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Old November 2nd, 2010
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I haven't used an iPod for ages. But it is possible to manually transfer to the iPod.
See this video tutorial from about half way through Apple - Support - iPod Tutorials - Downloading Music and Video It's my guess you have main library option ticked instead of just the playlist you wish to sync with your iPod. ie: with iPod selected, choose which selected playlist to sync.

This video tutorial shows option between automatic & manual synching of your ipod: http://www.apple.com/support/ipod/tu.../ipodsync.html & also mentions how to selectively choose playlists for auto synching.
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