Head of Product
We usually respond within three days
💷 Salary: £100,000 - £110,000
💼 Contract Type: 12 month FTC
🏢 Work Life Balance: Hybrid, 1 day per month at our Northampton office
✈️ Candidate Journey: Our goal is to reply to applications within 3 working days. Additionally, we make sure to acknowledge, evaluate, and respond to all applications as a way of showing our appreciation for your time and effort in applying to us.
Ready to shape the future of travel insurance and customer experience at scale?
Staysure Group is looking for a commercially driven, customer-obsessed Head of Product to lead product strategy, prioritisation, and transformation across our growing ecosystem of brands and business lines.
You’ll own the enterprise product roadmap, leading a team of Product Managers to deliver measurable growth, better customer experiences, and AI-enabled innovation across digital and operational journeys.
🌟What you’ll be doing
Define and deliver product strategy aligned to growth and transformation goals
Own and prioritise the enterprise-wide product roadmap
Drive improvements across acquisition, quote & buy, servicing, claims, pricing, and retention
Lead major strategic transformation initiatives (“Big Bets”)
Use data, experimentation, and AI-driven insight to maximise customer and commercial value
Build and develop a high-performing product team
Partner with senior stakeholders across Commercial, Marketing, Pricing, Insurance, Design, Data, and Technology
🌟What we’re looking for
Proven experience leading product teams in complex digital, ecommerce, insurance, fintech, or consumer businesses
Strong commercial mindset with a passion for customer experience
Expertise in roadmap prioritisation, experimentation, and data-led decision making
Confident stakeholder manager with the ability to influence at senior level
Experience driving transformation and leading cross-functional delivery teams
Exposure to AI-enabled products, automation, or modern product operating models is a plus
We’re assembling a diverse team, where skills, not checkboxes, reign supreme, regardless of race, religion, sex, sexual orientation, gender identity or disability.
Staysure Group welcomes all new starters with open arms, providing training, development opportunities, and great benefits.
- Locations
- Northampton
- Remote status
- Hybrid
- Yearly salary
- £100,000 - £110,000
- Employment type
- Contract
Insurance Meets Adventure!🚀
At Staysure Group, we’re not your typical insurance crowd. Our mission? To innovate, dominate and disrupt niche insurance on a global scale. Since 2004, we’ve been selling award-winning insurance products and services, proudly owning a portfolio of market-leading brands.
Our portfolio:
🌟 Staysure and Avanti: Specialising in crafting premium cover for the 45+ crowd, complete with pre-existing medical conditions
🌟 Payingtoomuch: Serves as a go-to price comparison platform, dedicated to helping customers secure the most competitive deals
🌟 Petgevity: Our furry friends deserve the best care, that's why we offer comprehensive insurance for both dogs and cats, ensuring that even those with pre-existing medical conditions are well protected
🌟 ROCK: Our B2B2C partnership travel insurance specialist
Why Staysure?
We excel in a vibrant and fast-moving atmosphere. Our secret sauce? Genuine care for our customers and our people. 🤝❤️
🏆 Awards Galore: We’ve won awards like “Best Travel Insurance Provider” (Moneywise) and “Employee Engagement Champion” (Employee Experience Awards) and many more! These achievements reflect our unwavering focus on excellence.
🚀 High-Growth: Joining us means stepping into a high-growth environment and being part of a vibrant team that encourages innovation and personal growth at every turn.
🎯 OKR Magic: Here, you will be empowered to set ambitious goals and achieve remarkable success in your position. The culture we foster is one of inspiration and motivation, ensuring that you are always challenged to grow and develop your skills.
Benefits of working with us
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Perkbox from day 1! 🎁
Discounts, bonuses and awards!
Perkbox also includes a fantastic suite of tools for looking after your mental wellbeing. -
Take some time for yourself 🛫
26 days paid holidays plus bank holidays, +1 day leave for every years service up to 30 standard days. And the option to buy more (Pro rata for FTC).
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Health and fitness, private medical insurance💪🏥
Following the successful completion of any probation period, membership to the company PMI & gym scheme is offered with the option to add additional family members (excluding less than 12 month contracts).
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Discounted travel insurance 🌴
Discounted travel insurance policies with Staysure.
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Pension 🏦
5% matched pension, auto enrolment after 3 months.
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Up to 5% company bonus💷
Earn up to 5% annual bonus. Depending on company and personal performance.
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Work hard, play hard 💃
Fantastic team social events, including parties and on-site social Fridays.
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Milestone gifts 📌
Up to 2 milestone gifts per year.
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Fancy food or a coffee? ☕️
A subsidised on site canteen and Costa Coffee in Northampton.
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Cycle to work 🚴♀️
We'll support you with costs if you're someone who likes to cycle to work.
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Giving back 🫶
We are committed to supporting our community and offer 1 day of volunteering a year for every employee.
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Employee assistance programme 💜
Health Assured who provide mental wellbeing support can be accessed through Perkbox.
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Fancy a change of scenery? 🏞️
With the option to work from anywhere, colleagues can enjoy the benefit of travelling to new destinations, new regions in the UK or visiting family abroad without using their annual leave entitlement for up to 2 weeks per year. This is subject to passing probation.
