Feast or Famine - Enterprise Account Executive Datadog Employee Review

2.0
Apr 24, 2026
Recommend
CEO approval
Business Outlook

Pros

Everything depends on your accounts and timing. If you get the right accounts, you can make a ton of money.

Cons

Feast or famine. Timing is everything. Enterprise reps limited to very few accounts and are expected to create opportunities where there aren't any. SE's are stretched thin so technical support can be hard to come by for true collab. Recent mass exodus from really strong reps that simply didn't see a path to their number in the accounts.

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Datadog Response
2w
Thank you for sharing your candid feedback. We understand how account allocation, timing, and access to technical support can shape the sales experience. We recognize that experiences can vary and appreciate you raising these points. We encourage you to discuss your perspective with your manager or People Business Partner so it can be reviewed in context.

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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