I'd like to see one of those very early Jeopardy!s which were apparently more humor oriented. (Or is that an urban legend?)
In
The Jeopardy Book, Merv said that in development, they hoped to mine humor from having contestants trip over their tongues to make their questions grammatically correct, but they quickly realized that wouldn't work. I saw a test episode that was probably produced pretty close to the premiere, and not only was that approach not funny, but it made Fleming look like an anal-retentive jerk. The example that's stuck with me is a Comic Strips category. The clue is "In the 25th Century" and the player responds with "Who is Buck Rogers?". He eventually gets credit for it, but not before he's goaded and chided into saying something like "When does the action in Buck Rogers take place?" The correction added nothing to the game, certainly not humor, and really just came across as a pain.
The idea that Jeopardy originally aimed for humor in its content may have come from Maxine Fabe's old book. She mentions the old Steve Allen "Answer Man" routine (similar to what Carson would do later with Carnac the Magnificent) and then claims, without any substantiation, that NBC was expecting Merv's show to be funny too.
Also, as I mention before in a similar thread to this one, the Art Fleming Celebrity Jeopardy in which Wizard of Odds host Alex Trebek was a player.
That (like the Sondheim shows) is one that people even outside our fandom would probably find interesting.