I'm not an expert at portrait photography, but I feel this could have been so much better. I think the shot would have benefitted so much with a less harsh and more diffused side lighting.
There are nice and interesting textures in the hat and the face, but some detail has been lost by the harshness of the light. Also I think the focus is a little soft, but perhaps you intended this. The hat partially covering the face and the choice of black and white works well though.
I not sure about the technical side of your image here. A lot of blotchiness in the darks indicating an overworked image. That aside, I see a very artisitc approach to your work. Love the hat, the smile, and the overall result. Looks like a proof or older image from many years ago.