Software Engineer Interview Experience - San Francisco, California
Process
I was reached out to through LinkedIn by a recruiter. The recruiter called me to explain the opportunity more. Then, I had a CodeSignal interview with an engineer a few days later. The Python DateTime library and I have beef, so I botched the interview. But everyone was really nice throughout the process.
The only thing that made me uncomfortable was when I learned about the onsite interview. I never made it to this round, but one of the interviews of the onsite session asks you to draw and explain a project you've led in detail (must be from the past 2 years). You're expected to draw the architecture in a diagram. I wasn't comfortable with this, considering I've only worked on projects through my work over the past 2 years and I've explicitly signed agreements saying I wouldn't share my work with outside sources. I was confused about the purpose of this, considering there is also a separate system design interview as part of their onsite process.
Questions
Given a calendar, insert a new appointment request into an available slot.
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Interview Statistics
The following metrics were computed from 3 interview experiences for the Headway Software Engineer role in San Francisco, California.
Success Rate
Headway's interview process for their Software Engineer roles in San Francisco, California is extremely selective, failing the vast majority of engineers.
Experience Rating
Candidates reported having very good feelings for Headway's Software Engineer interview process in San Francisco, California.
Headway Work Experiences
- 5.0A great company doing good in the worldSoftware Engineer • Current EmployeeSan Francisco, California, United StatesSeptember 17, 2025Pros: Mission-aligned team. Fun work environment.Cons: New leadership that I'm not sure understands the ground floor just yet.
- 5.0Great mission, great people, a bit intenseSoftware Engineer • Current EmployeeNew York, New York, United StatesNovember 25, 2025Pros: Great mission, great people, strong performance, and roadmap.Cons: A bit intense, but hey, we want to actually make an impact. When people care, things usually get a bit intense :)
- 5.0Great company. Amazing culture. Good missionSoftware Engineer • Current EmployeeNew York, New York, United StatesNovember 8, 2024Pros: This company really cares about creating a mental healthcare system that is accessible and easy to navigate. Everyone here is very mission-driven, and the work you do is very impactful. There is not a day where I don't feel fulfilled in my work. The team is amazing and incredible. Everyone here is extremely friendly, empathetic, hardworking, collaborative, and so wonderful to work with. Everyone I have worked with will take the time to help you or mentor you if needed. There are also so many opportunities for you to learn, grow, and explore other career interests. Headway definitely invests plenty of time into creating a top-notch culture. Work-life balance is decent. No one is on top of you about your hours as long as you make meetings and do the work that you need to do to get things done. There is unlimited PTO and plenty of really fun after-work activities such as happy hours, volleyball leagues, soccer leagues, and etc. Even though most of our roles are remote-based, the company puts in extra effort to bring people together without enforcing a return-to-work policy, which is literally the best thing. We even have a super fun yearly offsite where we get to meet other Headwegians that we don't normally work with. I absolutely love working at Headway, and I love my team in engineering. I've been here for a long time, and I still don't see myself leaving anytime soon :)Cons: Headway is a startup, so it is growing rapidly and things do change pretty quickly and often. It's extremely important to be understanding and highly adaptable to the new demands.
