I have found a list of older software at What is the latest older version of ITunes that supports full IPod Classic functionality? I am now wondering what other functionality is missing that I haven't yet discovered? I can currently drag and drop songs to the existing folders and playlists, but can't create new ones. I could create the folder and the playlist on the IPod and drag songs directly to the playlist on the IPod. A folder would contain several CD's and each CD would be a playlist, a playlist would contain several songs. I'm not sure that this is the correct terminology. It recognizes my IPod, but there is no option for adding folders and playlists to my IPod. Somehow the ITunes software was upgraded to this version. I have a IPod Classic 160 gig Model MC297LL running firmware version 2.0.4 PC and am using Windoze 10 running ITunes 12.9.0.167.
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