Headway Company Culture & Values

Describe your sales team culture in one word. Why did you choose that word?
Invigorating. Our team isn’t just focused on hitting goals — we’re helping reshape how mental health care is accessed and delivered in this country, one provider at a time. What makes the Headway sales team invigorating is our combination of drive, collaboration and shared purpose. As empathetic consultants, we support clinicians in building thriving practices that serve communities often left behind. With a product that’s free for providers and patients alike, every conversation is rooted in purpose. Each provider we bring on opens a new pathway for someone to get the mental health support they need — that’s the “why” behind every call we make. We win together by staying grounded in empathy, acting with context and always aiming for 10x impact. This isn’t just sales — it’s the frontline of change.

What are your team’s traditions or growth opportunities, and how do these traditions help team members connect, evolve and stay motivated?
We’re a close-knit team that holds ourselves to an Olympic performance standard — and we celebrate growth with just as much intensity as we pursue it. Our culture encourages us to act like Headway owners and go where we’re needed, which is a mindset that extends beyond role boundaries. Whether it’s earning a promotion in just eight months or stepping up to solve cross-functional challenges, we’re empowered to stretch our skills and follow our interests.

We stay connected through everything from attending Yankees games and happy hours to painting nights and virtual coffee chats. Our Growth Awards and cultural shoutouts highlight the way our values show up in real work. Our Century Club celebrates the individuals who had the largest sales impact every six months. And at HeadAway, our annual companywide offsite, we reflect on how our team’s daily actions shape the broader company’s success. These shared moments keep us energized, grounded and motivated to grow together.

How does a strong team culture make you feel more connected to your day-to-day work?
A strong team culture makes me feel like my work matters — not just to our goals but to the people around me and the customers we’re serving. I’m part of a team that sets a high bar, and that motivates me to meet it — not out of pressure, but pride. I’m trusted to take initiative, stretch beyond my role and contribute in ways that align with what I care about.

Culture shows up in our day-to-day: the way we celebrate small wins, share candid feedback and coach each other through challenges. Feedback isn’t just accepted — it’s baked into our cultural principles through FUEL (which stands for feedback uplifts every level), and it helps me grow faster. I feel supported, seen and energized knowing I’m surrounded by people who care just as much about doing excellent work as they do about each other.