It's one of the worst feelings in the world, losing all that stuff, and I honestly can't believe a better solution hasn't been invented given how prevalent you know it is. I know you're in on the SugarSync secret, might I suggest using that in conjunction with your hard drive? I put my really important stuff (my enormous cache of sample reports by really difficult doctors. And my Snarry) on their servers and it's been invaluable in shuttling back and forth between computers. I also love that it's backed up automatically whenever I make changes on either computer.

It seems to me iTunes is just deliberately difficult. Whenever I change computers, it's dealing with that program that I dread the most. Who says Apple is more user friendly?

I like typing in your comment box (oooh, dirty?) The cursor is invisible so the letters seem to appear out of nowhere.