Depends on the size of your business and other factors, but in my experience I feel like if a tool (language, runtime, or application) is core to your business

Depends on the size of your business and other factors, but in my experience I feel like if a tool (language, runtime, or application) is core to your business it pays to decouple it from the OS. My industry does a lot of Python work and CentOS uses Python in a lot of their install and management tools. There are more than a few stories about people manually updating /usr/bin/python and ruining their OS. Being able to upgrade the OS independent of our code base is huge weight off our shoulders. Perhaps this even more so applies to Python libraries.