You're easily impressed.
http://fightland.vice.com/blog/talking-business-with-tyron-woodley
Tyron started with one of the best MMA teams in the game, and then opened up his own franchise. He also seeks out and lands his own sponsors and got himself into one of the more talked about movies of last year. He figured out a way to get coaching from some two of the best MMA coaches (from different teams) to shore up any weak areas in his game. Tyron sought out sports psychologists to make sure his mental game is strong too.
He is asking to fight GSP and Nick Diaz because he wants to get PAID. He is not the biggest draw and he knows that. That's he wants to fight guys who are big draws. He's a pretty astute businessman.
I'm fairly certain he is much smarter than you think you are.