I like his sly look. I just wish his eyes were a little better lit and more in focus (your focus is best on the brim of his hat, so a bit of a miss). Also there are some parts that look like processing on his cheek and chin that have been smoothed or blurred and the transition to his nose and lips isn't very smooth. Overall I really like the look and feel of this image, I'm only commenting on ones that I feel had potential.