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I've been playing the first 4 episodes of the first series with minimum issue, but now for some reason episode 5 won't launch properly.

What happens is I launch the game, and a black screen appears on the desktop as the audio plays. I've tried launching on a lower resolution and the same thing keeps happening.
This question / problem has been solved by VanishedOneimage
I believe that episode uses an earlier version of the game engine than the others, because the updated version had a bug and that was Telltale's approach to 'fixing' it. So I'd guess that's what's different about Ep. 5. Unfortunately, I don't know of any fixes, so I suggest writing to Support.

Edit: or maybe see http://www.gog.com/forum/sam_and_max_series/cant_run_reality_20
Post edited June 23, 2014 by VanishedOne