@IcarusWax Well, yes his insecurities are showing but attractiveness to women is not subjective.
Perhaps, your insecurities are showing as well; humble bragging about your attendance in grad school and "multiple high-tech patents"...?
I did not come from money either and had to pay my own way through college. I'm not necessarily proud of it. It only means I came from a poor family who's parents could not provide me with start-up capital nor life contacts to associate with; to build something.