My favorites that I re-read often, actually re-listen on audiobook (shout out libro.fm) are A Supposedly Fun Thing I'll Never Do Again and Consider the Lobster both by David Foster Wallace. I find his writing to be funny, erudite, and addictive. It's like hearing someone else's conversation with their brain.

Honorable mention goes to Fooled By Randomness by Nassim Taleb. One of those books that makes you look at the world differently when you finish.

Recently finished The Man from the Future by Ananyo Bhattacharya, a biography of John von Neumann and it was fascinating to hear his impact on so many different fields, e.g. mathematics, the atom bomb, the first computers, game theory, and automata. And all the secondary characters could be subjects of equally fascinating books themselves, e.g. Teller, Oppenheimer, Turing, Gödel, Einstein, Nash, etc.