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Original post by: oldrelkonstantinou ,



What kind of files are you trying to sync?

Have you synced them before? If not, are they compatible with the iPod's supported formats?

While syncing have you noticed at which file the syncing pauses and you get this message? Try to identify the specific file and check if it exists and is playable in your library.

Try managing manually your library as shown here:

Remember iTunes library is just a list however the actual content is stored in another location in your computer. Have you deleted anything recently?

You can check the details about the media folder were your music is stored in the following article:

Details on what are the library files and how to restore your library in the following articles: