I posted a revamped Daypart, my app for scheduling iTunes playlists, the other day.
iTunes 11 broke Daypart when Apple dropped AppleScript support for managing an individual playlist's shuffle and repeat. Not only did controlling shuffle and repeat provide obvious playlist-scheduling options but I also used it to help prevent train wrecks at playlist segues.
Well, I finally worked around all that in Daypart 2.3.0. But you still have to set iTunes shuffle manually.
Additionally, Daypart has been updated to work better in Mavericks, has a redesigned Player window, and has many minor tweaks to keep it chugging along. It's a free update for registered users (thanks for your patience) and $10 if you're a new user.