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Every few days - basically when I charge it.
Unlike Tim I don't mind iTunes. It makes it easy for me to add books, music, comics etc for the Apps I am using.
I have installed dropbox (on my epad, ipad and computer) but I find itunes much more convenient.
Mind you I have a strict backup routine so if iTunes ever screws up I am not going to lose anything.
I also hated iTunes when I got my first iPod. Now I own 5 different iDevices and cant live without it. There's so much of tutorials on the web related to iTunes nowadays, it's a breeze to master it.
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