, the candidate needs to know, because the work that fits six months is different from the work that fits two years, and an executive who plans for the longer horizon will be removed in the middle of it.

Signals worth weighting

A few patterns recur in candidates who do not work out: for example, a plan offered before any diagnosis, or a track record described entirely in triumphs. And a candidate who does not ask the board hard questions back, because an executive who is not interrogating the mandate, the shareholder alignment and the runway before accepting is one who will discover the constraints after signing.

That last one is also worth stating as a positive. The strongest signal in the whole process is a candidate who spends a meaningful part of the interview testing whether the board is a workable counterparty. It reads as presumptuous to some boards. It is the behaviour of someone who has been in a turnaround where the mandate turned out to be partial, and has decided not to repeat it.

Turnaround Board Executive hiring Governance CEO selection
Ivan Sharov
Ivan Sharov

CEO at Crassula

Ivan Sharov is CEO of Crassula, a white-label digital banking platform. He writes on fintech, teams and growth.

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