About the role
1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that. But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens. We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
About
the Role As Senior Manager, Data Engineering, you will define and lead the technical strategy for Headway's data infrastructure.
The team's mission is to build and maintain the reliable, scalable data systems that power analytics, machine learning, and operational decision-making across the company. You will report into Headway's Data organization, a mission-critical pillar that ensures our data assets are accurate, timely, and accessible. Trustworthy data infrastructure is foundational to Headway's growth — enabling every team to build, measure, and improve with confidence. You will partner closely with Data Science, Analytics, Product, and Engineering to deeply understand and anticipate the data needs of a fast-growing healthcare company. You will define the right architectural investments, proactively surface reliability and scalability risks, and use engineering rigor to guide decisions from early design through launch and iteration. You will: Lead and grow a high-performing team of Data Engineers, fostering a culture of technical excellence, ownership, and craftsmanship. Develop quarterly roadmaps with cross-functional partners on Data Science, Operations and Engineering, align Data Engineering resources, and oversee execution of timely, high-quality work. Own the architecture and reliability of Headway's data platform — including our data warehouse, ingestion pipelines, transformation layer (dbt), and orchestration systems. Define and champion engineering standards: data modeling conventions, pipeline observability, SLA frameworks, and data quality monitoring. Partner cross-functionally to design and build the data infrastructure that powers analytics, experimentation, ML models, and operational tooling at scale. Stay close to the work by engaging directly with strategic technical challenges, surfacing gaps in our platform capabilities before they become bottlenecks. Translate complex data decisions into clear, actionable recommendations for executive stakeholders. You will love this role if: You have 8+ years of experience in data engineering or related roles You have 3+ years of experience managing and developing teams You have experience building and scaling data platforms in a high-growth, cloud-native environment (highly preferred) You have proven success partnering cross-functionally with Data Science, Analytics, and Product Engineering You have deep expertise in data warehouse design, pipeline architecture, and transformation frameworks — with the ability to coach others through complex technical trade-offs