Sales must not join - Enterprise Sales Representative Datadog Employee Review

1.0
17 Oct 2019
Recommend
CEO approval
Business outlook

Pros

Free snack, nice location, great product, some talented people

Cons

-Extreme micro management. Salesforce and Spreadsheet is everywhere. -Unreachable quota. Only 10% hit their quote. Some doesn't close any deal for half a year. -OTE looks competitive but 5:5 so if you don't close any deal, you get only half of it (and it's common...)

Explore other reviews about Datadog

5.0
9 Jun 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
18 May 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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