Wallstrum,
I would recommend the Montefeltro Silver just because it is a nice gun with nice would and good enlay on the metal. If you want to keep is simple they now have the M2 w/ comfortech. It will reduce some of the recoil plus it is all flat black so nice an simple.
As far as the 4+1 or 3+1. The silver is 4+1 so maybe that is the way to go.
From what I hear the Crio barrels are better. better shot patterns and longer lasting. Either one of these two will not have a Crio barrel from what I thought I read on the Benelli site.
Good luck whatever you get him. I am sure he will really enjoy it. On a funny note, if he is that good at chucker then you should get a magazine extension like what Tom Knapp or Tim Bradley use which will allow for 12 shots. Then he could get his limit in one flurry and not have to walk far. Just a thought, ha, ha...