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Nassim Taleb's view of success is a sobering antidote to the 'hustle' narrative. In 'Fooled by Randomness,' he demonstrates how we often mistake pure luck for skill, especially in finance and politics. He argues that most 'successful' people are simply lucky survivors of a chaotic system. For Taleb, true success isn't about wealth or fame—both of which can be taken away by a single Black Swan—but about 'dignity' and 'independence. ' A successful person is one who has the freedom to tell the truth, regardless of the consequences. He values the 'flâneur'—the person who can enjoy the world without being a slave to a schedule or a boss.
"Success is becoming in your own eyes what you are in the eyes of others."
"My only measure of success is how much time you have to kill."
"The charlatan is always more confident than the professional."
"The goal is to be the one who benefits from the volatility, not the one who is destroyed by it."
"Missing a train is only painful if you run after it! Likewise, not matching the idea of success others expect from you is only painful if that’s what you are seeking."
"If you want to be successful, you must be willing to be misunderstood for a long period of time."
"The Lindy Effect tells us that the longer a piece of work has lasted, the longer it is likely to last."
"The Lindy effect suggests that time is the only judge of true confidence."
"The most successful people are those who have found a way to turn their hobbies into their work."
"Courage is the only virtue that cannot be faked; it is the ultimate form of confidence."
"The difference between a hero and a coward is not their fear, but their confidence in their purpose."
"Success is not about how much you produce, but about the quality of the few things you do finish."
"We value the confidence of the pilot because he has skin in the game."
"Mastery is found in the intersection of luck and persistence."
"The logic of worldly success rests on a fallacy: the successful believe that their success is due to their qualities."
"Ergodicity is the ultimate filter for excellence."
"Success is becoming a self-owned person. The rest is just paperwork."
"The goal of a business should be to reach a point where it no longer needs to predict the future to be profitable."
"The key to success is to be able to identify the signals in the noise and to act on them."
"The three most harmful addictions are heroin, carbohydrates, and a monthly salary."
"Real work is something you do for yourself; labor is something you do for others."
"The most important skill in business is the ability to walk away from a deal that doesn't feel right, no matter how much money is on the table."
"The opposite of success isn't failure; it's boredom."
"Success is becoming a self-adversary. You are victorious when you are the one who can most effectively critique your own business model."
"Survival is the only metric of mastery that matters."
"Success is not about how much money you make, but about how much freedom you have."
"The most successful entrepreneurs are not those who take the biggest risks, but those who manage to stay in the game the longest."
"If you want to succeed, you must be willing to fail in public."
"I would rather be dumb and have optionality than be extremely smart and have no options."
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