Honestly, from curiosity and messing around with stuff, playing with Crunchbang on an old Win9x PC. (this was eons ago as Crunchbang wasn't BunsenLabs yet at the time)

Yes, really, the last time I actively ran Windows for any reasonable length of time was with Win9x, specifically 98se.

I messed around with Win10 LTSB for a bit on a laptop (this was in 2016, so when Win10 was still new and LTSC was still called LTSB), but eventually went back to running Linux, and given Windows' current trash-fire state, I'm not touching it on my hardware outside of a VM ideally, or a dedicated burner box if a baremetal install is ever needed for anything.