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In the sidebar, make sure you select Music under the iPod (indented below the iPod). That's the iPod's content list and shows the list of songs on the iPod. Do NOT select Music under LIBRARY. If you want to delete ALL of the songs on the iPod, click on any song on that song list.Do a Select All, which is Cmd-A on the keyboard or Select All from the Edit menu (in menu bar). With all of the songs selected, press Delete on the keyboard.n the sidebar, make sure you select Music under the iPod (indented below the iPod). That's the iPod's content list and shows the list of songs on the iPod. Do NOT select Music under LIBRARY. If you want to delete ALL of the songs on the iPod, click on any song on that song list.
Best Answer: go to your play list and select the song you want to remove and select remove. It will not remove it from your library, but only the play list.If you hit the delete while in your library, by default, you should be given the opportunity to remove the song, or remove the song and send the song to recycle bin... Don't click on the send to recycle bin and you will be alright.Source(s): MCP.ou can remove songs from playlists by just clicking on them and tapping the delete key. The actual songs are not stored in your playlist. The songs will still remain, the song in your playlist is basically a copy/shortcut to the song in the main program. Source(s): Common sense.