While I understand and follow everything Dylan says in this piece I'm pretty sure that it takes a pretty pretentious ass to come to his conclusion. The data out there says that with the exception of Harvard and to a much lesser extent Yale and a handful of top top tier universities, where you go to college (provided you graduate) makes approximately zero difference in your earning potential, and there is no fucking way that all those people who take advantage of the scholarship would have ended up at Harvard instead.
Maybe the people who took the scholarship were less enthused about college than those who did not. Maybe those who took the scholarship were more likely to be in the bottom part of that top 25% and had fewer scholarship options outside of the Massachusetts one, and so didn't actually fare worse than if they hadn't taken it. Maybe they are happier as a result (I know student loan debt pisses me off).
It's just a really bad bit of writing. There are plenty of real reasons that Romney would be a horrible president, you don't need to try and twist crap like this around to use against him.