Great Product and People, Hidden Fault Lines - Anonymous employee Datadog Employee Review

3.0
Jan 31, 2026
Anonymous employee
Recommend
CEO approval
Business outlook

Pros

The product is great, the people you work with are generally great. Benefits and offices are great.

Cons

Many functions have leaders from the startup days and have no experience running an enterprise the size Datadog now is, to the extent of gross incompetence and negligence. This is especially true in most business operations functions: HR, Legal, Travel, Real Estate and Finance. They’re incredibly frustrating to work with.

Explore other reviews about Datadog

5.0
Jun 16, 2026
Recommend
CEO approval
Business outlook

Pros

Collaborative and positive work culture with high ceiling for growth

Cons

Growing pains transitioning from a grass root sales motion to an Enterprise motion

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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