The SMB Leader’s Playbook for Practical AI: Strategy, Safety & ROI

​A private, invite-only breakfast for Chicago business leaders seeking clarity, ROI, and risk management in the age of AI without the technical jargon.

​Most growing businesses don't have an AI technology problem, they have an AI clarity problem. While teams experiment with tools on their own, leaders are left navigating data privacy risks, fragmented tools, and uncertain ROI.

​Join an intimate group of Chicago SMB executives for an off-the-record breakfast in the West Loop. We will skip the tech jargon and focus on practical strategy, risk management, and operational alignment.

​What we’ll cover:

• ​Real ROI: Identifying high-impact AI opportunities in core operations like logistics, patient/client workflows, and real estate management.

• ​Practical Governance: Simple guardrails to protect customer data and intellectual property without stifling adoption.

• ​Actionable Roadmaps: Moving from scattered employee pilots to a unified, board-ready 90-day execution plan.

​Who Should Attend

• ​CEOs, COOs, VPs, and Operations Directors at SMBs (50–1000 employees).

• ​Executives looking for strategic clarity, risk management, and practical implementation over coding or developer talk.