Staff Data Infrastructure Engineer

Headway•New York, NY

2d•Remote

About The Position

Headway's mission is to build a new mental healthcare system that is accessible to everyone. We have automated the administrative work involved in insurance, such as credentialing, claims, and payment reconciliation. Over 75,000 providers use our software, serving over 1 million patients. We are developing tools for therapists to manage their practices, improving the process of finding a therapist, and investing in platform foundations to support this growth. We are more than just a billing service; we are creating the platform where care is delivered. As a Series D company with over $325 million in funding, we are seeking talented individuals to help us achieve our mission and make this the most meaningful experience of their careers. The Data Platform team at Headway is responsible for building and maintaining our Snowflake data warehouse, data ingestion tools, AWS infrastructure, CI/CD processes, and the overall data developer experience. We are looking for a Staff Data Infrastructure Engineer to architect, lead, and advance the core systems that support our data organization, including new AI-driven workflows for non-technical staff. This role will act as a technical leader for our Data Analytics & Engineering, Product Engineering, and Machine Learning teams. This is not an analytics position.

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, including defining roadmaps for a data platform or infrastructure domain.
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).

Nice To Haves

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 PHI
Greenfield platform development in a high-growth startup
Docker, GitHub Actions, dbt, Spark
Build vs. buy decision-making and vendor evaluation

Responsibilities

Architect, lead, and evolve the foundational systems that power our entire data organization, including new AI-driven workflows being adopted by non-technical staff.
Serve as a technical anchor across our Data Analytics & Engineering, Product Engineering, and Machine Learning teams.
Set technical direction for data infrastructure at a company redefining access to mental healthcare.
Serve as a force multiplier, making data engineers, analysts, and ML practitioners more effective through the systems and standards you put in place.
Own consequential architectural decisions from whiteboard to production.
Build in a fast-paced environment where we ship multiple times per day and measure impact quickly.
Help shape Headway's engineering culture, processes, and documentation with the same rigor we bring to our products.

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