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Do you still have an old iPod, iPod Touch or other iOS device lying around with songs that you really want on your desktop computer? Transferring those songs isn't always easy, especially if you want to mix and match tracks from the old days with your current collection. We'll show you how to do it effectively, no matter if you have a PC or a Mac.
Related: How to jailbreak your iPhone, iPad, or iPod Touch with Pangu
Prepare your devices
Take a minute to check all your software and get your songs ready. Whether you are using a PC or Mac, you will need to install iTunes and make sure that the latest updates have been installed (if nothing else, this adds some quality of life changes that will make the other steps easier). Likewise, if possible make sure that your mobile device is also updated. For older iPods and iPod Touch devices, update compatibility may have stopped some time ago. In this case, don't worry about updating.
It's generally easier to update your devices separately if possible. If you have to connect your iPod to your desktop computer for an update, make sure that you do not sync your music or do any other "automatic" tasks when performing the upgrade.
Also, iTunes is a little unpredictable in the way it handles duplicate songs. Typically, it copies the same song twice, which can be a little frustrating. Many people choose to fully wipe iTunes before beginning this process, since all the songs they want to transfer are already on an iPod or similar device. However, some people have gone through so many devices (iPod and other) that they end up mix and matching more carefully. Whichever way you choose, getting rid of duplicate songs and any other data you don't want to transfer over is a good idea.
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