Me, Myself, and AI: Uncertainty, Understanding, and Partnership - GDS Group

Me, Myself, and AI: Uncertainty, Understanding, and Partnership

IN-PERSON EXECUTIVE DINNER
19 March 2026, Chicago 6:00 pm - 9:30 pm CST
In partnership

In today’s rapidly evolving business landscape, leaders are navigating a growing tension between excitement and anxiety around artificial intelligence. According to recent studies from Gartner, McKinsey, and the Edelman Trust Barometer, while 94% of C-suite executives say they understand generative AI, only 1% consider their organizations AI-mature, and 65% of brand leaders still struggle to clearly define its business impact. At the same time, trust lags investment, with fewer than half of people globally comfortable with businesses using AI. If understanding remains uneven and trust is fragile, how does an organization understand what AI truly means for their business, build trust in its capabilities, and develop operational confidence.

The organizations making headways are shifting the conversation from hype to intention. Rather than chasing experimentation alone, leaders are focusing on building shared understanding, establishing trust through clear guardrails, and developing the confidence to scale AI in ways that align with culture, governance, and long-term goals. This approach reframes AI not as a replacement for human judgment, but as a partner that strengthens decision-making, accountability, and execution.

Join cross industry top executives and Pega thought leaders for an intimate, candid discussion on the personal and organizational realities of AI leadership today. Together, we’ll explore how leaders are navigating the journey from uncertainty to confidence, examining what it takes to build trust, readiness, and conviction in human–AI collaboration without losing sight of risk, responsibility, or long-term impact.

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Discussion topics

The uncertainty leaders face while balancing AI excitement with skepticism as they define their role in human–AI collaboration.

Building trust in AI by aligning expectations with reality around accuracy, accountability, and risk.

Developing the confidence to move from experimentation toward sustainable adoption without losing organizational readiness.

Speakers

Chef Fabio Viviani

Chef
Culinary Career and Recognition Fabio Viviani gained fame on Top Chef and became known for his charisma and find out more

Steve Gross

Vice-President of Sales, Americas Select and Growth
Steve Gross is an accomplished sales leader with over 20 years of experience driving revenue growth and find out more

Ujwal Bukka

Senior Partner Solutions Architecture
Over 20 years of experience delivering innovative technology solutions across domains. Specialized in leading find out more

Steve Steuart

NA Mainframe Modernization Lead AABG
Steve Steuart is a seasoned technology executive and thought leader in mainframe modernization, with over find out more

Event Agenda

Day one

6:00 pm - 6:30 pm

6:00 pm - 6:30 pm

Arrivals, Welcome Drinks, and Networking

6:30 pm - 7:00 pm

6:30 pm - 7:00 pm

Cooking Demo with Chef Fabio Viviani

7:00 pm - 7:30 pm

7:00 pm - 7:30 pm

Event Welcome and Pannel Discussion

7:30 pm - 9:15 pm

7:30 pm - 9:15 pm

Table Discussions and Three-Course Dinner

9:15 pm - 9:30 pm

9:15 pm - 9:30 pm

Event Wrap Up

Why Attend

Closed door, tailored conversations to benchmark, share and get better equipped to solve complex transformation projects.

Experience shared learning

Meet industry leading like-minded executives tackling similar initiatives.

Benchmark with your industry peers

Discover and network to gain expertise and experience on how to best act and succeed.

Accelerate your projects

Accelerate In-depth face time with the world’s leading organizations pushing the boundaries to solve your challenges.

An engaged experience

An expert host facilitates conversations, with live polling, Q&As, and gamification to ensure focused conversation.

Discover next-level ideas

Ensure project success with access to industry experts and cutting edge thought leadership.

De-risk new projects

Gain a range of insights from peers and technical experts who are current with emerging business trends.

About Pega

Pega is the AI-powered platform for enterprise transformation. Known globally for our 40+ years of innovation, Pega is trusted by the world’s leading brands to reimagine how they engage and serve customers, optimize operations, and modernize legacy systems. As a business deeply rooted in changing the way the world builds software, Pega is architected to optimize our clients’ most critical processes and interactions so they can drive massive value and competitive advantage.

Find out more

Apply to attend

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