High pay and flexibility, but lack of clients - Anonymous employee Headway (NY) Employee Review

Headway has some of the most thoughtful, collaborative, and genuinely kind people I've worked with. The culture isn't just a talking point — it shows up in how teams communicate, how feedback is given, and how people treat each other day to day. There's a real sense of shared purpose around expanding access to mental health care, and that mission makes the work feel worthwhile.

Headway is scaling quickly, which means you'll sometimes be building the plane while flying it. Processes and structure are actively evolving — but that's also what makes it an exciting place to grow. If you enjoy having a hand in shaping how things work, rather than just following a playbook, there's a lot of opportunity here to make a real impact.

- Some really great, genuine people working here that are committed to the mission. - Early on, they recognized and promoted top performers but this has stagnated.

- Mission is used to take advantage of people and make them feel guilty for setting boundaries. Mental health matters for everyone else. - Overly focused on AI despite glaring issues and serious ethical concerns with AI being even remotely involved in mental healthcare. Forced unreasonably high token usage or else. I remember a strong focus on providing a "human touch" for therapists and clients but that is almost gone entirely, apart from agents offshore who have no understanding of the US healthcare system and it's complexities. - Recent leadership hires are subpar at best. They lack substance and come from companies that no one looks to as examples of good products/services but they try to make Headway just as bad. - High quotas for the sales team to sign new providers without much concern at all for quality, leaving the CX team to clean up the mess while exec blabs on about growth. Headway used to feel different and seemed to want to be different but it's just another cog in the broken US healthcare machine.