addidas boots are pure and utter crap. Don't buy into the hype. addidas knows shoes, the guy they hired to design their snowboard boots doesn't know how to make a functional boot. Plus it's a first year product that was rushed you don't want to be someone on the trial run of a product without a proven track record.
You're in Maryland are you going into Pit Crew or somewhere else? He's riding small hills that don't require a lot of board a 56 is the biggest I would put him on for his weight. A 59 he's going to be struggling. Ideally something 54 to 56 will work, even a 57.
Here's a list of boards I would look at that will be about 100 dollars or more cheaper than the Never Summer. You might even find a last years which will save you even more.
Rome Agent Wide
Rome Reverb Rocker Wide
K2 Raygun Wide
Salomon Drift Rocker Wide
Salomon Villain Wide
Bindings the Nitro ones are fine you could probably pick up a set of last year K2 Formulas,K2 Indy's (price conscious and actually a great binding) Rome 390 Boss, Rome Mob's, or something like that for relatively cheap.