Don't push him too hard at first. 2 miles is a challenge for him .. so do 2 miles. When he's running 2 miles fairly well, go to 2 1/2 .. then 3, etc.
As for his diet, Pogue gave good advice. 4-5 smaller meals and 3-4 quarts of water everyday. They key is to burn more calories during work-out than you take in during meal time.
Have him do 20 mins in the weight room .. work his upper body, weights - bicep curls, push ups/ bench press, tricep extensions etc for 10 mins .. and his lower body, squats, curls, leg extensions etc for 10 mins. So, say he bench presses 200lbs for 1:00min and his arms are tired .. have him do situps/crunches for 2:00 mins .. then do some squats - then back to upper body while the lower body rests. Make sure it's continuous, whatever time you set, don't stop the workout until time is up. It is called a circuit workout, no matter what he's working, he's keeping his cardo going and giving his upper/lower body a rest by alternating exercises. Two birds with one stone.
But, as has been said - his diet is important. Healthy foods, fruits, vegetables, whole grains, fish and other lean meats in small portions.
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