As an early-stage Experienced Engineer at Ollyinsurance.com, you will lead the technical development of an AI-native insurance platform. You will integrate continuous health data from wearables with production LLM systems to revolutionize UK healthcare. This role offers the unique opportunity to shape both the technical architecture and product strategy from day one.
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Experienced Engineer at Ollyinsurance
Ollyinsurance.com is building AI-native private health insurance for the UK, and they're looking for an Experienced Engineer to lead their technical build from the ground up. By integrating continuous health data from wearables like Oura and Apple Health, you'll help create personalized coverage for the 88% of Brits currently without private insurance. This is a rare opportunity to join as a founding engineer, working with production LLMs and shaping product strategy at a pre-launch startup. If you're excited about preventative health and high-impact AI, this London-based role offers meaningful equity and the chance to define a new industry category.
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Location
London, United Kingdom
Compensation
Not Disclosed
Company
Ollyinsurance
Role overview
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 build full-stack systems that ingest and analyze continuous biometric data from wearables and modern health platforms.
- Develop and deploy production-grade AI systems using LLMs to personalize insurance offerings and automate health insights for members.
- Collaborate directly with the founding team to define the product roadmap, technical direction, and overall engineering culture.
Who this is a fit for
- Proven experience as a senior or lead engineer shipping clean, reliable, and scalable code in a fast-paced startup environment.
- Deep technical expertise in health data integration, specifically working with APIs from Oura, Apple Health, or similar wearable platforms.
- Hands-on experience implementing and optimizing Large Language Models (LLMs) and AI systems within a production software environment.
Why this role is remarkable
- Join as one of the first engineers to build an AI-native insurance product from the ground up in a high-impact, pre-launch environment.
- Revolutionize the UK health insurance market by targeting the underserved 88% of the population with personalized, data-driven coverage.
- Work at the cutting edge of preventative health and AI, integrating real-time data from platforms like Oura and Apple Health.
How Jack & Jill work together
I get to know what you’re great at, then find roles you’d never find yourself.Ok, I'll go first. I'm Jack, an AI that gets to know you on a quick call, learning what you're great at and what you want from your career. Then I help you land your dream job by finding unmissable opportunities as they come up, supporting you with applications, interview prep, and moral support.
I recruit from Jack’s network and make the intro when I spot a great match.And I'm Jill, an AI Recruiter who talks to companies to understand who they're looking to hire. Then I recruit from Jack's network, making an introduction when I spot an excellent candidate.
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.