As has been mentioned, it sounds like he's really after two guns that fit different rolls. However, if going with just one for both purposes, here's yet another opinion.
He should get a revolver chambered in .357 Magnum. It can be carried with .38 Special +P for urban CC, if he wishes. But it should be large and heavy enough that he can shoot full house Magnum loads out of it. So we're looking at full steel frame. Ruger or S&W with a 3" or 4" barrel.
My compromise choices would be:
1) Ruger SP101, 3" barrel, fixed sight (to be replaced later with fiber optic, gold dot, or tritium dot), hogue combat grip.
2) Ruger GP100, 3" barrel, fixed sights (to be replaced later, as above), either a Hogue monogrip sans finger grooves or the Ruger compact rubber/wood panel grips.
3) S&W Model 66, either 3" or 4" barrel, adjustable sights. No upgrades except possibly removing the infamous internal lock (which is a subject of contention).
ETA: This is not an order of preference. Just the order I thought of the guns.