Director, Engineering (Patient)

Date PostedMay 21, 2026LocationNot specifiedCompanyHeadwaySalary$264,000 to $330,000TypeSenior Level

Job Summary

The Director of Engineering (Patient) will lead and scale the engineering team responsible for matching patients with therapists. This role involves developing an ML-powered ranking system and defining technical strategies to improve patient outcomes within a complex three-sided marketplace. You will lead 3 Engineering Managers and manage an organization of approximately 30+ engineers.

Responsibilities

  • Set engineering strategy for patient experience
  • Lead 3 Engineering Managers and scale the team to 30+
  • Co-own patient funnel and business metrics
  • Drive ML-powered ranking and activation systems
  • Establish engineering standards and AI development culture

Required Skills

  • 10+ years software engineering experience
  • 5+ years managing engineering managers
  • Experience with marketplace search/ranking algorithms
  • ML-powered product lifecycle management
  • Scaling engineering organizations in high-growth phases

Job Details

The Problems You'll Solve: - Build an ML-powered matching system from the ground up to replace current filter-based systems, incorporating provider communication style, expertise signals, and patient outcome data. - Rearchitect team topology as the product evolves, managing the transition of ownership boundaries between ranking, activation, and onboarding pods. - Scale the organization from approximately 18 to 25+ engineers while maintaining velocity and quality. - Establish an operating model where engineering, product, and data science jointly co-own patient funnel metrics (intake-to-match, match-to-book, book-to-retained). - Set concrete standards for AI-assisted development and define the AI/ML product strategy regarding model usage, explainability, and building patient trust. Key Responsibilities: - Set engineering strategy for the core patient experience in partnership with Product and Data Science leadership. - Lead 3 Engineering Managers; scale the org from approximately 18 to 30+ engineers over the next 18 months. - Co-own patient funnel metrics with Product and Data counterparts. - Drive delivery of ML-powered ranking, reimagined patient onboarding, and patient activation systems. - Build an engineering culture with clear standards for velocity, quality, and technical excellence. Required Experience: - 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. - Scaled an engineering organization through a high-growth phase (25+ to 50+) while maintaining velocity and quality. - Technically strong in architecture calls on ranking/ML systems, marketplace infrastructure, and consumer-facing surfaces. - Experience shipping ML-powered product features at consumer scale. - Track record of moving business metrics through engineering-product partnership. - Comfort working in a regulated industry, reasoning about bias, explainability, and patient safety in ML systems. - Practiced perspective on AI-augmented engineering workflows.