# Director of GTM Finance  at Headway

Headway is hiring a Director of GTM Finance  for a remote role open to applicants in United States. It pays $169k-$265k a year and Level rates it Little AI ●○○○; you can [apply on Headway](https://jobsbylevel.com/go/edf0f013-14c8-4875-821c-0b1575490ddd?utm_medium=ai-agent).

AI Level 1, AI centrality 32 out of 100. Remote (Remote).

## Details

- Company: [Headway](https://jobsbylevel.com/companies/headway)
- AI level: AI Level 1 (score 32 out of 100)
- Location: Remote (Remote)
- Salary: $169k-$265k
- Posted: October 26, 2026
- Apply: https://jobsbylevel.com/go/edf0f013-14c8-4875-821c-0b1575490ddd?utm_medium=ai-agent
- Free CV review for this job: https://jobsbylevel.com/cv-review?job=director-of-gtm-finance-at-headway-08f2e4

## Description

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 90,000 providers across all 50 states run their practice on our software, serving over 2.6 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, and building much of it with AI. 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. Headway is deploying hundreds of millions in capital across two growth engines — provider acquisition and patient acquisition. On the one hand, the two engines are economically distinct — different funnels, different metrics, different payback profiles. On the other hand, there are deeply interrelated components between the motions that (1) make the Headway marketplace work and (2) drive our ability to build a better mental healthcare system that everyone can access. We're looking for a Director of GTM Finance to drive our financial decision making for these two growth engines. You're responsible for capital deployment, evaluating our return on investment, and helping our business leaders make good growth decisions. Ultimately your work is a critical enabler to helping providers find Headway and patients find high quality care. What You'll Own The revenue model and forecast. Own Headway's revenue model end to end – the driver-based architecture connecting providers, patients, funnel conversion, retention, and utilization to booked revenue. Capital allocation and unit economics. Facilitate smart capital allocation decisions across provider growth and patient growth, through deep understanding of CAC, LTV, payback, and channel level performance. Planning and capacity. Run annual planning and monthly forecasting across GTM functions. You own GTM headcount, ramp, and capacity planning in partner with business leadership. Team and function building. Hire, coach, and grow a high-impact GTM Finance team. Set the analytical bar, define roles and DRIs, and build the infrastructure the function runs on – models, dashboards, agentic workflows, and reporting alongside the Data team. You'd Be a Great Fit If… You've owned the forecast and capital deployment for a growth business operating at meaningful scale. You know growth economics cold, and you're obsessed with what's underneath the average. You move fluidly between a single channel's payback curve and the company-level view of where capital should go, building trust in business leadership on financial decision making. You make business leaders better at deciding, not just better at reporting. You lead a team you'd want to work for. You've managed and grown teams, you set a high bar and coach to it, and you're genuinely energized by developing people. You see AI as a competitive advantage for finance, not a feature to explore someday. You actively use AI tools to compress analysis and reporting cycles, sharpen scenario work, and get to insight faster — and you bring that orientation to how you build the function around you. You bring structure to ambiguity — fast. You set a defensible assumption, name it as an assumption, revisit it when the data comes in, and leave every process more rigorous than you found it. Compensation and Benefits: The expected

The description is cut here. Read the full offer: https://jobsbylevel.com/jobs/director-of-gtm-finance-at-headway-08f2e4

Source: https://jobsbylevel.com/jobs/director-of-gtm-finance-at-headway-08f2e4

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