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Founder conversationLeader $5m+

How Club Caddie Grew From $450K to $9M Selling Software to Golf Courses

Jason Pearsall explains how he built a cloud ERP for golf courses, sold it to Constellation Software in 2020 and grew it to 600 customers.

Jason Pearsall · Club Caddie

Published December 3, 2025
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What you’ll learn

Jason Pearsall, founder and CEO of Club Caddie, explains how he turned the needs of his own golf course into a cloud ERP for golf courses, now serving about 600 customers and roughly $9M of revenue. He covers the 2020 sale to Constellation Software with a long earnout, and the data-driven outbound, SEO and answer engine marketing behind the growth since.

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Golf course SaaS price range

“the profile on a golf course could range somewhere between a couple thousand dollars and tens of thousands of dollars a year in SaaS, depending on the scope of the services that they use.”

Standing out in a crowded market

“And that was our vision, was we need to stand out. We've got to be different than everybody else. And so we need to build the first mature cloud solution that services a full club.”

Earliest company Constellation acquired

“We are the earliest stage company that Constellation's ever acquired.”

Knowing every buyer in the niche

“I can tell you at every golf course who runs that golf course, who the golf professional is, what software they're using, when their contract's up.”

Investing in ChatGPT visibility

“we intentionally are making investments to make sure when somebody asks ChatGPT what the best golf management software is, they're finding us, right?”

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About the speaker

Jason Pearsall

Founder & CEO · Club Caddie

Company revenue
$9M