[All remote jobs](https://jobicy.com/jobs.md)[![Headway.co logo](https://jobicy.com/data/server-nyc0409/galaxy/mercury/2021/12/068391a61855fb604bca051cafe3c510.jpeg)](https://jobicy.com/company/headway.md)[Headway.co](https://jobicy.com/company/headway.md) # Account Executive Review the role, location requirements, compensation details, and application process before deciding whether this opportunity fits your next career move. [Apply for this job](#job-application)[View company](https://jobicy.com/company/headway.md)ShareRemote from[USA](https://jobicy.com/job-region/usa.md)SalaryUSD 77k–77k / yrDepartment[Sales](https://jobicy.com/categories/seller.md)EmploymentFull TimeExperienceDirectorPublished28 Oct 2026Apply before27 Nov 2026Listing views40Application actions3Application toolkit ## Make your next move. Prepare your resume, explore your fit, and draft a cover letter for this opportunity. AI Summary ## The role, at a glance. Headway is hiring a Provider Growth Associate (Account Executive) to grow its network of therapists and psychiatrists across the United States. The role owns a full-cycle, consultative sales motion and serves as an early point of contact for prospective providers. Candidates need 1–3 years of sales experience, strong phone and email communication, resilience, and an experimental approach to lead generation. This remote role combines mission-driven healthcare access work with the pace and accountability of a scaling startup sales organization. ## Role DNA A quick view of the complexity, pace, ownership and collaboration implied by the job description. ### Job Complexity 3/5EasyHard ### Pace & Pressure 4/5RelaxedFast-paced ### Autonomy Level 4/5GuidedFull ownership ### Communication Load 5/5IndependentCollaborative AI insightThe role requires managing a full sales cycle, testing outreach approaches, and recovering quickly from rejection. It is accessible to early-career sales professionals but demands strong self-management and consistent performance in a scaling environment. ## Salary analysis Estimated compensation compared with the broader US market for similar roles. Estimated job median (per year)Highly competitive$77,000US market range (per year)$60k–$85k0$93.50k AI insightThe employer lists annual base-salary targets of $61,600, $69,300, or $77,000 USD depending on geographic group; the midpoint is $69,300. Monthly commission is mentioned separately and is not included in the stated base-salary figures. Estimated US market base pay for an early-career full-cycle Account Executive is $60,000–$85,000 per year. ## Core skills Skills and capabilities most closely associated with this opportunity. [Consultative sales](https://jobicy.com/jobs?search_keywords=Consultative%20sales.md)[Full-cycle sales](https://jobicy.com/jobs?search_keywords=Full-cycle%20sales.md)[Lead generation](https://jobicy.com/jobs?search_keywords=Lead%20generation.md)[Prospecting](https://jobicy.com/jobs?search_keywords=Prospecting.md)[Cold calling](https://jobicy.com/jobs?search_keywords=Cold%20calling.md)[Email outreach](https://jobicy.com/jobs?search_keywords=Email%20outreach.md)[Pipeline management](https://jobicy.com/jobs?search_keywords=Pipeline%20management.md)[CRM management](https://jobicy.com/jobs?search_keywords=CRM%20management.md)[Sales discovery](https://jobicy.com/jobs?search_keywords=Sales%20discovery.md)[Objection handling](https://jobicy.com/jobs?search_keywords=Objection%20handling.md)[Relationship building](https://jobicy.com/jobs?search_keywords=Relationship%20building.md)[Sales analytics](https://jobicy.com/jobs?search_keywords=Sales%20analytics.md)[Experimentation](https://jobicy.com/jobs?search_keywords=Experimentation.md)[Healthcare provider sales](https://jobicy.com/jobs?search_keywords=Healthcare%20provider%20sales.md) Sample interview questionsHow would you approach a therapist who is uncertain about accepting insurance through Headway?I would begin with discovery questions to understand the provider's concerns, such as administrative burden, reimbursement reliability, or loss of practice autonomy. I would then connect Headway's credentialing, claims, and payment-reconciliation capabilities to those specific concerns, using clear examples and confirming understanding before proposing next steps. Describe how you would test a new outreach channel for prospective providers. I would define a hypothesis, target segment, message, and success metrics such as response rate, booked meetings, and conversion to qualified opportunity. After running a controlled test, I would compare results with existing channels, document the learning, and either scale, iterate, or stop the tactic based on evidence. Tell us about a time you received repeated rejection in a sales process. How did you respond? I would explain how I separated outcomes from effort, reviewed calls or messages for patterns, sought coaching, and tested a specific improvement. I would emphasize maintaining activity discipline while using feedback to improve the quality of my outreach rather than repeating the same approach. How do you prioritize leads when managing a full sales cycle? I prioritize using fit, intent, urgency, potential impact, and the next committed action. I keep CRM records current, time-block prospecting and follow-up, and focus first on opportunities where timely outreach can advance a qualified provider toward a clear decision. Why do you want to sell for Headway? Headway combines a meaningful healthcare-access mission with a practical solution to a major pain point for providers: insurance administration. I would be motivated by helping therapists and psychiatrists spend less time on operational work and more time delivering care, while developing as a consultative seller in a high-growth environment. Opportunity details ## 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 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.](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](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. 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