I'm super interested in entering this, and might even do so irregardless of my apprehensions, but I've always had issues with voting handled by popularity for something of this nature. If you enter too late, you run the risk of not being seen by the people that voted early. If you're not a known name, you won't get the vote that was sent in for somebody with some online celebrity. If you're not a martian, aliens discriminate against you. If you're brash, monkeys have lucid dreams.
Either way, I'm intensely happy to see the progress made with the software and that you guys are throwing around some capital to promote it!