From the monthly archives:

November 2012

Missing iTunes DJ in iTunes 11?

by Bruce on November 30, 2012

Are you missing iTunes DJ after upgrading to v11?  I might be able to help.  No, it’s not a hidden feature that we can re-enable (that I know of).  However, the Queueing functionality is replaced by “Up Next” and we can mimic the random behavior of iTunes DJ.

It’s a bit unclear to me, but maybe your comments can clarify the rules.  At first I though you had to be in Song view, hit the random button and then press play.  That does work, but so does… having nothing selected in any logical view (Songs, Albums, Artists, Genres – it’s not logical for Radio and I don’t know about Match as I don’t use that service), clear the Up Next list if it isn’t already, then press the play button.  iTunes will populate your Up Next list randomly and behave as before.