Managing Apple's portable music player, the iPod, on Linux normally defaults to using GnuPod or GtkPod. I use GtkPod to manage the first gen iPod shuffle and a 3rd gen 40GB iPod. Whilst these are no iTunes software, it is better than nothing.
By some stroke of luck, I stumbled upon falko Timme's tutorial on how to manage an iPod using Amarok. Amarok is one of the most popular music player available on Linux.
If you have tried this tip, please let me know. I will test it and compare it against the other software.
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