Problem with getting music on iPod.

[airwAr]

I'm having a problem getting music on my iPod. It works fine until I get about 200 songs onto my iPod and then it stop and a pop up "unknown error occurred (-69)" appears. From then on, I cannot add anymore music onto my iPod.

Any suggestions?

[magnoliasteve]

Does it always stop downloading when it gets to the same song? Maybe there is one song that is corrupted that is gumming up the works.

[macosnoob]

Apple's tech note on this error message and suggestions for solving the problem: http://docs.info.apple.com/article.html?artnum=302684.

"This error occurs when iTunes tries to send files to your iPod, but a file (or files) is unusable (something is wrong with it)."

[airwAr]

The thing is, I've had this song on my iPod before, but yes it mostly stops at the same song. That's why I said it stops around 200 songs in, no matter what. I've tried to put different tracks after that but it just won't work.

I've formatted.
Reinstalled iTunes.
Watched which files supposedly stops the syncing and avoided it.

Also, it says there's those 200 or so song on my iPod but when I disconnect, there's nothing there.

Does anyone know what would even cause this?