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Risk is more complex, more interconnected, and harder to contain.

Cyber threats evolve in real time. Geopolitical dynamics shift quickly. And regulatory expectations continue to expand — bringing greater scrutiny and higher stakes for organizations. At the same time, many are still operating with models built for a more consistent and predictable environment — and that gap is where risk is growing.

Risk Summit 2026 is designed for this moment.

This half-day program offers a clear, focused look at how risk is showing up today — across AI, cyber, global systems, and operational dependencies — and what it takes to respond with greater clarity and coordination. You’ll leave with a better understanding of today’s risk landscape — and approaches to help navigate it.

Pricing:
Members: Complimentary
Member Guest: $75
Non-Members: $150

The Executives’ Club of Chicago partners with members of the media to share stories of leadership and impact. For interviews or event coverage opportunities, please contact our Head of Brand & Communications Katy Broom.

For more information and sponsorship opportunities, please contact our Head of Partner Activation Ella McCann.

Beyond the Ballpark: How Exact Data Is Raising the Standard for Coverage Advice, Risk Modification, Mitigation and Loss Control

For large organizations, the stakes are too high to approximate commercial insurance limits, true exposure coverage or a comparison against competitors’ programs.

Know what to look and ask for based on a framework for evaluating your advisors. Are they working from exact-match loss data — same industry, same size, same exposures and recent years? Have they adopted agentic artificial intelligence workflows to surface insights and bring proactive recommendations throughout the year?

Learn from a panel of experienced brokerage and risk management experts.

Katie Rabs Headshot

Katie Rabs, Moderator

Corporate Insurance & Risk Manager, Solventum; Past President, Chicago RIMS Chapter

AI, Cyber Threats, and Regulatory Exposures

AI is accelerating the pace and complexity of risk. Cyber threats are becoming more sophisticated and harder to detect, while organizations are simultaneously embedding AI into their own systems, operations, and decision-making. At the same time, regulatory scrutiny is increasing — with higher expectations for oversight, governance, and response.

This session examines how the cyber landscape is evolving, where organizations are most vulnerable, and how leaders can approach AI-driven risk with greater clarity, discipline, and control.

John Breman Headshot

John Bremen

Head of Innovation, WTW

Cristina Messerschmidt

Partner, Data & Cybersecurity, Baker McKenzie

The External Risk Environment

Risk is increasingly shaped by factors outside the organization’s direct control. Third-party vendors, global supply chains, and digital infrastructure have created deep dependencies, while geopolitical instability and legal pressures continue to evolve. Disruptions in one area can quickly cascade across operations, reputation, and financial performance.

This session explores where organizations are most exposed, how interconnected risks are developing, and what leaders need to understand to better assess, manage, and respond to risk across a more complex external environment

Rick Kulevich

Chief Legal Officer, CDW

Matt Saidel

Managing Director, Crisis Communications, FTI Consulting

Summit Sponsors