Great way to kick start a sales career - Sales Representative Datadog Employee Review

3.0
Oct 15, 2025
Recommend
CEO approval
Business Outlook

Pros

Sympathetic management and team spirit

Cons

Ambitious targets month on month

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5.0
Jun 22, 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
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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