In my mind what he's accomplished is doable by just living at your parents house (yes, that's also a bit of a luxury that others may not have), which is why I don't consider this to be simply a byproduct of wealth. With a bunch of drive and sheer will it could be done in nights and weekends. Is he entrepreneur of the year? maybe not, but he's certainly not richie rich who bought his way to the table -- while I have no idea what his resources are or what his interactions with whatever wealth source allowed him 250K @ 19, what he's done is not out of the realm of most office workers, especially in tech.
[EDIT]: He actually responded with how he got his start: https://news.ycombinator.com/item?id=16573002
So, logically, in order to maximize productivity output of entrepreneurs and new-thing-tryers, you must truly remove the consequences, perhaps with something like a universal basic income. Only then do you get to experience innovation as applied to an entire population, and only that will produce a broad enough population of experiments that you'll get a synergism and the invention of really new industries and scenarios.
Not rocket science, but maybe it'd lead to better rocket science :)