Our Story

AI, Strategy, and Foresight for Leaders Ahead of the Curve.

Meet Chuck Poole, CISSP

Chuck's career in technology started where most people never go. As co-founder and Chief Software Architect of Voiceware Systems, he designed and built over 400 custom software applications for clients including the FBI, CIA, United Nations, Palm Beach County, and international telecom providers across the Caribbean. He also delivered platforms for major media brands like MTV and Cosmopolitan Magazine.

From there, he founded PalmTech Computer Solutions, growing it into one of South Florida's most trusted managed service providers over 22 years. That company was ultimately acquired by BERPL, Inc., a $200M employee-owned organization, where Chuck was appointed Chief Information Security Officer (CISO), leading enterprise cybersecurity strategy, compliance, and risk management across the entire portfolio.

Today, Chuck brings that full spectrum of experience to White Rabbit Advisory Group: deep software architecture roots, executive leadership at scale, elite security credentials, and a hands-on understanding of how AI is reshaping business operations. He holds a CISSP certification from ISC2 and is an Amazon best-selling co-author of Under Attack, a book on cybersecurity strategy for business.

Why White Rabbit?

In Chuck's words: "Everyone else is standing around debating what's real, what's possible, and what the rules are. The White Rabbit is the one already moving. He sees the future coming before everyone else does. Most firms react after something breaks or after a trend is obvious. We help leaders spot the signal early, move decisively, and take the shortcut through the chaos."

WRAG was built on a simple belief: AI should not be reserved for enterprises with massive budgets and dedicated data science teams. Organizations of all sizes deserve access to practical AI solutions that move the needle on efficiency, revenue, and competitive advantage.

Our Approach

What sets WRAG apart is the rare combination of security-first thinking and AI implementation expertise. Too many AI consultants understand the technology but miss the risk. Chuck's background as a CISO means every solution is built with governance, compliance, and data protection in mind from the start.

We bridge the gap between AI potential and real-world business results. That means we don't just tell you what's possible. We build it, implement it, and help you measure the impact. Our work spans AI strategy, Model Context Protocol (MCP) integrations, AI-powered application development, cybersecurity, and process automation.

Let's Talk

Your Future Won't Wait.

Ready to explore what AI can do for your organization? Let's start the conversation.

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