What is his weight and height? Need more information to help. You could check out craigslist for a first board, a smaller size, twin shaped for learning always helps and he can use it in the park too. I wouldn't spend to much on a first board unless he is loaded with money and doesn't care. Just make sure he has good boots and maybe some crashpads to protect his behind. If he is comfortable as he is learning and falling, it will be easier for him to stick with it.