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Jason Pearsall — Golf Technology Entrepreneur

“Some of my ventures have worked out and some have not, but they have all been great learning experiences. In fact, my first start-up company was created out of desperation.”



Jason Pearsall
Entrepreneur & Golf Course Owner / Operator
Detroit, Michigan

It might be an understatement to say that Jason Pearsall is hard-wired as a golf entrepreneur. Since graduating from college in 2007, Jason has either started, or played an important role in a number of successful businesses – both cutting edge and traditional.

While in college, and prior to co-founding Club Caddie Inc. — his current entrepreneurial venture —  Jason had created and sold Performance Personal Computers, a successful e-commerce company. He had also built an app called “Golfler,” a tee-sheet and on-demand food and beverage delivery system for golf courses that was acquired by Supreme Golf.

Together with Solidea, a New York venture advisory firm, Jason is now working to establish Club Caddie’s reputation as the world’s best course cloud-based course management system; offering all types of clubs a contemporary SAAS subscription service with an affordable and transparent pricing model.

Jason also currently serves as an owner and Managing Partner at Flushing Valley Golf and Banquet Center in Flushing, Michigan, where he is able to test Club Caddie’s software every day this 18-hole, daily fee, semi-private golf facility that features an extensive food, beverage and banquet operation.

Jason is the kind of person who generates more great ideas than he has time to do them.  And I suspect that he’s only just getting started as a business builder.  If Jason’s resume doesn’t make you feel like an underachiever, here’s another fact that might push you over the edge: he also earned a law degree and is a licensed attorney.

But is Jason a nice guy? A review that was posted on from a former employee of his golf app company reported that, “Jason Pearsall is an amazing leader with both muscular intelligence and creative vision. His charisma is a major determinant guiding the company’s success.” But there was also one negative comment. He wrote “Detroit is cold. Perhaps move the company Headquarters to Florida or California.” [In his interview, Jason explains that he lives in Michigan only because his wife’s family is located there.]

Show Highlights: 

  • Why Jason considers himself to be more of an opportunist than a hard-wired entrepreneur
  • How Jason created a multi-million dollar e-commerce company while he was still in college
  • How his misbehavior in high school resulted in a full scholarship to Wayne State
  • Why the business model of his “Golfler” app eventually failed, and…
  • …how that app’s failure resulted in development of a much larger opportunity
  • The impact of consolidation in the golf course management software industry
  • How you can build a software company without knowing anything about code
  • Why Jason thinks the long-term outlook for the golf industry is very healthy
  • The biggest mistakes to avoid when starting a new venture

Notable Quotes: 

On his career path: “My career plan was not to run an e-commerce business. I wanted to go to law school. Someone offered to purchase my company, so I sold the company and continued on to law school.”

On his goal to be a lawyer: “When I was young, my grandfather told me that he always wanted to be a lawyer, but never did. He told me that I should go to law school. So I set that as a goal from avery young age, and I am still a licensed lawyer and do much of the legal work for our businesses.”

On his decision to co-found Club Caddie: “It was an opportunity to leave a safe job and to try something new, and I thought, “If I don’t do it now, I am never going to do it. So I seized it.”

On the turn-around strategy for Flushing Valley Golf Club: “When we bought Flushing Valley, we wanted to have a great golf course because we are all golf guys. But we recognized that we were not going to make it if we just tried to survive as a golf course.”

On his bucket list: “I have no bucket list.  I rarely think about anything other than what’s right in front of me. My wife calls Club Caddie my baby, because I’m working on it every moment that I can.”

On his advice for aspiring entrepreneurs: “It’s important that you take the leap, but you just don’t leave your job to do it. Most people don’t understand how difficult it is to start a business ,and more importantly, how expensive it is to start a business.”



Jason’s Club Management Software Venture:



Jason’s Golf Club Venture: Flushing Valley Golf and Banquet Center:



1 Comment

  1. […] In his discussion with Golf Yeah, Jason provides insights into his successes and failures as an entrepreneur and business owner, and offers practical advice for people who aspire to start their own ventures. Interview highlights include: […]

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