---
title: 'Director of GTM Finance at Headway'
canonical: 'https://feeny.ai/job/director-of-gtm-finance-headway-remote-6y4v9ad7hqvf'
type: 'job'
last_seen: '2026-11-01'
---

# Director of GTM Finance at Headway

- **Company:** [Headway](https://feeny.ai/companies/headway)
- **Location:** Remote
- **Employment:** full-time
- **Work type:** remote
- **Posted:** 2026-10-26
- **Last confirmed live:** 2026-11-01
- **Apply:** https://jobs.ashbyhq.com/headway/f4f2074d-ba04-44c3-802f-2add9fdc6388

## Job 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: The expected base pay range for this position is $169,000-$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.

Comprehensive benefits: Medical, dental, vision, HSA/FSA, 401(k) including match for 2027!, Carrot Fertility reimbursement, and paid parental, medical and caregiver leave.

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.

Headway participates in E-Verify. To learn more, click [here.](https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf)

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](http://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.

## About Headway

## Company Overview
- **One-liner**: Headway is building a new mental healthcare system by creating the first software-enabled national network of therapists who accept insurance, making care affordable and accessible.
- **Entity Type**: Private (Series D)
- **Headquarters**: New York City, New York, USA
- **Founded**: 2019
- **Founders**: Not publicly listed on primary sources

## Core Business
- **Primary industry**: Mental Healthcare Technology / HealthTech
- **Target customers**: B2B (therapists and group practices) and B2C (patients seeking mental health care)
- **Mission or purpose statement**: "To build a new mental healthcare system, rewired for access and affordability." [headway.co](https://headway.co/about-us)

## Products & Services
- **Headway Platform (Provider Side)**: A software platform that enables therapists and psychiatrists to accept insurance, manage billing, and grow their private practice. It removes the administrative burden of insurance credentialing and claims, allowing providers to focus on care.
- **Headway Platform (Patient Side)**: A marketplace where patients can find and book in-network therapists and psychiatrists, with costs as low as $0/session after insurance. The platform handles scheduling, insurance verification, and billing.

## Market Standing
- **Valuation/Market Cap**: Not publicly disclosed (Series D private company)
- **Key Metric**: Over $325 million in total funding raised (Series D) [builtin.com](https://builtin.com/company/headway)
- **Notable Investors/Partners**: Andreessen Horowitz (a16z), Accel, GV (Google Ventures), Spark Capital, Thrive Capital, Forerunner Ventures, and Health Care Service Corporation. [builtin.com](https://builtin.com/company/headway)
- **Growth Signals**: 
  - Network of over 70,000 therapists and psychiatrists across all 50 states [headway.co](https://headway.co/)
  - Over 30 million sessions held [headway.co](https://headway.co/)
  - Served over 1 million patients [builtin.com](https://builtin.com/company/headway)
  - 604 U.S.-based employees (Medium-sized company) [greatplacetowork.com](https://www.greatplacetowork.com/certified-company/7083261)
  - 259 Product + Tech employees [builtin.com](https://builtin.com/company/headway)
  - Named #48 on Fortune Best Workplaces in Health Care™ 2025 (Small And Medium) [greatplacetowork.com](https://www.greatplacetowork.com/certified-company/7083261)

## Competitive Advantages
- **Asset-free network model**: Unlike competitors that build their own clinics, Headway enables existing independent therapists to accept insurance without administrative burden, creating a scalable, capital-light network.
- **Insurance integration**: Partners with 100+ of the nation's top insurance plans, making it the largest mental health provider network in the U.S. [headway.co](https://headway.co/)
- **Software moat**: The platform handles credentialing, billing, and compliance, solving the core reason 70% of therapists don't accept insurance. [headway.co](https://headway.co/about-us)
- **Scale**: With 70,000+ providers and 30M+ sessions, the network effects are significant—more providers attract more patients, and more patients attract more providers.

## Strategic Focus
- **Expanding the provider network**: Continuing to onboard therapists and psychiatrists to increase access and coverage.
- **AI and product innovation**: Actively hiring for roles like "Applied AI Lead" and "Staff Product Manager, AI Patient Experience," indicating a focus on using AI to improve patient matching, scheduling, and care delivery. [headway.co](https://headway.co/careers)
- **Deepening insurance partnerships**: Working with 100+ insurance plans to lower costs for patients and expand in-network access.
- **Scaling the patient experience**: Investing in data science, product management, and engineering to improve the patient journey from search to booking to ongoing care.

## Why Work Here
- **Culture**: 88% of employees say Headway is a great place to work, compared to 57% at a typical U.S. company. [greatplacetowork.com](https://www.greatplacetowork.com/certified-company/7083261)
- **Mission-driven**: Employees are united by the goal of building a new, accessible mental healthcare system. The company highlights that "people are their happiest, healthiest, and best selves when they know their team values them for who they are." [headway.co](https://headway.co/careers)
- **Remote-first with office hubs**: Employees work remotely across the US, with the option to work from offices in New York City, San Francisco, and Seattle. [builtin.com](https://builtin.com/company/headway)
- **Diversity & Inclusion**: The company states a commitment to building a diverse, equitable, and inclusive team, noting it is "a business imperative" and "the right thing to do." [headway.co](https://headway.co/careers)
- **Recognition**: Certified as a Great Place to Work® (88% of employees say it's a great place to work) and ranked #48 on Fortune Best Workplaces in Health Care™ 2025. [greatplacetowork.com](https://www.greatplacetowork.com/certified-company/7083261)
- **Notable perks**: Remote-first culture with optional offices in NYC, San Francisco, and Seattle; strong focus on engineering, data science, and AI roles.

## Sources
1. [headway.co - About Us](https://headway.co/about-us)
2. [headway.co - Careers](https://headway.co/careers)
3. [headway.co - Homepage](https://headway.co/)
4. [builtin.com - Headway Company Profile](https://builtin.com/company/headway)
5. [greatplacetowork.com - Headway Certification](https://www.greatplacetowork.com/certified-company/7083261)

## Other roles at Headway

- [Staff Software Engineer, Provider](https://feeny.ai/job/staff-software-engineer-provider-headway-remote-287ksantb7wf)
- [Senior Manager, Data Science - Provider Growth Product](https://feeny.ai/job/senior-manager-data-science-provider-growth-product-headway-new-york-w6bez80vhfj4) — New York, NY
- [Principal, Commercial Strategy - Care Partnerships](https://feeny.ai/job/principal-commercial-strategy-care-partnerships-headway-new-york-2aq1xkn0wbwv) — New York, NY
- [Manager, Business Recruiting](https://feeny.ai/job/manager-business-recruiting-headway-remote-1ejhk0a1z2tk)
- [Principal, Business Development - Payer](https://feeny.ai/job/principal-business-development-payer-headway-remote-r4pwkfjtrn40)
- [Field Growth Associate, Care Partnerships](https://feeny.ai/job/field-growth-associate-care-partnerships-headway-new-york-paj1vbp593wk) — New York, NY
- [Staff Product Marketing Manager (PMM), Provider Growth](https://feeny.ai/job/staff-product-marketing-manager-pmm-provider-growth-headway-remote-1q5zwrqq5b7j)
- [Staff Product Marketing Manager (PMM), Provider Experience](https://feeny.ai/job/staff-product-marketing-manager-pmm-provider-experience-headway-remote-j0w3pkc4zjkn)
- [Staff Product Marketing Manager (PMM), Patient Growth](https://feeny.ai/job/staff-product-marketing-manager-pmm-patient-growth-headway-remote-hgkc522j258f)
- [Senior Data Engineer](https://feeny.ai/job/senior-data-engineer-headway-new-york-j8dy8ttmxddv) — New York, NY