In-Person

Chicago CISO Community

Executive Summit

December 2, 2026 | Convene at 233 South Wacker Drive (Willis Tower)

December 2, 2026
Convene at 233 South Wacker Drive (Willis Tower)

Collaborate with your peers

Get together with Chicago's top CISOs to tackle shared business challenges and critical priorities facing your role today. Participate in this one-day, local program with peer-driven topics and interactive discussions with your true C-level peers.

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

Positioning AI Governance as a Model for Trusted Innovation

Redefining Security Leadership for the Resilience Era

Modernizing Exposure Management for the Autonomous Future

Chicago CISO Governing Body

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

What to Expect

Interactive Sessions

Hear from CISO practitioners and thought leaders on how they're solving critical challenges impacting your role today in Keynote sessions, and join smaller, interactive discussions with your peers in Breakout and Boardroom sessions.

Community Networking

Make new connections and catch up with old friends in casual conversations during dedicated time for networking designed to better acquaint you with your Chicago CISO community.

Peer-to-Peer Meetings

Connect with like-minded peers in a private, one-on-one setting through Peer-to-Peer Meetings. You will be matched with peers in your community based on your shared interests and priorities.

Agenda

Breakout Sessions

The Agentic Reality — Securing AI in Production

The cybersecurity community spent years preparing for AI by creating policies and governance frameworks. Now, AI agents moved from theory to practice, executing workflows and reshaping enterprise security.

Join this session to learn about:

  • Exploring dual-track strategies needed to succeed
  • Protecting the enterprise from risks of autonomous "Shadow AI"
  • Leveraging agentic capabilities to scale InfoSec operations to machine speed

Future Threat, Present Action — CISO Perspectives on Quantum Readiness

Quantum computing may still be a future threat, but the window to prepare is already shrinking. As standards evolve and organizations seek to better understand long-term cryptographic risk, this session explores how security leaders are approaching post-quantum readiness as an enterprise change initiative, not a quantum project.

In this CISO-led session, you'll hear how peers are:

  • Building executive urgency by translating post-quantum risk into business impact
  • Assessing cryptographic dependencies and organizational readiness for change
  • Prioritizing quick wins that deliver value today while supporting long-term resilience

Rethinking Security for the Age of Agents

Agents are becoming the biggest opportunity in the enterprise, and the biggest adversary. They read your data and act under borrowed identities, at a speed no human review process was built to match. The old question in security was how to keep bad actors out. The new one is more complex: how do you create and manage the biggest risk in your own enterprise, the agents you deployed on purpose?
Join this keynote to hear about:

  • Establishing a framework where data, identity, and agent security operate as one system
  • Shifting from asking whether you can trust your agents to determining what access they can be trusted with
  • Balancing innovation and risk by creating visibility needed to understand agent activity

The Outcome-Driven CISO in the Machine-Speed Era

Today’s pace and scale of change exceed what security teams were built to handle. The tools are fragmented, the workflows are manual, and teams have been pushed to their limits. In the machine-speed era, CISOs must modernize security programs with agentic AI to drive meaningful outcomes.

Join this session to explore:

  • Using agentic AI to replace manual security workflows that consume teams today
  • Scaling autonomous defense operations continuously without added headcount or tools
  • Measuring and communicating machine-speed defense outcomes with the board and executive team

Designing an AI Strategy Built to Last

AI capabilities, risks, and regulations are evolving faster than most governance models can keep pace. For CISOs, success isn’t about predicting every new development or having a perfect framework, but about building adaptable decision-making processes, effective controls, and strong feedback loops. Organizations making the most progress view AI security and governance as ongoing organizational skills—key to supporting responsible innovation while maintaining trust and agility.

Join fellow CISOs in a candid, peer-led discussion to explore:

  • How AI security and governance assumptions are changing, and knowing when strategies need to evolve
  • Which security, governance, and data protection practices remain effective as AI advances
  • Building the organizational agility to reassess decisions, respond to new risks, and support changing business priorities

10-Minute Wins

Why learn from one peer when you can learn from two? In this unorthodox—but highly effective—breakout session, you’ll hear from multiple members of your community. Each speaker will take the floor for 10 minutes to share the most valuable lessons they’ve gleaned from their time in leadership.


Executive Boardroom Sessions

Privilege, Integrity, Recovery —The New Rules of Enterprise Data Protection

As AI accelerates the creation and utilization of data, organizations face unprecedented challenges in securing their most valuable asset. Shadow AI, dark data, and the proliferation of distributed applications have rendered traditional data protection methods insufficient. In this evolving threat landscape, security leaders must adopt risk-based, adaptive strategies to safeguard innovation, ensure compliance, and maintain operational resilience. 

Join this boardroom session to discuss:

  • Unifying data protection and compliance across workloads
  • Ensuring regulatory compliance and business continuity through robust, future-ready solutions
  • Accelerating cyber recovery with AI-driven tools

Proving ROI — AI Risk Reduction Strategies

CISOs have moved beyond AI experimentation. Now, executives ask: Are 2025’s investments actually reducing risk? The challenge is how to operationalize AI against evolving threats — and prove its value.

Join this session to discuss:

  • Strategies for reducing high-risk incidents and fraud
  • Embedding AI into core security operations to reduce risk
  • Demonstrating risk reduction with actionable metrics

The Outcome-Driven CISO in the Machine-Speed Era

Today’s pace and scale of change exceed what security teams were built to handle. The tools are fragmented, the workflows are manual, and teams have been pushed to their limits. In the machine-speed era, CISOs must modernize security programs with agentic AI to drive meaningful outcomes.

Join this session to explore:

  • Using agentic AI to replace manual security workflows that consume teams today
  • Scaling autonomous defense operations continuously without added headcount or tools
  • Measuring and communicating machine-speed defense outcomes with the board and executive team


Gartner Keynote Session

Breaking the Leadership Patterns That Stall Transformation

Transformations rarely fail because of technology -- they fail when leaders allow competing priorities and dysfunctional behaviors to derail decision-making. If it feels like you've seen this movie before, it's because you have; these are the same patterns that have plagued transformations for decades. But as AI demands deeper collaboration across functions than any previous wave of innovation, unresolved leadership dynamics, organizational politics, and misaligned incentives become harder to ignore. The key to creating lasting change is recognizing and breaking these patterns before they become barriers to progress. That is what transforms a technology leader into an influential business leader.
 
Join this keynote to explore:

  • Building executive influence by creating alignment around outcomes, not activities
  • Navigating tradeoffs, competing priorities, and uncertainty with greater credibility and confidence
  • Moving beyond functional expertise to become a catalyst for business decisions


Keynote Session

The Chief Context Officer — Resilience Begins with Shared Understanding

Business leaders prioritize growth, innovation and outcomes. Security leaders prioritize risk, resilience and protection. Both perspectives are valid, but what's often missing is shared context. 

Jim Petrassi, Chief Technology & Information Security Officer at Health Care Service Corporation, believes shared context is the foundation of resilience. In this fireside chat, he'll discuss how creating a common understanding across technology, security, operations and the business drives stronger alignment, better decision-making and organizational readiness.

This fireside chat explores:

  • Effectively translating between business priorities, technology strategy and security risk
  • Why shared context is the foundation of resilience
  • Breaking down silos to drive alignment and response readiness


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.

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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