Software Engineer applicants have rated the interview process at Headway (NY) with 2.7 out of 5 (where 5 is the highest level of difficulty) and assessed their interview experience as 44% positive. To compare, the company-average is 43.9% positive. This is according to Glassdoor user ratings.
Candidates applying for Software Engineer roles take an average of 28 days to get hired, when considering 18 user submitted interviews for this role. To compare, the hiring process at Headway (NY) overall takes an average of 22 days.
Common stages of the interview process at Headway (NY) as a Software Engineer according to 18 Glassdoor interviews include:
Phone interview: 36%
One on one interview: 29%
Background check: 11%
Skills test: 11%
Group panel interview: 4%
Other: 4%
Personality test: 4%
Presentation: 4%
Here are the most commonly searched roles for interview reports -
I applied through a recruiter. I interviewed at Headway (NY) in May 2025
Interview
I received an email from a recruiter at Headway and went through the whole process, which took about 2-3 weeks from initial contact to an offer. The whole process was pretty standard:
- initial screen with a recruiter; basic questions about the role, your background, and what you're looking for
- Basic tech screen. Practical, non-leetcode problem that can be done in any language.
- 3 part "final interview" which can be done all at once or broken up over a few days:
- part 1 was a systems design interview where you work through designing an airbnb like app. Specifically focuses on "startup scale" and is more about modeling and API design than architecture
- part 2 was a behavioral interview which was pretty standard "tell me about a time.." questions
- part 3 was another coding interview. This wasn't that much harder than the tech screen, though you must do this one in either python or javascript
- After that was just 2 reference checks and meetings with whoever you want to learn more about the company.
Overall the whole process was pretty painless and my recruiter was super communicative every step of the way. Everyone at each stage was real friendly and approachable and seemed to be happy and excited to work at Headway. I think most of the interview rounds weren't unfairly difficult, and focused on real practical skills that would be needed on the job which I was happy to see.
Interview questions [3]
Question 1
Given a list of existing appointments and a time length, find the best available appointment
Had brief system design decision + coding interview through Karat. System design interview was more of what would you decide to use in this situation, and coding interview was similar to design problems in leetcode.
Interview questions [1]
Question 1
What will you do if third-party service consistently fails
Standard algorithm and data structures interview, over Karat. Medium difficulty level, make sure communication is solid and that you finish the problem. Sys design at the beginning, very brief high-level overview.
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), had multiple meetings with managers for team placement, and even had a call scheduled with my recruiter to go over offer details. And then lo and behold the morning of she cancels the call with little warning and then doesn’t give me any update until I reach out first. And she then proceeds to tell me apparently leadership does not have full confidence in my “full picture” and they will not actually be giving me an offer. So be aware that you can do everything right and you won’t be told that you also have to pass some mysterious leadership vibe check or just blatantly lied to and the offer will never actually manifest. I wouldn’t be surprised if they actually decided to just go with an internal candidate or something.