I would argue both have evolved in the opposite way though. Windows has become so unintuitive for me with every version after win 7. Splitting up control panel in many different locations. Multiple methods to remove different applications,… On windows server, it was even worse, and as soon as I moved away from Microsoft’s default built-in crap to third party tools, things actually became much easier.

While with Linux, things worked out of the box for me for a long time already and the process of things make sense a lot times, taking into account the requires minimal knowledge is there.