House of cards ready to collapse - Anonymous employee Datadog Employee Review

1.0
Feb 23, 2018
Anonymous employee
Recommend
CEO approval
Business outlook

Pros

The original value proposition still applies, for IT monitoring that is more granular and real-time that what the cloud providers offer.

Cons

Company organization is a disaster. The CRO brought in his former team and decimated the upper and middle Sales management. His previous company purged under-performers in preparation for their IPO; Datadog inherited their low-performers, who were all out of a job. Datadog products and acquired companies' software are connected by spaghetti code -- it's not sustainable. Perhaps great for a short term play (under 6 months), a disaster for 6+ monthos.

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.

See reviews by: Helpful|Rating|Date|All