Caddyshack to Corner Office
Recognizing the most accomplished people who once caddied and growing the game by assisting those following their path.
Watch a clip.
Then hear the full story.
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.
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Official Caddying Story: Stephen Malbon
Stephen Malbon is the founder of Malbon Golf, along with his wife, Erica. Established in 2017, Malbon Golf has taken the sport by storm, enjoying collaborations with the likes of Nike, Polo, and Callaway. With store locations in Los Angeles and Seoul, South Korea, the brand has garnered fans in Steph Curry, Justin Bieber, Travis Scott, ScHoolboyQ, just to name a few. It has been featured extensively in not only golf media outlets but also GQ, Vogue, and many more. Malbon speaks passionately about his love of the game and their place in its evolution.
Official Caddying Story: Jim Nugent
Jim Nugent is the founder and publisher of Global Golf Post. Prior to that, he was the publisher of Golfweek and also worked with the PGA Tour. He has given back to the game of golf in a variety of ways, including serving as a long-time board member and president of the American Junior Golf Association (AJGA). Nugent has also served on the boards of the Annika Foundation and the Amateur Golf Alliance, in addition to partaking in the USGA’s Amateur Ambassador Program.
Official Caddying Story: John Ashworth
The founder of Linksoul and previously the eponymous Ashworth, John Ashworth is an icon in the golf world. But he may also have one of the longest, most unique caddying careers of anyone to ever pack bags. First caddying for his father, he looped through high school and college before making his way onto the PGA Tour, on the bag for Mark Wiebe (pictured). Paying it forward, Ashworth continues to give back to the game in myriad ways, especially through the Goat Hill Caddy & Leadership Academy, which he modeled off of George Solich’s program in Colorado.
Official Caddying Story: Neil Jacobson
Neil is the CEO of Hallwood Media Group (formerly Crescent Drive Productions), a music media company that he founded in late 2019, after stepping away from his post as Geffen Records’ President. Prior to Geffen, he was a long-time senior executive at Interscope Records. Throughout his career, he has worked with writers and producers like Jeff Bhasker, Emile Haynie and Brendan O’Brien. He has also had the fortune of signing or A&R-ing artists like Avicii, DJ Snake, LMFAO, Robin Thicke, The Black Eyed Peas, Madonna, Priyanka Chopra, Gryffin, Mura Masa, Yungblud, and Dark Room Records (Billie Eilish’s label).
Day one, you're already earning. Here's what to do with it.
Caddies make real money young — often before their peers have their first job. Start early, live below your means, invest the surplus. Active or passive, the choice is yours. This is the first thing every caddy can actually control.
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