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