Pros
Fantastic & innovative product. Within my time at DDOG, we took over market share, grew revenue YOY and earned a lot of money if you are actually fortunate enough to land big 6 figure deals and held on to your DDOG stocks till Trump won the presidency. Sales Structure is very tight as well, keeping you and your forecast honest. Great office culture, benefits is also another level.
Cons
Previously Datadog hired a lot of fresh AEs for the commercial team 3-4 years ago, hence base pay was slightly at the lower end. Times have changed of course, new hires are more selective hence more competitive pay. The biggest cons which like any other aggressive sales teams is that its all about numbers, PG is your bloodline, where you are held accountable for everything. Its a pretty technical product, hence for some it could be a steep learning curve if you're new in tech.