Don't believe there is something specific to do that, such as Dizquetv has. But, just created a test schedule and it seems to at least provide a similar result.
Create a schedule with the following settings:
- Schedule: select Shuffle Schedule Items
Schedule Items (add your tv show with the following settings):
- Playback Order: Random
- Playout Mode: Multiple
- Number: 1
You could change the Number to 2, 3, etc if you want them to play multiple episodes together, but presuming that you are looking for more random results, use 1.
My test schedule used 5 shows with episode counts of:
- 457
- 57
- 8
- 7
- 50