Windows 7's Virtual XP Mode a Support Nightmare?
I honestly don't see anything wrong with this. The people supporting the PCs still have control of the software running on them. If you don't want to have to support XP, then you just use all software that is Windows 7 compatible. If something you absolutely need isn't compatible, then you still have to run XP one way or another.
This simply provides more options to admins, and there's nothing bad about that.
Seinfeld-Windows TV Ad Anything But 'Delicious'
I think the bigger danger here for MS, is that no one will buy their latest and greatest OS release when it comes out. The same people you mentioned that have a resistance to switching to Linux or Apple also have a resistance to upgrading for the same reasons.
MS Needs to convince them that their new products are worth it.