Match Game questions can fail in different ways. One is if they're simply not funny. Another is if they're too obvious and have only one clear answer. While the contestant is happy if they match all six panelists, you don't really want that to happen very often.
I wonder if hollister2008 might be interested in sponsoring the game shows? We could give stuff to the winners, along with "lovely parting gifts" for the losers, along with plugs for the bid. I did that with the (then) San Francisco in 2002 Worldcon bid back in 1998. Winners got bars of Ghirardelli chocolate, while losers got boxes of Rice-a-Roni.