Cannot add XXX Because the file cannot be found

[Dragon_Nexus]

I've always had this problem.
Using Windows XP, latest itunes and iPod mini

I import my M3U playlists, made in winamp, into iTunes and they list at the side, however when I update my ipod I'll get the message that some songs will not be added because they cannot be found. Only the most recent playlist that I added will be put on my iPod.

This means if I want to put several playlists on at once I need to do it one by one. VERY time consuming.

The general process is this.
1) Import a playlist
2) Update iPod
3) Import next playlist
4) Click 'Ok' to the message saying the songs I only just imported can no longer be found. (a ! appears next to the files)
5) Update iPod
6) Repeat 3-5 over and over until all playlists are added.

I'm sure there is a reason for this.

Also, when I tried to import my Music folder, for some stupid reason iTunes imported every song twice and in somecasesthree times, nearly tripling the total size of music going on the iPod.

I hope there's a simple answer to this.

[honeybee1236]

The songs have to be on the computer if your auto updating. If your moving your music around then you need to place it in one location & use the File>Add folder/file to library option in iTunes to add them to the main library & then update the iPod.

Also, go to Edit>Preferences>Advance and set up iTunes to make sure that the Organize iTunes folder & copy songs to itunes folder are checked. You can switch it over to manual sync instead & just drag-n-drop the songs onto the library.

The "!" means the songs are not in the previous location that they were before.