Director, Engineering (Patient)

Stack

Responsibilities

• ▹Set AI and engineering strategy for the core patient experience with Product and Data Science leadership
• ▹Lead 3 Engineering Managers; scale the org from ~18 to ~30+ engineers over the next 18 months
• ▹Co-own patient funnel metrics (intake-to-match, match-to-book, book-to-retained) with Product and Data
• ▹Drive delivery of ML-powered matching, reimagined onboarding, and patient activation systems
• ▹Own the AI product roadmap: where to use ML, where to use LLMs, and how to reason about explainability and patient safety
• ▹Build an engineering culture that uses AI both in the workflow and in the product

Requirements

• ▹10+ years of software engineering experience, 5+ years managing engineering managers
• ▹Led engineering for a consumer or marketplace product where search, matching, ranking, or personalization was core to the business
• ▹Shipped ML-powered product features at consumer scale, with sound architecture calls
• ▹A practiced, opinionated perspective on AI-augmented engineering workflows
• ▹Track record of moving business metrics (conversion, retention, engagement) through engineering-product partnership
• ▹Technically credible on ML systems, marketplace infrastructure, and consumer-facing architecture
• ▹Comfort working in a regulated environment, reasoning about bias, explainability, and patient safety in ML systems

Nice to have

• ▹Experience building LLM-based product features (conversational interfaces, intelligent triage, AI-assisted workflows)
• ▹Experience rethinking team structure or hiring profiles in response to AI productivity gains
• ▹Healthcare experience or other regulated industries
• ▹Experience with marketplace dynamics (supply/demand balancing, multi-sided incentive design)

Soft skills

About the company

Headway is building a new mental health care system everyone can access, using technology to simplify finding the right provider, navigating insurance, and managing payments. It is one of the fastest-growing companies in healthcare, with 200,000+ patients and thousands of therapists on the platform, and sees AI as the unlock for its next phase of growth.