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Headway › Sales & GTM

Account Executive

Headway · Remote · Remote

Pay
$77K
From the posting
Posted
Oct 6, 2026
Tracked open for 21 days
Team
All Cost Centers
Full-time
Headway hiring
92 open roles
9 in sales & gtm
Apply on Headway's site → Alert me about roles like this

Typical account executive pay at startups: $215K median, middle half $156K–$300K (479 posted ranges).

Typical sales & gtm pay at Headway: $90K–$133K — median of 9 listed ranges.

Across all startups we track: $178K–$229K for sales & gtm roles (1,713 listed ranges).

About the role

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.

As a Provider Growth Associate (Account Executive), you’ll have an instrumental impact as we expand Headway across the country. You’ll be directly responsible for scaling our community of therapists and psychiatrists in order to increase access to quality care for those who need it.

As a sales expert in a rapidly scaling environment, you’ll be on the front line of expanding our therapist networks through a full-cycle sales motion. As the first point of contact for prospective providers, you’ll work cross-functionally to translate the insights you glean from your sales process into products and processes that help us execute on our mission.

You'd love this role if:

  • You have 1-3 years experience in consultative sales or consumer sales (bonus points if you’ve done this in a startup environment, or sold to small businesses before)

  • You know how to connect with people whether in person, over the phone, or over email

  • You have a deep work ethic and the desire to continuously improve

  • You like to be challenged and push yourself to get better every day and in every pitch

  • You have thick skin, and are comfortable thinking on your feet, trying new approaches, and bouncing back when things don’t go your way

  • You take a scientific approach to growth, experimenting with a variety of tactics to discover how to generate leads and sell you have the analytical ability to identify which channels warrant more investment, and which we should avoid

  • You want to learn and grow. You view this role as an opportunity to learn from a bright and talented team and are excited to take on more responsibility at Headway over time

  • You believe in our mission

  • You want to work for Headway because you believe in the importance of affordable and accessible mental health care, for everyone

Compensation and Benefits:

  • Salary information is based on a single salary target per role and is differentiated based on geographic location.

    • Group A = $77,000 - New York City, San Francisco/Bay Area, Los Angeles / Orange County Area, San Diego, Seattle, Boston, Austin

    • Group B = $69,300 - Chicago, Denver, Washington DC, Philadelphia, Atlanta, Nashville, Phoenix, and Portland

    • Group C=$61,600 - all other cities

  • Other compensation includes commission. Commission payments are monthly.

  • 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.

Headway participates in E-Verify. To learn more, click here.

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.

From Headway's careers page. First seen Oct 6, 2026, last verified Oct 26, 2026.

Headway hiring momentum

Open roles: 92, up 4 (+5%) over the last 8 days.

Oct 18, 2026 · 88Oct 26, 2026 · 92

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