Job Opportunities

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.

Ready to step into a senior underwriting role where your decisions matter, your broker relationships thrive, and you can help shape growth in a fast-paced regional market?

Pen Underwriting is looking for a Senior Underwriter to join our Risk Managed Commercial team in Bristol, trading with brokers across the Midlands, building long-term partnerships and becoming a trusted trading contact.

You’ll underwrite and grow a portfolio across Property Owners, Contractors Combined and Commercial Combined—combining technical underwriting with strong broker engagement to deliver profitable, sustainable growth.

The role will focus on underwriting, servicing and developing new and renewal business, operating within your authority and applying sound judgement to referrals and complex cases.

You’ll play a key role in shaping trading performance, supporting the development of colleagues, and being a trusted point of contact for brokers, insurers and internal stakeholders.

Why Pen

At Pen, you’ll join a dynamic, innovative underwriting business with the scale to invest in people and the agility to move quickly. With >£1bn GWP, we combine strong market presence with a collaborative, empowered culture—so you can make decisions, build relationships and see the impact of your work every day.

We offer study support, mentoring and coaching from highly experienced underwriters, plus exposure across multiple products and a clear pathway to broaden your authority.

• Manage and grow a portfolio of renewal accounts, working closely with clients to address rating and adjustment enquiries.
• Develop new business opportunities, ensuring excellent outcomes for clients, brokers, and insurers.
• Underwrite Property Owners, Contractors Combined and Commercial Combined risks, evaluating exposures, handling technical cover requests and liaising with brokers, insurers and internal teams.
• Review and approve referrals from Underwriters and Assistant Underwriters.
• Operating within your underwriting authority.
• Mentoring and training junior team members, sharing your expertise to help them grow.
• Build and maintain deep product knowledge across Property Owners, Contractors Combined and Commercial Combined, ensuring consistent, high-quality underwriting decisions.
• Analysing and interpreting data to compile statistics.

• Strong underwriting experience across new business and renewals, including servicing accounts and responding to technical cover and claims-related queries to deliver a connected broker and customer service.
• CII/Dip CII qualification or equivalent, with A-Level education or similar.
• Confident assessing risk exposure and appetite, determining acceptance criteria and appropriate terms across complex and unfamiliar scenarios.
• Proactive communicator with strong negotiation skills and a keen eye for detail.
• Strong trading and negotiation skills, balancing customer outcomes with profitable results for brokers, Pen and insurer partners.
• Experience planning and prioritising renewals while proactively identifying and converting new business opportunities.
• Analytical and problem-solving skills.
• A positive, team-oriented attitude with a commitment to delivering excellent service.
• Eligibility to work in the UK.

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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…

We value inclusion and diversity

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 any long-term health conditions or disabilities.

We understand that applicants may have disabilities, if you do, you may find some parts of the recruitment process more challenging than others. Don’t worry, we’re here to help, however, we can only do this if you let us know.

Should you require reasonable adjustments to your application, please get in touch with . If you’d prefer to speak on the phone, please request a call back, leaving details, so we get in touch.

Our employing entity, Arthur J. Gallagher Services (UK) Limited, is proud to be accredited as a Living Wage employer with the Living Wage Foundation. We are committed to diversity and opportunity for all and are opposed to any form of less favourable treatment on the grounds of gender or gender identity, marital status, civil partnership status, parental status, race, ethnicity, colour, nationality, disability, sexual orientation, religion/ belief, age and those with caring responsibilities.

Gallagher believes that all persons are entitled to equal employment opportunity and prohibits any form of discrimination by its managers, employees, vendors or customers based on race, color, religion, creed, gender (including pregnancy status), sexual orientation, gender identity (which includes transgender and other gender non-conforming individuals), gender expression, hair expression, marital status, parental status, age, national origin, ancestry, disability, medical condition, genetic information, veteran or military status, citizenship status, or any other characteristic protected (herein referred to as “protected characteristics”) by applicable federal, state, or local laws.

Equal employment opportunity will be extended in all aspects of the employer-employee relationship, including, but not limited to, recruitment, hiring, training, promotion, transfer, demotion, compensation, benefits, layoff, and termination. In addition, Gallagher will make reasonable accommodations to known physical or mental limitations of an otherwise qualified person with a disability, unless the accommodation would impose an undue hardship on the operation of our business.