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Dear Jonathan,
Welcome to the Forum! I think you've done a fine job with the (dreaded) yearbook photo. These are tough to do and I congratulate you. He's an elegant, good-looking man.
Here's what I'd do if this were mine:
I'd spread some warm reds around, namely in the corners of the eyes, warm up the shadows in the ears (instead of cool greys), warm the shadow area around the nose (nostril openings should be warm and not a terribly dark value) and warm up his lips without darkening them. The lavender color that shows up on my monitor has a lipstick effect.
I don't think you need to tinker much with this. You can ask your wife if the likeness is accurate. Most "laymen" are pretty good at spotting drawing errors, it's just that it's hard for a non-artist to articulate the problems when there are other issues (color, value, edges, composition, etc.) coming into play.
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