I applied through an employee referral. I interviewed at Headway (NY) (Denver, CO) in Oct 2025
Interview
Five rounds of interviews, reached out to a professional and personal reference. Had to do a sales pitch for a senior PGA. Long process. Interviewers overall were very warm and friendly but the recruiter was sometimes not responsive.
Interview questions [1]
Question 1
I’m an owner of an apartment, sell me on renting it on Air B&B
I applied through a recruiter. I interviewed at Headway (NY) (New York, NY)
Interview
The interview process was fully virtual and ran just over two months, including a few formal rounds, an additional craft-oriented session, and some informal calls with the hiring manager and PM I'd be working with. It was more touchpoints than I anticipated, and the timeline to an offer did take a while (about 1.5/2 weeks from when my final round closed). But honestly, the people made it such a positive experience. The recruiter, hiring manager, and team were warm, enthusiastic, and genuinely communicative every step of the way. I never once felt like I was in the dark or chasing anyone down. The length of the process is the one thing I'd flag for future candidates, but I accepted the offer and am glad I did!
Interview questions [1]
Question 1
Tell me about a moment where you had challenges in aligning leadership or PM/EM partners?
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