My iTunes library seems to have a problem. Help!

My iTunes library seems to have a problem. I saw no way to "automatically" convert to the file structure that many others have (including my kids' macs) that separates under iTunes media, music, movies, tv shows, audiobooks, etc. So I did this manually. I have always maintained the latest OSX and itunes but the library seems to be an issue. I want to back up my thousands of songs & "spoken" mp3s + the audiobooks. I already have backups of my tv shows and movies (USB ext. drive). I do have a b/u using TM on an ext USB drive. However, I'd really like to b/u the other stuff not just with TM. The library now shows that I need to "locate" most files (like the audiobooks) and when I do they are put into "music.?" What am I doing wrong?

If in iTunes advanced preferences you leave "copy files to iTunes folder" and "organize music" checked, iTunes will put the files where it wants to put them.  It may not always make sense to you or be how you would do it.  It's one or the other.  Either you let iTunes manage your music as it wants to, or you take over responsibility 100% and then you have to know all the details of how iTunes works so you don't break something.

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