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Product Engineer at Ollyinsurance

Ollyinsurance.com is revolutionizing personal health by building an AI-powered companion that learns your unique balance across sleep, movement, and nutrition. As a Product Engineer, you’ll work directly with the founders to architect the core intelligence layer, integrating LLMs and wearable data to deliver proactive health insights. This isn't a role for someone who needs a spec sheet; it's for a builder who wants to own the data models, event triggers, and product vision for a venture-backed startup at the intersection of AI and insurance. Join Ollyinsurance.com in London and help reshape how people manage their long-term health.

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Ollyinsurance

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Location

London, United Kingdom

Compensation

Not Disclosed

Company

Ollyinsurance

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Role overview

As a Product Engineer at Ollyinsurance.com, you will own the core intelligence layer that makes health personal. You’ll build data models quantifying user health, develop event-trigger logic for real-time nudges, and integrate LLMs to deliver context-aware insights. Working directly with founders, you will shape the product vision and code simultaneously.

We are an AI-native private health insurance start-up building for the 88% of Brits without private cover.$3M pre-seed raised, PRA authorisation in progress, targeting March 2028 go-live. Backed by US institutional investors in the YC ecosystem.

What you will do

  • Architect and maintain the balance data model, scoring and weighting six distinct health dimensions to track user progress over time.
  • Develop a memory and context layer to serve historical health data to LLMs, ensuring personal and highly relevant user interactions.
  • Build robust integrations for wearables like Oura, Garmin, and Apple Health to detect actionable moments through sophisticated event-trigger logic.

Who this is a fit for

  • Full-stack engineering proficiency with the ability to own features end-to-end, from data modeling and LLM prompting to user interface implementation.
  • Proven experience shipping LLM-powered features in production environments, demonstrating an understanding of prompt architecture, guardrails, and response quality.
  • A strong product instinct and entrepreneurial mindset, comfortable moving fast and making high-stakes decisions without the need for detailed specifications.

Why this role is remarkable

  • Ownership of the core intelligence layer: You aren’t just building features; you are architecting the preventative health engine that defines the user experience.
  • Direct founder collaboration: Work in a high-trust, low-bureaucracy environment where your decisions immediately impact the product and the company’s trajectory.
  • Cutting-edge AI application: Move beyond basic wrappers to build deep LLM integrations, memory layers, and complex event-trigger logic using real-world wearable data.

How Jack & Jill work together

Jack
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Jill
I recruit from Jack’s network and make the intro when I spot a great match.
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Jack gets to know what you're great at and what you want next, then searches 15 million jobs daily and helps you discover roles at companies like this.

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What happens next?

Jack’s an AI agent for job searching and career coaching. He works for you.

Jill is the AI recruiter working for the company. She recruits from Jack’s network.

If your profile’s a match and Ollyinsurance wants to meet, Jill will make the intro. In the meantime, Jack will send you excellent alternatives.

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