In general the Incerto series by Nassim Taleb (Black Swan, Antifragile, and Skin in the Game) was worth it. The Selfish Gene, System thinking A primer, I am a strange loop, Sapiens are some books that I read recently that had a lasting impression.
Taleb also wrote a forward to the recent edition of Cipolla's The Basic Laws of Human Stupidity, which predates Taleb's books but is "Taleb-adjacent".