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He says his investment philosophy is to bet against the consensus and make sure he is right.
And he says has a principle to success - "Pain plus reflection equals progress."
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Keep reading to learn more about his insights into investing and his life principles.
"The main reason I write the daily observations is because I want to know where I'm wrong."
At the Bloomberg Markets 50 Summit in 2011, Dalio said that he gets feedback and criticism from a wide range of investors everyday.
"The main reason I write the daily observations is because I want to know where I'm wrong," the hedge-fund manager said. "So lots of times if somebody points something out it helps me, and I want to have a diversified bet of uncorrelated bets."
“I pay about a third in taxes, I give away about a third, and I follow the law.”
In 2011, Dalio appeared on Charlie Rose‘s program on PBS to talk about principles of his firm, Bridgewater.
“I think I did everything right,” he said. “I did well when others didn’t. I happen to earn one-fifth of the profits. I pay about a third in taxes, I give away about a third, and I follow the law. And if I’m doing something they think is incorrect, I’d like to know that.”
"He who lives by the crystal ball will eat shattered glass."
Speaking on a panel at the New York Times DealBook conference in 2012, Dalio warned that forecasting the timing of Federal Reserve's rising rates is probably a fool's errand.
"He who lives by the crystal ball will eat shattered glass," Dalio said.
"There are two main drivers of asset class returns — inflation and growth."
Dalio once sat down with CNBC's Maria Bartiromo in 2012 at the Council on Foreign Relations to give some advice for the average investor. At that time, he explained how inflation and growth affect the prices of asset class returns.
"There are two main drivers of asset class returns — inflation and growth," he said.
"When growth is slower-than-expected, stocks go down. When inflation is higher-than-expected, bonds go down. When inflation is lower-than-expected, bonds go up."
"Demand is best measured in terms of spending," Dalio said in 2012 at the Council on Foreign Relation. "You know, I think in traditional economics, it's a mistake to measure it in terms of the quantity of goods."
Unlike many hedge-fund managers who stay pinned to their computer screens day and night monitoring movements in the markets, Dalio spends most of his time trying to figure out how economic and financial events fit together in a coherent framework.
“Almost everything is like a machine,” he told The New Yorker in 2011. “Nature is a machine. The family is a machine. The life cycle is like a machine.”
He added: "And then everything else I basically view as just a case at hand. So how does the machine work that you have a financial crisis? How does deleveraging work — what is the nature of that machine? And what is human nature, and how do you raise a community of people to run a business?”
Talking at CNBC's Squawk Box morning show in 2012, Dalio said: "I don't get caught up in the moment."
"I think so many people are reactive ... they see things in a short term way when they're right up against it. If it didn't happen in your life before, then you're not paying attention, you don't think it's possible. But almost all important events never happen in your life before ... Monetary system break down ... the oil shock ... didn't happen before ...
"When I'm looking at it I think these things that kind of keep happening over and over again ... and then I have this template ... and these rules, if this happens then that's going to happen because it has all happened before."
Dalio told Business Insider in May 2017 that he has a principle to success.
"Pain plus reflection equals progress," he said.
"Pain, when we're in the moment of pain, we tend not to reflect, but after that moment of pain, whenever anybody makes a mistake, about anything, it's not just the market, it's about life. There's a message probably there."
In an interview with Business Insider CEO Henry Blodget in September 2017, Dalio said: "The average man tends to be much more reactive if you look at the purchases and sales that they make. When something goes up, they're more likely to buy it. They think, ah, that's a good investment. They don't know how to measure that in terms of, oh, is that a much more expensive investment that's more likely to go down?"
He added: "That's what they're attracted to. They tend to buy high and sell low, and so an average man should not be playing this game in that way ..."
"In order to be successful, you're betting against the consensus, and you have to be right."
"In order to be successful, you're betting against the consensus, and you have to be right," Dalio said during the interview with Business Insider CEO Henry Blodget in September 2017.
He said: "The consensus is built into the price. So because the consensus is built into the price, and assets price themselves in a way that they're all competing, and they're all of equal value in a certain sense. There's risk premium of equities over cash and bonds will have that over whatever, but basically, they're all priced that way. So like think of it as going to betting on a sports team or in other words, or horse racing."