03 Dec 2025
28m

From $450K to $9M ARR in 5 Years: Club Caddie's Vertical SaaS Playbook

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SaaS Interviews with CEOs, Startups, Founders

Jason Pearsall, the founder and CEO of Club Caddie, is interviewed about his journey in the golf course management software industry. He discusses starting Club Caddie after recognizing the need for a comprehensive SaaS solution while operating his own golf course. Pearsall details the company's growth, its acquisition by Constellation Software (CSI) in 2020, and the strategies he's employed to scale the business from $450,000 in revenue to $9 million. He also shares insights into marketing tactics, including SEO, paid advertising, and account-based marketing, as well as his latest venture restoring a Donald Ross golf course and documenting the process on social media.

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