And I thought you were the Mac King
I never use the sync function and my daughters and I swap from iPod to iTouch to MacBook. Maybe it is a leap that this will work for the iPad, I'm not sure, but not really worried.
And if so, there's always
Dropbox which may be limited by 2 GB but could be upgraded.
As for existing docs and worksheets, I already use Dropbox and Google docs for important papers that I want to be able to access from anywhere.