Be just a number with too big of a number to hit - Commercial Account Executive Datadog Employee Review

1.0
Jun 6, 2023
Recommend
CEO approval
Business outlook

Pros

Great Product that works in most tech stacks.

Cons

Unless you are promoted internally, you will have an extreme challenge succeeding in your role. Favoritism is an understatement here. It is the classic "Best sellers make the best leaders" (They don't) and if you do not fit the mold of your manager, you will be shunned like an ugly duckling. Leadership is the main problem here. With a massive "selling bro" as the director, anyone who was not in a frat, didn't play lacrosse or doesn't enjoy drinking with their coworkers till 4 AM on a Wednesday will be looked at as a "loser". Middle management tries to provide an open door policy, but slip up and say anything negative and you can expect to be forced to quit via an unachievable PIP or fired on the spot. When in the interviewing process, ask the managers how many people have been on and off their team over the past calendar year. Ask how many reps an account goes through before being closed out. Ask the director how they train/empower their leaders. Ask how many reps have quit the job without any other jobs lined up (The number is staggering).

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Datadog Response
2y
Thank you for sharing this honest feedback with us. We're sorry to hear that this was your experience while on our team. We strive to create an equitable environment for all at Datadog and take concerns of favoritism and unethical behaviors seriously. We will share your thoughts with our Sales leadership team as we believe it's important to learn from feedback from former employees. If there is any further information you would like to provide, you can also do so anonymously by contacting our third-party provider EthicsPoint at https://secure.ethicspoint.com/domain/media/en/gui/52231/index.html.

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.

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