Senior Manager, Data Engineering

About the role

The Senior Manager, Data Engineering 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.

The role reports into Headway's Data organization, which is a mission-critical pillar ensuring data assets are accurate, timely, and accessible. The candidate will partner closely with Data Science, Analytics, Product, and Engineering to deeply understand and anticipate the data needs of a fast-growing healthcare company.

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.

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

• Bachelor's degree in Computer Science, Data Science, or a related field
• Strong understanding of data warehousing, data modeling, and database management systems
• Experience with data integration, ETL processes, and data transformation tools (e.g., dbt, Apache Airflow)
• Knowledge of cloud technologies (AWS, Google Cloud, Azure) and experience with cloud-based data architectures
• Experience with data governance, data quality, and data security practices
• Ability to communicate technical concepts to non-technical stakeholders

Skills

• Strong problem-solving skills
• Excellent communication and collaboration skills
• Ability to manage multiple projects and priorities simultaneously
• Experience with data visualization tools (e.g., Tableau, Power BI)
• Experience with data engineering tools and platforms (e.g., Kubernetes, Docker, Terraform)

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