Leon has been getting by in his last few fights due to his newly found wrestling and top control, it has let him disrupt his opponent's rythm and has gotten him out of tight spots like when he got dropped by Barberena, but I don't think that's the way to go against Cowboy.
I see the fight being somewhat even on the feet at first, but Leon will eat something he doesn't like and will try to take things to the ground. Once this happens, Cowboy will start to take over and will hurt him before locking up a submission.