I like ethis as a portrait, but the hat is overexposed and I can't really tell anything about it. I assume the hat is important, since it is your title.
7 - Good portrait shot, has character. Criticism; the title detracts in my opinion and actually leads me to focus on the hat, which to me, is a little blown out and causes 'problems' in that top right corner. Difficult with the balance on the white, but perhaps a tighter crop at the top would have made this a better shot, especially for the Challenge, not sure. Technically, while no expert on this rule, seems you have used it well, but I would like to have seen it even 'stricter'. The b/w works well here, nice shot. Different title, or else more attention to the hat, especially re 'the rule(s)', for this Challenge, would have made this a better shot in my opinion.