AI Think Tank

The Future of AI

Date

March 11, 2027

Location

Chicago, IL

Community

CIO / CDO

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Agenda

March 11, 2027
All times Central Time
8:30 AM-9:00 AM
Registration
9:00 AM-9:30 AM
Morning Networking
9:30 AM-9:40 AM
Opening Remarks
9:40 AM-10:05 AM
Keynote
Your Five-Year IT Strategy Is Already Obsolete

The CIO’s job used to come with a roadmap. Plan the architecture, fund the projects, deliver on schedule and review the strategy every few years. AI has broken that model. A single model release can make a major investment look outdated overnight, while the business expects IT to deliver transformation, cut costs and manage risk all at once. The rules now change every quarter, and the CIO is expected to stay ahead of them.

This keynote looks at what it takes to lead technology when long-range planning no longer holds. What does the CIO role become when every function wants its own AI? How do you build an organization that can change direction quickly without falling into chaos? Which skills, partnerships and operating models will separate CIOs who shape the enterprise from those who end up just keeping the lights on? And how do you keep the confidence of the CEO and the board when you can’t promise what next year will look like?

Stop planning for a future you can predict, and start leading for one you can’t.

10:10 AM-10:55 AM
Keynote Panel
Building AI Strategy for a Future No One Can Predict

AI could deliver on its biggest promises, stall on cost and reliability, or face a sharp correction, and even the people building it disagree on what comes next. Yet CIOs must commit budgets, talent and architecture today.

This panel brings together technology leaders who are planning across multiple possible futures rather than betting on one. It covers scenario planning for AI, keeping investments flexible, recognizing the signals that the landscape is shifting, and knowing when to accelerate or pull back. Attendees will gain a practical approach to making bold AI decisions without betting the company on a single outcome.

10:55 AM-11:15 AM
Coffee Break
11:15 AM-11:40 AM
Panel
Your Data Isn’t Ready for AI, and Your Agents Are Acting on It Anyway

Most enterprises are deploying AI agents on data they would never fully trust in a board report. It’s incomplete, inconsistent, outdated and scattered across systems no one fully understands. When AI only answered questions, bad data produced bad answers that a human could catch. Now agents act on that data on their own, placing orders, approving payments and updating records at machine speed, often before anyone notices something is wrong.

The gap between AI ambition and data reality is one most leaders would rather not talk about. Our CDO panelists will. How do you know whether your data is truly fit for autonomous use? Why does fixing quality at the source beat cleaning up after the damage is done? What should real-time monitoring of the data agents depend on look like? And when bad data leads to a bad decision, who is accountable?

11:45 AM-12:15 PM
Panel
The Digital Colleague: Running an Enterprise Where Agents Do Real Work

AI agents are moving from assisting people to completing work on their own: processing requests, coordinating tasks and even leading projects alongside human teams. That shift raises questions most organizations have not yet answered.

This panel explores what it takes to run an enterprise with a digital workforce. It covers who is accountable for an agent’s decisions, how management and team structures change, how to measure agent performance, and where human judgment must stay in charge. Attendees will gain a practical view of leading an organization where not every colleague is human.

12:20 PM-12:45 PM
Vision Voices
Your Data Speaks Your Business Language, and Your AI Doesn’t

AI agents can read every table, file and record you give them, but they don’t understand any of it. They don’t know what a “customer” means in your company, which “revenue” figure finance actually trusts, or why a margin in one division can’t be compared with another. Without that context, even the most advanced models make confident mistakes. Their answers look right, sound right and are quietly wrong.

Most enterprises have spent years collecting data and almost no time defining what it means. That gap is now the difference between AI that helps and AI that misleads. In this session, a data leader shares how organizations are building the context layer that turns raw data into business understanding. Which semantic models and shared definitions matter most? Where do knowledge graphs and metadata actually earn their place? How do you get the business to agree on what its own data means?

Your AI is only as smart as the context you give it, so it’s time to start teaching it your business.

12:45 PM-1:45 PM
Lunch
1:45 PM-2:20 PM
Fireside Chat
Honest Answers: Talking to Your Workforce About AI and Their Jobs

Many employees see AI as a threat to their livelihoods, and that fear is quietly slowing adoption, hurting morale and pushing talent out the door. At the same time, leaders cannot say for certain which roles will grow, change or disappear. This candid conversation explores how CIOs and their peers are handling the human side of AI.

We will cover on how to communicate openly without overpromising, which skills to invest in, how to rethink entry level roles and career paths, and how to rebuild trust where it has been lost.

2:25 PM-2:45 PM
Disruptor
Avoiding AI Lock In Before It Is Too Late

A small number of providers now control the models, chips and platforms most enterprises depend on for AI. Pricing changes, vendor instability, regulation and geopolitics are turning that dependence into a strategic risk.

During the session we will show how to keep control of your AI future. It covers multi model strategies, when self hosting makes sense, data residency, contract terms that protect you, and building realistic exit plans before you need them.

2:50 PM-3:30 PM
Panel
Who Gets to See What? Permissions, Privacy and Data Access in the Agentic Era

Every AI agent needs data to do its job, and every grant of access is a potential leak. To get agents working quickly, teams often give them broad permissions that no single employee would ever be allowed. One agent can end up reaching across HR records, customer data, financials and contracts in seconds, and few organizations can say exactly what each agent can see right now.

Access models built for human employees were never designed for digital workers that never sleep, never forget and can be manipulated by a single well-crafted prompt. Our panel of CDOs and privacy leaders will tackle the questions most companies are still avoiding. How do you make sure an agent only retrieves what the person it serves is allowed to see? How little data does an agent really need? Where should sensitive data simply be off-limits? And how do you stay on the right side of privacy regulators as AI spreads across the business?

Give AI the data it needs, and nothing it shouldn’t have.

3:30 PM-3:50 PM
Networking Break
3:50 PM-4:35 PM
Fireside Chat
The Board Wants Answers: Proving AI Value and Owning AI Risk in 2027

Boards have moved past curiosity about AI. They now want proof of financial return, clear accountability and confidence that risks are under control, and more directors bring real AI expertise to the table. In this conversation, a CIO and a board director discuss what boards really expect from technology leaders on AI.

It covers reporting AI value in financial terms, framing risk without slowing progress, and building the trust that earns continued investment.

4:35 PM-4:45 PM
Closing Remarks & Raffle Giveaway
4:45 PM-5:30 PM
Cocktail Networking
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