- This is the most stressful job I've ever had. Although there are a few positive aspects to mention above, these pale in comparison to the negatives. If you're considering a role at a supposedly "stable" tech company, I strongly advise you to read the negative reviews closely to understand what you're getting yourself into. During the interview process, they might claim that 30-40% of reps hit quota, but this is far from the truth. In reality, only about 5-7% (and that's being generous) of sales reps consistently hit their quotas, and many of them rely on opportunities closed in the past to achieve this. - When you're grinding from 7 am to 6 pm and hitting quota, your managers and leadership will love you. However, if you're working those same hours but falling short, you'll notice a significant change in the way you're treated from top to bottom. The VP of Sales will give locker room pump up speeches about how, “you can do big things here and make a ton of money”. While that happens for a few individuals every quarter, 97% of reps struggle day in and day out. - When sales reps regularly make jokes about suicide in the office, that usually means there's a bigger problem within the org as a whole. (Don’t try to justify this and say this happens everywhere, it really doesn’t.) - If you have a doctor's appointment or car troubles one of the three days you’re supposed to be in the office, expect to hear about it from your manager. That’s just not okay apparently. - When a high performing AE leaves the company, people talk about it for a day or so and then it’s old news. The next "hungry" sales rep steps in, eager to prove themselves until they too eventually burn out. It's an ongoing cycle that repeats itself time and time again. - Unfortunately, it's unlikely that anything will change within Datadog's commercial sales org. From a revenue perspective, it works. They are willing to sacrifice their employees mental wellbeing in order to please investors long term.