Engineering Manager (Provider)

Headway•New York, NY

4d•Remote

About The Position

Headway is building a new mental healthcare system that makes care accessible to everyone by addressing the barrier of insurance. We have automated the administrative work involved in credentialing, claims, and payment reconciliation. Over 75,000 providers in all 50 states use our software, serving over 1 million patients. We are developing the best tools for therapists to manage their practices, reimagining the process of finding a therapist, and investing in platform foundations for scalability. We are more than just a billing solution; we are becoming the platform where care is delivered. As a Series D company with over $325M in funding, we are seeking exceptional individuals to help us achieve our mission and make this the most meaningful experience of their careers. Join us to improve mental healthcare. About Engineering at Headway: Software is essential to building a new mental healthcare system at Headway. Our guiding principles include: * **Focus on the mission:** We see software as a tool for positive change, not an end in itself. We build software to empower patients and therapists to overcome challenges. * **Ship small, learn fast:** We are creating novel products and believe in rapid iteration through quick shipping to understand user needs. * **Everything is a product:** We treat all our creations, from patient search to developer productivity tools, as products with end-users in mind. * **Optimize for trust:** We encourage continuous learning and foster a safe environment where engineers can ask questions and discuss mistakes. Tools we use: * Languages: Python 3, TypeScript * Libraries & Frameworks: FastAPI, SQLAlchemy, React, Remix, Next.js * Datastores: Postgres, Redis * Infrastructure: AWS (Fargate, ECS, S3, and more), Spark and Kafka * Monitoring: Datadog, PagerDuty, Sentry * Version Control: Github * Vulnerability Management: Snyk, Semgrep * Cloud Security: Lacework * AI Tools: Cursor, Claude, Gemini, Eddy (our in-house cloud agent harness) About these roles: Headway is establishing a national network of therapists who accept insurance, making mental healthcare significantly more accessible. Supporting providers involves not only connecting them with patients but also providing tools for easy, confident, and compliant practice management. Our providers are central to Headway's mission, and an intuitive platform is crucial for their success and patient care quality. This role is key to our providers' daily lives, focusing on saving them time, simplifying documentation, and ensuring compliance. As an engineering leader at Headway, you will lead and develop engineering pods focused on provider experiences through people management, strategic planning, and technical guidance. You will define team objectives, operational strategies, support structures, and drive best-in-class user experiences that significantly impact our growth and ability to meet startup demands. We are hiring two Engineering Managers for the Provider group: * **Care Delivery EM:** This team is building the real-time clinical intelligence layer for every provider session, including a live client sidebar for telehealth, in-home, and calendar visits, and a clinical copilot for querying notes and transcripts via chat. This is a 0→1 team defining AI-assisted care delivery at scale, offering high ownership, greenfield product development, and a direct impact on patient outcomes with over 60,000 providers. * **Group Practices EM:** This team supports a significant portion of our provider network with specific needs for practice management. They are responsible for growing the Group Practices segment and enabling group practice providers and their administrative staff to operate efficiently on Headway.

Requirements

3+ years of experience as an experienced Engineering Manager
3-5+ years of experience as a Software Engineer
Strong product mindset and experience building strong cross-functional relationships that drive optimal user experiences and build trust with users
Strong technical foundation to ensure the team makes appropriate technical decisions
Track record of building and leading high-performing teams that have effectively delivered business outcomes through technical investments
Track record of working well across teams and functions
BS, MS in Computer Science or related field

Nice To Haves

Prior experience with Python and React
Prior experience working with AWS infrastructure
Experience in health tech
Experience building user-facing products
Experience building or managing teams that ship AI-powered product features, particularly in high-trust domains like clinical tools or financial systems

Responsibilities

Lead and grow engineering pods focused on provider experiences through people development, strategic planning, and hands-on technical support or guidance.
Define team objectives, operational strategies, and support structures to drive best-in-class user experiences.
Partner closely with cross-functional stakeholders (Engineering Leadership, Product, Marketing, RevOps, Design) to build systems enabling rapid experimentation and long-term scale.
Drive team alignment on process, prioritization, and product outcomes.
Develop and grow team members through weekly 1-1s, mentorship, and feedback.
Work with and help develop aspiring engineering leaders within the engineering team.
Contribute to the broader company strategy and product roadmap.
Actively shape how the team uses AI tools, understanding where AI accelerates engineering work and guiding engineers in developing genuine AI fluency.
Contribute to the development of AI-assisted code review, LLM-powered features, and rethinking automation workflows, with a focus on responsible implementation in a healthcare context.