The author herself appears to be biased by this. She believes that the “rich elites” have a great burden of responsibility towards the world, which she justifies with shaky zero sum logic that suggests that because they have more, they necessarily took it from those who have less (her bulky villager metaphor). She might not be openly jealous, but she still seems to believe that her rich peers must somehow earn this wealth (an undefined and likely impossible undertaking), and writes about them with condescension when she sees they do not meet her burden.
The kind of “rich elite” that attends Yale—that is to say a child who has access to vast sums of wealth they themselves did not amass—is an otherwise normal person who simply wants to live a happy life. Some end up president, some end up “gypsies”, but as the observes all of them have learned that in order to pursue these goals unmolested they have to put on the cloak of being less privileged than those around them. If they don’t, they’ll drown in a sea of hate from those of lesser means than them.
Thats it. There’s no mystery here, just a bunch of kids trying to avoid being systematically bullied for circumstances outside of their control.