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      Commercial Account Executive Interview

      22 Oct 2019
      Anonymous employee
      Boston, MA

      Other Commercial Account Executive interview reviews for Datadog

      Commercial Account Executive Interview

      21 Oct 2025
      Anonymous interview candidate
      No offer
      Negative experience
      Easy interview
      Accepted offer
      Neutral experience
      Easy interview

      Application

      I applied through a recruiter. The process took 2 weeks. I interviewed at Datadog (Boston, MA) in Feb 2019

      Interview

      I was poached by Datadog's talent acquisition team for a commercial AE spot they had open on the west coast team. At the time, I was an SDR looking to move into an AE position so I took the call to learn more. The recruiter was nice, asked me the basic questions first (what I like about sales, why I took the call, tell me a little about your current job responsibilities etc). The next phase was a phone interview with the sales manager for the team that had an opening. Was a basic call, asked me a lot of the same questions. We mostly chatted salesperson - salesperson before he said he enjoyed the chat and would like me to come in for a formal interview. I came in for the formal interview maybe a week later. I sat in a room for around 3-4 hours as different people rotated in/out to chat with me. First was the talent team again, then another commercial sales manager except on the east coast, then the director, and finally the west coast manager who I spoke with on the phone. I'd say this was your average AE interview, I had prepared a 30/60/90 day plan but only 1 person asked me about it. Most of the questions revolved around what I wanted out of the position, how I'd structure my day and outreach, and a general test of my business/sales acumen overall. The final step after the in person interview was a sales challenge. Basically, you take a mock discovery call and have to flush out as much of MEDDICC as you can, then get next steps. During my in person interview, both managers had said this is what they're looking for. I did the challenge, got next steps, pain, cost of inaction, ideal solution, timeline etc. What happened next should've opened my eyes, but at the time I was eager for an AE position so it didn't. Talent Acquisition gave me a call 4 days after the sales challenge saying they would like to extend an offer. The offer was for a commercial AE on the west coast team and was competitive in salary + commission. However, on this same call TA wanted me to sign before the end of the day. I received the call around 2:00-2:30pm and they wanted a signature in hand by 5:00pm that day. I said that was ridiculous as I need time to review the offer entirely, read the fine print and bring it to my mentors/close network for any questions. TA said the best they could do was give me an additional 24 hours and if I wasn't ready to sign by then that my (soon to be) manager might see that as a bad sign and renege the offer. I said this was absolutely ridiculous and that I needed until at least EOD Friday. They countered with noon Friday. I said sure. I received the offer via docusign shortly after. It was a standard AE offer and I signed it.

      Interview questions [2]

      Question 1

      What do you know about Datadog?
      Answer question

      Question 2

      How do you remain positive in sales during the slower months? How do you structure yourself to stay productive here?
      Answer question
      3

      Application

      I interviewed at Datadog

      Interview

      Initial interview with hiring manager was not well prepared. The hiring manager didn’t discuss much about my experience and immediately disqualified me. I felt that if you are scheduling time with a candidate that means you did your research and are truly interested in the individual.

      Commercial Account Executive Interview

      6 Aug 2025
      Anonymous interview candidate
      Denver, CO
      Declined offer
      Negative experience
      Easy interview

      Application

      I interviewed at Datadog (Denver, CO)

      Interview

      I was contacted by a junior recruiter on LinkedIn who encouraged me to apply and schedule a screening call with her senior recruiter. From the start, the energy was off. The senior recruiter was passive aggressive, sarcastic, and dismissive. He spoke down to me throughout the call and told me one of my answers was the worst he had ever heard. For a phone screen, that type of commentary was completely unprofessional & uncalled for. Also he isn’t a professional in my space to treat me like a pawn. You’re a recruiter. There were no clear steps outlined at any point. I was never told how to prepare, what to expect, or how the process would unfold. I was later told I should have used the STAR method, even though that was never communicated ahead of time which I let him know. He also asked several personal questions about my current role that felt irrelevant and uncomfortable to answer. Despite acting like I had bombed the conversation, the recruiter told me he didn’t want to fly me out yet and wanted a second opinion just to be sure. He scheduled a follow-up call with the hiring manager to get her take. That call was the only part of the process that felt professional. The hiring manager was respectful and gave me space to speak. She mentioned she would reconnect with the recruiter to align on next steps. Toward the end of the call, she made a bold claim that nobody ever leaves Datadog. I smiled and nodded because I genuinely wanted to receive an offer. I said “wow, that’s amazing to hear,” not because I fully believed it, but because it was not the time or place to challenge her. I can see how that may have come off as naive or green, but realistically, who is going to push back on that kind of statement during an interview? The next day, the recruiter followed up and said the manager liked me, but some of my answers came off green. Then he added they wanted to schedule a mock situational interview over Zoom before flying me out. This was never mentioned earlier and felt like a made-up step added last minute. The expectations kept changing, and it felt like I was being tested more than evaluated. When I asked for a breakdown of compensation twice, I was sent a generic prep guide instead that didn’t address anything I actually needed to know which was a red flag. During the initial call, comp was rushed through so fast I could barely follow. There was no transparency. One more thing stood out. The sales cycle and deal size they described were significantly smaller and shorter than what I work with in my current company. Based on that information, I have a hard time believing any account executive in that role could realistically reach 90k. It did not sound scalable or lucrative compared to what I’ve seen in the industry. Read the reviews online and trust your gut. Overall, the process felt disorganized, defensive, and poorly run. The recruiter’s energy was combative, not collaborative. If a candidate is clearly not a fit, say that. If they are, treat them with professionalism. Unfortunately, that was not the case here. 🚩🚩🚩🚩🚩🚩

      Interview questions [1]

      Question 1

      If i were to ask your manager an area of improvement what would she say? (Trick Question)
      Answer question
      1

      Commercial Account Executive Interview

      10 Mar 2025
      Anonymous interview candidate
      Boston, MA
      No offer
      Negative experience
      Easy interview

      Application

      I applied in-person. I interviewed at Datadog (Boston, MA) in Mar 2025

      Interview

      I am writing this review after an incredibly frustrating experience with Datadog, Boston office to be in particular, the hiring managers are definitely racist . I interviewed twice for the same role in a span of six months, and each time, I encountered a process that left me feeling disrespected and marginalized. Despite being hopeful about the opportunity both times, I experienced what I can only describe as racial bias and a lack of professionalism that made the whole experience disheartening. The first round of interviews, which included a conversation with a coordinator, was uncomfortable but relatively standard. However, the way I was questioned seemed to reflect assumptions about my background and experience, as if I had to prove my worth more than other candidates. I wasn’t sure if this was a one-off, but when I interviewed again just a few months later, the same patterns emerged, leaving me with a clear sense that something was off. In the second round, a panel of hiring managers was involved. Throughout the panel, it felt as though my qualifications were being questioned in ways that had nothing to do with the role and everything to do with my identity. There were subtle but undeniable microaggressions that made me feel like my presence in the interview was tokenized. Despite my clear qualifications, I felt I had to work harder to prove myself than others. The lack of engagement and the dismissive attitude from the interviewers left me feeling undervalued. After two rounds of interviews, I didn’t even receive proper feedback or clarity on the next steps. The process felt unnecessarily opaque and discouraging. The worst part was the overwhelming feeling that my background was more of a focus than my skills, experience, and fit for the role. After investing so much time and energy into interviewing twice for the same role, I cannot recommend Datadog to anyone who expects to be treated fairly or with respect. This experience has left me disillusioned, and I sincerely hope the company reevaluates its hiring practices.

      Interview questions [1]

      Question 1

      Same questions: write an email and then tell us more about your experience.
      Answer question
      2