I'm on board with your Vista-->7 thoughts, but I do take issue with ME. It never was a decent OS and it very much was a steaming shitpile. It was far too much new code stupidly rushed for the holiday season. I remembering installing it being a roll of the dice even with the same hardware. It would work, then it wouldn't, then it might work with some odd issues, then it deffo would not at all. Hours wasted trying.
I really did try, but never had a good experience with WinME and I know of no one else who did. Even first Vista was better (though saying that makes me shudder).
That and ME is a huge dip in that curve.