iPod classic won’t sync

Finder is used to add content to devices in macOS 10.15 Catalina or later. Windows and macOS 10.14 Mojave and earlier still use iTunes. It sounds like you're manually managing content with iTunes now. See Sync your iPhone, iPad, or iPod using your computer - Apple Support if you want to switch to syncing with selected playlists etc.

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You cannot use DRM protected content from an Apple Music subscription on an iPod classic. Your should be able to sync other locally stored music using Finder.

tt2

Thank you for the info on Finder! It appeared to sync but only lasted for a few seconds and nothing was transferred to my iPod. Ended up dragging and dropping onto iPod in the iTunes app. Seems to have worked. I love my iPod Classic and am thrilled to have use of it once more.

Maybe you can try to perform a soft reset on your iPod. This can refresh your hardware and reactive your device. If this doesn't work, you can try connecting your iPod with your computer, launching iTunes, then clicking on the "Restore" in iTunes. This will erase everything from your iPod and install new firmware on your device.

If none of them works, I guess Apple has disabled the sync between iPod and iTunes. In that case, your last resort is to ask the Apple technician for help.

Thanks. I did those things prior to asking for help. That's how I lost all my music. Ended up dragging artists to the iPod in iTunes. Seems to have worked, and yes, it appears Apple has disabled the sync function. Why? It's a great product, the iPod. Again, thanks so much for your help!

My iPod classic will no longer sync with iTunes. Does anyone know why? What is Finder? Is there a way to copy iTunes Library to iPod manually in Windows 10?

Finder is the Mac equivalent of Windows Explorer.

See Corrupt iPod Classic - Apple Community. What are your HDD stats? What happens when you try to sync music with iTunes?

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