The best episodes I can remember were when the celebrities were interesting without being overbearing. I'm talking about making a meal out of the men vs. women competition, goofing off in that Match Game way that's additive without being distracting, etc. And when WLOD was young, nobody seemed particularly good at drawing or guessing yet, so rounds weren't super quick, or all going to the steal.
But as it went on, I could see where both things started to slide. The bookings on WLOD were...uneven. Perhaps they would have benefitted from what Pantomime Quiz did. That is, having a regular celebrity or two somehow -- or at the very least, some semi regulars a'la Pyramid who you can count on to be fun whether or not their couchmates are up to the task. And Pantomime Quiz found great success with ridiculous, long-ish charades. Perhaps WLOD could have found their own brand of main game puzzles that were interesting without being ludicrous, offering more opportunity for wild guesses and funny drawings to keep adding to the entertainment. It sounds like the later-era attempts at new categories were too far.
The show's genesis was a casual get together with people not known for playing TV games, and that feeling was unique and welcome in the early episodes. If they could have kept up that momentum, it may not have burned out the way it did. But I think they went tinkering in the wrong areas. For instance, while being on the road was neat -- Central Park and Hawaii being inspired, given the scale of the actual show being performed -- many of the travel shows were tough to watch.
-Jason