rep attainment is awful - Commercial Account Executive Datadog Employee Review

2.0
May 28, 2026
Recommend
CEO approval
Business Outlook

Pros

- great snacks in office - hybrid schedule is nice - Datadog is well known in industry - best in class product

Cons

- on the rep level, org is not doing well. on org level, org is doing well. org attainment is probably above 100% but median rep attainment is probably 20% - territory is awful. lots of software companies with 5 engineers and 4 of the 5 are in India. truly ran through. - inbound is virtually non-existent - managers keep leaving - rep tenure is awful - very very few promotions upmarket (like 2 reps a year out of a sales floor of 90) - required to be in the office until 5:30pm every day. no flexibility on in-office days

Explore other reviews about Datadog

5.0
Jun 9, 2026
Anonymous employee
Recommend
CEO approval
Business Outlook

Pros

People first culture, endless opportunities to grow, learn new things beyond your role’s scope and get promoted

Cons

Compensation on a lower end

4.0
May 18, 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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