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VP of Engineering at Usemaia

Usemaia.com is looking for a hands-on VP of Engineering to lead the technical foundation of their AI-powered healthcare infrastructure. This is a unique 'builder-first' role where you'll spend 80-90% of your time coding and architecting systems that automate medical billing, moving the needle for real providers. With meaningful equity (1-2%) and a post-revenue product already in market, this is your chance to shape a category-defining company from the ground floor. If you have deep Java/TypeScript experience and have scaled products from early traction to thousands of users, Maia wants to talk to you.

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Usemaia

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Location

Europe, United States / Remote

Compensation

Not Disclosed + Equity

Company

Usemaia

See Open Roles

Role overview

Join Maia as our first senior technical leader to architect the future of healthcare payments. You will be a hands-on builder owning 80-90% of the code while leading a small team. You'll scale our Java/TypeScript backend and AI pipelines, integrating directly with EHRs to automate complex medical billing workflows for growing healthcare practices.

Healthcare1-10 employees

Maia is an AI-powered medical coding assistant designed specifically for orthopedic practices. The platform automates CPT coding, reduces claim denials, and helps providers recover lost revenue. Maia leverages artificial intelligence to maximize CPT billing, uncover negative billing patterns, boost accuracy, reduce errors, and increase operational efficiency for small and mid-sized medical practices.

What you will do

  • Architect and write production-grade code daily using Java and TypeScript across backend services and AI integration pipelines.
  • Own the end-to-end DevOps lifecycle including AWS/Azure infrastructure, CI/CD workflows, and EHR integrations via FHIR and proprietary APIs.
  • Design and implement AI evaluation frameworks to track model accuracy, benchmarking, and regression testing for medical coding decisions.

Who this is a fit for

  • Has 5+ years of engineering leadership experience with a proven track record of scaling products from hundreds to thousands of users.
  • Possesses deep technical expertise in Java and TypeScript with hands-on experience shipping integration-heavy products and managing cloud infrastructure.
  • Demonstrates a builder-first mentality, comfortable operating with ambiguity and moving between high-level strategy and deep technical debugging.

Why this role is remarkable

  • Significant ownership as the first senior technical hire with 1-2% equity in a post-revenue startup with real customer traction.
  • High-impact technical challenge building custom AI models and infrastructure that replaces manual, error-prone human processes in a multi-billion dollar market.
  • Direct influence on the engineering foundation, moving from early traction to scaling for thousands of users alongside a founding team from UnitedHealth Group.

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Jill is the AI recruiter working for the company. She recruits from Jack’s network.

If your profile’s a match and Usemaia wants to meet, Jill will make the intro. In the meantime, Jack will send you excellent alternatives.

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