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What do the fastest-succeeding technology executives actually do differently?

Writer: Charles Baker
Charles Baker
Aug 7
7 min read


I ended my Linkedin post yesterday with a question.


The question was this. If the conditions an organisation creates matter so much to whether a new leader succeeds, why do some executives navigate a difficult, under-supported transition well, reading the room quickly, adjusting as they go, building trust before anyone hands it to them, while others who are no less capable never find their footing?


That difference is the subject of this piece. The organisation's responsibility to ensuring the success of the leader is just as important as the leaders own journey in those early days and months, and I made that case at length. What I want to look at now is the executive's journey. Set the support system aside and hold everything else equal. Some leaders will always adapt faster than others. The interesting news, backed by a good deal of research, is that the reasons they adapt are more specific, more observable and more learnable than the usual talk of "gravitas" or "executive presence" would suggest.


They stay curious longer than feels comfortable

The instinct when you take a big role is to arrive with answers. Or at the very least, look like you've arrived with answers. You were hired for your judgement, so you want to show it, quickly. The leaders who get up to speed fastest do close to the opposite. They hold back their conclusions and stay in learning mode well past the point most executives feel comfortable.


There's a hard-headed reason this works, and it isn't about humility. People are more candid with a new leader in the first few weeks, before they've worked out what you want to hear and before the usual guards go back up. A leader who spends that window genuinely listening collects far better information than one who spends it broadcasting thier opinions. The most common early mistake runs the other way. The new executive goes looking for evidence that confirms the story they told in the interview, finds some, and misses what's actually going on in front of them. Curiosity held a little longer than feels natural is one of the cleanest advantages a new leader has, and it costs absolutely nothing.


They build the right relationships before they need them

A great deal of research points to one thing with unusual consistency. The quality of the relationship between a leader and the people they report to and manage does more to predict performance than almost any individual trait. Where those relationships are strong, you see clearer roles, stronger commitment, better performance and less conflict. Where they're weak, you don't, no matter how good the person is on paper.


For a new executive the lesson is plain, if hard to do while everything else is on fire. Build genuine, high-trust relationships with your manager and your key people early, and treat it as first-order work rather than something you'll get to once the "real" work is underway. This is the real work. Almost everything else runs through those relationships.


There's a wrinkle here that surprises people, and it's worth knowing if you support new leaders. The benefit of a strong relationship with the boss is not evenly distributed. In one long study of new executives, that relationship strongly predicted performance and staying power for the more introverted leaders, and made almost no measurable difference for the highly extraverted ones. The likely explanation is that outgoing leaders lean on their own energy and wider network and draw less from that single key relationship. The takeaway isn't that extraverts have it easy. It's that relationship support is not one-size-fits-all, and the quieter executive is often the one it helps most.


They earn credibility in the right order

This one is specific to technology leaders, and it's easy to get wrong.


New CIOs and CTOs tend to establish themselves in two stages, and the sequence they do it matters. First they earn credibility on delivery, showing they can run the function, lead the team and make the operational side work reliably. Only after that have they got the standing to shape strategy at the top table. A technology leader who arrives and immediately tries to redraw the company's strategic direction, before anyone has seen them make the basics work, tends to get politely nowhere. The credibility has to be banked before it can be spent.


This connects directly to something from the last piece. Credibility is fragile early, and the cycles that form in the first few months are hard to reverse. Spending credibility you haven't yet earned is one of the faster ways to start a bad cycle.


They time their early moves with judgement

Everyone knows a new leader is supposed to deliver an early win. What gets less attention is that the timing is the whole game, and there is no single correct speed.


The research contains cautionary tales in that go in both directions. There are executives who failed by moving too fast, pushing through changes before they understood the business well enough to change it well. And there are executives who failed by waiting too long, deferring any visible action until the window to make a strong first impression had quietly closed. The ones who get it right do the learning first, map the people and the real situation, and then move decisively on something that matters. An early win lands when it comes after the understanding, not instead of it.


What actually separates the fast from the slow

What predicts how quickly a leader becomes effective is not really a set of behaviours you can copy off a list. It's a set of underlying capabilities, and they're psychological rather than technical.


A proactive disposition, the natural tendency to seek out information, ask for feedback and build relationships without being prompted, is one of the single best predictors of how well a newcomer adjusts. Psychological capital, the working blend of confidence, optimism, hope and resilience a person carries, predicts how adaptable they turn out to be months down the track. Cognitive flexibility, the ability to change approach and operate credibly outside your home domain, sits at the core of coping well in an unfamiliar setting. And the ability to frame a setback as a problem to solve rather than a disaster to survive predicts a surprising amount of how smoothly someone settles in.


Here's what matters about that list. Not one item will feature on a CV. None of them show up in a record of past titles or years served in a sector. This is exactly the thing the last piece pointed at without explicitly naming: the difference is not how much the executive has done before, but how they read and respond to a new environment. It's a capacity, it can be seen if you know what you're looking for, and it can be developed. Which is a far more hopeful and more useful finding than "hire more experience and hope."


Here are two related findings that sharpen the point, because both go against instinct.


The first is about trust. You'd assume the aim is to walk in commanding high trust from day one. The evidence on trust in new leaders says the trajectory matters more than the starting level. The most effective leaders were not the ones who started highest. They were the ones whose trust grew steadily over time, built on reliable delivery. That reframes the first six months completely. The task is not to dazzle on arrival. It's to be the leader whose standing is higher in month five than it was in month one. That old saying about trust being earned, not granted, makes a lot of sense in this context.


The second is about experience itself. There's good evidence that a leader with less history inside the specific business can drive more strategic change, not less, especially when they've come from a genuinely different environment. Deep familiarity with how things are done here can be the very thing that makes someone unable to change it. Fresh eyes carry a value that tenure alone does not.


So the honest answer to the question I left hanging last time is this. The executives who adapt fastest are not necessarily the most credentialled in the room. They're the ones who keep learning when they could be performing, build trust before they're given it, change their approach when the ground moves, and hold their nerve when the pressure comes on. Which raises the obvious problem. If those are the capabilities that decide the outcome, why do most hiring processes still spend nearly all their attention on the credentials that don't?


The Vantyr View

I've personally spent more than twenty years placing and coaching technology executives, and the pattern in the research is the pattern I see in the room. The leaders who succeed fastest are rarely the ones with the most obvious history. They're the ones with the capacity to grow into the role and keep growing as the business shifts around them over time.


We, at Vantyr Group, call this growth capacity, and we assess it across four dimensions. Learning agility is whether a leader updates their thinking when the environment moves, rather than running yesterday's plan into a market that has already changed. Cognitive flexibility is whether they can operate credibly beyond their own specialism, which senior roles demand constantly. Feedback responsiveness is whether they change their behaviour when challenged, or simply nod and carry on as before. Emotional regulation is how they hold up when the pressure is sustained and the easy months are behind them. These four line up almost exactly with the reasons capable leaders derail: failing to adapt, getting stranded in a single domain, resisting challenge, and coming apart under pressure.


Growth Capacity is not psychometric testing in the traditional sense. Rather than measuring relatively stable psychological traits such as personality, values or cognitive ability, it is a multi-method leadership assessment framework designed to evaluate adaptive capabilities. It sits alongside established psychometric instruments, using their insights as one source of evidence while adding behavioural interviews, situational judgement exercises, reflective assessment and observed decision-making to understand how a leader learns, adapts, responds to feedback and performs under complexity and ambiguity. The result is a broad, evidence-informed view of a leader's capacity to grow as their role and environment evolve.


The commercial point is straightforward. Functional capability gets a candidate onto the shortlist. Growth capacity decides whether the appointment actually works once they're in the seat. Most processes assess the first thoroughly and assume the second entirely, which is why so many technically strong hires still stall at around the the six-month mark I described last time. The good news is that growth capacity can be assessed before you hire and built and supported after, but only if you're deliberately looking for it rather than trusting it to reveal itself.


So here's the question I'd leave you with. When you make your next senior appointment, are you hiring for the job as it looks today, or for the leader's capacity to grow into the job the business will actually need in two years? They are different decisions, and only one of them protects the return.



 
 
 

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