rk911 another setting you need to be aware of is where iTunes keeps your files. You can tell iTunes to keep ti where ever you want or allow it to fully control your files. As I use a Mac the location of where this setting is will be different but in my case in the Prefereence Pane I click on Advanced at the top it shows "iTunes Media folder location" then you have the "Keep iTunes Media Organized" and "Copy files to iTunes Media folder when adding to library" if you don't understand all of those things there are a lot of very helpful sites that are only a quick google search away. I use iTunes to manage my 10,505 songs, plus Movies, etc. Works just fine, but I will say it works best when you let it be in control.