Account Executive

🕒 October 31, 2025

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Headway

201 - 500 employees

Founded 2019

⚕️ Healthcare Insurance

🧘 Wellness

Healthcare Insurance • Wellness

Headway is a platform that connects individuals with mental health providers, helping them find the right fit according to their needs and insurance coverage. By partnering with numerous insurance providers, Headway ensures that users can access mental health care affordably. It offers both in-person and virtual care options, and manages the payment and billing processes for a hassle-free experience. The platform's aim is to simplify the search and access to therapy and psychiatric support for users, allowing them to focus on their mental health without the administrative burdens.

📋 Description

• 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

🎯 Requirements

• 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

🏖️ Benefits

• 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

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