A crime boss? Well, maybe. He could just as well be a prosperous merchant or the town mayor.
Whoever he is, this beautifully-rendered greyscale image shows someone who's doing quite well, quite prosperous looking. Quite heavy, fleshy - you can imagine he's enjoyed many a sumptious banquet and goblet of wine. And then probably plotted his next moves - licit or otherwise - over a few more cups of wine with friends, allies and henchmen.
I can imagine holding this one up to the players when introducing them to a Guildmaster or Governor, someone of middle-range importance in whatever township they happen to be. A personage that it might be in their best interests to be courteous to, at least to his face (even if they decide to plot his downfall later...). Perhaps a patron or sponsor for their planned exploits, or someone whose permission they need to get for something.
Or indeed maybe he is a crime boss. Up to you!