I've just been using Windows for work stuff now and then for over two decades now - so I just have the install scripted so I can just deploy it from scratch whenever I need it, and throw it away afterwards. Before we had multicore CPUs making emulation not annoying I had a sun workstation with a SunPCI card for that.

The one constant over all windows versions is it running into some driver issues for stupid reasons. Now with 11 its the signed drivers - and while you can do exceptions for development I never got unsigned graphics drivers to work.

Also, Windows on ARM is horrible - something as simple as a usb serial adapter doesn't work because there just are no ARM drivers.