Not nitpicking, no. He is a head of the company, and his appearance contributes to the overall company's image. Consider what your first impression of a company would be if its CEO were a pierced dude with dreadlocks. Same goes here, "relaxed" and "approachable" is nice for socializing, but in business context it might be less desirable than "reliable" and "organized".

I will take back the unkempt, but I would still insist on Chris needing a shave. Now, back to the downvoting frenzy.