It's funny that the author didn't think to try Music.app instead of doinking about in Finder. I just did this a couple of weeks ago with my own iPod Classic: Music supports iPod sync just fine. (Yes, still!)
this post was submitted on 21 Jul 2023
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It’s good to know as i think I’m going to look into this. I remember ages ago also watching a YouTube video on how to switch out the hardrive to ssd
they work great with Clementine, too, which is cross-platform. and with a SD/flash adapter and Rockbox, the older models can still be capable little devices today. rockbox, at least, does start to chug a little with dynamic playlists over several thousand songs, though...
This had me looking for my old iPod classic and the mini. I’m going to see if they still work.