Staff Data Scientist - Finance & Accounting

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 the Role:

As a Staff Data Scientist for Finance and Accounting, you will drive data insights strategy for Headway's financial ecosystem. Your mission is to provide a holistic understanding of our financial health and our revenue infrastructure.


You will report into the Data team and support Headway's Insurance Group, a mission critical pillar that ensures the systems behind our insurance platform reliably power patient, provider, and payer experiences. Accurate and complete financial visibility is a core part of our operations and essential to Headway's growth.


You will partner closely with both the Finance department (including Accounting, Strategic Finance, and FP&A teams) and Engineering, Product, and Operations teams in our Revenue Engine R&D pods to improve our revenue infrastructure and financial reporting. You will define the right questions, uncover opportunities, and work cross-functionally to turn insights into measurable improvements in how we track and report financial performance. In doing so, you will provide a timely and trusted view into company performance that shapes our customer experience and supports Headway's path to public company readiness.
What You'll Do:

• Drive insights and decisions through strategic analysis, reporting, and predictive modeling.
• Design a metrics framework that connects our revenue infrastructure to financial outcomes, surfacing gaps in our data and reporting.
• Define and drive the measurement strategy for collections loss. Build the frameworks we use to understand where and why loss occurs, set targets for improvement, and identify the highest-ROI opportunities to reduce loss so they can be translated into cross-functional initiatives.
• Build forecasts that inform staffing decisions and help us estimate how we're tracking against goals.
• Partner cross-functionally to ensure our revenue systems provide the auditability and data traceability we need to be GAAP compliant and audit-ready.
• Translate complex technical findings into clear, actionable recommendations for executive stakeholders.

What We're Looking For:

• 10+ years of experience in data science or analytics roles.
• Working knowledge of core finance and accounting concepts such as how transaction-level data powers financial reporting (P&L, balance sheet, and cash flow statement).
• Experience working with healthcare Revenue Cycle Management (RCM) is strongly preferred.
• Proven success partnering cross-functionally with Finance, Accounting, Product, Engineering, and Operations teams, and collaborating internally across Data Engineering and Data Science.
• Proficiency in forecasting and predictive modeling techniques.
• Experience with data modeling, ideally using dbt.
• Hands-on technical fluency in SQL and Python or R.
• Experience adopting and championing AI-assisted tools to accelerate and automate data workflows.
• Strong communication and stakeholder management skills.

Why This Role is Exciting:

• Help us uncover operational efficiencies that allow us to reinvest in building a better product and more effectively serve our customers.
• Influence the design and evolution of our financial systems, including the revenue sub-ledger and RCM, to ensure full financial visibility and GAAP compliance.
• Partner closely with senior and executive leadership and directly influence company strategy and growth.

Compensation and 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 @findheadway.com 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.