Staff Data Infrastructure Engineer

About the role

Headway is a Series D company focused on building a new mental healthcare system accessible to everyone. Our mission is to eliminate barriers to mental health care by automating administrative tasks and providing innovative tools for therapists and patients.

Responsibilities

• Architect, lead, and evolve foundational systems for the data organization, including new AI-driven workflows.
• Drive technical strategy and cross-functional alignment, defining roadmaps for data platform or infrastructure domains.
• Lead technical initiatives end-to-end across multiple teams and codify engineering standards.
• Maintain and scale pipeline orchestration infrastructure (Airflow/Astronomer).
• Design and operate cloud infrastructure at scale (AWS preferred) using infrastructure-as-code (Terraform, Pulumi, AWS CDK).
• Ensure data security and compliance in regulated environments, especially in mental healthcare settings.

Requirements

• 10+ years as a Data Platform Engineer, Software/Infrastructure Engineer specializing in data, or Data Engineer in a high-code, high-scale environment.
• Track record of driving technical strategy and cross-functional alignment.
• Deep expertise building full-stack data platforms: data warehousing, ingestion pipelines, orchestration, monitoring and alerting, CI/CD, developer tooling, cloud infrastructure, and third-party integrations.
• Architectural fluency in warehouse design patterns, performance tuning, cost management, and permissions strategies on MPP analytics databases (Snowflake strongly preferred; Databricks, BigQuery, or Redshift also relevant).
• Experience leading technical initiatives end-to-end across multiple teams and codifying engineering standards.
• Proficiency designing and operating cloud infrastructure at scale (AWS preferred) using infrastructure-as-code (Terraform, Pulumi, AWS CDK).
• Strong Python engineering skills; solid SQL foundations; comfort with distributed systems.
• Experience maintaining and scaling pipeline orchestration infrastructure (Airflow/Astronomer preferred).
• Mentorship track record growing junior and mid-level engineers.

Qualifications

• Agentic Data Engineering (automating data infrastructure tasks, auditing permissions, optimized CI).
• APM and observability tooling (DataDog, New Relic) and data quality/observability frameworks.
• ETL/ELT best practices at scale.
• Data security and compliance in regulated environments, especially PHIG.
• Docker, GitHub Actions, dbt, Spark.
• Build vs. buy decision-making and vendor evaluation.

Skills

• Technical leadership and organizational skills.
• Ability to set technical direction and align teams.
• Expertise in data warehousing, ingestion pipelines, orchestration, and cloud infrastructure.
• Experience with cloud platforms like AWS and infrastructure-as-code tools.
• Strong Python and SQL skills.
• Experience with distributed systems and pipeline orchestration.
• Strong mentorship and leadership qualities.

Benefits

• Compensation range: $212,000 - $265,000 based on qualifications and experience.
• Comprehensive benefits package including medical, dental, vision, HSA/FSA, 401K, work-from-home stipend, therapy reimbursement, parental leave, and training and development opportunities.
• E-Verify participation.