Founding AI Engineer

Remote - Continental US

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💡 Mission

The US healthcare system is complex, error-prone, and financially draining. Medical bills and insurance coverage shouldn’t be this hard to navigate. At Medbill AI, we’re building the one solution every American can turn to for help.

Thanks to AI and new regulations, Medbill AI can fight claim denials, correct billing errors, negotiate bills, and make coverage easier to understand—saving people time, money, and stress. Our goal is simple: to be the #1 platform that empowers all Americans to take charge of their healthcare.

🩺 About Us

Founded by former Oscar Health leaders, we’re a seed-stage company with $17M in funding. We’re lucky to be backed by the founders and investors at Hugging Face, Rocket Money, Oscar Health, TrueBill, CaseText, Forerunner Ventures, RRE Ventures, and 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.

👩‍💻 We'll be most excited if 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.

📢 You don't need to check every single box—if you're passionate, driven, and excited about the impact AI can make on the healthcare system, we'd love to hear from you!

🦸 Working with US

Medbill AI is based in New York. Our team is split evenly between our Chelsea office & the US. We marry the best of in-office culture with the best of a remote-first company.

We’re a team of passionate individuals who show up every day to do the best work of our lives following these principles:

  • Move with Urgency and Focus: Prioritize what matters and find the shortcuts.

  • Own the Outcome: Take initiative and see it through until the end.

  • Commit to Your Craft: Excellence is the standard, care about the details.

  • Play to Win: If we win, Americans win, so we work hard and do what it takes for us to be #1.

  • Feedback is Fuel: Intellectual honesty is at the core of everything we do.

  • We’re One Team: Together, we can achieve things that none of us could on our own.

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Tags: APIs Engineering GPT GPT-4 Machine Learning Prompt engineering

Perks/benefits: Health care

Region: Remote/Anywhere

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