Get all your news in one place.
100's of premium titles.
One app.
Start reading
Fortune
Fortune
Eleanor Pringle

Ray Dalio was a ‘below average’ student who got into investing by caddying for Wall Street traders: Now he hires talent who have experienced hardship

Ray Dalio attends the Fortune Global Forum Riyadh 2025 on October 27, 2025 in Riyadh, Saudi Arabia. (Credit: Amal Alhasan—Getty Images for Fortune Media)

Ray Dalio was a self-professed “below average” student, bringing home grades of C-minus on a good day. However, the billionaire investor is now a household name, and says when he is looking to hire talent, he seeks out people who have had to overcome obstacles to get opportunities.

In a conversation with Harvey Schwartz, CEO of the Carlyle Group, the Bridgewater Associates founder outlined how his early years were no indication of the success he later attained. High school was a struggle, he said, because he had a “lousy” memory, and classes involved teachers merely testing that memory.

In addition, Dalio said, he simply wasn’t interested in much of the content, and instead kept himself busy by working odd jobs.

“I caddied,” Dalio said on the CNN podcast. “And when I would walk around the golf course caddying for people, the stock market was hot at the time. So I would talk about stocks with them.

Sign up to read this article
Read news from 100's of titles, curated specifically for you.
Already a member? Sign in here
Related Stories
Top stories on inkl right now
One subscription that gives you access to news from hundreds of sites
Already a member? Sign in here
Our Picks
Fourteen days free
Download the app
One app. One membership.
100+ trusted global sources.