"You don't go out looking for a job dressed like that? On a weekday?"
-Jeffrey Lebowski -- the Big Lebowski
From the movie "The Big Lebowski"
Anyway, I like both images. Nice to have a good subject to work with.
I don't know what kind of job he wants, but my first thought was appropriateness of these pictures. Only he knows that. Your lighting seems to have dictated the whole shoot. Anyway, there's this thing they're now doing called "environmental portraiture." Puts the subject in an appropriate environment. If he wants a job as an agricultural extension agent, these shots are great -- maybe as a corporate lawyer, not so much.
Anyway, just general reactions. The first one, I really don't like all the negative space over his head. It looks MUCH better (I believe) when you crop that down to just over his head. The angle is good. I love the light on the crisp shirt, and the skin tone is warm and inviting.
Just as a general picture, I like the second one best -- although I can see it being criticized as an outdoor mug shot. His expression seems a little blank, as if he's wondering why he got arrested. But the contrast between his warm face and the brilliant, almost fiery background is great.
Keep up the good work, and I hope he gets the job he wants.