I'm still trying to figure out two things; one is why in the world you'd add songs to a playlist without a proper name and the other is how do you accidentally delete a song from a playlist? I mean I know how you can deliberately delete a song ... but accidentally? And with that many songs it would seem that you intentionally like confusion/clutter if you aren't giving them a name.
One of the main things about iTunes is that it can help you keep track of all your music files ... but it can only do so much. The user has to do some things as well or you end up in a situation like you currently find yourself.
-DH
I have several hundred rather obscure Italian Baroque operas from the 1650s to the late 1800s in my library. Some of these recordings span 4 CDs with over 150 tracks per recording. CD Gracenote doesn't have the info and I'm not going to type in the Italian name of each aria, for example, "Stupenda Vittoria, la morte lo non pavento." So I just name the opera, "Idomeneo" and just list it as Track 01, 02, etc.
I realize most people use iTunes for pop music, and it's quite simple naming Britney Spears songs, but not as easy with classical music.
As for things vanishing, the iTunes user interface isn't too well thought out. On Mac OSX, shift-apple-N creates a new folder, yet in iTunes you have have to use shift-N (shift-apple-N) doesn't do anything.
If you try to create a new folder or playlist in a subfolder, you have to click on the subfolder first. So If I want to create ten new playlists in a sub-folder, I have to click on the subfolder, then click shift-N, then click on the subfolder again, then click shift-N -- instead of it simply creating a new playlist right below that last playlist created. It's annoying.
If you have twenty or so folders, it's easier. I have hundreds, and hundreds of subfolders, with music based upon conductor, composer, geography, modern vs. ancient instruments, singers, orchestra, etc.
And contrary to what you say, it's very easy to erase something. All you have to do is hit the backspace button and poof! It's gone. it's also very easy to drop folders within other folders.
You can't label anything? Why are there no labels? It's a pain just to rename folders. You have to constantly double-click it to get it to highlight it.
OS X is nice, and the general concept behind iTunes is nice, but the interface reminds me of Windows. It could be made a lot simpler.
And P.S. they're not songs, they're tracks. I wouldn't call the first movement of Beethoven's 5th Symphony a song. would you?