Head of Risk and Compliance

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 (that person might be you) 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 to move as fast as you want and expected to keep raising the bar - for yourself and the business.

This isn’t just a compliance role, it’s your chance to shape how Rokstone grows, operates and shows up to regulators across the world. As our Head of Risk & Compliance, you’ll own a global framework spanning the UK, US, Europe and MENA, acting as a trusted advisor to the Board while keeping us sharp, compliant and commercially confident. You’ll lead a high‑performing team, set the pace on regulatory excellence and help the business move fast safely, sustainably and with absolute clarity.

• Take ownership of Rokstone’s global compliance framework as SMF16 (and SMF17 where needed), setting the standard for how we operate.
• Act as our primary regulatory voice, building strong relationships with the FCA, Lloyd’s and international regulators.
• Please provide clear, practical compliance guidance that helps the business grow with confidence, not caution.
• Oversee conduct, enterprise risk, financial crime, governance and monitoring, ensuring our controls stay strong as we scale.
• Build and lead a global, high‑performing Risk & Compliance team that embeds great judgement, trust and accountability across the business.

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 Underewriting

Why Apply

Because you want more than a job title. Because you want to grow, not wait for your turn. Because you want to be trusted to do good work (and get recognised when you do it). And because you want to help build something inspiring, unexpected and meaningful.

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