Hey Dragon,
I felt the main problem was his face. It is not very readable, and it looks like he has no bottom jaw, just a pincer thing. I moved his face up one pixel, and drew a bottom chin. He only looks sad though, not mad or anything. The only emotional indicator in this is his mouth, which is just a frown, and his head is tilted down which makes him look sadder. I did a couple other minor things like add a pixel to his heel, I think it makes him more balanced. I made the line between his pants and coat be of the coat color, because the coat is over the pants, and I removed what I think are his coat tails because they were not reading, and I don't think his 50's style coat would have tails.
I like the hat however! It is done well.