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Sales & Customer Success

Account Executive

Headway.co · United States · full-time · Remote

Sales & Customer Successfull-timeRemoteUnited StatesUSD 77,000 – 77,000 / yearly
SalesDirector
RemoteJobs editorial overview

Strategic Overview

Account Executive at Headway.co is a sales-support opportunity centered on the specialist responsibilities and outcomes described in the employer's listing.

The published role emphasizes work such as You have a deep work ethic and the desire to continuously improve.

The role is listed for United States with remote working arrangement, giving candidates the practical context needed to assess fit before applying. Relevant signals in the listing include Sales, Director.

Job seeker snapshot

Key information at a glance

Role focusSales & Customer Success
LocationUnited States
WorkplaceRemote
Employmentfull-time
Experience1-3 years experience
SalaryUSD 77,000 – 77,000 / yearly
PostedOct 28, 2026
Last seenOct 28, 2026
Role context

About This 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…

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.

What the role delivers

Key Responsibilities & Objectives

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

Required Qualifications & Candidate Blueprint

  • 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 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
Compensation & benefits

Salary & Benefits

Published compensation: USD 77,000 – 77,000 / yearly

  • 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 want to work for Headway because you believe in the importance of affordable and accessible mental health care, for everyone
  • Equity Compensation
  • Medical, Dental, and Vision coverage
  • Work-from-Home Stipend
  • 16-week parental leave for eligible employees
Employer-provided source content

Full Job Description

The following is the complete job description supplied by the source. We sanitize unsafe markup and remove external links, but do not shorten or rewrite the employer's source content.

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 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.

RemoteJobs original analysis

Editor’s Market Perspective (Our Custom Analysis)

Why This Position Matters

This sales-support opening is a useful opportunity for candidates whose experience matches Sales, Director. Its strongest career signal is the scope of the work itself — particularly You have a deep work ethic and the desire to continuously improve — rather than a generic title alone.

Resume & Application Strategy

For the application, mirror the employer's language where it truthfully matches your background: foreground Sales, Director, quantify outcomes from comparable work, and place the most relevant experience near the top of the resume. If the listing specifies tools, platforms, leadership scope, or domain experience, use those exact terms in context instead of presenting an unrelated keyword list.

Source transparencyjobicy

We organize source-provided information into this independent job-seeker overview. Compensation is shown only when the source provides it; the official listing remains the authority for current requirements and application instructions.