At least in my experience deleting a song from a playlist does not delete it from your iTunes Library. This is especially aggravating when I want to delete tracks. from a particular area that I have in a playlist. I have to then go to the music folder or the books folder to search for the specific files and then delete them. I am not using the iTunes 11 yet. I am hanging on to my version 10.whatever.
Sherrie Gosling

-----Original Message----- From: Alan Paganelli
Sent: Wednesday, January 23, 2013 10:19 PM
To: [email protected]
Subject: Re: Deleting songs from your iTunes Library while viewing a playlist

you can edit the playlist and delete the songs you no longer want in the
list and then save the edited playlist.  The songs you deleted from the list
will no longer be played.
----- Original Message ----- From: "Grant Hardy" <[email protected]>
To: <[email protected]>
Sent: Wednesday, January 23, 2013 4:57 PM
Subject: Deleting songs from your iTunes Library while viewing a playlist


I'm trying to tame my iTunes Library so that I'll have an easier time
managing it on my iPhone. Is there a way to delete songs from your
library directly from a playlist, or do you have to open them in
"Music" before you can do that? If the former, I could easily make a
smart playlist containing tracks that I wish to delete. Thanks.

Grant

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