For the Good of Golf

Caddyshack to Corner Office

Recognizing the most accomplished people who once caddied and growing the game by assisting those following their path.

In Their Own Words

Watch a clip.
Then hear the full story.

All clips →
Corey Pavin
1995 U.S. Open Champion
Rick Reilly
Sports Illustrated · ESPN
Josh Isner
President, Axon
Fred Gaudelli
EP, Sunday Night Football
12
The Hook

Billionaires who grew up caddying.

Ray Dalio learned about the stock market on the bag. Steve Ballmer caddied in Michigan before running Microsoft and buying the Clippers. These stories aren't accidents — they're patterns. The caddy yard is the world's most underrated business school, and we're building the proof.

See the Full List →

Official Caddying Story: Rick Reilly

Rick Reilly is a sportswriter, screenwriter, book author, keynote speaker and inductee into the National Sportswriters and Sportscasters Hall of Fame. He was presented into it by legendary quarterback John Elway. He was voted National Sportswriter of the Year 11 times over a career that began in 1979. Published in 2003, his book Who’s Your Caddy? brought unparalleled exposure to one of sport’s most unique vantage points. USA Today called Reilly “the closest thing sportswriting ever had to a rock star.” The Sherman Report called Reilly “easily the most read sportswriter of his generation.” The New York Daily News described him “as one of the funniest humans on the planet.” Publishers Weekly called him “an indescribable amalgam of Dave Barry, Jim Murray, and Lewis Grizzard, with the timing of Jay Leno and the wit of Johnny Carson.” Booklist called him “Hands down, the funniest golf writer alive.” For two years, Reilly was the host of ESPN’s "Homecoming With Rick Reilly," a one-hour interview show that has featured Michael Phelps, Elway and Magic Johnson, among many others. From 1985 until 2007, his breezy, hilarious and yet often emotional style graced the pages of Sports Illustrated. For the last 10 there, he wrote the popular “Life of Reilly” column. It was the first signed weekly opinion column in the magazine’s long history. He is “the Tiger Woods of sports columnists,” Bloomberg News said.

Read More
Wealth

Fourteen, twenty-four, thirty-four — it doesn't matter. The math is the same.

A single $5,000 investment, growing at a historical 10% annual return, crosses $1 million in about 56 years. Caddies have a huge advantage by earning early in life. Learn how others have built wealth.

Explore Wealth →