But it does mean you can spend forty hours a week or thereabouts putting effort into a particular goal and maintaining the knowledge, skills and experience to keep doing it to a high standard without having to sink time and effort into something else in order to get paid enough to live on.
That’s more likely to be the tool assuming it’s running on a case-insensitive filesystem than it is Windows breaking anything. If you mount networked storage running on a case-sensitive machine, that’s something that’s worked fine in Windows for a very long time.