There was a version of this at blizzcon the past couple years. To motivate people to participate, there should be some prize (or a chance to win a prize) for those who completed all their quests. I think, in terms of organization and logistics, providing classes for the more senior veterans of Fanime Con might be a bit too much. But this is a very good idea in providing another layer of fun and entertainment for the fanime goers... especially for events/aspects of the con that a con-goer would not have explored/quested if it were not for this contest.