It's an entertaining story of wonk, but... isn't most (if not all) of this due to A: old hardware/software, and/or B: semi-unusual configuration changes (e.g. moving the Desktop folder)? Don't get me wrong, I get that this stuff worked in your previous setup (also a Microsoft Windows OS) so you have reason to believe it should still work (though you did seem aware that moving the user data folders has some risk/wonk to it). But as far as a general warning goes, it seems more like "If you're a power user who likes to heavily customize your OS, be gentle with Win 10 for now". Honestly I'm not even clear on what problems were unique to the clean install vs. the upgrade...
Heh well part of the computing experience is supposed to be "doing something to get something done!" Whether it's moving a desktop folder, or older hardware, or older software, or something ... we're not here to get Teh Latezt Windowz just to go on Facebook!
So in some senses "go gentle" means that MS didn't do their job. For example, paraphrasing a phrase I like to use, "Microsoft spent three years and a developer channel and no one moved their desktop?! Why does DC have to be first to do stuff?!"
I can see if someone tries an *EPIC* hack, maybe. But these issues cropping up feel like MS pawning off their Gamma level testing on users. And they're even saying so! (Snooty voice) "Eau. For you VALUED Enterprise customers, you get to wait four months while the peons do our work for us."