Okay, so you know what I'm thinking they did for the 2006 program cover? Stay with me here, this is very difficult theoretical thinkin' going on---
I think they chose the best-drawn, most interesting entry.
It feels like your problem, Chips, is with the 2006 program book and you're projecting it onto the mascot entry because, I dunno, there's a mascot thread or something.
One of the things I find I like about Kumoricon (as compared to Sakuracon, I guess, which is the only con I've been to repeatedly) is that it hasn't gotten big enough to be generic yet. It can still do quirky, more edgy things that bigger conventions maybe can't get away with anymore.
And I, for one, appreciate that.
(even if my mascot entry didn't win, at least I'm not angry and bitter!)