Gotta say though, having rolled grafana and prometheus and such on my own plenty of times before, if you are a startup and can afford Datadog, use Datadog.
This is good advice, however you will also want to make sure you have a plan to get off datadog when you grow. Datadog is one of the easiest to use and most comprehensive out of the box. But it gets really expensive as you begin to scale up and add servers, cloud accounts, services etc.... At a certain scale, rolling your own monitoring and alerting becomes cost effective again as Datadog begins to charge an arm and…
Which means the companies are running thousands of hosts. So they definitely need both datadog and a full team of sysadmin/devops/SRE to handle that infrastructure.