I have to admit, that I didn't have anything specific in mind. But now that I am thinking of it, I would like to make the following suggestion, and I immediately assume that you all agree.
Let me distinguish (A) the contest and (B) the price of the game.
(A) It could be nice to have a kind of competition. But I don't have an idea, really. (I wouldn't like a coding contest, because I want a chance, too. ;-) And if none of you has a better idea, I suggest we do a simple lottery: put all names in a hat and draw a winner.
(B) For the price, I would ask each of you to do the following: please provide one (or two or three, at most) recommendations for a good book (related to programming in the widest sense). I am not asking for books you currently need to buy, but books that you think really matter, stand out or changed your mind. I make a list of all these recommendations and after the winner of the lottery is determined, the winning book is also determined by random choice. (Of course, if the winner already has that book, the lottery is repeated.) As promised, I make sure the winner obtains the winning book (e.g. via Amazon).
In fact, I would appreciate, if you could provide your recommendations, even if you don't join the meeting. That way, we might end up with a very good and interesting list, and maybe we can even publish that on the website. I personally like to consult these kind of recommendation lists from soulmates, every now and then. But unfortunately, I don't know a lot of these guides in the field of programming. (An nice example on music is hauptwerk.blogspot.nl
So, please post your favorite titles and I organize the lottery. O.k.?