Ray Dalio allegedly punched one of his early bosses

Ray Dalio started his career as a golf caddy in Long Island

When Dalio was 12 years old, he worked as a golf caddy at the Links Golf Club. That's where he heard about the stock market for the first time and decided to invest in Northeast Airlines—the only stock he knew that was selling for less than $5 a share. Dalio ended up tripling his profit and became fascinated with the stock market—ultimately laying the foundation for his legendary career as a hedge fund manager.

Ray Dalio officially left Bridgewater Associates in late 2025

In 2017, Ray Dalio began a multiyear transition out of his leadership role at his company. He officially left his role as cochief investment officer and ended his tenure as the board chair in 2022 at 72 years old. How much Dalio made in the selloff of his Bridgewater equity in November 2025 isn't publicly known, but Forbes estimated his net worth to be $15.4B as of early 2026.

The culture Ray Dalio created at Bridgewater Associates is often criticized

Despite large returns, former employees report meticulous logs of mistakes, intense public questioning of junior-level staffers, recordings of all meetings being made available to all employees, and highly confrontational meetings—many of which are attributed to the book of more than 100 principles Dalio gives each employee. (Some users may experience a paywall)

Ray Dalio considers betting against the US debt load in 1982 among his biggest failures

In the early days of his hedge fund, Bridgewater Associates, Ray Dalio calculated that the US had accumulated more debt than it was possible to repay. He took short positions in the market that backfired when the Federal Reserve cut interest rates and avoided a global economic collapse. Dalio lost everything and even had to borrow $4K from his dad—but often describes this experience as one of the most pivotal moments in his career.

Hear how Ray Dalio spends his time since he retired

Dalio emphasizes finding meaningful relationships, both in work and in life. After officially retiring from his hedge fund, Dalio says he spends his time learning, reading, and trying to mentor younger generations.

'The Fund' exposed culture problems and scandals at Bridgewater Associates

In 2023, Rob Copeland—who covered Bridgewater Associates for The Wall Street Journal for 10 years before moving to The New York Times—wrote a book that drew from interviews, company documents, and meeting recordings. "The Fund" highlighted sexual harassment scandals, a company contract to hire strippers, and a toxic company culture. Dalio has criticized the author for being sensational and a gossip.

Ray Dalio and his wife signed Warren Buffett's Giving Pledge in 2011

That means Dalio and his wife, Barbara Dalio, committed to donating at least half of their net worth by the time they die. The couple also founded Dalio Philanthropies in 2003, with their main causes including advancing education and investing in ocean protection and research.

Time magazine named Ray Dalio one of the 100 most influential people in 2012

Dalio's profile, written by former Federal Reserve Chairman Paul Volcker, praised Dalio for his investment strategy and his deep understanding of economics, if unorthodox at times. Volcker particularly appreciated Dalio's support for the Federal Reserve's handling of the 2008 financial crisis. Dalio and Volcker were longtime friends—Dalio has referred to Volcker as "the most principled man" he knows.

Watch Ray Dalio break down his 'holy grail' investment strategy

As a hedge fund manager, Dalio's investment strategy relies on insulating investments from economic downturns. To do this, Dalio attempts to diversify investments as much as possible while considering the correlation between industries and markets.

Ray Dalio grew up in New York City, and his dad was a jazz musician

Dalio grew up in the Jackson Heights neighborhood in Queens—though his family moved to the city's suburbs when he was eight-years-old. His father played music in famous Manhattan nightclubs like the Copacabana, while his mother stayed home.

Ray Dalio argues that American capitalism is broken, citing economic factors like a growing wealth divide

Dalio also points to stalling income growth, weak healthcare systems, and poor educational outcomes when arguing that American capitalism needs serious reform. However, critics point out that Dalio has amassed a large fortune by running the world's largest hedge fund and question whether Dalio really wants economic reform.

Despite being a 'C' student in high school, Ray Dalio got his MBA from Harvard

Ray Dalio frequently says he was a poor student in high school and barely got into college. However, Dalio has said that he succeeded in college because he got to pick classes that interested him, like finance and economics. Dalio went on to earn his Master's in Business Administration from Harvard University in 1973.

Read Ray Dalio's reflection on his son's death

One of Dalio's sons, Devon Dalio, died in a car crash in December 2020. In a LinkedIn post, Dalio said Devon's death triggered an enormous amount of pain and reflection.

Read about the National Labor Relations Board case against Bridgewater Associates

In 2016, The New York Times reported about sexual harassment claims at the hedge fund, which uncovered a large-scale case from the National Labor Relations Board over Bridgewater's employees' contracts. The NLRB challenged their intense confidentiality agreements, but the settlement was ironically deemed confidential.

Ray Dalio credits much of his success to his transcendental meditation practice

Dalio took up transcendental meditation after learning that The Beatles practiced it on a trip to India in 1968. He says the practice allows him to clear his mind, be more creative, and unlock his subconscious.

What happens when a hedge fund grows too big, too fast?

Dmitry Balyasny, who heads what has become one of the top US hedge fund firms, got a crash course in finance as a teenager, when he started trading stocks—and started losing money. Balyasny went on to lose a whole lot more money. But, this time, it wasn’t his to lose. To find out more about his firm’s remarkable comeback, read this article.

The world’s top 10 hedge funds

The world’s top 10 hedge funds based on total assets under management include Ray Dalio’s Bridgewater Associates and Citadel.

A star investment banker was fired, launching a decade-long court fight

Star bankers are the core of an investment banking firm's business, so when Perella Weinberg let their restructuring guru Mike Kramer go in 2015, he sued, launching a ten-year legal fight.

Dissecting the legend of Sam Bankman-Fried

Sam Bankman-Fried, the founder and former CEO of FTX, a cryptocurrency exchange, rose to fame as a crypto visionary and was hailed as a genius. But he had a quick downfall in late 2022 when reports surfaced, implicating him in massive fraud.

Read how Vanguard's founder used the S&P 500 to revolutionize retail investing

John Bogle, the founder of The Vanguard Group, created a fund that tracked the S&P 500 in 1976. That fund created an unprecedented opportunity for individual retail investors, brought down fees across the board, and popularized the belief that passive, low-cost index fund investments would outperform actively managed portfolios long-term.

PayPal's Peter Thiel turned his Roth IRA into $5B

In 1999, tech titan Peter Thiel had a Roth IRA with roughly $2K in it. By 2019, that tax-free account was worth $5B. For context, the average Roth IRA was worth roughly $39K at the end of 2018. Naturally, Thiel had a few investment options that the average person probably doesn’t have access to—but the story of his IRA’s boom is nonetheless fascinating.

How one supplement company cost a short seller $1B

Pershing Square, a hedge fund founded and run by Bill Ackman, put short positions on Herbalife in 2012, because it believed the company was a pyramid scheme. Ackman's longtime rival and legendary investor Carl Icahn began buying Herbalife shares, causing the stock price to rise—ultimately hurting Pershing Square's short position.

Mark Zuckerberg was nearly fired from his own company after refusing to sell Facebook to Yahoo for $1B

In 2006, Yahoo tried to buy Facebook for $1B. Despite enthusiasm from nearly all of Facebook's management team and board (which included PayPal cofounder and famed investor Peter Thiel at the time), then 22-year-old Zuckerberg turned down the offer, insisting that Yahoo undervalued the company and didn't have a clear vision for the future. Zuckerberg has since said he regrets not being clear about his intentions to grow the company with his team before the Yahoo bid, as almost all of the company's management team left after he turned down the offer.

Visa Founder Dee Hock abruptly left the company in 1984.

Hock was arguably an unlikely candidate for the founder of one of the most successful banking organizations of all time. He grew up extremely poor in rural Utah without indoor plumbing, but would go on to create one of the most innovative financial technologies of the 20th century.

American Express briefly owned Lehman Brothers

In 1984, Shearson, a retail banking company and American Express subsidiary, bought the investment banking company Lehman Brothers—best known for its historic 2008 collapse—for $360M. The businesses were then called Shearson Lehman/American Express. American Express spun off Lehman Brothers with an IPO in 1994 that attracted nearly $3B in new capital.

Warren Buffett's former professor Benjamin Graham is known as the 'father of value investing,' a strategy in which investors seek to buy stocks trading below their intrinsic worth.

Hedge funds, the private investment firms that trade a wide swath of financial assets, make money by imposing steep fees on investors and from the fund's investment performance.

Exploring the Larry Bird punch that almost changed March Madness

See a ranking of the best (and worst) Federal Reserve Chairs since 1914 out of the 16 men and women who have held the office since.

A Yale student wrote a profound essay about the consulting industry's influence on elite college students that was published in a book of her writing after she died in a post-graduation car accident.

The name 'Silicon Valley' arose from the founding of Shockley Semiconductor Laboratory in Fairchild Semiconductor in 1956-57, founded near Stanford University in Palo Alto

In 2025, four executives from large tech companies were given positions in the US Army Reserves—including Palantir Chief Technology Officer Shyam Sankar, which reinforced Palantir's ties with the US military and its role as a leading defense partner.

In 1945, Surrealist artist Salvador Dalí and legendary animator Walt Disney began collaborating on a short film that was not completed until 2003, years after both men had died.

Dozens of S&P 500 stocks, including Coca-Cola and Walmart—known as the dividend aristocrats—have increased dividends every year for 25 years

Famed poet TS Eliot rejected the manuscript for George Orwell's political fable 'Animal Farm,' writing that its criticism of authoritarianism was not 'the right point of view.'

Legendary architect Frank Lloyd Wright designed the SC Johnson headquarters in Wisconsin, aiming to make a cathedral-like workplace

US consumers collectively owe more than $1T to credit card companies—almost as much as they owe in auto loans.

How Amazon operates a 'flywheel' business model, a self-reinforcing cycle that drives continuous growth

Double world record holder Hunter Ewen helped conquer his fear of balloons, called globophobia, by training to win Guinness World Record titles for balloon inflation.

Budweiser stores yeast derived from the original 1800s strain in a secret bunker, which only the Head of Yeast Management can access—not even the CEO

The most expensive ad of all time was for Chanel No. 5 perfume and cost roughly $33M to produce in 2004—about $57M in today's dollars.

Explore chaos in this simulation of two double pendulums, where small differences in the release angles produce wildly different outcomes.

Fast-casual restaurant Chili's is experiencing a resurgence, with its parent company recently reporting a nearly 32% increase in sales, thanks to passionate Gen Z fans on TikTok.

The first image of a black hole was captured by creating an Earth-sized virtual observatory from a network of eight radio telescopes.

The identity of the Tank Man in the iconic photo from the 1989 Tiananmen Square protests remains unknown and was possibly killed.

Quincy Jones' 'Big Band Bossa Nova' helped introduce bossa nova—a jazz-influenced Brazilian genre—to the US

Fear or disgust related to clusters of holes and cracks, called trypophobia, may stem from evolutionary processes to help us avoid pathogens.

In 1984, Operation Smash Hit intentionally crashed a 239-ton train into a nuclear waste canister at 100 miles per hour to prove the canister's safety, which remained completely intact and lost just 0.29 of its 100 pounds of pressure.

After her fellow cult members tried to kill her with an LSD-infused hamburger, one member of the Manson Family, the murderous cult led by Charles Manson, decided to testify against the group's leader.

Read a deep dive on the 'all-purpose healing' peptide BPC-157.