The feature I’d most like to see added to iTunes “smart playlist” building is the ability to exclude songs based on metadata. I like to listen to music that I haven’t heard in a long time and / or that I haven’t heard very often. The only problem is that when I choose to select songs based on the criteria “Least Often Played”, iTunes annoyingly adds its own sub-sort based on Artist. That means that my 50-track “smart” playlist will include, for example, 25 songs by Bruce Springsteen. That doesn’t give me much randomness and it drives me crazy.
What I should be able to do is create a “Recently Played” playlist (or use the existing one) and add a limiting factor to a separate playlist like this:
Artist is not in the playlist “Recently Played”.
That is what I’d really like.