......probably because at this point I can't see myself wasting my time writing something that I wouldn't even be able to get a foot inside the door for anyone to see it.

You on the other hand are already in the room, you could, at a minimum, look the situation over and determine if what he is doing is questionably fair to those participating and write a article on how contest run like that discourage participation and makes it appear the system can be rigged . You have way more exposure than I do to bring awareness. If I had to guess or make my own personal assumption based on other things I see, like what you depicted above, I would come to the assumption that he also is doing the very thing you described. It would seem though you may not be able to do anything about it it may bring awareness to someone who could or someone who could write guidelines to people entering contest about what techniques could be deployed at one's disadvantage. Simple as saying if a contest ask you to give up your rewards for something other than a charitable event it may be questionable.