Outstanding culture with incredible people
Outstanding culture with incredible people
The culture at Headway is phenomenal — people are genuinely kind, motivated, and mission-driven. The energy across the company is contagious, and you can feel how much everyone cares about what we’re building. The growth trajectory is incredible, and it’s exciting to be part of a team scaling this fast. The onboarding process was one of the best I’ve experienced in tech — thoughtful, well-organized, and designed to set you up for success from day one.
Not many so far. The pace is fast and the company is evolving quickly, so there’s some ambiguity at times—but that’s also part of what makes it exciting.
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Headway Interview Experiences
Director of Engineering
The interview process went through three major rounds and reference checks. The first round, after the recruiter screen, was an in-depth conversation with the hiring manager. After that, there were three interviews on-site: team cultivator, peer le
Software Engineer
I had a call with a recruiter first, then a coding interview with two other software engineers. The question was a standard algorithms and data structures question about finding a time to schedule an appointment, given a list of booked time slots.
Software Engineer
Interviewers beware, prepare to be strung along and duped at the last moment. I was told I passed all my interviews with strong feedback, passed all my reference checks (which, what company asks for real reference checks in this day and age?), and h
Director of Engineering
United StatesNovember 1, 2024The interview process went through three major rounds and reference checks. The first round, after the recruiter screen, was an in-depth conversation with the hiring manager. After that, there were three interviews on-site: team cultivator, peer le
Software Engineer
United StatesSeptember 24, 2025I had a call with a recruiter first, then a coding interview with two other software engineers. The question was a standard algorithms and data structures question about finding a time to schedule an appointment, given a list of booked time slots.
Software Engineer
United StatesSeptember 17, 2025Interviewers beware, prepare to be strung along and duped at the last moment. I was told I passed all my interviews with strong feedback, passed all my reference checks (which, what company asks for real reference checks in this day and age?), and h
