The Life of Ray Dalio and the Philosophy That Shaped Bridgewater
Hello! I’m Michael from WStorybook.
Do you know someone who achieved a 3x return on stock investments at the age of 12? Or someone who experienced bankruptcy yet went on to build the world’s largest hedge fund?
Today, I’d like to share the story of Ray Dalio – an investor who became legendary after accurately predicting the 2008 financial crisis.
Ray Dalio is an investor I personally admire deeply. Recently, he has been communicating with his followers through memos on LinkedIn about important economic and market issues. I’ll also be sharing related insights on this blog.

✅ An Ordinary Boy Who Hated Memorization
Born on August 8, 1949, in Jackson Heights, Queens, New York, Ray Dalio grew up in an ordinary middle-class family. His father was a jazz musician, and his mother was a homemaker. As a child, he preferred spending time with friends rather than studying and especially disliked rote memorization.
However, starting at age 8, he earned pocket money through newspaper delivery, lawn mowing, and snow shoveling – experiences that cultivated his independence. Then, at age 12, a life-changing opportunity arrived: he began working as a caddie at the Links Golf Club on Long Island.
At that time, it was common and socially acceptable for children to work from a young age.
The golf course was a favorite gathering place for Wall Street investors and politicians. Naturally, conversations about stocks were everywhere. Dalio used the $300 he had saved from caddying to buy shares of Northeast Airlines. His reasoning was simple. It was “the only stock I could afford for under $5.” Fortunately, the company was later acquired by Delta Air Lines, tripling his investment.

✅ The Philosopher Forged by Failure
Although he earned average C grades in high school, Dalio enrolled at Long Island University and studied finance – his true passion. He graduated with near-perfect marks and later completed his MBA at Harvard Business School in 1973. Afterward, he began trading commodities futures on Wall Street. While he disliked memorization, he clearly possessed strong logical thinking and an intense passion for what interested him.
In 1975, at age 26, Dalio turned a room in his apartment into the first office of Bridgewater Associates.
Initially, the firm advised corporate clients on managing currency and interest-rate risks. The business grew steadily, eventually attracting major institutions such as the World Bank.
However, in 1982, Dalio faced the greatest crisis of his life. After witnessing Mexico’s debt default, he became convinced that a global economic depression was imminent. He appeared on television and testified before Congress, confidently predicting a severe recession. But he was completely wrong – the U.S. economy instead entered one of the greatest booms in its history.
The consequences were devastating. He had to lay off all employees, and lacking even enough money to support his family, he borrowed $4,000 from his father. This near-bankruptcy experience became his most valuable lesson.
⚡ “Humble yourself to admit mistakes and seek advice from the smartest people who disagree with you.”
This was the principle he learned through painful failure.
✅ 2008: The Day He Was Right
Reflecting on that failure, Dalio built a systematic decision-making process. In 2007, Bridgewater predicted the global financial crisis a full year in advance.
[Bridgewater’s Remarkable Performance]
- 2008: While many hedge funds lost over 30%, Bridgewater achieved positive returns.
- 2010: Its profits exceeded the combined earnings of Google, eBay, and Amazon.
- 2011: It recorded the largest annual profit in hedge fund history about $13.8 billion.

✅ Key Publications and Philosophy
- Principles (2017): A global bestseller presenting a “decision-making operating system.”
- The Changing World Order (2021): Introduces the “Big Cycle” theory based on 500 years of history.
- The Big Cycle (2025): His latest work on debt, deleveraging, and long-term economic cycles.
✅ His Current Activities as of 2026
Now in his mid-70s, Dalio has stepped back from day-to-day management of Bridgewater and focuses on mentoring and research. He identifies three major forces shaping the global economy:
- Debt issues
- Political polarization
- Geopolitical risks
⚡ He advises increasing exposure to gold and real assets and repeatedly emphasizes risk-parity and diversified investing.
In Closing
😎 I feature legendary investors on this blog because their mindset and philosophy can help generate excess returns in today’s markets.
Their principles remain valuable in any environment. Ultimately, investing is about mindset.
In the next post, we’ll explore Ray Dalio’s specific investment strategies, the sectors he recommends, and his methodologies.





