The people are the single biggest reason I'm here. High empathy, high EQ, high grit, low ego. It's a combination that I haven't seen anywhere else, and it shows up in how people work together: candor without politics, ambition without elbows. Feedback flows in both directions, and disagreements get worked out on the merits.
The culture is genuinely anti-political. Decisions get made on substance rather than territory, and the bar for being a good colleague is high. If you've worked at places where the hardest part of the job was navigating internal dynamics, Headway will feel different.
We've made real, meaningful progress on becoming an AI-native company. Not the surface-level "we use Claude Code" version, but actual investment in how AI changes how we build, operate, and serve patients and providers. Leadership is putting weight behind it, ICs are getting tools and runway, and the work is changing in concrete ways.
The mission is real. We're moving access to mental healthcare in a market where most players talk a good game and don't deliver. The work matters, the numbers are big, and the impact compounds.
We're growing fast, and the organization is moving fast to match. That comes with real growing pains: norms and processes are still forming in places, priorities shift as the business scales, and cross-team coordination gets harder as we add surface area. If you need a fully built operating system on day one, the rate of change will feel uncomfortable. If you're energized by helping build the system as you go, it's an asset.
Do not interview here. Current employees should also be wary. I passed the first hour interview and the 3 hours of the panel round. I was informed that I passed the panel round, my references were completed, and I was going to have a chat with someo
Recruiter reached out to me. They don't even do their own interviews, they outsource to a company in India. The interviewer was very disinterested, not collaborative at all, they just asked the question they were told to ask, told you time is up for
Interviewed for the security team. They want a software engineer with a security interest. Avoid this company, as they lack a vision or roadmap of what they want in their security program.
Do not interview here. Current employees should also be wary. I passed the first hour interview and the 3 hours of the panel round. I was informed that I passed the panel round, my references were completed, and I was going to have a chat with someo
Recruiter reached out to me. They don't even do their own interviews, they outsource to a company in India. The interviewer was very disinterested, not collaborative at all, they just asked the question they were told to ask, told you time is up for
Interviewed for the security team. They want a software engineer with a security interest. Avoid this company, as they lack a vision or roadmap of what they want in their security program.