Hey! Good contest! I hope I manage to participate as soon as exam season ends. I would sure like to give dungeon generation an attempt - I never have, and really haven't got a lot of ideas. I'd love to think about it and come up with something.
Being an annoying prick, however, I'll mention here something I always mention. Decentralization in websites is bad. A lot of people are really busy, and having to visit 3 or 4 sites a day regularly is just annoying, especially if they're about the same subject (roguelike development anyone?).
I understand the way your site is supposed to work. It already looks great, and covers a lot of good stuff, so congratulations! However, I don't really feel it's the right place to incorporate roguelike development. We already have this forum and rgrd, which makes two (even though I can't post on rgrd) - why add a third to the mix?
Personally, I'd prefer to see a miscellaneous area where you could post the entries, but I don't feel it's the best place to actually hold the competition.
Just my two cents, and please don't take this the wrong way. It's just the way I personally feel, because I'm a busy guy and often forget to check sites that are supposed to be on my daily routine.