Strategic Finance Manager

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.

As a Strategic Finance Manager, you will sit within the Strategic Finance GTM team and own the financial analysis underpinning Headway's two-sided marketplace - where provider supply, patient demand, and appointment economics have to work together for durable growth. You'll bring a marketplace operating lens to forecasting, retention analysis, and strategic problem-solving.

This is a highly cross-functional role for someone who thrives at the intersection of financial analysis and strategic decision-making. You'll build models, track performance, and surface insights that drive appointment volume, retention, and long-run unit economics.

You will:

• Lead deep-dive analyses to identify root causes of marketplace performance - monitoring trends, surfacing early signals across provider utilization and patient retention, and partnering with product, growth, and operations teams to drive action

• Build and maintain functional operating models for Provider and Patient, and drive ongoing budgeting and forecasting processes for the function

• Lead deep dives to identify business problems, perform root cause analysis, and develop strategies for accelerating progress — monitoring trends, surfacing early signals of de-averaged performance, and partnering with product, operating, and growth teams to address issues and scale successful behaviors

• Partner cross-functionally to surface insights and support strategic decision-making

• Develop dashboards, reporting, and executive-ready materials to communicate progress against goals

You’d be a great fit if:

• You have 6+ years of professional experience, ideally in a mix of financial services (Investment Banking / Consulting / Private Equity) and highly analytical roles at a fast-growing tech company (Strategic Finance)

• You are highly proficient in Google Sheets (advanced formulas) and Looker (or similar BI tools) and comfortable working with large datasets

• You are detail-oriented and have a “measure twice, cut once” approach when working with financial data

• You actively use AI tools in your day-to-day work - whether that's accelerating analysis, building smarter models, or surfacing insights faster.

• You’re excited to work cross functionally with the business teams to develop a greater understanding of function-specific efficiency metrics and help course-correct where necessary

• You take ownership and are a resourceful self-starter—you proactively seek context, solve ambiguous problems, and anticipate stakeholder needs

• You communicate complex insights clearly, tailoring your message for different audiences (finance vs. business/product partners)

• You thrive in a fast-paced, cross-functional environment and enjoy collaborating with Provider, Patient, product, and growth teams

• You are excited about joining a mission-driven company and driving marketplace efficiency and durable growth to improve mental healthcare access

Compensation and Benefits:

The expected base pay range for this position is $152,000 - $200,000, 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 https://headway.co/careers. 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.