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I upgrading my version of windows and I forgot to backup my iTunes music, is there a way I can re-download it from iTunes without buying it all again?

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up vote 4 down vote accepted

Send Apple a support email to the iTunes Store (e.g. by using this form). Tell them what happened and they should allow you to redownload all of your old purchases. That's what they did for me. You won't be able to redownload content that has changed on the store. It seems as though some songs get removed and then readded so their IDs won't match the same ones you purchased. I was able to redownload about 95% of my purchases.

Regardless of whether or not you agree with their policy of not allowing you to redownload purchased content; please don't abuse their generosity, and try to back it up yourself next time.

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Send them an email about your sob story, you never know.

(Lesson learned. Backup always. Especially before upgrades.)

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As per, you can redownload any music you have bought on iTunes by going to the "Purchased" page in the iTunes Store and downloading them from there.

If the item is still in the iTunes library (for instance, if for some reason you backed up iTunes' library files but not the actual media), you need to delete them from the library before you can download them again.

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