- Intelligent, empathetic, and transparent leadership
- Strong benefits (fitness, childcare, ESPP, RSUs, 401k, HSA)
- Rewards high performers
Cons
- Initial OTE can be below industry leaders, this gap can be bridged through promotions
Datadog Response
2mo
Thank you for sharing your experience. We’re glad to hear you value the leadership, benefits, and recognition for performance. It’s great to have your perspective on what’s working well. We also appreciate you highlighting how compensation evolves over time.
Explore other reviews about Datadog
5.0
Jun 9, 2026
Anonymous employee
Former 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
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.