When you lose evangelists like Chris Pirillo from the Windows camp, it's a bad sign:
Do I recommend Windows Vista? Not a snowball’s chance in………..I’m waiting on Apple to release Mac OS X Leopard. As far as I’m concerned at this point, Microsoft is taking a huge hit. The future of Windows, in my opinion, is inside a Virtual Machine or BootCamp on a Mac.
Sure, there are going to be a lot of people running Windows for a very long time - but the "bleeding edge" crowd isn't part of that crowd anymore. Microsoft Windows is now part of the background - commonplace, but not terribly interesting.
Hat tip Rob Fahrni. - and don't miss what he says about the appropriate choice for your non-technical friends/family who need a new machine:
The most obvious choice is Macintosh, period. If your parents already have a Windows box and $600.00 they can score a Mac mini and hook it up to their existing monitor, keyboard, and mouse. Apple pays very close attention to the user experience, everything just works.
Could not have said it better myself.