Senior Manager, Data Engineering

About the role

The Senior Manager, Data Engineering will 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.

Responsibilities

• Define and lead the technical strategy for Headway's data infrastructure.
• Partner closely with Data Science, Analytics, Product, and Engineering to deeply understand and anticipate the data needs of a fast-growing healthcare company.
• Own the architecture and reliability of Headway's data platform — including our data warehouse, ingestion pipelines, transformation layer (dbt), and orchestration systems.
• 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.
• Translate complex data decisions into clear, actionable recommendations for executive stakeholders.

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

Qualifications

• Proven track record of delivering high-quality, reliable data systems
• Strong understanding of data warehousing, data pipelines, and data transformation frameworks
• Experience with cloud technologies such as AWS, Google Cloud, or Azure
• Ability to communicate complex technical concepts to non-technical stakeholders
• Experience with data modeling conventions, pipeline observability, SLA frameworks, and data quality monitoring

Skills

• Strong analytical and problem-solving skills
• Excellent communication and collaboration skills
• Experience with data visualization tools and platforms
• Knowledge of data governance and compliance practices

Benefits

• Compensation range: $212,000 - $265,000
• 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