I have an iPod shuffle 1st generation. I've experienced weird behavior like:
• Music synced to the iPod not showing up in the Music app
• Finder giving an error while restoring (even though appearing to do it successfully)
• Endless loading screens
I have read a few post describing these behaviors under Catalina. With my experience, Big Sur doesn't fix it and possibly no update ever will. However after some researching, I found a workaround.
Use Retroactive to reinstall the latest iTunes on these OSes. As far as I could tell, doing this doesn't mess up anything including my Music Library. It connects, and you could still drag and drop music into the device from there. It works just like before. As a side note, I downloaded a free trial of iExplorer and it recognized the files on my iPod.
Hope this helped someone!
• Music synced to the iPod not showing up in the Music app
• Finder giving an error while restoring (even though appearing to do it successfully)
• Endless loading screens
I have read a few post describing these behaviors under Catalina. With my experience, Big Sur doesn't fix it and possibly no update ever will. However after some researching, I found a workaround.
Use Retroactive to reinstall the latest iTunes on these OSes. As far as I could tell, doing this doesn't mess up anything including my Music Library. It connects, and you could still drag and drop music into the device from there. It works just like before. As a side note, I downloaded a free trial of iExplorer and it recognized the files on my iPod.
Hope this helped someone!