The AI Thinking Gap: A Working Session

Wednesday, June 3, 2026

5:00pm-6:00pm EDT

Caroline Hinton is an award-winning executive-turned-AI strategist helping leaders and organizations embrace disruption, unlock 10x growth, and transform not only their operations—but their lives.

With over 20 years building go-to-market strategies, strategic partnerships, and high-performing teams at Microsoft, PwC, Deloitte, and Insight, Caroline brings a rare blend of enterprise technology expertise and deep understanding of how people actually work. She's led multi-billion dollar initiatives, built global partner ecosystems, and transformed how organizations scale—from channel strategy to customer experience design.

She has been recognized twice as one of the Power 50: Women of the Channel and holds a reputation as a trusted advisor to C-suite leaders navigating technological change.

Caroline's approach integrates strategic business acceleration with life-altering insight. AI isn't just about tools and efficiency—it's about reclaiming time, clarity, and choice. Her work focuses on AI adoption, executive function solutions, and helping professionals build systems that work with their brains, not against them.

About the Program

You've tried AI. You've asked it to summarize reports, draft communications, maybe build a presentation. And the results were... fine. Not transformative. Just fine.

Here's what the research says about why. The RAND Corporation found that 73% of AI project failures trace to specification and context problems. Not technology. Not tools. The way we think about AI interactions determines the quality of what comes back.

In this 45-minute session, Caroline Hinton, a 20-year enterprise technology veteran (Microsoft, Google Cloud, Deloitte, PwC) and two-time CRN Power 50 Women of the Channel, will show you exactly where the breakdown happens and how to fix it.

You'll see the same executive task done two ways, with a quality difference you have to see to believe. You'll get a 4-question diagnostic that reveals exactly where your AI interactions fall short. And you'll leave with one thing you can try tonight that will change how you use AI tomorrow morning.

AI fluency that has nothing to do with prompts, templates, or tool tutorials. This is about how you think, not which buttons you press.

This session is designed for senior professionals. No technical background required.

Free for all attendees.