My interview experience was a complete waste of time. The recruiter simply talked at me, rhyming off what felt like an autopilot script, with very little effort to actually listen to anything I was saying.
After that, the process was nothing but automated email triggers from their ATS. Nobody checked in, nobody made sure I understood the next steps, and nobody seemed remotely interested in whether I was happy with the process. It felt like I was just a number and that the focus was more on hitting interview scheduling quotas than actually assessing candidates properly.
To finish it off, I received an automated rejection email with zero feedback. If they genuinely want to attract strong AEs into the organisation, they should seriously revise this process.
I applied through a recruiter. The process took 2 weeks. I interviewed at Datadog in Jan 2022
Interview
phone screen (recruiter)
Phone screen (manager)
90 minute panel (30 minute interviews with 2 sales managers and 1 rep)
then I believe a sales challenge (didn't make it this far)
I decided not to continue after my call with the hiring manager. the main focus of that call was to be open and honest about the difficulty of the position and how most reps struggle for a number of months upon coming on board. I appreciated the honesty but wasn't sold on the opportunity
Interview questions [1]
Question 1
Why DataDog?
Are you ok with a difficult ramp period?
I applied through other source. I interviewed at Datadog (Boston, MA) in Jan 2026
Interview
3 phone calls, one hour long in person interview, 1 hour long zoom call. Such a waste of time, especially having to take off of work in order to interview with them. Seems like they definitely string you along and make the interview process as long as possible.
Professional process and helpful recruiter. They will provide you some materials to prepare. But during interview, the co-interviewer was quite rude. Giving pressure to candidate and even showed disrespectful. Main interviewer was good tho.
Interview questions [1]
Question 1
experience, role play including cold email and in-person meeting.