Shaping the Digital Future for IT Leaders in Chicago
The CxO Institute Chicago convenes a select group of over 100 senior C-Suite and IT executives from across the Midwest. This premier forum is dedicated to a full day of strategic insights, peer-to-peer discussions, and networking. It empowers executives with the knowledge and strategies needed to accelerate innovation and propel productivity.
The program explores vital themes including digital transformation, advanced cybersecurity strategies, and leveraging data for business impact. Through a dynamic format of Keynotes, Panel Discussions, and Interactive Boardrooms, you'll gain practical takeaways and invaluable connections to help shape the future of technology leadership.
Agenda
08:00 - 08:45
Registration & Networking Breakfast
08:45 - 09:35
Opening Panel Discussion
CxO
AI at a Crossroads: Leading Through Complexity, Risk, and Enterprise Change
- Why organisations are still struggling to translate AI ambition into meaningful business impact
- How leaders are navigating the trade-offs between innovation, risk, and trust as AI scales across the enterprise
- How leadership priorities, decision-making, and accountability are evolving in response to AI-driven transformation
Dr. Ajinth Sreedharan
Chief Information Officer
Federal Home Loan Bank of Chicago
Jigar Shah
Chief Information Security Officer
Medusind
Rashmi Sinha
Chief Architect, Innovative Medicine Data Fabric
Johnson & Johnson Innovative Medicine
09:40 - 10:20
Strategy
Shaping the Future of Business with Trusted AI
In a world where AI’s promise often outpaces its reality, the latest C-level research reveals a profound shift in how leaders perceive and trust these emerging technologies, and how they can be deployed for effective return on investment. As AI agents become integral part of enterprise software, explore how we can shape a future, together, where technology is built to serve as a trusted advisor.
10:25 - 11:05
Security
Advancing Digital Resilience for the Agentic Era
As agentic applications reshape digital ecosystems, data volume and complexity are skyrocketing. This shift is fueling cross-domain threats that exploit fragmentation and make it harder than ever to stay ahead. To address the challenges posed by AI, organizations need to think about digital resilience in new ways – supercharging security and observability with AI, ensuring security and observability for AI, and protecting themselves from new threats posed by AI.
Data
Trusted Data. Delivered Anywhere: An Operating Model for Modern Enterprises
Innovation demands speed—but rapid DevOps and AI initiatives often collide with data security, privacy, and compliance risks. As non-production environments become a growing attack surface, IT and security leaders must rethink how data is delivered across development, testing, and analytics workflows. This session explores how forward-thinking organizations are embracing secure data automation to eliminate friction, reduce exposure, and accelerate innovation. We’ll examine how policy-driven data delivery—integrated into DevOps and AI pipelines—can drive agility without sacrificing control.
Strategy
From Digital Sprawl to Scalable Transformation: Lessons from the Front Line
- The real-world challenges that stalled digital transformation at enterprise scale
- How disciplined use-case prioritization and governance enabled execution
- The approach used to scale pilots into secure, data-driven capabilities
- Practical lessons IT leaders can apply to accelerate value realization
11:10 - 11:50
Security
The Next Billion Users Will NOT Be Human: How Browser Security Secures Humans and Agents
AI agents are rapidly becoming autonomous digital workers inside the enterprise—planning tasks, accessing data, and executing actions across SaaS apps, APIs, and browsers. While adoption is accelerating, most organizations lack the security controls to manage agents as privileged non-human identities. This keynote examines the drivers and growth of enterprise AI agents, the new attack surface they create—especially through browser and web-based interactions—and real-world risks and offers a practical approach to security ai agents today and into the future to maintain productivity and automation, safely.
Pejman Roshan
CMO
Menlo Security
Data
From Data Silos to Intelligent Enterprise Analytics: Breaking the Integration Paralysis
Most large enterprises manage 900+ applications across their technology portfolio, creating information silos that fundamentally limit organizational intelligence. While executives recognize this challenge, many remain paralyzed by the scale and complexity of integration, ETL efforts. This discussion explores how AI can serve as the "universal connector" - not requiring wholesale system replacement, but creating an intelligent overlay that bridges disparate data sources. We'll discuss how to move from analysis paralysis to progressive value creation through AI-powered data unification and insights. Key Discussion Points:
- How do you make your data AI ready?
- What are the most effective architectural patterns and technologies (e.g., data fabric, data mesh, modernized data warehousing) for breaking down existing data silos?
- What frameworks and technologies have been most useful for ETL, data prep - what is the ‘analytics and data stack’ for AI?
- AI as semantic bridge vs. traditional ETL approaches
- Measuring business impact beyond technical metrics - Cultivating Data Literacy and Cross-Functional Collaboration for AI Success
Brad Gyger
Chief Customer Officer
MindsDB
Strategy
Culture Is the Strategy: Empowering People to Lead Transformation
- Explore how culture shapes the success of digital transformation more than technology alone
- Identify leadership behaviours that foster trust, agility, and innovation across the organisation
- Empower teams at every level to take ownership of change and drive lasting impact
11:55 - 12:35
AI
Transforming Your Enterprise IT: Building Resilient, Agile, and Scalable Digital Systems to Action Now
- Modernize legacy systems for agility and business responsiveness
- Integrate AI, analytics, and IoT into core business processes.
- Maximizing ROI on IT investments through automation and modernization
- Discuss the metrics that matter: speed to market, cost savings, efficiency, and customer experience.
Data
Fuel AI Agents with AI-Ready Data
Data leaders worldwide are now being directed to pursue GenAI and AI agents to drive innovation, top-line revenue growth and productivity — but without the right data, AI projects might be stuck in experimentation. To be successful, you need an AI-powered data management approach to deliver relevant, responsible and robust AI.
- Common pitfalls of GenAI and AI agents
- Key considerations for AI-ready data
- Real-world AI-ready examples
- Recommendations to get started
Security
Multi-Cloud Security: From Risk Mitigation to Unified Defense
- Implement robust techniques to manage risk, ensure compliance, and fortify security posture across diverse cloud platforms
- Review advanced security frameworks, identity controls, and governance models to enable secure and seamless workload mobility in hybrid and multi-cloud infrastructures
- Leverage enhanced visibility and security automation tools to simplify cloud security management, boost threat detection agility, and enforce continuous compliance
12:35 - 13:25
Networking Lunch
13:25 - 14:05
AI
Seeing the Invisible: AI Observability at Enterprise Scale
- Why traditional monitoring fails for AI systems, and what replaces it
- The core pillars of AI observability: performance, drift, bias, explainability, and lineage
- How observability connects AI, data, and infrastructure into a single operational view
- Real-world enterprise scenarios where lack of observability led to risk, outages, or loss of trust
Drew Flowers
Americas Sales Leader & Field CTO
IBM
14:10 - 14:50
Data
The CxO’s Playbook for AI Talent: What Every Leader Needs to Know
- How AI is reshaping jobs, roles, and decision-making across the enterprise
- The shift from task-based roles to skill- and outcome-driven job models
- How AI complements human capabilities to boost productivity and innovation
Data
The Agentic Enterprise Starts With Your Data: How Leaders Unlock the Knowledge Trapped in Documents, Emails, and Files
- Most companies are sitting on their most valuable data — and their AI can’t access it
- The real reason AI projects fail to deliver executive-level impact
- What the shift to agentic AI means for your data strategy — and how to get ready
- A practical starting point for executives ready to move from AI experimentation to AI that works
Security
Modernizing Identity & Access: The Foundation of Enterprise Security
- Identity modernization strategies and role redesign
- Privileged access management and lifecycle controls
- Securing identities across SaaS, cloud, and legacy systems
- Building identity-centric security programs
14:55 - 15:35
Data
Real-Time Data for Real Results: Powering Enterprise AI and Intelligent Decision-Making at Scale
- Why real-time data is essential for driving measurable AI outcomes
- Enabling intelligent, in-the-moment decisions with streaming data and GenAI
- Building scalable, AI-ready data foundations for the enterprise
- Embedding AI directly into operational workflows for faster action
- Delivering real business results with enterprise-grade, real-time decision intelligence
Strategy
Talent in the Age of AI: What Gets Automated, What Requires People, and How Organizations Can Adapt
- How companies and professionals are using AI to shape talent and stay competitive
- How AI fluency is becoming a baseline expectation across roles
- Are we hiring for technical AI skills, or adaptability and learning agility?
- What AI is automating, and what it isn’t
- Designing the human + AI organization by reinforcing the message: technology scales performance, people drive purpose
Jeff Kruger
VP of IT
Gallagher
Security
Zero Trust Delivered: Implementing Zero Trust Across Hybrid and Multi-Cloud
- How are Zero Trust frameworks protecting identities, data, and systems in complex hybrid and multi-cloud settings
- Discover practical, step-by-step approaches to adopt Zero Trust without disrupting core business operations
- Implement continuous authentication and dynamic access control as the bedrock for a scalable and robust security posture
15:40 - 16:30
Closing Session
CxO
From Use Case to Value: The CxO Playbook for Scaling AI
- How can leaders identify and prioritise the AI use cases that will deliver the greatest business impact
- What does effective validation look like to ensure AI outputs are reliable, trustworthy and ready for scale
- How can organisations scale AI safely while balancing risk, governance and speed to value
- What practical steps should CxOs take to turn AI strategy into measurable outcomes and competitive advantage
Sid Chakravarty
VP Performance Insights (Advanced Analytics)
Synchrony
16:30 - 17:30
Closing Drinks Reception
Why Attend?
UNRIVALLED CONNECTIONS
Engage directly with IT leaders and industry experts who can provide valuable insights and solutions to your strategic challenges.
CUSTOMISED LEARNING PATHS
Choose the sessions, panels, and discussions that best align with your unique goals, enabling targeted and impactful networking.
TANGIBLE VALUE
Gain actionable insights and connections that translate directly into strategic initiatives and measurable progress for your organisation.
Location
Chicago, Illinois
The CxO Institute in Chicago will take place at a premier location within the city's downtown core. Selected for its modern sophistication and state-of-the-art facilities, the venue provides a professional and dynamic environment. It's the ideal setting for a day of high-value networking and strategic collaboration among the Midwest's top IT leaders.
A Community of Leaders
The CxO Institute is the premier platform for IT leaders to tackle the most pressing challenges facing their organisations. Designed with delegates in mind, our events bring together CIOs, senior IT leaders and other key decision-makers to explore cutting-edge solutions, drive collaboration, and achieve impactful outcomes.
Speakers
Featured Attendees
Delegates in Attendance
The list below showcases the esteemed IT leaders, executives, and decision-makers attending the event. These are the key individuals driving innovation, transformation, and strategy within their organisations.
To view the full list of delegates, please scroll and swipe down through til the end.
Engage with Top IT Decision Makers
The CxO Institute provides an exclusive platform for sponsors to connect with senior IT decision-makers actively seeking solutions to their most pressing challenges. Our events bring together CIOs, senior IT and other key technology leaders, offering a unique opportunity to engage, build relationships, and position your brand as a trusted partner.
Official Partners
OFFICIAL CATEGORY
SAP
SAP is the leading enterprise application and business AI company. We stand at the intersection of business and technology, where our innovations are designed to directly address real business challenges and produce real-world impacts.
Our solutions are the backbone for the world’s most complex and demanding processes. SAP’s integrated portfolio unites the elements of modern organizations — from workforce and financials to customers and supply chains — into a unified ecosystem that drives progress.
SAP privacy statement for followers: www.sap.com/sps
Our Community Guidelines
At SAP, we're committed to fostering meaningful conversations that respect everyone in our community. To maintain a positive environment, we moderate comments that:
• Target individuals personally, including our employees, customers, or partners
• Contain discriminatory, harassing, or threatening language/content
• Share personal information without consent
• Promote misinformation or spam or 3rd-party links
We believe in open dialogue and constructive feedback, but we will remove content that violates these guidelines without notice. We appreciate your understanding and contribution to a respectful community.
ADVISORY PARTNER
INSIGHT PARTNER
INSIGHT PARTNER
SR. ENGAGEMENT PARTNER
Why Sponsor?
LEAD GENERATION
Connect with Top IT and Senior Executives in a curated environment designed for meaningful conversations and long-term partnerships.
THOUGHT LEADERSHIP
Showcase Thought Leadership through panel discussions, round tables, and tailored engagements that demonstrate your brand's expertise.
REPORTS & INSIGHTS
Gain valuable market insights by understanding the key challenges and priorities shaping IT investments and decision-making.
BRAND AWARENESS
Accelerate business growth by positioning your brand, solutions, and services in front of decision-makers and budget-holders with active projects and procurement needs.
Sponsorship Packages
UIC Student Center East
Located within the vibrant campus of the University of Illinois Chicago, UIC Student Center East offers a dynamic and accessible environment designed to foster collaboration, conversation, and knowledge exchange. Positioned near the heart of downtown Chicago, the venue combines academic energy with modern functionality, creating an engaging setting for senior executives and technology leaders to connect.
With versatile event spaces, contemporary interiors, and convenient access to the city’s business and innovation districts, UIC Student Center East supports meaningful networking and impactful discussions throughout the programme. The venue’s welcoming atmosphere and practical design make it an ideal backdrop for forward-thinking dialogue, peer engagement, and strategic insight sharing among today’s IT and business leadership community.
An Exclusive Venue for the Top Leaders in IT
Carefully selected to match the prestige of its attendees, this venue offers a refined and high-impact environment designed for IT leaders, innovators, and decision-makers.
Seamless Accessibility with VIP Transport
Enjoy a hassle-free arrival with private car transfers, valet services, and priority access, ensuring a smooth and efficient experience from start to finish.
A Sophisticated Setting for Strategic Discussions
With dedicated spaces for networking and discussions, the venue fosters valuable connections and strategic conversations in an exclusive setting.
VIP Car Service
Arrive in style with our chauffeured executive transport, ensuring a smooth and hassle-free journey. With priority access and reserved drop-off, you’ll experience the ultimate convenience from door to venue.
Luxury Hospitality & Dining
Indulge in chef-curated meals, premium refreshments, and exquisite catering throughout the event. Our carefully selected menu ensures a world-class dining experience, perfect for refined networking in a relaxed, elegant atmosphere.
Dedicated Concierge & Support
Enjoy a personalised service experience, with our dedicated concierge team assisting with event details, special requests, and VIP accommodations to ensure a smooth and productive visit.
Find the Venue
Get in Touch
Ready to connect with top IT decision-makers and elevate your brand? Whether you're looking to sponsor, attend, or learn more about our exclusive events, we're here to help.
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