Rocket Ship! - Enterprise Account Executive Datadog Employee Review

5.0
Jun 26, 2019
Recommend
CEO approval
Business outlook

Pros

Excellent product with an emphasis on innovation. The culture is very collaborative, and help is only a Slack message away. Being a disruptor is difficult, but having a company driving a successful culture is hard to find. Comp and benefits are outstanding. Its very rare to jump into a company during a hyper growth phase, so timing is everything.

Cons

Normal growing pains. If you cant stand the heat then you don't belong in the kitchen. Expectations are high, but thats to be expected when you are taking over a saturated market.

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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