Jack & Jill
Founding Engineer (£110k-£150k + Equity) at Penelope Health Inc.
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Job Title
Founding Engineer
Salary
£110k-£150k + Equity
Company Description
Penelope Health Inc. is a $2.7M pre-seed healthtech startup backed by Seedcamp and Bertelsmann Health Investments, focused on rebuilding the infrastructure of healthcare billing. Founded by a Cambridge-educated physician and a former Principal Data Scientist, the company is replacing adversarial revenue cycles with computable contracts grounded in formal logic.
Job Description
As the first engineering hire at Penelope Health Inc., you will build the core engine that converts complex payer policies into deterministic computable contracts. You will architect high-throughput ingestion systems and low-latency APIs, bridging the gap between LLM extraction and formal logic to eliminate the need for traditional healthcare revenue cycle management.
What You Will Do
- Design and scale an ingestion engine tracking coverage policies across 3,000+ payers using a sophisticated blend of web scraping and LLM-powered extraction.
- Build the representation layer that converts medical necessity criteria into computable contracts using formal logic, CQL, and deterministic evaluation frameworks.
- Architect and own production-grade API and MCP endpoints, ensuring high accuracy and low latency for AI agents querying coverage rules at scale.
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Location
London, UK
Why this role is remarkable
- Join as the first engineer at a $2.7M pre-seed startup backed by top-tier investors like Seedcamp, Bertelsmann Health Investments, and Twine Ventures.
- Solve deep technical challenges at the intersection of web scraping at scale, LLM-powered structured extraction, and formal logic within a $200B market.
- Directly impact the cost of care for millions by building the infrastructure that makes healthcare billing deterministic rather than an adversarial back-and-forth.
The ideal candidate
- Has 3-4+ years of backend experience with Python and deep expertise in building large-scale web scraping systems and high-throughput data ingestion pipelines.
- Demonstrates a high level of proficiency in LLM-powered structured extraction, including rigorous testing with Pydantic AI and LLM evaluation frameworks.
- Is an exceptional builder who thrives in a 5-day in-office environment in London, prioritizing engineering fundamentals, shipping velocity, and high-quality system architecture.
Who are Jack & Jill?
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.
Get help with your application
Your very own career expert that helps elevate your application to the next level.
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.
How does this work?
- 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 it's a match and the company wants to meet you, they'll make the intro. In the meantime, if you'd like, Jack will send you excellent alternatives.
We never post fake jobs
This isn't a trick. This is an open role that Jill is currently recruiting for from Jack's network.
Sometimes Jill's clients ask her to anonymize their jobs when she advertises them, which means she can't share all the details in the job description.
We appreciate this can make them look a bit suspect, but there isn't much we can do about it.
Give Jack a spin! You could land this role. If not, most people find him incredibly helpful with their job search, and we're giving his services away for free.
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