Senior Manager, Data Science - Finance & Accounting

Headway
San Francisco, US
Hybrid

Job Description

About the Role

As Senior Data Science Manager for Finance and Accounting, you will define and lead the data insights strategy for Headway's financial ecosystem. The team's mission is to provide a holistic understanding of our financial health and our revenue infrastructure.

You will report into Headway's Platform 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 Engineers and Product Managers in our Payments and Billing Infra 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, your team 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

  • Lead and grow a high-performing team of Data Scientists, fostering a culture of technical excellence and strategic thinking.
  • Develop quarterly roadmaps with cross-functional partners, align Data Science resources, and oversee execution of timely and high-quality work.
  • Drive insights and decisions through strategic analysis, reporting, and predictive modeling.
  • Build a metrics framework that connects our revenue infrastructure to financial outcomes, surfacing gaps in our data and reporting.
  • Deep dive into areas we don't fully understand to segment our data and understand where there's opportunities to improve efficiency and mitigate loss.
  • Partner cross-functionally to ensure our revenue systems provide the auditability and data traceability we need to be GAAP compliant and audit-ready.
  • Stay close to the data by tackling strategic projects yourself, identifying underlying trends and areas of opportunity.
  • Translate complex technical findings into clear, actionable recommendations for executive stakeholders.

What We're Looking For

  • 8+ years of experience in data science or analytics roles.
  • 3+ years of experience managing and developing teams.
  • 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 subledger 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

Skills & Requirements

Technical Skills

PythonRSQLdbtforecastingpredictive modelingAI-assisted toolscommunicationstakeholder managementfinanceaccountinghealthcare

Salary

$212+

year

Employment Type

FULL TIME

Level

senior

Posted

3/28/2026

Apply Now

You will be redirected to Headway's application portal.