I'm doing some behind the scenes work here before we move on.
I am 99% sure we're going to have prizes, actually. I have a company (that I won't name yet) but it's a good popular company that has hosted raffles in the past. They are offering me gift certificates to the tune of $250 for the first place, and smaller ones for 2nd and 3rd place. So this is going to be pretty nice. Once I get that finalized, I will finish my prep on the code and we'll be off and running.
I am tentatively looking at October 18th as the start date for entries.