"Why Smart People Hurt" is a challenge because normally, I wouldn't be caught dead reading self-help books, and almost stopped in the intro because I felt talked down to. This one kind of sorted some things out for me, though. Now I'm reading a book on product design.
What was the main gist of the book? What is it about smartness that causes pain?
Basically that we're smart enough to see through a lot of the world's bullshit and ask a lot of reasonable questions, but not smart enough to recognize our own limitations and react in a reasonable way--in particular, we're not good at pruning down our questioning for our own well-being (for example, asking repeated questions about the shopping mart's pastrami in infinitesimal detail when there's some other project we'd rather be using our attention on). It also talked about avoiding mania, insomnia, and racing-brain issues, which is a
serious long-term problem for me and which I very much appreciated.
tl;dr: It's about the challenges of living a meaningful life as a smart person who can see through a lot of the ways in which other people create meaning for themselves, and particular aspects of self-care that smart people in particular tend to struggle with.