In-Person

Chicago CIO Community

Executive Summit

December 9, 2025 | Convene at 233 South Wacker Drive (Willis/Sears Tower)

December 9, 2025
Convene at 233 South Wacker Drive (Willis/Sears Tower)

Collaborate with your peers

Get together with Chicago's top CIOs 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 CIOs today:

Defining and Delivering Value Amidst Rapid Technology Innovation

Building and Maintaining a Resilient Cybersecurity Strategy

Leading the Enterprise Through Disruption and Uncertainty

Chicago CIO Governing Body

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

Governing Body Co-Chairs

Rita Fisher

Reynolds Consumer Products
CIO and EVP, Supply Chain

Ron Guerrier

Save the Children
CTO

Rajeev Khanna

Trucordia
CIO

Laura Kohl

Morningstar
CIO

Mike Parisi

ITW
VP CIO

Jane Possell

CNA
EVP, Chief Information Officer, Analytics, Operations

Gagan Singh

Ascension
Chief Information Officer

Tom South

Northern Trust
CIO

What to Expect

Interactive Sessions

Hear from CIO 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 CIO 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

Driving Digital Innovation and Enterprise Productivity Through Digital Employee Experience (DEX)

Enterprise productivity is top of mind for business leaders everywhere and CIOs play a crucial role in showcasing progress and true value to the business in this mission. A well-crafted digital employee experience (DEX) strategy that addresses changes in the way employees work and interact with digital tools will ensure that your processes and technologies advance the mission of a high performing workforce and improved enterprise productivity.

Join this case study to discuss a journey with DEX, including:

  • Improving operational efficiency and business outcomes
  • Measuring IT impact to strategic business growth
  • Leveraging DEX to improve optimization and visibility of IT assets

Reducing Application Delivery Tech Debt from the Inside Out

With high volumes of sensitive data now flowing through web browsers, three in five organizations say data leakage is likely given current IT and security infrastructures. Stop playing catch-up. Discover new approaches to enterprise operations to reduce risk while simplifying operations.

Join this session to discover:

  • How disparate IT and security solutions create technical debt
  • What challenges impact internal and end user stakeholders
  • How simplifying IT can strengthen security, and boost productivity

Mastering Vendor Contract Negotiations

As strategic leaders, CIOs are tasked with negotiating contracts that not only meet technological needs but also drive business value. In this critical role, how are you leveraging your negotiation skills to secure favorable terms while maintaining strong vendor relationships and aligning with enterprise goals?

Join this session as Ann Madea, EVP & CIO, Simmons Bank shares tips on:

  • Balancing cost savings with quality assurance
  • Navigating complex vendor relationships
  • Aligning contract terms with strategic business objectives

Translating Cybersecurity ― Communicating Effectively with the Board

 Details coming soon.


Executive Boardroom Sessions

Beyond Tech ― Evolving Organizations for AI Success

You can’t unlock AI’s full value without rethinking your people strategy. The gap is widening between those riding the AI wave and those struggling to stay afloat. We’re pouring investment into platforms, models and copilots, but what about our people? Without inclusive upskilling, AI won’t feel like empowerment; it will feel like exclusion.

Join this boardroom to discuss:

  • The fundamental architectural necessities that AI is driving in technology and operations
  • Aligning workforce AI proficiency as a core pillar of AI ROI
  • Evolving talent strategy, org design and change management in parallel with AI investments
  • Building cross-functional partnerships to drive AI adoption and success

Achieving a Workplace that Runs Itself ― A Digital Employee Experience (DEX) Conversation

As hybrid work evolves and AI transforms workflows, the need for seamless, intelligent and proactive digital experiences is more critical than ever. How are today’s technology leaders investing in DEX in a way that improves workplace productivity and drives business outcomes?

Join your peers to discuss:

  • Advancing through the digital workplace maturity model
  • Harnessing AI to optimize digital workflows
  • Building a resilient, future-ready IT foundation


Keynote Sessions

Unlocking AI — 5 Critical Insights Every CIO Needs Now

 Details coming soon.

Zero Trust & AI ― Strengthening Security, Reducing Complexity and Driving Innovation

Businesses stand to benefit from AI in unprecedented ways, but only if IT leaders overcome transformation challenges. This includes implementing a modern zero trust architecture to protect data and users, embracing AI while managing its risks and handling the technical and financial implications of ever-expanding environments. A risk-based approach to security ensures CIOs deliver a secure, phased transformation.

Join this session to:

  • Understand how zero trust and AI together, unlike firewalls, provide the strongest cyber defense by stopping threat actors from lateral movement within networks
  • Learn strategies for protecting AI applications developed in data centers and the cloud, while preventing data leaks from public AI applications
  • Discover how eliminating costly legacy hardware simplifies environments while cutting network and security costs

AI Enthusiasts vs. AI Skeptics ― Which Camp Are You In?

 Details coming soon.


Peer-to-Peer Meetings Session

Peer-to-Peer Meetings

Connect with like-minded peers in a 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.


Governing Body Reception Session

Governing Body Reception

Finish the day sharing lessons learned with your peers over light fare and drinks at this closing reception hosted by your governing body members.


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.

Heather Bolick

Sr. Community Program Manager

heather.bolick@gartner.com