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 a managing partner of Mauloa, a unique private equity firm where he is its west coast lead. In addition to Mauloa, he is an advisor to Forma Capital, a consumer-focused venture firm and a fund advisor to Hatch, a global startup accelerator focused on helping feed the world through sustainable aquaculture technologies. Kai is the author of “Marketing Architecture: How to Attract Customers, Hires, and Investors for Any Company Under 50 Employees.” Through his holding company, Kaizen Reserve, Inc., he also advises family offices and corporations on the design, implementation, and oversight of their venture capital portfolios, sometimes taking an active role in turning around underperforming investments. Previously, Kai was the co-president & chief marketing officer of Crown Electrokinetics (Nasdaq: CRKN), the chief marketing & innovation officer of Rubicon Resources (acquired), the co-founder of FieldLevel, and a board member of SportTechie (acquired). He has also been a contributor to publications like Inc., Entrepreneur, IR Magazine, and HuffPost, in addition to a speaker at various industry conferences. An avid golfer who put himself through college by working as a caddy, Kai is the creator of Caddyshack to Corner Office, a golf media platform that profiles successful people whose lives were transformed by caddying and also serves on the board of a Los Angeles-based nonprofit, called Friends of Golf (FOG). He graduated from the University of Southern California as a Presidential Scholar and now chairs the alumni board of its John H. Mitchell Business of Cinematic Arts Program. Follow Kai on LinkedIn or Twitter.

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