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Just released last week, Skin in The Game is a book about having the courage of your convictions. It's premise is simple: We learn by doing, and failing, and pain, and it is that process—being out there, in the world, taking risks, having skin in the game—that creates knowledge and effective action (not the process of experiencing something from afar, mediated away by screen and distance, rationalizing or pronouncing from the comfort of your office chair). Another way to say this: "Those who don’t take risks should never be involved in making decisions." From this elegant principle, Taleb explains a great variety of common errors in judgment and perception, including the fact that systems that don't have a mechanism of skin in the game will eventually blow up and fix themselves that way: the mortgage crisis, the Iraq wars, the United States, etc. etc. Taleb is a good follow on Medium, and you'll find an excerpt of the first chapter to this book there.
"Suckers try to win arguments, nonsuckers try to win." — Nassim Taleb
"We shape our tools and thereafter they shape us." —McLuhan
The abstractions and processes of thought, from how we approach play (Finite and Infinite Games) to knowledge creation (The Beginning of Infinity) to confidence (The Inner Game of Tennis).
From the origins of man (Sapiens, Homo Deus), to speculations on artificial intelligence (Superintelligence, How to Create a Mind), to how we perceive time (Why Time Flies, Felt Time).
Space operas, dystopias, gender speculations, cyber wtf-ery, temporal gymnastics, and killer fungi, ranging from accessible page-turners (Atwood, Ishiguro) to mega-laser geekery (Banks, Vinge).
"Poker is a game of making decisions under conditions of uncertainty." — Annie Duke, Decide to Play Great Poker
"Again the bell and again and you and your opponent so evenly matched it’s impossible to see your opponent is you …” — Joyce Carol Oates, On Boxing