While it's du jour to criticize the wealthy for the occupations they choose, I take issue with the idea that the jobs are "cushy" and ones in which you "can do no wrong". It's certainly true that going to the right university and knowing the right people gets your foot in the door, but for the most part the people who get these high paying jobs are immensely qualified. And the jobs they are doing are in fact challenging and you will be fired for underperformance.
I've been going through the interviewing process at one of these universities and while on the whole I'm not impressed with the quality of the students here compared with e.g. my high school (and I think there is a lot of smugness and false sense of superiority among many of my peers for presumably being smarter/better than everyone at a "lesser" school), I am, however, very impressed with the students I've met in the final rounds of the interview process for some of the top tier banks and other financial firms. They are among the most intelligent and well rounded of those I've met in school.