Chicago CIO Community
Executive Summit
May 12, 2026 | Convene at 233 South Wacker Drive (Willis Tower)
May 12, 2026
Convene at 233 South Wacker Drive (Willis 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:
Driving Business Outcomes Through Agentic AI and Board Alignment
Navigating Ecosystem Modernization and Aggressive Rationalization
Optimizing Technology Investments for Strategic Agility and Resilience
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 & EVP, Supply Chain

Rajeev Khanna
Trucordia
CIO

Mike Parisi
ITW
VP & CIO

Jane Possell
CNA
EVP, Chief Information Officer, Analytics, Operations

Gagan Singh
Ascension
CIO
What to Expect
Agenda
8:00am - 8:30am Registration & Breakfast
8:30am - 9:15am Gartner Keynote
Gartner Analyst Keynote
Join us for an exclusive keynote from a leading Gartner Analyst, offering forward-looking insights and strategies on emerging trends shaping the future of technology and business.
9:15am - 9:40am Networking Break
9:40am - 10:25am Breakout Session
Rewired for Results — Integrating Care, Culture, and Technology
Nathan Frank
SVP & Chief Digital and Technology Officer
Aetna
When Nathan Frank stepped into his role at Aetna, a CVS Health Company, the organization faced real challenges in digital engagement and operational performance. By focusing on innovation, cultural change, and a business-oriented approach, Frank and his team charted a new course for user experience and business recovery. Today, Aetna is recognized as a leader in digital healthcare, with lessons that extend well beyond the industry.
Join this session as Frank discusses:
- Advancing digital member experience to outperform industry benchmarks
- Fostering a culture of innovation and accountable product teams
- Streamlining multiple digital touchpoints into a cohesive member journey
9:40am - 10:25am Breakout Session
Breakout Session by Cloudflare
Hosted by Cloudflare
Further details will be shared soon.
9:40am - 10:25am Executive Boardroom
From Experimentation to Proven Value — Scaling the Agentic Enterprise
Hosted by OutSystems
Despite strong AI investment, many organizations are trapped in a cycle of experimentation. To reach production, CIOs must overcome fragmented data silos, skyrocketing development costs, and the “black box” of AI governance. How can CIOs bridge the gap between prototypes and experimentation to enterprise-grade execution and business outcomes?
Join this session to discuss:
- Accelerating deployment by integrating AI into core workflows and bypassing traditional development bottlenecks
- Weaving AI agents and agentic workflows into end-to-end processes for optimal human-AI collaboration
- Establishing governance and compliance frameworks that ensure your AI strategy is secure, compliant, and built for long-term ROI
9:40am - 10:25am Executive Boardroom
Redefining Workflows - Unlocking Automation and Agility
Hosted by Acceldata
Joe Murphy
VP, Data & AI Technology
Acceldata
As organizations accelerate analytics and AI adoption, reliable data and automated workflows are essential for agility and risk control. Leading teams are moving beyond reactive monitoring to achieve proactive, end-to-end visibility and embed governance-driven automation.
Join this session to:
- Build trusted, scalable data workflows
- Achieve visibility across modern data ecosystems
- Embed automation for secure, decision-ready operations
9:40am - 10:25am Executive Boardroom
Securing the Rise of AI Identities
Hosted by Saviynt
According to the International Data Corporation, the number of AI identities is expected to reach 1.3 billion in just two years. Yet many organizations don’t secure AI identities effectively, granting excessive access and relying on outdated, slow processes.
Join this session to learn how to:
- Identify gaps in agent access visibility, ownership, and governance
- Address the unique challenges of identity security in AI environments
- Build scalable identity foundations to enable innovation and efficiency
10:25am - 11:10am Networking Break
10:35am - 11:00am Peer-to-Peer Meetings
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.
11:10am - 11:55am Breakout Session
Activating Unstructured Data and Agents in the Enterprise
Hosted by Box
The shift from basic AI assistants to autonomous agents is reshaping the enterprise, turning passive tools into scalable workflows. Real advantage emerges when intelligence is grounded in an organization’s unique, proprietary content. As leaders move beyond early experiments, the priority becomes breaking down silos and establishing governance that ensures agents operate on a reliable foundation.
Join this interactive session to learn how to:
- Prioritize measurable growth beyond LLM hype
- Connect content to unlock meaningful AI performance
- Understand the monetary and labor opportunity costs of AI transformation
11:10am - 11:55am Breakout Session
From Fragmentation to Flow — The CIO’s Next Move
Hosted by Google Cloud
Despite advances in AI and workflow automation, many enterprises still struggle to turn strategic vision into real-world results. Persistent silos, integration headaches, and evolving security demands continue to challenge even the most forward-thinking CIOs. Yet, as agentic architectures mature, new opportunities emerge to move from incremental improvements to true organizational flow.
Join this session to explore:
- Building a roadmap for unified agentic ecosystems
- Measuring and scaling business impact beyond pilots
- Fostering a culture that embraces continuous, AI-driven change
11:10am - 11:55am Executive Boardroom
Traditional ERP is Dead — What's Next?
Hosted by Rimini Street
Rod Masney
Regional CTO, North America
Rimini Street
Agentic AI is transforming work and prompting leaders to rethink traditional suites and modernization strategies. This boardroom will examine how agentic AI is unbundling ERP responsibilities, reshaping process orchestration and enabling smarter service layers.
Join fellow CIOs to explore:
- The rise of service layers, workflow engines and AI agents
- What’s replacing monolithic ERP models
- Key assumptions to challenge when evaluating vendor roadmaps
11:10am - 11:55am Executive Boardroom
Executive Boardroom by Palo Alto Networks
Hosted by Palo Alto Networks
Further details will be shared soon.
11:10am - 11:55am Gartner Boardroom
The Great Blur — How Agentic Coding Is Reshaping the Economics of Software and Services
Leena Munjal
VP Program Director
Gartner
Stephen Makin
Sr. Research Director
Gartner
Participation is limited to qualified members. Please contact Zander Peterson (zander.peterson@gartner.com) to reserve your seat.
AI agents and agentic coding are reshaping software economics, pushing CIOs to reassess modernization and sourcing strategies. As providers shift their models, CIOs must decide where to invest, what to buy, and what to bring back in‑house in an uncertain and evolving environment.
This Executive Boardroom, led by Gartner Research Board, will explore:
- How AI‑driven and agentic development models are reshaping application modernization decisions
- The evolving value proposition and economics of software and service providers
- How CIOs are recalibrating build‑vs‑buy strategies in response to the changing landscape
11:55am - 12:30pm Lunch Service
Apply to Participate
Apply to participate in the Chicago CIO Community Executive Summit.
Gartner facilitates exclusive, C-level communities by personally qualifying and understanding the priorities, challenges and interests of each member.
Our selective approach maintains the high quality of the network and ensures top-level discussions with peers from the world’s leading organizations.
Each application will be reviewed, and once your participation is confirmed, you will have access to year-round community programs.
Location
Venue & Accommodation
Convene at 233 South Wacker Drive (Willis Tower)Nearby Parking Information:
OneParking 227 W Monroe St
PublicParking 111 S Wacker Drive
183Monroe Garage 183 W Monroe St
Nearby Subway Station:
QuincyStation: Brown, Red, Pink, Purple Lines
Chicago CIO CISO Executive Summit Nearby Hotels
Canopy By Hilton Chicago Central Loop
226 West Jackson Blvd
Chicago, IL 60606
Distance from venue - 0.1 mile
151 W Adams St
Chicago, IL 60603
Distance from venue - 0.2 mile
THEMIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
172 W Adams St
Chicago, IL 60603
Distance from venue - 0.2 miles
Gartner C-level Communities does not have any affiliation with the suggested hotels listed. The list above is solely for informational purposes.
Community Program Manager
For inquiries related to this community, please reach out to your dedicated contact.
