Pros
I have 10 years of experience in IT and I have never seen a company like Datadog - everything is thought for you to perform your best. There is no place for stress or worry, just focus on your work and you will have a clean, serene head when you go home in the evening. To me, that is such a rare experience in the IT space. They take care of their people so their people take care of the company. Yes, it's hard to get in here but they truly hire the best of the best and with a good mindset. I am very happy to be a datadog!
Cons
The only inconvenience I can think of is that what we're doing is so unique and such specialized work that the work we do can't be sped up with AI - there is no answers on the web for AI to learn how we do what we do, even though our code is open source. It's constant innovation and challenges but if you like that like I do, you will be as happy as me!