Simply remove that song from your synced playlist and sync again. If you do not want to completely delete the song from your iTunes Library, but would like your iPod to sync properly, try unchecking ...

A growing number of MacFixIt readers are reporting an issue where tracks purchased through the iTunes Music Store do not automatically transfer to an iPod during the on-connect synchronization process ...

I get lots of questions about playlists: how to create them, how to work with them, and how to organize them. In this week’s column, I look at several questions related to playlists, and I also tackle ...