Take the reviews seriously before entering - Commercial Account Executive Datadog Employee Review

2.0
28 Sept 2025
Recommend
CEO approval
Business outlook

Pros

If you are lucky enough to have a great manager (there are only a handful), your chances of doing well as a CAE go up exponentially. One of the few tech giants that will give external BDR's the AE promotion

Cons

Too many to list. Extreme micromanagement culture from Director level down which leaves all of the sales floor in a constant state of fear. 10hr days are the expectation and if you're not working every single weekend on top of that, good luck! Realistically 10-15% of the 120 or so CAE's in Boston hit Quota each quarter with the rest typically tracking towards 50% or less to plan which doesn't help with moral. A key factor in Datadog's RAGGING attrition rate.

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Datadog Response
8mo
Thank you for sharing your experience. We’re glad you mentioned positives such as the opportunity for career advancement and support from some managers. We also hear your perspective on sales culture, workload expectations, and rep retention, and we appreciate you taking the time to raise these points. We wish you success in your next role.

Explore other reviews about Datadog

5.0
22 Jun 2026
Recommend
CEO approval
Business outlook

Pros

great culture, good benefits and perks, fantastic training and support, realistic and achievable quota, really fun people to work with, clear path to promotion

Cons

CAE seat is very difficult after you're promoted. sales software is buggy and cumbersome to work with at times.

4.0
18 May 2026
Recommend
CEO approval
Business outlook

Pros

Datadog has a strong product, smart coworkers, and a fast paced environment that teaches you a lot quickly. I learned a tremendous amount about observability, technical discovery, outbound prospecting, and how modern engineering organizations operate. The company has also gives reps exposure to large accounts and technical conversations early in their careers.

Cons

The ramp for newer AEs can feel steep, especially in a hgihly competitive outbound environment. Success often depends on timing, territory, pipeline momentum, and consistent coaching. There can also be a significant pressure tied to activity metrics and pipeline generations, which may be difficult for reps still developing confidence and process consistency.

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