The Generation in the Middle: What It Means to Be a Millennial Manager

Millennial managers occupy a fairly unique position in today’s workplace

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Penny for my thoughts?

Millennial managers occupy a fairly unique position in today’s workplace. We grew up professionally with one set of expectations, but we are now leading a generation with a different view of what work should look and feel like.

Many of the leaders above us built successful careers in a world where commitment was demonstrated through visibility, responsiveness, going the extra mile and, often, long hours. There is a great deal to respect in that mindset: it taught us resilience, ownership, reliability and the value of doing what needs to be done, even when it is inconvenient.

At the same time, the workplace is changing. The generation coming through behind us is reshaping expectations around boundaries, wellbeing, flexibility, purpose and balance.

Somewhere in the middle sits our generation of managers: we learnt from the former, but we are now responsible for leading the latter. That creates an interesting challenge as we try to lead with empathy while delivering results, support our teams while meeting expectations, and build cultures that combine trust and accountability with high performance and sustainability.

That sometimes means questioning what we were taught about good leadership. Constant availability is not necessarily the same as commitment, longer hours do not always mean harder work, and setting boundaries is not a lack of ambition. But the answer is not to discard everything that came before us. The opportunity is to take the best of both worlds: keep the ambition without the unnecessary burnout, maintain high standards while recognising that people have lives outside work, create accountability without micromanagement, and care about people without losing sight of performance.

Most importantly, I believe that good management now requires emotional intelligence that goes far beyond targets, processes and performance reviews.

The people we manage may have very different experiences, motivations and definitions of success, and there is no longer one right way to work. Our role is not simply to manage work, but to navigate the space between generations and help shape what a successful career can look like. We have an opportunity to honour what worked before us while changing what no longer does, building ambitious teams without exhausting them and expect high performance while still putting people first.

Maybe that's the defining challenge of millennial managers. We're not simply inheriting a way of working or embracing a new one, we're bridging the gap between the two. And in doing so, we have a real opportunity to shape the future of leadership for the generations that follow.

If you’re also a millennial manager, how are you finding that balance between the expectations you inherited and the workplace you’re now helping to create? I’d love to hear how others are navigating it.

Keeleigh Le Tissier Guernsey

Written by

Keeleigh Le Tissier

Senior Manager, Funds

Keeleigh, who is based in our Guernsey office has 10 years of experience working within the finance industry including both corporate services and fund administration.

Her experience includes working with both regulated and unregulated real state funds and structures, including unit trusts and incorporated and protected cell companies. Keeleigh is responsible for the client service delivery in our real estate team in Guernsey and is passionate about providing great client service.

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