Over the last 25 years I went through the very different experiences one could have with OSes.
It started out as easy as can be with the C64=, just click "On" and its there, with a green cursor blinking and beckoning for input.
DOS had a steep learning curve, cause suddenly one needed to set it up, there was a boot record on the harddrive and so many new concepts like setting parameters and loading drivers in the autoexec.bat and the config.sys
On top of that came windows, keeping all the old stuff from DOS and adding new complicated things like autorun.ini, system.ini, win.ini and so on.
Since then its all just cosmetics and autodetection having all the same mechanisms but making them easier to use or even invisible to the user.
But I know Linux, I set up and used SuSE, Debian, Gentoo from stage2, Red Hat and lately exclusively Ubuntu and given my experiences the last year I would say that Mac OS X, Ubuntu and WIndows 7 are nearly identically easily to set up.
Anyway as easy the process itself is - no system as of yet is as straightforward as my old C64= was, On is On and thats that.
But I know the potential Linux has and I believe the RasPi might bring back my past into a newer and better present, so kudos to the OP cause you might be spot on