I see no problem with your brother having a Speedmaster or America as a first streetbike. But, I'm kind of old-school, I think a dirt bike is the only thing to learn on. Even if he just uses it for a month or two it provides a steeper learning curve, and less of a penalty for mistakes. Practicing in an open field is about as safe as you can get. Used 80-125 dirt bikes are 500-700 dollars. Is he the kind of guy that would put the streetbike off for a little bit?