4 Industries Where Former Caddies Have Huge Advantages Right Out of College

Since 2020, we’ve profiled some of the most successful executives who grew up caddying. They’ve all stressed how it was a life-changing experience and opened many doors for them in their careers. It also equipped them with a range of skills and attributes that set them apart, including:

  • Customer service

  • Effective communication 

  • Teamwork and collaboration

  • Reliability and accountability

  • Performance under pressure


But, perhaps most importantly, caddying provided them with a built-in network of relatively affluent supporters who wanted to see them succeed. And, in industries where product offerings are more homogenized, the biggest point of differentiation can be the people providing the service and the strength of their networks. For this reason, former caddies possess a distinct advantage in the following popular industries:

Insurance

The Travelers Championship, the Farmers Insurance Open, the Sentry Tournament of Champions, and the Zurich Classic, insurance might be the industry most synonymous with golf. Most leading insurance companies are involved with the game on some level, including the sponsorship of events and/or athletes. A person, even with little experience, can quickly provide  insurance services to people that she knows.

Read Zach Kuperman’s story involving insurance.

Wealth Management

As it relates to golf, the financial services industry may be just as significant as insurance, particularly wealth management. Morgan Stanley, Citi, and RBC are just a few of the larger brands tied to golf. Charles Schwab actually grew up caddying and details the experience in his book, Invested. The majority of private golf clubs tend to have wealth management professionals as part of the membership, and, having been a caddy, can serve as a major catalyst when starting out. 

Read Dick Connolly’s story involving wealth management.

Real Estate Brokerage

Having a GHIN handicap might as well accompany the issuance of each broker’s license, since you’ll be hard-pressed to find many who don’t play golf. Cushman & Wakefield, JLL, and CBRE are some of the biggest names, but there probably aren’t many real estate brokerage firms in the US that are void of golfers. While the transactions can take a long time to materialize, former caddies are equipped with a powerful network that can help them break through faster.

Read Skip Bronson’s story involving real estate.

Enterprise Sales

DemandScience is a leading provider of business-to-business intelligence solutions, and it should come as no surprise that it is an official partner of the PGA Tour. When sales people are calling on corporate accounts and trying to build a book of business, it’s a huge advantage to know a host of business owners and executives from having caddied for them. In this respect, former caddies are in position to hit the ground running at the entry-level, often thriving in roles like sales reps and account managers.

Read Eddie Melendez’ story involving sales.

Kai Sato

Kai Sato is the founder of Kaizen Reserve, Inc, which exists to foster innovation and unlock growth. Its primary function is advising family offices and corporations on the design, implementation, and oversight of their venture capital portfolios. Another aspect is helping select portfolio companies, both startups and publicly-traded microcaps, reach $10M in revenue and become cash flow positive. Kai is also a General Partner of Mauloa, which makes growth equity investments into cash flow positive companies; an advisor to Forma Capital, a consumer-focused venture firm that specializes in product-celebrity fit; and a fund advisor to Hatch, a global startup accelerator focused on helping feed the world through sustainable aquaculture technologies.

Previously, Kai was the co-president & chief marketing officer of Crown Electrokinetics (Nasdaq: CRKN); the chief marketing & innovation officer of Rubicon Resources (acquired by High Liner Foods); a board member of SportTechie (acquired by Leaders Group); and a cofounder of FieldLevel. He’s the author of “Marketing Architecture: How to Attract Customers, Hires, and Investors for Any Company Under 50 Employees.” He has been a contributor to publications like Inc., Entrepreneur, IR Magazine, Family Capital and HuffPost; he has also spoken at an array of industry conferences, including SXSW and has been quoted by publications like the Associated Press and The Los Angeles Times. He is also the board chairman of the University of Southern California’s John H. Mitchell Business of Cinematic Arts Program. Follow Kai on LinkedIn or Twitter.

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