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: Jack Druga
Jack Druga is the head golf professional at one of the world’s most distinguished courses, Shinnecock Hills Golf Club. He was previously the head pro at the Country Club of Fairfield and The Creek Club, but it was caddying as a teenager in Pittsburgh that first introduced him to the game. An advisory board member of both Titleist and Peter Millar, Jack has done just about all there is to do in the game, including helping guide Tiger Woods around Shinnecock for 36 holes leading up to the 2018 US Open. He not only supports the game as a member of the PGA of America but also through the Metropolitan Golf Association (MGA) and on the board of the Amateur Golf Alliance (AGA).
