You've got some great light for this shot. Soft, no harsh shadows, even from the hat. He does get a bit lost against the tree though, because of the similar tones of the hat and tree. I keep wanting to cover up the yellow wall on the left as it drags my eye away from the focus.
Nice job with the soft focus look, yet keeping him and the horse sharp. Some intrigue/interest to the viewer wondering what the distraction to the left is for 'The Paso Man'. I naturally want to see this cropped some off the left, but with them both looking left it would cramp the photo. This photograph begs to be in portrait mode. I can see the perfect crop from here. :D Good luck in the challenge.
He looks like he's wearing a stovepipe hat. Nice composition, though. It just looks a little dark on my monitor. No details in the dark areas, including the horse. 6
It looks like you've softened the background. It makes the image look a bit too unreal for my tastes. But I do find the rider and horse's face to be wonderfully sharp. Nicely done there.