Head of Portfolio Optimisation

This isn’t a job description. It’s your invitation. At Rokstone Underwriting, we don’t hire to fill seats. We bring people in to build something real. We want people to join us on our mission to be the world’s most inspiring insurance group, not by playing it safe, but by delivering the unexpected and creating meaningful impact. That means backing ideas early, trusting people to own their work and giving them the space to grow faster than they thought possible.

If you’re looking for rigid career paths or a one-size-fits-all management, Rokstone probably isn’t for you. However, if you do want responsibility from day one, honest feedback and a culture that expects you to speak up, take ownership and keep getting better, then you might just be a great fit.

Some people join us knowing exactly where they want to go. Others figure it out once they’re here. Both work here; the question is, will you?

What You’ll Take On

So you’re looking for a new challenge? This is your chance to step into a role with real responsibility. You’ll be given the space to own your work, supported in moving as fast as you want, and expected to keep raising the bar for yourself and the business. This isn’t just a portfolio role. It’s your chance to shape how Rokstone grows profitably.

As Head of Portfolio Optimisation, you’ll sit at the centre of how Rokstone steers a $1.4bn+ global underwriting portfolio across specialty, digital, and consumer lines. Reporting to the Chief Underwriting & Risk Officer, this role is about turning data into judgment, insight into action, and strategy into sustained performance. You won’t be there to report what happened yesterday. You’ll offer independent insight and constructive challenge, helping underwriters, leaders, and capacity partners make better decisions more quickly.

You’ll build and lead a high‑performing global team, strengthening Rokstone’s ability to balance disciplined growth, profitability, and smart use of third‑party capacity as we scale. This is a role for someone who understands portfolios deeply, isn’t afraid to challenge, and knows how to influence outcomes in a fast‑moving MGA environment.

• Build and lead a global portfolio optimisation team that raises the bar on insight and accountability
• Deliver forward‑looking analytics that shape underwriting decisions and portfolio steering
• Provide independent, evidence‑based challenge to underwriting strategy, pricing, and performance
• Support effective deployment of capacity, balancing growth, profitability, and risk
• Partner across underwriting, actuarial, claims, finance, and data to deliver a joined‑up view of performance

What it’s Like to Work Here

Expect high standards and the support to meet them. Expect autonomy (not micromanagement) and the chance to collaborate across teams, brands and borders. Here, your ideas are taken seriously, wherever you sit in the business. We invest when the right tools don’t exist. We listen when our people say something can be better. And when we win, we make sure the people building the business win too. This is a place where performance matters - but so does enjoyment, curiosity and doing work you are proud of.

Who Thrives at Rokstone?

We don’t expect you to tick every box. Experience helps, but curiosity matters more. If you are willing to learn, take ownership and ask questions when you don’t know the answer, you’re already off to a great start. We look for people who:

• Have experience relevant to the role/industry, whether from a similar position, education or transferable skills
• Confidence in communicating with others and working together
• A mindset focused on learning, improvement and follow-through
• An interest in how things work (and how they could be improved)

If this sounds like you, you sound ready for a new chapter of challenge at Rokstone Underwriting.