I think Sherman is looking great! The only flaws I can find would be a slightly higher than desirable tail set, and his eyes aren't pearl. I only have one pair so far that has pear eyes though. I'm working on pearl eyes on by birds too. Although, I assume that's not something you're breeding for.
I raise my orientals in central IN. For winter care the big thing is no wind or moisture. Also make sure that they sit on their feet at night so you don't have to worry about frostbite. A flat 2x4 works well, with the wide side facing up.
I thought it would have rusted, but all you need is a couple bolts. That's an easy fix. I would check to see if you compressor is locked up before you waste another belt.
So, I am familiar with raising gamefowl, and have for a while, but I don't have any experience competing. Oriental gamefowl seem to have better style but are too slow to compete in western countries? Is that accurate?