In-Person

Chicago CISO Community

Inner Circle

September 2, 2026 | The Metropolitan

September 2, 2026
The Metropolitan

Collaborate with your peers

Join Chicago's top CISOs for an intimate networking dinner and facilitated discussion on key business challenges. Enjoy a relaxed evening of dinner and drinks with your peers to share best practices, make new connections and build professional relationships.

Join your peers to discuss the most critical issues impacting CISOs today:

Enforcing Data Boundaries

Validating AI Behavior Under Real-World Conditions

Maintaining the Ability to Recover to a Clean and Trusted State

Chicago CISO Governing Body

The Governing Body Co-Chairs shape the discussion topics and agenda, ensuring that all content is driven By CISOs, For CISOs®.

Agenda

September 2, 2026

4:30pm - 5:15pm  Executive Networking Reception

5:15pm - 5:35pm  Keynote

5:35pm - 6:30pm  Discussion Topics

Operational Trust in the Age of Agentic AI

Agentic AI is scaling faster than most organizations can govern. Shadow AI and autonomous workflows are proliferating across enterprise environments. Rubrik Zero Labs research shows only 37% of organizations maintain a current inventory of their agents. What cannot be seen cannot be governed.

CISOs must establish operational trust as the foundation for AI at scale: enforcing data boundaries, validating AI behavior under real-world conditions and maintaining the ability to recover to a clean and trusted state when agentic systems fail. Security leaders who build that infrastructure are the ones who make confident, compliant AI adoption possible at speed.

Discussion Questions:

  • What practical strategies are you using to accurately inventory and govern the rapid proliferation of shadow AI and autonomous workflows?
  • How are you proactively enforcing data boundaries to ensure agentic systems do not inadvertently expose sensitive enterprise information?
  • What methods are you employing to validate AI behavior and ensure operational trust under unpredictable, real-world conditions?
  • When autonomous systems inevitably drift or fail, what mechanisms allow you to quickly contain the impact and recover to a trusted state?
  • How are you partnering with business leaders to build the security infrastructure needed to enable confident, compliant AI adoption at scale?

6:30pm - 7:00pm  Networking Break

7:00pm - 8:00pm  Summary Discussion & Dinner

8:00pm - 9:00pm  Social Hour

We look forward to seeing you at an upcoming in-person gathering

Gartner cares about the health and safety of our community. If you are feeling unwell, please refrain from attending the conference. At this time, Gartner does not have any health-related requirements in place for attendance. Should this change, we will follow up with updated guidance.

Location

More Information

Parking 

Validation by Gartner for "Traders Self Park Garage" 

329 S Franklin St, Chicago, IL 60606

3 min walk to Willis Tower


Arrival Directions

We look forward to welcoming you to The Metropolitan, located in the Willis Tower at 233 S. Wacker Drive.
For the most convenient access, please enter through the 232 S. Franklin Street Lobby.

Once inside, stop by the Security Desk to check in with a valid, government-issued photo ID. Security will guide you through a brief screening process, where any items you’re carrying will be scanned. Afterward, the security team will direct you to the appropriate elevator bank for your visit.

Proceed to the 67th floor and follow signage to your room

Please note: A visitor badge will be provided at check-in. Kindly keep this with you throughout your visit, especially if you plan to step out and return to the building.

Your Community Sponsors

Global Thought Leader

Community Program Manager

For inquiries related to this community, please reach out to your dedicated contact.

Nick Hall

Senior Community Program Manager

+1 (847) 789-1343

nick.hall@gartner.com