HT202180: Turn on Automatic Downloads for iTunes Store, App Store, and iBooks Store purchases
Learn about Turn on Automatic Downloads for iTunes Store, App Store, and iBooks Store purchases
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Helpful answers
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Feb 12, 2014 12:57 AM in response to bbccccby King_Penguin,Had you tried to sync them to your iPod ? They won't show on your iPod unless you sync them to it or redownload them on it.
To sync music, connect the iPod to your computer and select it on the left-hand sidebar of your computer's iTunes (you can enable teh sidebar via control-S on a PC) and use the Music tab on the right-hand side of the iTunes screen to select and sync the music that you want on it.
Or you might be able to redownload the music directly on your iPod via the Purchased tab in the iTunes store app on it.
The 'automatic downloads' page that you posted from will only apply to music bought after you set it 'on' for music.