Staff Data Engineer

1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.

But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.

We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.

About Data Engineering at Headway

Headway is looking for a Staff Data Engineer to help us get closer to executing our mission: to create access to affordable, quality mental healthcare across the United States.

The Data Engineering Team is the foundational engine of our data-driven organization. We are a high-impact group of engineers focused on delivering reliable, high-quality data assets at enterprise scale. Our work is centered on transforming raw data into business-ready intelligence through robust ETL/ELT pipelines, advanced data modeling, and rigorous data quality frameworks. We operate with a strong engineering discipline, partnering closely with Data Scientists, Analysts, and core Software Engineering teams to ensure data is not just available, but completely trustworthy for every critical decision and product feature.

About this role

As a Staff Data Engineer, you will be a hands-on technical leader, architect, and mentor, responsible for defining the future state of our data infrastructure. This role focuses on setting architectural direction, establishing organization-wide data standards, and driving the design of highly scalable and optimized data models. You will lead complex, multi-functional initiatives, focusing on data quality governance and the maturity of our pipelines. You will be expected to influence our technology choices, mentor other engineers, and act as the primary technical interface between the Data Engineering team and senior stakeholders across the business.

You Will Love This Role If You Have:

• 9+ years of experience in data engineering, with a proven track record of architecting and shipping progressively more complex, large-scale data products.

• Expert-level proficiency in our modern data stack, including Snowflake, dbt, Apache Airflow, and Python. You are capable of defining best practices and architectural patterns across these tools.

• Deep mastery of advanced data modeling techniques and their application within production systems to achieve high performance.

• Architectural Ownership: Proven ability to define the technical roadmap for the entire data platform, working horizontally to influence architectural decisions and technical debt management across multiple engineering teams.

• Engineering Elevation: A strong track record of mentoring, coaching, and elevating the technical skills, code quality, and engineering maturity of other data engineers.

• 2+ years of Marketplace Experience: Prior experience in the marketplace or two-sided platform is a significant plus.

Compensation & Benefits:

The expected base pay range for this position is $212,000 - $265,000, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.

We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.

• Benefits offered include:

  • 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

We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.

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A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at . Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @ email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.