HT201269: Transfer content from your previous iOS device to your new iPhone, iPad, or iPod touch
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Q: Do I need to have two devices on the same cloud to sync music I've purchased?
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Apr 6, 2014 8:11 AMby lllaass,Best is to sync for an iTunes library that has the music. This is because that once you associate a device with one account for redownloading (iCloud), and then switched to another account on that device, you can't reassociate the first account for the device for 90 days. For more info see:
iTunes Store: Associating a device or computer to your Apple ID
