I haven't found an easy way. I have 24 playlists, for each hour of the day, 1 hour long. Set to repeat daily.
As I have the shows repeated after 12 hours, I'm forced to update the playlists every 12 hour or so, which is a bit annoying. It's the only solution I found to work for me, even if it's not very efficient.
Another way I used to do it is to create a separate playlist for each show, but if you're like me with over 100+ shows to go on, it gets confusing after a while