How to delete Multiple Artists in one action?

Try the songs view with the column browser enabled (View > Column Browser > Show Column Browser). You can select multiple artists in the column at the top, then click on a song followed by Ctrl+A to select all the songs in the area below. Use delete, or shift-delete if you started in a playlist.

tt2

You can't delete "artists" - just songs (or songs grouped into albums). When iTunes displays the library or a playlist in Artists view it is doing so using the metadata values set in the relevant songs. If you're looking at this view:

then your selections in the left pane - the artists list - is filtering what you see on the right. When you select Delete via the keyboard or via a right-click operation, you are initiating an operation to delete the songs by that artist. To delete songs by more than one artist in a single operation you'll need to select and delete in Albums view:

or in Songs view:

where you can also use the Column Browser to filter songs by multiple artists:

Which view are you using? In either Songs or Albums view you can select any number of items (independent of artist) - use shift-click to select sequential items, ctrl-click otherwise. Then:

• if you are looking at the library press delete on the keyboard, or right-click > Delete with the mouse
• if you are looking at a playlist, hold down SHIFT as you using either method above

Try the songs view with the column browser enabled (View > Column Browser > Show Column Browser). You can select multiple artists in the column at the top, then click on a song followed by Ctrl+A to select all the songs in the area below. Use delete, or shift-delete if you started in a playlist.

As in the last image above. 😉

tt2

You're welcome. 🙂

tt2