Assistant Cyber Underwriter

Introduction

At Pen, we don’t just underwrite risk, we unlock possibility. We’re a dynamic underwriting and distribution business backed by the strength of Gallagher and powered by a belief that every challenge has a solution. With entrepreneurial energy, niche expertise, and a bold growth mindset, we’re transforming what it means to be an MGA in today’s insurance landscape. Whether you’re shaping new products, solving complex problems, or collaborating across teams, your ideas and initiative will help deliver smarter solutions for our clients—and move the industry forward.

Here, agility meets stability. Creativity meets execution. And your career meets real opportunity. At Pen, we champion innovation, value accountability, and thrive on building something better together. If you’re looking to join a team that’s rewriting the future of underwriting, we’d love to hear from you.

Join Pen Underwriting, one of the UK’s leading Managing General Agents, as an Assistant Cyber Underwriter. We welcome applications from candidates based anywhere in the UK. Be part of a dynamic Cyber team that delivers tailored insurance solutions across various sectors. This role offers a chance to grow your career in a fast-evolving field, working with experts who are passionate about innovation and underwriting excellence.

• Assist in underwriting cyber insurance policies.
• Support the Cyber team in assessing risks and crafting insurance solutions that meet client needs.
• Collaborate with brokers and clients to build strong relationships and provide tailored advice.
• Research emerging cyber threats, help develop new products, and ensure compliance with company guidelines.
• Contribute to protecting businesses from cyber risks while growing your expertise in this exciting sector.
• Maintain accurate records and documentation of underwriting activities.

• A genuine interest in cyber risk and insurance, with some experience in cyber underwriting, cyber security, or a related field.
• Knowledge of cyber threats and risk management practices is a plus.
• Analytical skills to assess risks and evaluate submissions.
• Clear communication skills to explain complex issues and build relationships with brokers and clients.
• A proactive and collaborative mindset, with a desire to learn and grow.
• The right to work in the UK.

#LI-EO1

On top of a competitive salary, great teams and exciting career opportunities, we also offer a wide range of benefits.

Below are the minimum core benefits you’ll get; depending on your job level these benefits may improve:

• Minimum of 25 days holiday, plus bank holidays, and the option to ‘buy’ extra days
• Defined contribution pension scheme, which Gallagher will also contribute to
• Life insurance, which will pay 4x your basic annual salary, which you can top-up to 10x
• Income protection, we’ll cover up to 50% of your annual income, with options to top up
• Health cash plan or Private medical insurance

Other benefits include:

• Three fully paid volunteering days per year
• Employee Stock Purchase plan, offering company shares at a discount
• Share incentive plan, HMRC approved, tax effective, stock purchase plan
• Critical illness cover
• Discounted gym membership, with over 3,000 gyms nationally
• Season ticket loan
• Access to a discounted voucher portal to save money on your weekly shop or next big purchase
• Emergency back‑up family care
• And many more…

Inclusion and diversity (I&D) is a core part of our business, and it’s embedded into the fabric of our organisation. For more than 95 years, Gallagher has led with a commitment to sustainability and to support the communities where we live and work.

Gallagher embraces our employees’ diverse identities, experiences and talents, allowing us to better serve our clients and communities. We see inclusion as a conscious commitment and diversity as a vital strength. By embracing diversity in all its forms, we live out The Gallagher Way to its fullest.

Gallagher is Disability Confident Committed. We have pledged to make sure our recruitment process is inclusive and accessible, in addition to supporting our existing employees with…