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The founder of Vanguard, John C. Bogle, once told this story. There was a party at a billionaire's house. At one corner is Kurt Vonnegut and Joseph Heller. They were talking about the income of their host who is a hedge fund manager. Kurt commented of how the man's income in one day is more than what Joseph made for his novel Catch-22 throughout the years.Joseph's reply is truly remarkable. He said that he had something that the hedge fund manager will never have. And that is "enough". What is your source of income right now? Can you say that you know what is enough? Let's learn from the story of these two people.Rajat Gupta was a poor boy from Kolkata. He was an orphan. But he became a CEO at age 45.Rajat was CEO of McKinsey, one of the world's best consulting firms. He retired in the company in year 2007 and took key positions at United Nations and the World Economic Forum. Rajat also became a board of director in five different companies. From the slums of Kolkata,he became one of the richest businessmen alive. In 2008, Rajat was already worth $100 million. But he never became satisfied with that amount. Now that he is a centa-millionaire, what he wanted to become is a billionaire. He wanted to be in that circle. Rajat was then a board of director of Goldman Sachs.He made a move to make himself a billionaire.In 2008, Goldman Sachs was at the middle of the economic crisis. Warren Buffett made the decision to invest $5 billion in the company to save it. As a board member, Rajat learned about it earlier than the public. The funding of Warren Buffett will surely make the stocks of Goldman Sachs go very high.Sixteen seconds after the board meeting call, Rajat called a hedge fund manager named Raj Rajaratnam. The call was never recorded but Raj immediately bought a total of 175,000 of Goldman shares. Hours later, the deal of Warren Buffet was announced to the public. The stocks of Goldman immediately went up high. Raj made $1 million in just a matter of hours.The prosecutors reported that Rajat earned $17 million in profit.This is a classic case of insider trading. Rajat Gupta lost all his riches and went to prison. He also lost his reputation.Rajat already had $100 million. Why did he want $1 billion more? He already had wealth, fame, power and freedom. Yet he threw it all away because he wanted to have more. Rajat Gupta had no sense of enough.We can learn three lessons from this story. Lesson One. The hardest financial skill is to stop acquiring.The taste of more power, more fame, and more money increases ambition a lot faster than satisfaction. At this point, when you don't make a move forward, you feel as if you're falling behind. And the only way to catch up is to make bigger and bigger risks. Modern capitalism is very good at two things. They are generating wealth and generating envy. The person loses the sense of enough.Lesson Two.Social comparison becomes a problem. Imagine a rookie football player who earns $500,000 per year. He is already rich. But if we compare him to Mike Trout, who has a 12-year contract of $430 million per year, the rookie player seems broke. Now imagine a hedge fund manager who earns $36 million. But in 2018, the top ten highest paid hedge fund managers earn at least $340 million per year. $36 million is now low in comparison. But what if the top ten hedge fund manager earning $340 million per year compares himself to the top five? The top five hedge fund manager earns $770 million. What if that top five compares himself to the likes of Warren Buffet who got richer by $3.5 billion in 2018?What if Warren Buffet wants to be in the level of Jeff Bezos whose net worth is $24 billion in 2018? See the point is the ceiling of social comparison is very high.No one would ever rich it.When you are at the game of "I want to be rich just like my friends", you will never win. There is no limit. There is no point where you are satisfied.The only way to become a winner is to not fight at all. Accept that you have enough even if those around you are scrambling for more. A dealer in Las Vegas once said that the only way to win at the casino is to leave as soon as you enter.Imagine yourself at a party in an executive village. You and your friends are discussing who is richest, who has the biggest house, who is most famous, who is most admired. There is no winner. The one who wins is the man or woman who is content with what he or she has, who is living happily in a small house surrounded by a loving family.Lesson Three. There are things that are more valuable than wealth, fame, and power, no matter how much it is. Rajat Gupta said this in his interview with the New York Times after he was released from prison. He was asked what lesson he learned from this experience."Don't get too attached too anything. Your reputation, your achievements, any of it. They don't matter. This whole thing destroyed my reputation. But I have learned not to be so attached with it."Rajat Gupta wanted to save his face. He is justifying his actions. He is comforting himself that his reputation does not matter to him anyway.But this is wrong.Reputation is priceless. Freedom is priceless. Family and friends are priceless.Loving people and being loved back is priceless. Happiness is priceless. The way to get all of these is to know when to stop taking risks, to know when enough is enough.