95? Pretty ok. Idk, I didn't use it, I just watched my dad install it via like 25 floppy disks so we could play Tom Clancys SSN game. Worth it.
98? Kinda bad. Wasn't this the one to BSOD during the MS demo? Or was that ME?
2000/NT? Good. I know I kinda jumped between desktop and server OS's here, but hey, thats what I was doing with my life at the time.
ME? Bad. Might have BSOD'd during a MS demo.
XP? Good.
2003? Not great. Another server OS, but come on, it really helps the pattern, and what did 2003 bring that we didn't already have in 2000? Plus, 2003 really hated the upgrade path to 2008/R2 so I'm counting it.
Win7? Good.
Win8/8.1? So, very, very bad.
Win10? Good-ish. At least, after like, 12 months of updates and if you tear out all the nonsense ads + fix the start menu.
Win11? Cancer.