Starting things off a bit barbarian, the Thunderdome will be an arena of brutal death. With a slew of 1v1's, each winner will leave the battle and gets to choose a chest. The chest will either contain something that aids you in your next battle, or a piece of the Tower of Pimps. The first one to fully construct the Tower of Pimps will win the contest!
I chose this contest first because it has good scaleability since I don't know how many people will be interested, and it's a good mixture of both skill and luck. Also, it's not too much of a commitment to build. If you have any ideas for the next ToP contest let me know