It's a great start and so if I could offer a word of advice go back to him and (if you haven't already) ask him to pose in different light and at different facial angles i.e. on the quarter; the profile; looking down et cetera. so you get clear ideas on what realyy stands out for you
I usually set a 30 secs window in my mind when I am making portraits of strangers; prior to the actual making there is as much conversation as they allow (within reason) then I 'control' where they stand, look and so on. After 30secs (as a loose rule) the subject has had enough.
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