A practical guide for golf and country club leaders navigating IT risk, cybersecurity, and board-level technology decisions.
By Gregg Smith, CEO of Pearl Solutions Group

This is not technical theory. It is practical guidance grounded in real-world club operations.
Gregg Smith is a technology strategist with more than 30 years of experience strengthening IT infrastructure and cybersecurity. As CEO of Pearl Solutions Group, he has worked extensively with golf and country clubs to improve operational resilience, protect member data, and modernize technology environments without disrupting service.
An active NGCOA member and partner with CMAA chapters, Gregg wrote this book to equip club leaders with clarity, structure, and confidence in their technology decisions.

Your Club’s Digital Caddie is available now on Amazon in Kindle and hardcover editions.
If this book raises questions about your current technology environment, consider starting with a structured evaluation.
Learn more about our Club IT Services or request a Club IT & Cybersecurity Assessment.
This book is written specifically for golf and country club controllers, CFOs, general managers, and board members responsible for technology oversight. It focuses on leadership decisions around golf club IT, cybersecurity risk, and evaluating technology partnerships in a private club environment.
No. Your Club’s Digital Caddie is not a technical IT manual. It is written for financial and operational leaders who need to understand technology risk, cybersecurity exposure, and managed IT decisions without technical jargon.
Yes. The book explains the most common cybersecurity risks facing golf and country clubs, including vendor access, data protection, and reactive IT models. It provides practical guidance for strengthening oversight and protecting member information.
Private clubs operate multiple revenue centers, seasonal peak demand, distributed facilities, and specialized software systems. The book explains why generic IT providers often fail in club environments and what a true technology partnership should include.
Yes. One of the core sections outlines how to evaluate a golf club IT provider, including the right questions to ask, red flags to avoid, and what to expect from a proactive partnership model.