Founding AI Engineer
Mission
Becoming people’s most trusted service for saving time, money, and stress on medical bills and health insurance
Medical bills are a massive problem. They are confusing, over 40% contain errors, 17% of claims are denied by insurance, and often represent very large sums of money. As a result, 100 million Americans are saddled with medical debt, and medical bills cause nearly 70% of personal bankruptcies in the US.
Dealing with unexpectedly high medical bills is time-consuming, complex, and stressful. Stuck between their providers, payers, and bill collectors, consumers too frequently have to make numerous phone calls, wait on hold, and even send paper letters and faxes. Appealing insurance denials, resolving billing errors, negotiating bills, and filing out of network claims require expert knowledge that most consumers don't have.
Thanks to AI and new healthcare regulations around data access and price transparency, we can now automate this soul-crushing work and empower consumers to fight back against this broken system. Beyond medical bills, we help people through their entire healthcare journey as they pick their health insurance plans and benefits, or look for care that fits their budget.
Team
MedBill AI is founded by 2 Oscar Health veterans, the first health insurance company built around a full stack technology platform and a relentless focus on serving its members. We joined Oscar pre-product, stayed through the IPO and helped it grow to over 1M members. We've worked across Oscar's entire stack and led many key projects, including its in-house telemedicine platform and claim system, positioning us uniquely to take on MedBill AI. We're proud of how Oscar raised the bar for what people should expect from their health insurance, and we’re excited to have an even larger impact with MedBill AI by taking the side of consumers unequivocally, regardless of their health insurance.
We’re lucky to be backed by the founders and investors at Hugging Face, Oscar Health, TrueBill, CaseText, Forerunner Ventures, Red Sea Ventures, RRE Ventures, and much more. We are well-funded for the next few years.
About the role
What you will do:
Tackle cutting-edge challenges in prompt engineering, language model optimization, and AI system evaluations.
Collaborate closely with Product and Engineering teams to shape and execute our technical roadmap.
Design, develop, and deploy scalable software systems, APIs, and AI-driven features.
What you might work on:
Create and optimize models to identify, categorize, and rectify errors in medical billing and insurance claims.
Build interactive conversational agents and AI-driven user interfaces to simplify healthcare navigation for users.
Collaborate with subject matter experts to embed domain-specific healthcare insights into AI solutions.
About you
Bring 5+ years of engineering experience building and shipping software.
Love exploring the frontier of AI—constantly curious and driven to master prompt engineering, agentic workflows, and evaluating AI performance.
Are mission-driven and passionate about solving meaningful problems with real-world impact.
Thrive in ambiguity, demonstrating autonomy and adaptability in a fast-paced environment.
Think big-picture, designing pragmatic solutions for complex technical challenges.
Communicate clearly and effectively, both verbally and in writing.
Have 10+ years of GPT-4 experience—or, failing that, a good sense of humor.
Bonus points if you have experience with healthcare data, product engineering, machine learning, or web crawling.
P.S. These are ideal qualifications, not minimums. If you don't meet some, you should still apply!
How to apply
If the above piques your interest, and you’re into working in a demanding environment with high ownership, wide scope, and big impact, we want to hear from you. Use the button to apply!