Woohoo, over nine hundred views and finally the first reply!

Thanks for taking the time to post your thoughts, Andromeda, very much appreciated.
I have actually considered using some sort of tournament tree structure where the winners of each match move on to face each other, so there's a good chance you'll see something similar to what you describe above in the not too distant future

Whether it will be immediate or after there are a couple more matches (and winners) established I'm not entirely sure, but determining who's ultimately the best of the best is definitely a highly appealing idea

If there were enough interest I might even explore using the "poll" mechanism to help decide some of the eventual results, but have to see about that down the road...
Thanks again for chiming in with your feedback!