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Bridgewatr founder Ray Dalio began investing after golf caddying for Wall Street bankers

Reported by Fortune
Jun 29, 2026· 3 min read
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Key Takeaways
  • • Ray Dalio purchased his first stock, Northeast Airlines, at age 12 using money earned from caddying at a Long Island golf course, which tripled in value following the company's acquisition by Delta Airlines, establishing his foundational investment philosophy.
  • • Dalio founded Bridgewater Associates in 1975 from a two-bedroom apartment in New York City, eventually building it into one of the world's largest hedge funds over a 47-year period before transitioning leadership to the next generation.
  • • Early exposure to investment professionals during his caddying years at the Links Golf Club provided Dalio with informal market education and sparked his lifelong passion for investing during a period of market enthusiasm.
  • • Dalio attributes significant personal and professional success to his 1969 adoption of Transcendental Meditation, which he credits with contributing to his development as one of the most successful investors of his generation.
Summary
Ray Dalio's investment career began at age 12 when he worked as a caddy at the Links Golf Club on Long Island, where he saved earnings to purchase shares of Northeast Airlines—a decision driven by the simple observation that the stock traded below $5 per share. This initial investment proved fortuitous when Northeast Airlines, which was approaching bankruptcy, was acquired by Delta Airlines, causing the stock to triple in value. Dalio has characterized this first investment as fortunate despite its flawed reasoning, but the experience ignited a lifelong passion for markets and investing that would define his career trajectory.

During his formative years at the golf course, Dalio gained informal education by listening to investment professionals discuss market opportunities while caddying for them. This proximity to Wall Street investors provided early exposure to market dynamics during a period of broad stock market enthusiasm. Though he showed limited academic interest in high school, Dalio's genuine passion for "playing the markets" persisted, and he pursued finance as his college major at C.W. Post, where he graduated at the top of his class despite initially struggling with admissions standards.

In 1975, following short tenure at two Wall Street firms, Dalio founded Bridgewater Associates from his two-bedroom apartment in New York City with minimal capital. Over the subsequent 47 years, he built the firm into a global institution and one of the world's largest hedge funds. Dalio served in multiple roles throughout Bridgewater's development, including CEO, Chief Investment Officer, and Chairman, before transitioning leadership to the next generation. He stepped down as CEO in 2017, relinquished the CIO role in summer 2020, and departed as Chairman at year-end 2021, subsequently focusing on mentorship and knowledge transfer to both Bridgewater's leadership and broader audiences.

Dalio attributes substantial personal and professional success to his adoption of Transcendental Meditation in 1969, crediting the practice with enabling much of his achievement in building one of the investment industry's most prominent institutions.

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Sources

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AlphaMaven summarised this story from the reporting below. Each link opens the original article.

Fortune Bridgewatr founder Ray Dalio began investing after golf caddying for Wall Street bankers