Square Table: Before You Buy Another AI Tool (Hybrid)

Most companies aren’t struggling because they chose the wrong AI tool. They’re struggling because they weren’t ready for the one they bought.
This Square Table is a candid, no-hype conversation about what actually needs to be in place before you invest in more AI — or before you can get real results from what you already have. Two facilitators will tackle the problem from both sides: the people side and the data side.
Jennifer Boyden of Navigate Advisors will walk through the human realities inside your organization right now — why employees hesitate, misuse, or quietly ignore AI tools, and where leadership unintentionally creates confusion or inaction. Dennis Kao of Corrlatio will cover the operational side — how to define what you actually want AI to do, what “ready” data looks like, and the questions you need to answer before buying or expanding any tool.
You’ll leave with a clear framework for assessing your own readiness, practical steps you can put in place immediately, and a better lens for evaluating AI decisions going forward — without the hype.
You’ll Walk Away With:
- A straightforward way to assess whether your organization is actually ready for AI
- Clarity on why AI tools so often underperform in real business settings
- Awareness of Shadow AI and how it’s likely already showing up in your company
- Practical steps to improve adoption, consistency, and outcomes
- A clearer approach to defining needs before selecting or expanding tools
This session is designed for CEOs who are experimenting with AI, feeling stuck on ROI, or trying to build smarter practices before the next investment decision.
In-Person and Virtual options available
