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Olivia Coughtrie

Oriel Partners

Co-Founder

The mid-career pivot: Are you developing people for a career that no longer exists?

Career paths and progress aren’t as prescriptive as they once were and the mid-career pivot is becoming the norm. Olivia Coughtrie says the question isn’t really whether people will pivot, it’s whether they’ll feel able to do it where they are.
Are you developing people for a career that no longer exists?

For a long time, careers followed a fairly predictable pattern. You picked a direction early, built experience, moved up steadily and stayed broadly in the same lane. 

It made sense in a world where industries didn’t shift that quickly and roles stayed recognisable over time. That’s no longer the reality most people are working in.

More and more mid-career professionals are changing direction, sometimes quite radically. They’re moving across industries, reframing what they do, or stepping into something that, on paper, looks like a reset. 

Not because they have to, but because the idea of staying on a single, fixed track feels increasingly out of step with how work actually works now.

Small shifts, big picture

What’s interesting is that this isn’t being driven by one big moment, it’s coming from a combination of smaller shifts that are all adding up.

Skills don’t last as long as they used to. Roles evolve quickly, in particular with the enhancement of technology, and people can see that what made them valuable five years ago might not be enough five years from now. 

At the same time, there’s been a noticeable shift in how people think about identity. Fewer people feel defined by a single job title, and more are starting to ask what else they could do with the experience they’ve built.

Add to that changing expectations around work, things like flexibility, purpose, and autonomy, and it’s not surprising that people reassess their direction mid-career. 

When you layer in longer working lives, the idea of doing one thing for 40 years starts to feel less like stability and more like limitation.

The issue is that most organisations haven’t really caught up with this.

Skills don’t last as long as they used to

A winding path

A lot of L&D still assumes a fairly linear path. You develop people to move up within a function, deepen their expertise and step into the next role. It’s structured, logical and, in many ways, still useful, but it’s built on an assumption that careers move in straight lines.

Employees aren’t really thinking like that anymore. They’re thinking more about what options they have, what they could move into and how their skills might translate somewhere else. 

Organisations, on the other hand, are often still focused on succession, who fills what role next. That gap matters.

It’s where frustration starts to build. Not because people don’t see opportunities, but because the opportunities feel too narrow. And when that happens, they start looking elsewhere, not necessarily for a better job, but for broader possibilities.

So part of the shift here is rethinking what progression actually means.

A new perception of progress

It’s less about moving up a ladder and more about building range. Sometimes that’s a sideways move, sometimes it’s stepping into an adjacent area, sometimes it even looks like a step back in the short term to build something new. 

From the outside it can look messy, but it often makes perfect sense from a capability point of view.

The organisations that are adapting well to this are the ones that are a bit more relaxed about non-linear movement. They’re not abandoning structure altogether, but they are widening it.

That has some pretty direct implications for L&D.

One of the biggest is around the kind of skills being developed. If someone is likely to pivot at some point, then focusing only on role-specific capability has a shelf life. 

Invaluable skills

The most valuable investment is in skills that carry across contexts, things like critical thinking, communication, commercial awareness and the ability to learn quickly.

Those are the skills that hold their value even when the role changes. These also are skills specific to humans which technology cannot replicate.

There’s also something here about helping people make sense of their own careers. It’s one thing to have transferable skills, it’s another to be able to explain them in a way that makes sense in a different context. A lot of mid-career pivots succeed or fail on that point.

People don’t always struggle because they lack capability. They struggle because they can’t translate what they’ve done into something a different part of the business, or a different industry, recognises.

That’s where L&D can play a more active role than it traditionally has. Not just building skills, but helping people understand how those skills travel.

There’s often a concern that if you develop people too broadly, they’ll leave. In reality, the bigger risk is that they’ll leave because they can’t see how to move internally.

If someone feels like their only option for change is to go somewhere else, eventually they will.

They’ll leave because they can’t see how to move internally

Facilitating movement to retain talent

Organisations that are better at retaining people tend to be the ones that make movement easier, not harder. That might mean more cross-functional projects, more openness to unconventional career paths, or simply managers who are willing to support moves outside their own teams.

It’s less about keeping people where they are, and more about making it possible for them to stay while they evolve.

Stepping back, the rise of the mid-career pivot is really just a reflection of a more unpredictable, faster-moving environment. The idea that you can map out a single path at the start of your career and follow it through to the end doesn’t hold up particularly well anymore.

Which brings things back to L&D.

If development is still built around stable roles and predictable progression, there’s a risk it quietly becomes less relevant over time. Not because it’s poorly designed, but because it’s solving for a version of work that’s fading.

The more useful approach is to assume movement, not stability. To develop people in a way that gives them options, not just direction.

Because the question isn’t really whether people will pivot. It’s whether they’ll feel able to do it where they are.

If you enjoyed this, read: Completion isn’t competence: Rethinking how we measure learning

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