Process
- Phone screen
- Live coding
- Technical discussion
- 3-hour onsite
I got rejected after the live coding round. The question was finding the most efficient appointment slot, given a list of appointment times. I suck at working with dates, so I screwed it up. I usually just outsource that stuff to a third-party library (moment.js).
Questions
Given a list of appointments and appointment duration, find the closest and most narrow appointment slot.
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Interview Statistics
The following metrics were computed from 17 interview experiences for the Headway Software Engineer role in United States.
Success Rate
18%
Pass Rate
Headway's interview process for their Software Engineer roles in the United States is very selective, failing most engineers who go through it.
Experience Rating
Positive41%
Neutral24%
Negative35%
Candidates reported having mixed feelings for Headway's Software Engineer interview process in United States.
Headway Work Experiences
5.0
Meaningful work with people who genuinely invested
Software Engineer • Current Employee
New York, NY
October 5, 2026
Pros: Headway is a genuinely fun place to work, and a lot of that comes from the people. Engineers are heavily invested in building a good product and are quick to help. The company has a strong mission, which makes work feel meaningful.
Cons: There are still some startup growing pains. Priorities can shift suddenly, which sometimes means changing direction mid-project. Depending on how you like to work, that's either exciting or frustrating. It keeps things moving, but it can be hard to plan around.
5.0
Great group of people
Software Engineer • Current Employee
June 12, 2024
Pros: Everyone I’ve interacted with has been a top-tier person, incredibly talented, and fully engaged. Something that is not guaranteed at a larger company.
The projects are incredibly impactful to the company’s trajectory. Work that makes it to an engineer’s plate is definitely the most important work they could be doing for the company.
Cons: It's really a choose-your-own-adventure. If you’re a self-starter or are not afraid to ask good questions, you’ll probably do well. If you don’t, you may not do as well.
5.0
Awesome people and meaningful work
Software Engineer • Current Employee
June 22, 2026
Pros: There are awesome people, meaningful work, a great work/life balance, lots of support, and executives who respond well to feedback.
Cons: Company-level goals can shift frequently.
- 5.0Meaningful work with people who genuinely investedSoftware Engineer • Current EmployeeNew York, NYOctober 5, 2026Pros: Headway is a genuinely fun place to work, and a lot of that comes from the people. Engineers are heavily invested in building a good product and are quick to help. The company has a strong mission, which makes work feel meaningful.Cons: There are still some startup growing pains. Priorities can shift suddenly, which sometimes means changing direction mid-project. Depending on how you like to work, that's either exciting or frustrating. It keeps things moving, but it can be hard to plan around.
- 5.0Great group of peopleSoftware Engineer • Current EmployeeJune 12, 2024Pros: Everyone I’ve interacted with has been a top-tier person, incredibly talented, and fully engaged. Something that is not guaranteed at a larger company. The projects are incredibly impactful to the company’s trajectory. Work that makes it to an engineer’s plate is definitely the most important work they could be doing for the company.Cons: It's really a choose-your-own-adventure. If you’re a self-starter or are not afraid to ask good questions, you’ll probably do well. If you don’t, you may not do as well.
- 5.0Awesome people and meaningful workSoftware Engineer • Current EmployeeJune 22, 2026Pros: There are awesome people, meaningful work, a great work/life balance, lots of support, and executives who respond well to feedback.Cons: Company-level goals can shift frequently.
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