Winamp + iPod 3rd gen Trouble

Maybe the reason is that the music data from the Ipod is M4A.file and it's trying to take data from the ipod but it can read the data very well. Now the best thing you can do is to make sure that you can add the library files from the itunes folder. (In Your Computer) Go to The Winamp and click library/Add Media To Library/ choose the folder and look for the Itunes folder.Most likely it's in your Documents/Music/Itunes, Once you do that it will transfer the files to the by reading the Music Data. It won't work from the Ipod directly..... But after you have done that then your Ipod can read in the software (Winamp)

Hope that I help..