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HeadwayHeadway

Senior Manager, Data Engineering

Lead and scale Headway's data engineering team, owning architecture for data warehouse, pipelines, dbt transformations, and orchestration to power analytics, ML, and operations. Requires 8+ years data engineering experience and 3+ years managing teams.

About the job

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

Nice-to-Haves

  • Experience with dbt and orchestration systems

Compensation & Benefits

  • Base salary range: $212,000 - $265,000
  • Equity compensation eligibility
  • Medical, Dental, and Vision coverage
  • HSA / FSA
  • 401K
  • Work-from-Home Stipend
  • Therapy Reimbursement
  • 16-week parental leave
  • Carrot Fertility annual reimbursement and membership
  • 13 paid holidays + Holiday Break
  • Flexible PTO
  • Employee Assistance Program (EAP)
  • Training and professional development

Skills

Data Engineering, Data Warehouse Design, Pipeline Architecture, dbt, Data Modeling, Pipeline Observability, Data Quality Monitoring, Cloud-Native Architecture, Team Leadership, Cross-Functional Collaboration

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