If what you’re talking about is something OS-level, chances are that you can trivially do the same thing. But if it’s application-level (a tool for Windows): while there’s a way to run a Windows application, apparently it’s not always perfect. If you really need to use a program that only runs on Windows, that’s a valid reason for you to keep using Windows. I hope you can find a libre alternative. You’re free to code your own tool (which behaves exactly the way you like), but admittedly that option is not always realistic.

Nevertheless, at least when doing something generic like browsing web pages or writing email, you don’t need to do that on a privacy-invasive OS. If more and more users start noticing that, Micro$soft might realize that annoying paying customers is a bad idea in the long run.

It’s preposterous to pay (buy an expensive license) to be abused!