I don't know about you, but I always hated the way windows "organizes" our files. Images, videos, etc. If you're like me, you probably have created your own structure. I like the way mac osx organizes files. I don't have to create my own folders to feel organized. Actually, probably the BIGGEST support of all this is their Finder/Spotlight software. You can INSTANTLY find any file that you're looking for just by typing a few characters. You get a list of all possible matches (folders, video, audio, etc) as you type in the spotlight. Microsoft has tried to match this, but they are no where near close. Backup using timemachine is flawless. It's worth spending 60 bucks for an external 500 gig to hook up as a backup in timemachine. I'm pretty sure you would enjoy a mac like you probably did with your first pc. You'll love the packin software with Garageband, iPhoto, iMovie, iDvd too. Garageband can provide endless amount of fun. You could bring back Union of Authority! also if you get an iMac, you'll be amazed at the space that it DOESN't take up.