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The whole thing was very painless. On the Apple site, there's an option to speak to a customer service representative through a chat thingy. Very friendly and all. Brought up my account, explained that there's a couple of things I purchased that are no longer available, and set it to redownload my lost purchases. Even had a couple of iPod games from yonks ago that i forgot about.
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ChanusHarbinger of the Spicy Rooster ApocalypseThe Flames of a Thousand Collapsed StarsRegistered User, Moderatormod
edited November 2009
iTunes should remember your purchased music/apps/etc so long as you're using the same account. You may need to "activate" the computer (it's an option in iTunes).
Unfortunately, not at my home computer, so I can't open iTunes to look around and give you more useful info.
Sometimes if you let Apple tech support know that you accidentally deleted your purchased music, they'll remind you to always keep a backup and then allow you to redownload your music once, or so the internet tells me.
If you have any of the songs you paid for on an iPod, they will transfer back to your library when you plug the iPod in. I'm pretty sure there is no way to recover anything else though.
Official Apple policy: you only get to download the music once, so back it up dummy.
Unofficial Apple policy: well, just this once, you can download your stuff again.
Now, I'm not sure how this works now that all music comes without copy protection and at a higher quality. I'm sure they don't want people "accidentally" losing all their own music so that they can upgrade for free. Can't hurt to call Apple and beg, I guess.
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Unfortunately, not at my home computer, so I can't open iTunes to look around and give you more useful info.
*edit - per this random internet post you can ask Apple very, very nicely and they may help you out. http://www.computerhope.com/forum/index.php?topic=48112.0
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Unofficial Apple policy: well, just this once, you can download your stuff again.
Now, I'm not sure how this works now that all music comes without copy protection and at a higher quality. I'm sure they don't want people "accidentally" losing all their own music so that they can upgrade for free. Can't hurt to call Apple and beg, I guess.