"What we saw worldwide from 2014 to 2018, from India to the U.K. to the U.S., was a rebellion against the inner circle of no-skin-in-the-game policymaking "clerks" and journalists-insiders, that class of paternalistic semi-intellectual experts with some Ivy League, Oxford-Cambridge or similar label-driven education who are telling the rest of us 1) what to do, 2) what to eat, 3) how to speak, 4) how to think, and… 5) whom to vote for."

"Evidence of submission is displayed by the employee’s going through years depriving himself of his personal freedom for nine hours every day, his ritualistic and punctual arrival at an office, his denying himself his own schedule, and his not having beaten up anyone on the way back home after a bad day. He is an obedient, housebroken dog."

"Seeing the psychologist Steven Pinker making pronouncements about things intellectual has a similar effect to encountering a drive-in Burger King while hiking in the middle of a national park."

"Avoid taking advice from someone who gives advice for a living, unless there is a penalty for their advice."

"Bureaucracy is a construction by which a person is conveniently separated from the consequences of his or her actions."

"The knowledge we get by tinkering, via trial and error, experience, and the workings of time, in other words, contact with the earth, is vastly superior to that obtained through reasoning, something self-serving institutions have been very busy hiding from us."

"You can be an intellectual yet still be an idiot. 'Educated philistines' have been wrong on everything from Stalinism to Iraq to low-carb diets."

"[N]ever engage in detailed overexplanations of why something is important: one debases a principle by endlessly justifying it."

"In case you are giving economic views: Don't tell me what you "think," just tell me what's in your portfolio."

"[I]t is about distortions of symmetry and reciprocity in life: If you have the rewards, you must also get some of the risks, not let others pay the price for your mistakes. ...If you give an opinion and someone follows it, you are morally obligated to be, yourself, exposed to its consequences."

"[I]n academia there is no difference between academia and the real world; in the real world, there is."

"An option hides where we don't want it to hide."

"I suppose that the main benefit of being rich (over just being independent) is to be able to despise rich people (a good concentration of whom you find in glitzy ski resorts) without any sour grapes. It is even sweeter when these farts don't know that you are richer than they are."

"The worst side effect of wealth is the social associations it forces on its victims, as people with big houses end up socializing with other people with big houses."

"Our greatest asset is the one we distrust the most: the built-in antifragility of certain risk-taking systems."

"My idea of the modern Stoic sage is someone who transforms fear into prudence, pain into information, mistakes into initiation, and desire into undertaking."

"A man is honorable in proportion to the personal risks he takes for his opinion."

"What is nonmeasurable and nonpredictable will remain nonmeasurable and nonpredictable ... no matter how much hate mail I get."

"Daily news and sugar confuse our system in the same manner."

"Few understand that procrastination is our natural defense, letting things take care of themselves and exercise their antifragility."

"[A] theory is a very dangerous thing to have."

"Modernity widened the distance between the sensational and the relevant."

"Randomness works well in search—sometimes better than humans."

"When some systems are stuck in a dangerous impasse, randomness and only randomness can unlock them and set them free."

"Injecting some confusion stabilizes the system."

"This is the central illusion in life: that randomness is a risk, that it is a bad thing ..."

"There is no such thing as a failed soldier, dead or alive (unless he acted in a cowardly manner)—likewise there is no such thing as a failed entrepreneur or failed scientific researcher ..."

"It is painful to think about ruthlessness as an engine of improvement."

"The antifragility of the higher level may require the fragility—and sacrifice—of the lower one."

"He who has never sinned is less reliable than he who has only sinned once."

"It is often the mistakes of others that benefit the rest of us—and, sadly, not them ... For the antifragile, harm from errors should be less than the benefits."

"Much of modern life is preventable chronic stress injury."

"If I could predict what my day would exactly look like, I would feel a little bit dead."

"The best way to learn a language may be an episode of jail in a foreign country."

"Much of aging comes from a misunderstanding of the effect of comfort."

"Information is antifragile; it feeds more on attempts to harm it than it does on efforts to promote it."

"If humans fight the last war, nature fights the next one."

"It is all about redundancy. Nature likes to overinsure itself."

"Half of life—the interesting half of life—we don't even have a name for."

"The fragile wants tranquility, the antifragile grows from disorder, and the robust doesn't care too much."

"Compromising is condoning. The only modern dictum I follow one by George Santayana: A man is morally free when... he judges the world, and judges other men, with uncompromising sincerity. This is not just an aim but an obligation."

"Just as being nice to the arrogant is no better than being arrogant toward the nice; being accommodating toward anyone committing a nefarious action condones it."

"If you see fraud and do not say fraud, you are a fraud."

"Modernity has replaced ethics with legalese."

"Simplicity is not so simple to attain."

"We didn't get where we are thanks to the sissy notion of resilience."

"I want to live happily in a world I don't understand."

"To become a philosopher, start by walking very slowly."