Senior Manager, Data Engineering

Headway • New York, NY

4d • Remote

About The Position

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.

Requirements

• 8+ years of experience in data engineering or related roles
• 3+ years of experience managing and developing teams
• Experience building and scaling data platforms in a high-growth, cloud-native environment (highly preferred)
• Proven success partnering cross-functionally with Data Science, Analytics, and Product Engineering
• Deep expertise in data warehouse design, pipeline architecture, and transformation frameworks — with the ability to coach others through complex technical trade-offs

Responsibilities

• 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.

Benefits

• Equity compensation
• Medical, Dental, and Vision coverage
• HSA / FSA
• 401K
• Work-from-Home Stipend
• Therapy Reimbursement
• 16-week parental leave for eligible employees
• Carrot Fertility annual reimbursement and membership
• 13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st
• Flexible PTO
• Employee Assistance Program (EAP)
• Training and professional development

What This Job Offers

• Job Type: Full-time
• Career Level: Manager
• Education Level: No Education Listed