Head of Product - Core Insurance
Head of Product - Core Insurance

Head of Product - Core Insurance

Peterborough Full-Time 43200 - 72000 £ / year (est.) No home office possible
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At a Glance

  • Tasks: Lead the evolution of our Core Insurance portfolio and drive product vision.
  • Company: Join Compare the Market, a company dedicated to simplifying financial decisions for everyone.
  • Benefits: Enjoy hybrid working, generous holidays, private healthcare, and more perks tailored to you.
  • Why this job: Be part of a creative culture that celebrates wins and values authenticity.
  • Qualifications: Proven success in product leadership within insurance or financial services is essential.
  • Other info: This role offers autonomy and the chance to make a real impact.

The predicted salary is between 43200 - 72000 £ per year.

Our purpose is to make great financial decision making a breeze for everyone, and that purpose drives us every day. It’s why we’re on a mission to create an automated quoting engine, with the simplest of experiences, wrapped in a brand everyone loves! We change lives by making it simple to switch and save money. So, when it comes to getting a better deal, it’s never been more blindingly obvious why you would choose Compare the Market.

We’re looking for a customer-obsessed and commercially savvy Head of Product to lead the evolution of our Core Insurance portfolio. This is a high-impact leadership role with direct accountability for defining and driving product vision, strategy, and execution across our core lines — delivering scalable, innovative, and profitable solutions that meet the needs of our customers and partners.

We’d love you to be part of our journey. We’re looking for a hands-on, strategic product leader with deep expertise in insurance, proven commercial and technical acumen, and the ability to inspire high-performing teams in a fast-paced, regulated environment. This role is about delivering meaningful outcomes for both customers and the business — leading product development at pace, grounded in customer insight, market dynamics, and operational excellence.

Everyone is welcome. We have a culture of creativity. We approach our work passionately, improve constantly and celebrate our wins at every turn. We are an inclusive workplace, and our employees are comfortable bringing their authentic, whole selves to work.

To be a great fit for this role you’ll have:

  • Proven success as a product leader, including ownership of complex insurance or financial services products.
  • Deep understanding of insurance business models, pricing strategies, and regulatory frameworks.
  • Proven ability to drive product vision, strategy, and execution in regulated, commercially sensitive environments.
  • A track record of building high-performing, cross-functional teams and delivering complex product transformations at scale.
  • Strong commercial acumen, with the ability to use market insights and commercial data to drive prioritisation and investment.
  • Experience in cloud platforms and double-sided marketplaces.
  • Excellent stakeholder engagement — able to influence at C-suite and board level through strategic storytelling and insight.
  • A collaborative and resilient leadership style, able to break down silos and build high trust, aligned teams.
  • The passion to solve customer problems through a combination of technology, data, and operational excellence.
  • The ability to challenge constructively with a solution focused approach.

Our people bring our purpose to life. If you’re a visionary product leader with deep insurance knowledge and the drive to make real impact, we are excited to hear from you!

There’s something for everyone. We’re a place of opportunity. You’ll have the tools and autonomy to drive your own career, supported by a team of amazingly talented people. And then there’s our benefits. For us, it’s not just about a competitive salary and hybrid working, we care about what matters to you. From a generous holiday allowance and private healthcare to an electric car scheme and paid development, wellbeing and CSR days, we’ve pretty much got you covered!

Head of Product - Core Insurance employer: Compare the Market

At Compare the Market, we pride ourselves on being an exceptional employer, fostering a culture of creativity and inclusivity where every employee can thrive. As the Head of Product - Core Insurance, you'll not only lead impactful product innovations but also benefit from a supportive environment that prioritises your professional growth with ample opportunities for development. With competitive salaries, generous holiday allowances, and a range of benefits including private healthcare and wellbeing days, we ensure that our team members feel valued and empowered to make a meaningful difference.
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Contact Detail:

Compare the Market Recruiting Team

StudySmarter Expert Advice 🤫

We think this is how you could land Head of Product - Core Insurance

✨Tip Number 1

Familiarise yourself with the latest trends in the insurance industry, especially around automated quoting engines and customer experience. This knowledge will not only help you understand our mission better but also allow you to speak confidently about how you can contribute to our goals during discussions.

✨Tip Number 2

Network with professionals in the insurance and financial services sectors. Attend industry events or webinars where you can meet potential colleagues or mentors who can provide insights into the role and the company culture at Compare the Market.

✨Tip Number 3

Prepare to showcase your leadership style and how you've successfully built high-performing teams in the past. Be ready to discuss specific examples of how you've driven product vision and strategy in regulated environments, as this will resonate well with our expectations.

✨Tip Number 4

Demonstrate your commercial acumen by being prepared to discuss market insights and data-driven decisions you've made in previous roles. Highlight how these experiences can translate into prioritising and investing in product development at Compare the Market.

We think you need these skills to ace Head of Product - Core Insurance

Product Vision and Strategy Development
Insurance Business Model Expertise
Regulatory Framework Knowledge
Commercial Acumen
Stakeholder Engagement
Cross-Functional Team Leadership
Cloud Platform Experience
Double-Sided Marketplace Understanding
Data-Driven Decision Making
Strategic Storytelling
Customer Insight Analysis
Operational Excellence
Problem-Solving Skills
Resilience in Leadership
Collaboration and Team Building

Some tips for your application 🫡

Understand the Role: Before you start writing your application, make sure you fully understand the responsibilities and requirements of the Head of Product - Core Insurance position. Tailor your application to highlight how your experience aligns with their needs.

Craft a Compelling CV: Your CV should clearly showcase your proven success as a product leader in the insurance or financial services sector. Highlight specific achievements that demonstrate your ability to drive product vision and strategy, especially in regulated environments.

Write a Strong Cover Letter: In your cover letter, express your passion for making financial decision-making easier for customers. Use strategic storytelling to illustrate your commercial acumen and how you've built high-performing teams in the past.

Showcase Your Leadership Style: Emphasise your collaborative and resilient leadership style in both your CV and cover letter. Provide examples of how you've successfully influenced stakeholders at all levels and driven product transformations.

How to prepare for a job interview at Compare the Market

✨Showcase Your Product Leadership Experience

Be prepared to discuss your previous roles as a product leader, particularly in the insurance or financial services sectors. Highlight specific examples where you successfully drove product vision and strategy, and how those experiences can translate to the role at Compare the Market.

✨Demonstrate Commercial Acumen

Understand the key business models and pricing strategies within the insurance industry. Be ready to share insights on how you've used market data to inform product decisions and prioritisation in past roles.

✨Engage with Stakeholders Effectively

Prepare to discuss your approach to stakeholder engagement, especially at the C-suite level. Use strategic storytelling to illustrate how you've influenced decision-making and built trust among diverse teams.

✨Emphasise Your Collaborative Leadership Style

Highlight your ability to lead high-performing teams in a fast-paced environment. Share examples of how you've broken down silos and fostered collaboration to achieve meaningful outcomes for customers and the business.

Head of Product - Core Insurance
Compare the Market
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