Earlier quoted context omitted.
I agree that he's nostalgic and full of shit but you're putting words in his mouth when you say the problem is "those who rise to power do so with the personal story that they earned it." Brooks is arguing that they DID earn it, he says the mechanisms that put people at the top tend to be honest and that people at the top work more than others. What he's saying when he's being nostalgic is that the old people at the…
Yeah, I think we agree: Brooks claims the mechanism that gets them there is meritocratic, but because they do not have the concept of being an elite (the patronizing attitude), which they do not have because they "earned it", they are worse leaders. "The problem is that today’s meritocratic elites cannot admit to themselves that they are elites."
One could argue that the brand of libertarian politics often espoused in american hacker circles is pretty much the politics of this "meritocratic elite who can't admit they're an elite".
I worked hard to earn it, I deserve it, I resent the idea that society should impose on me any responsibility towards those who didn't/weren't lucky enough to. (A cognitive bias where one discounts the role of luck in one's own success is perhaps quite important to this viewpoint.)