Cog in the wheel... good training but poor pay, quota attainment, and "culture" - Account Executive Datadog Employee Review

3.0
May 9, 2022
Recommend
CEO approval
Business outlook

Pros

Datadog has built a brilliant business. Truly impressive to see how they sustained and grown their presence post IPO. They innovate and acquire quickly which has lent itself to immense internal growth across all orgs. I think your experience greatly depends on your type of manager. Would have been a really fun company to be at 4 years ago. - Great sales training in terms of MEDDIC, CoM, and deal progression - Incredible product growth and innovation - Well known in the market - Some fun events and team building - Opportunity for promotion (but not without favoritism and bias)

Cons

- Going back into the office 3 days a week, reps feel like they're being babysat. - Extremely white, bro-like "culture"... no diversity in thinking or personality. Heavy drinking at events that is brushed off as "just what sales people do." - Sales thinks they're the only ones that matter in the office and they're extremely siloed from other (extremely valuable) teams within Datadog so it comes off as pompous and uncomfortable... - Flooded commercial org with too many reps and not enough accounts... limited flexibility in getting new accounts once disqualified... Way less than 1/2 of commercial reps hit quota - (some) inexperienced and immature managers that micromanage reps... you'll essentially be a BDR for your manager. If you're looking for a first SDR position, their internal promotion track and training is really great but I would NOT recommend joining Datadog in the Commercial org as an external hire. It's extremely cliquey and corporate-like... You're a cog in the wheel and treated as such.

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Datadog Response
4y
We appreciate you taking the time to share this feedback. We're glad your experience with our innovative product and with our Sales training and enablement was positive. We absolutely want to recognize the constructive feedback you've shared and ensure your sentiments are heard. Diversity and inclusion is something we're incredibly passionate about as a company, and it is behavior that we're working to correct—internally from leadership down through unconscious bias trainings, and externally in partnering our recruiting efforts with organizations and events that service underrepresented communities. We strive to better balance our teams. As a company we place a lot of value in our office culture—the relationships that it builds and the creativity it brings to the table. This is why we operate in a hybrid work environment and ask employees to come into the office three days a week to continue building those relationships we've missed out on in the last 2 years. As we continue to grow, we're constantly reviewing our hiring, processes, and company policies to ensure we're building the best workplace and culture we can for our employees. And while we're never going to be perfect, we will continue to strive to be better. So thank you again for sharing this feedback, it truly helps us see where we have room to improve and grow.

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5.0
Jun 16, 2026
Recommend
CEO approval
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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
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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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