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Old March 27th, 2005
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Use manual settings as below (open this settings window by pressing iPod button on bottom right side of iTunes whilst iPod is connected.) Press OK button. Then drag songs from Library or an entire playlist to the iPod icon. To delete individual songs from iPod, select & press delete key.

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How to transfer music to my iPod (& iTunes)-ipod-manual-use.gif  

Last edited by Lord of the Rings; May 13th, 2008 at 07:54 PM.