Director of GTM Finance
Headway
Summary
Headway is deploying hundreds of millions in capital across two growth engines — provider acquisition and patient acquisition. 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.
Job description
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.
- 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.
Requirements
- Owned the forecast and capital deployment for a growth business operating at meaningful scale
- Strong command of growth economics
- Ability to advise business leaders on investment decisions
- Experience managing and growing teams
- Active use of AI tools to accelerate analysis, scenario planning, and reporting
- Comfort working through ambiguity
Benefits
- Equity Compensation
- Medical, Dental & Vision
- HSA / FSA
- 401(k)
- Work-from-Home Stipend
- Therapy Reimbursement
- 16-week Parental Leave
- Fertility Benefits
- 13 Paid Holidays
- Holiday Break
- Flexible PTO
- Employee Assistance Program
- Professional Development
Company overview
Headway is a technology-driven mental health care platform that connects patients with therapists and mental health professionals. The company operates as a digital healthcare provider, focusing on making mental health services more accessible and affordable. Headway's platform streamlines the process of finding in-network therapists, handling insurance verification, and managing appointments, thereby reducing barriers to mental health care. The company works with a network of licensed therapists and counselors across various specialties, offering services for individuals, couples, and families. By leveraging technology to simplify administrative processes, Headway enables mental health professionals to focus more on patient care while expanding access to services for those seeking treatment. The platform addresses critical challenges in mental health care delivery, including insurance complexity, provider availability, and appointment scheduling efficiency. Headway represents the growing trend of digital health solutions that combine healthcare delivery with technology infrastructure to improve patient outcomes and provider experiences in the mental health sector.