Jobs · Engineering · New York

Founding Engineer

Overdrive Health (YC W26) · New York, NY · 4 mo ago
On-siteEngineering$150/hrFull-time

The Role

You'd be the first engineering hire, working directly with Michael to build and expand the AI systems that power our billing operations. This is not a research role. Our agents are already in production handling real claims and real money. You'll be shipping code that has a direct, measurable impact on revenue from day one.

What You'll Do

  • Build and iterate on AI agents that automate core billing workflows (insurance phone calls, claim follow-ups, denial appeals, benefit verification, document extraction)
  • Design and maintain backend systems, data pipelines, and integrations with healthcare and insurance infrastructure (payer portals, clearinghouses, EHR/ePCR systems)
  • Make foundational architectural decisions that will scale as we expand into new medical billing verticals
  • Build internal tooling to support our operations team and close the feedback loop between human billers and AI agents
  • Work directly with our billing team to understand where automation creates the most leverage, then ship solutions quickly

What We're Looking For

  • Strong backend engineering fundamentals. You're comfortable designing systems, writing reliable production code, and debugging hairy problems across the stack.
  • Experience building with LLMs or AI agents. You've put something into production, not just prototyped in a notebook.
  • Bias toward shipping. We're a small team with a fast feedback loop; you care more about solving the problem than perfecting the abstraction.
  • High agency. You'll often be deciding what to build, not just how to build it.
  • You've built entire systems yourself, don't need detailed specs or product managers, and take full ownership over your projects.
  • Python proficiency (our stack is Python-heavy). Nice to Have: Experience in healthcare, billing, insurance, or other heavily regulated industries; Background working with telephony systems (Twilio, SIP), document processing, or workflow automation; Previous early-stage startup experience; You use tools like Cursor and Claude Code effectively, and can write good code without them.

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