DOS/Win 3.1 -> Win95 -> Win98 SE -> windowXP -> open?SuSe(1 week) -> Mandrake -> (a month) -> WindowsVista -> Debian(a couple years) ->Win8(a few months) -> Ubuntu/Kubuntu (a couple years) -> Pop_OS! (currently). I still have a windows vm installed but it rarely gets used.
That’s kind of the highlights sort of how I remember it. It’s been a long time . 15-20 years of gnu/linux usage. I’ve also been using a raspberry pi with raspbian/raspberry pi os since the first gen device was released, too.
at the time I installed Mandrake it was one of the only distros that had a graphical installer besides Red Hat. I remember that was a driving factor for my decision making back then.