Strategic Finance Lead, GTM

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 Lead, GTM, you will sit within the Strategic Finance team and play a critical role in ensuring capital is deployed efficiently across Provider and Patient Growth initiatives. 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 guide how we allocate resources and scale our GTM investments.

You Will

• Build and maintain financial models to assess GTM investment efficiency, scenario plan, and evaluate trade-offs across growth initiatives

• Own budgeting and forecasting processes for GTM spend, partnering with budget owners to align plans with strategic priorities.

• Analyze operating KPIs and funnel data to evaluate unit economics, channel performance, and overall GTM effectiveness

• 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 4+ years of professional experience, ideally in a mix of financial services (Consulting / Equity Research / Private Equity) and highly analytical roles at a fast-growing 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’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 are excited about AI and how it's reshaping finance, and you actively explore and apply AI tools to drive faster insights, greater efficiency, and smarter decision-making

• You communicate complex insights clearly, tailoring your message for different audiences (finance vs. marketing)

• You thrive in a fast-paced, cross-functional environment and enjoy collaborating with marketing, finance, and growth teams

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

Compensation and Benefits:

The expected base pay range for this position is $131,750 - $165,000, 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 3