Caddyshack to Corner Office

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


As Seen In

Kai Sato Kai Sato

Official Caddying Story: Ro Fallon

Mr. Fallon is President, CEO and Co-Founder of Promontory Therapeutics. He is a highly respected leader with decades of global transactional and strategic leadership. He is former Chairman & CEO of The Korea Exchange Bank, a large publicly-traded company, and prior to that he ran all of Asia-Pacific for JP Morgan Chase.

He holds a BA in Mathematics from Ohio University, and an MBA from Harvard Business School. Mr. Fallon is also Chairman Emeritus of The Council on International Educational Exchange (CIEE), and is a member of The Council on Foreign Relations. He is a trustee emeritus of the Ohio University Foundation and a past recipient of both the Ouimet Scholarship and later the Ouimet Fellowship and is now a benefactor of the Francis Ouimet Scholarship Fund.

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Kai Sato Kai Sato

Official Caddying Story: Zach Kuperman

Zach Kuperman has extensive experience managing the insurance portfolios of hospitality companies across the country. As a Senior Vice President at Hub International, he is a leader in the National Hospitality Practice and works directly with brands such as CapitalSpring, Mendocino Farms, Lazy Dog Restaurants and many more leading restaurant operators/franchisees. Zach has extensive experience helping restaurant operators build out safety programs, risk management platforms and migrate to alternative risk insurance solutions. Prior to his work in the insurance industry, Zach worked in the banking and technology industries before touring the country for seven years as a stand up comic. In his spare time, Zach now enjoys fishing, being outdoors with friends and of course obsessing about missing his last three foot putt on the golf course.

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Kai Sato Kai Sato

Official Caddying Story: Dick Connolly

Dick Connolly is an accomplished Private Wealth Advisor who has managed investment portfolios for several decades. He has built his business by providing sound investment advice to high net worth families, foundations, nonprofit organizations and other financial institutions. Dick’s reputation as an investment manager in Boston has been earned through many years of hard work and dedication to his clients. He is firmly committed to fostering long-term relationships and strives to deliver exceptional client service. Dick began working as a financial advisor in 1969 at Paine Weber, where he spent the majority of his career. Dick is a graduate of The College of Holy Cross and earned his MBA from Babson College. He is a member of Morgan Stanley’s Chairman’s Club. Dick has been married to his wife, Ann Marie, for 35 years. They have three sons and live in Concord, Massachusetts.

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Kai Sato Kai Sato

Official Caddying Story: Corey Pavin

Corey Pavin needs no introduction. The winner of the 1995 US Open at Shinnecock Hills, he won 15 tournaments on the PGA Tour and also topped its money list in 1991, garnering Player of the Year honors from the PGA of America. He also won over a dozen tournaments as a professional on other tours around the world. He was the captain of the Ryder Cup in 2010, having previously been a 3-time participant on the US team. He also competed on two Presidents Cup teams. In college, he was the NCAA Player of the Year and a member of the Walker Cup. Now a member of the PGA Tour Champions, he’s been named to various halls of fame, in recognition of his many accomplishments in golf. What few people know, however, is that Corey helped put himself through college by working as a caddie. 

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