Staysure Group
Head of Insurance Proposition

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💷 Salary: Up to £88,500 DOE
💼 Contract Type: Permanent, full time
🏢 Work Life Balance: Hybrid, at least once 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 help redefine insurance?
We’re an award-winning business that’s changed how customers experience insurance. By challenging traditional thinking and raising the bar on service, we’ve built a reputation for doing things differently.
Our people are at the heart of that success. We invest in talent, back bold ideas and create space for innovation to flourish because growth happens when great people are empowered to do their best work.
With a global ambition to innovate, dominate and disrupt niche insurance markets, we’re looking for forward-thinkers who thrive on change and want to shape the future of the industry.
🌟 The Role:
We’re looking for an experienced Head of Insurance Proposition to lead the strategy, development and performance of our insurance product portfolio.
Reasons to use Rodeo
I’m in my final year doing Economics and I don’t know whether to apply for grad schemes now or do a masters first. What do you think?
Honest answer — it depends on where you want to end up. A lot of top grad schemes (Big 4, civil service, banking) don’t need a masters. Let’s look at the ones you’d be competitive for now, and we can decide if a masters actually adds anything.
Also worth knowing: most autumn 2026 applications are open now. Timing matters more than you think.
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Grad scheme, placement, apprenticeship? Not sure what you want yet — that's fine. Your agent talks it through with you and turns "I have no idea" into a shortlist.
Graduate Consultant — 2026 Scheme
Why you're a good match
StrongYour economics background and your summer at a regional bank line up with what PwC looks for on the consulting scheme. Applications close in four weeks.
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Every day your agent scans the market matching roles against what actually matters to you, not just keywords on a CV.
Why you're a good match
You’ve got the grades and the economics background, and your bank internship is exactly the experience this scheme looks for. Apply soon — deadlines close within the month.
Experience fit
Your summer at the bank plus your econometrics coursework map directly to the day-one responsibilities on this scheme — client modelling, market briefings, and deal support.
Only hits
No noise. No "maybe this fits." Just roles with a clear explanation of why they're right — and where to focus when applying.
This is a high-impact role where you’ll own the product vision and roadmap, ensuring our propositions meet customer needs, remain competitive and support our wider commercial ambitions. You’ll work closely with senior stakeholders, partners, underwriters and teams across the business to bring new products and propositions to market and continuously improve what we offer.
🌟 What you’ll be doing
- Own and deliver the insurance proposition strategy, vision and roadmap.
- Lead and prioritise the product backlog, turning business objectives and customer insight into actionable outcomes.
- Identify opportunities to improve, grow and monetise our products and services.
- Use market, competitor and customer insight to shape our proposition and identify new opportunities.
- Partner with senior stakeholders, underwriters and third-party distributors to deliver new products and enhancements.
- Lead product launches, including requirements, testing, change management and implementation.
- Ensure products deliver fair value and strong customer outcomes, with appropriate governance and conduct risk considerations.
- Build strong relationships across Product, Development, Operations, Design, Partnerships and Commercial teams.
- Help develop the capability and talent within the insurance proposition team.


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🌟 What we’re looking for
You’ll be an experienced Product or Proposition leader who can combine strategic thinking with hands-on delivery. You’ll be confident managing multiple priorities, influencing senior stakeholders and turning complex requirements into clear, commercially focused outcomes.
You’ll bring:
- Proven experience leading multiple products, propositions or teams.
- Strong product management and product development experience.
- Excellent stakeholder management and influencing skills.
- Strong commercial, analytical and problem-solving ability.
- Experience managing dependencies, risks, priorities and delivery.
- Excellent communication and organisational skills.
- A collaborative leadership style and a passion for developing people.
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.
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Jessica, London
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