When you delete a song from a playlist in iTunes, the song not actually deleted from your iTunes library. The song is removed from the playlist, but is preserved in the iTunes library. iTunes was designed this way – otherwise, it would be far too easy to permanently delete music from your iTunes library by accident.

However, I’ve found that it is possible to permanently delete a song from your iTunes library even when the song is in a playlist. Simply highlight the songs you wish to delete, then hold down the option key while you press delete (on most keyboards the option key can be found to the left of the Apple / Command key.)

When you do this, a dialog box will pop up asking “Are you sure you want to remove the selected songs from your iTunes library?” If you click “remove,” the songs will be deleted from the playlist AND your iTunes library. The songs will be placed into the trash.

This is especially useful if you use Smart Playlists. For example, if you want to permanently delete all the Milli Vanilli songs in your iTunes library, you could create a Milli Vanilli Smart Playlist, then use option-delete to permanently delete all of their songs.

You can learn all about Smart Playlists, including what they are used for and how to make them by clicking here.

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  • LTJune 24, 2008 at 7:29 am

    This is a very good subject you have taken up here.

    Nicely written and easy to read and understand.

    I think you also should write about another important issue.

    That is Registrar who “steal” their customers search for available domains!

    Try read these blogs about the issue, its not a rumor, its proven:

    http://kevinboss.net/website-design/be-careful-when-checking-if-a-domain-is-available

    http://blog.domaintools.com/2008/01/network-solutions-steals-domain-ideas-confirmed/

    Because of that, I have now stopped using Network Solutions and GoDaddy. I dont want to support companies that does such amoral things.

    Those two companies is on my blacklist now. 🙂

    I have been recommended by a friend, that these following sites are reliable and secure:
    1. 77gb.net
    2. moniker.com

    This is just for your information. Just spreading my experience with others so they dont experience what I have. Spread the word.

    Good luck and best regards,

  • Paschal EzeJune 26, 2008 at 9:57 pm

    The problem is that most businesses and nonprofit organizations are reactive instead of proactive about protecting their online reputation even at such a time like this when the question is no longer whether people will post damaging things about them online but when, where and how often.