Know What You're Getting Into - Customer Success Manager Datadog Employee Review

2.0
Sep 25, 2025
Recommend
CEO approval
Business outlook

Pros

- Best in market product - Good work/life balance - Nice people - Free equipment, like Apple products, notebooks, etc - Buddy/mentor system (if you're fortunate enough to get good ones) - Good working environment

Cons

The definition of a sink or swim job/company. Datadog provides 1 week of in-person training that touches all topics at a high level (but mainly geared towards sales) before transitioning to outdated, self-learning training. Extremely technical products and personas, need high level of aptitude and interest to learn products and have quality conversations with clients. All about the buddy and mentor system - if you get good ones you should probably do OK, if you don't then you're most likely going to fail as they help you get comfortable with the massive tool sprawl, processes, and product knowledge. Management is not there to help or support you, they're there to enforce rules and processes. If you're someone who approaches your job as a true independent contributor/contractor, meaning you enjoy being fully autonomous and full ownership of accounts and only need management for unblocking or approvals then it's the right job for you. If you're someone who needs a bit of direction and support look elsewhere, you won't receive it. Massive company, have to be extremely self-reliant to get information using out of date systems, poor tooling. Lots of changes and unclear expectations causes frustrations. More of a sales role than CSM role.

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Datadog Response
8mo
Thank you for sharing your feedback from your time at Datadog. We’re glad to hear you appreciated aspects such as the product and work environment. We’re sorry to learn that other parts of your experience didn’t reflect the supportive and structured environment we aim to provide. Your perspective is valuable and helps us continue improving how we support employees in complex roles. We wish you success in your next role.

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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