I have a colleague who worked in the City for a few years (programming, not finance). The money was great, but eventually he looked around at the people he worked with, saw exactly what you've seen, and got out.
They have commitments to their families, a million a year feels like poverty after you're used to living on two million, and every day they add another thread to the ropes holding them in place.
The other day, someone did something I didn't expect. It was something many people have done before; something that I thought of as very normal, but that I in no way understood and had not predicted.
As I said, this had happened many time before, so I wrote it off as "me not understanding people" or "people are weird" for a second, like I usually do, before realizing that "bad at" really means "lacking basic knowledge", which I had never realized before.
And then I thought "I should ask someone who is different from me why people do that, and eventually someone will have an answer."
But many people will have many more questions like this. So, what have you observed people doing time and time again, but never understood? Or something that you only understood after a long time or asking someone about it?
And can Less Wrong tell us, not necessarily why (I for one can make up evolutionary psychology fairy tales all day if I want) but what conscious thought process occurs behind these events?