Head of Product

Staysure Group

Head of Product leading product strategy and transformation across Staysure Group's travel insurance ecosystem. Responsible for team leadership and collaboration with senior stakeholders.

Posted 5/16/2026contractNorthampton • 🇬🇧 United KingdomLead💰 £100,000 - £110,000 per yearWebsite

About the role

Key responsibilities & impact

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

Requirements

What you’ll need

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

Benefits

Comp & perks

Perkbox from day 1!
Discounts, bonuses and awards!
Health and fitness, private medical insurance
26 days paid holidays plus bank holidays, +1 day leave for every years service up to 30 standard days.
Discounted travel insurance
5% matched pension, auto enrolment after 3 months.
Up to 5% company bonus
Fantastic team social events, including parties and on-site social Fridays.
Up to 2 milestone gifts per year.
A subsidised on site canteen and Costa Coffee in Northampton.
We'll support you with costs if you're someone who likes to cycle to work.
We are committed to supporting our community and offer 1 day of volunteering a year for every employee.
Health Assured who provide mental wellbeing support can be accessed through Perkbox.
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.

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Hard Skills & Tools

product strategyroadmap prioritisationdata-led decision makingexperimentationAI-driven insighttransformation initiativescross-functional deliveryautomationmodern product operating models

Soft Skills

commercial mindsetcustomer experiencestakeholder managementinfluencing skillsteam leadership