iTunes not snycing certain songs

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Mar 29, 2008
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I have an 8GB iPhone, and set it to sync checked songs only. However, lately I'm realizing that some of my checked songs AREN'T syncing. It generally does this at random - it'll remove a song that's already synced on my iPhone, and then later add it back. I'm not exactly sure why this is, and it's highly annoying when I discover that the song I want to listen to isn't on my iPhone, even though it's checked to sync.

Any thoughts on how to overcome this?
 

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