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.
Back to all jobs
Find a job with Jack
This job is no longer actively hiring. Open Roles to see active jobs.
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.
About this role
Role overview
About the company
Usemaia
Healthcare1-10 employees
Usemaia.com - AI-powered medical coding infrastructure
What you'll do
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 you are
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
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.
Jack & Jill
How Jack & Jill work together
I get to know what you’re great at, then find roles you’d never find yourself.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.
I recruit from Jack’s network and make the intro when I spot a great match.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.
Meet Jack
Jack gets to know what you're great at and what you want next, then searches 15 million jobs daily and helps you discover roles at companies like this.
How does this work?
Tell Jack what you want
He learns what great work looks like for you, then scans 15M jobs every night to find your best matches.
Reply to refine your search
React to roles in-app or by email. Jack adjusts, tracks applications, and keeps improving the more you share.
Land the role
Mock interviews, salary benchmarking, and coaching calls. Free for candidates.