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Event AgileDC Conference starts on Oct 26, 2026, 8:30:00 AM (America/New_York)
Your AI strategy has an ROI problem (and it's not what you think)
Location: Auditorium - 10/26/26, 4:15 PM - 10/26/26, 5:00 PM (America/New_York) (45 minutes)
Jessica Guistolise and Bryan Stallings
Evangelist
jguistolise@lucidchart.com
6123889646
Jessica Guistolise and Bryan Stallings
Evangelist
jguistolise@lucidchart.com
6123889646

Jessica Guistolise and Bryan Stallings are veteran coaches and facilitators who work at the intersection of agile delivery, organizational transformation, and leadership development. Both are Lucid Software evangelists, alumni of SolutionsIQ, and credentialed in Organization and Relationship Systems Coaching (ORSC), Co-Active Coaching (CPCC), and the Leadership Circle Profile. Jessica is a recognized expert in immersive Agile Dojos and large-group facilitation, and provides executive coaching for leaders navigating organizational change. Bryan is one of the world's longest-tenured Certified Scrum Trainers (CST since 2005) and previously served as faculty at the Agile Coaching Institute.

Jessica and Bryan co-lead as a pair, having completed the ORSC Alchemy program in the art and science of co-facilitation. They have co-led workshops globally at clients and conferences for more than four years.

PwC's 2026 AI Performance Study, surveying 1,217 senior executives across 25 sectors, found that 74% of AI's economic value is being captured by just 20% of organizations, leaving the remaining 80% to share only 26%. The gap between these two groups comes down to a question most organizations have not asked themselves: what outcomes are the productivity gains from AI actually producing, and what are they costing the people doing the work?

When an AI assistant saves a delivery team 10% of its capacity, that human energy gets reallocated. In most organizations it gets absorbed into the next sprint as additional work, baked into next quarter's budget as the new baseline, or counted as evidence that the team can take on more scope. The gain becomes invisible before anyone asks whether it could have been spent on the outcomes leadership says it wants: innovation, deeper customer relationships, the strategic work that actually drives revenue, the team development that makes any of it sustainable.

AI is being positioned as the engine of the next transformation. But in most organizations, a system optimized to extract human energy will convert every productivity gain into more output, not into the outcomes leadership says it is pursuing. The gap between the strategy and the system is where transformation quietly stalls.

This 45-minute session puts that gap in front of participants directly. Working in table groups, attendees trace what their organizations are actually producing with the time AI gives back, and diagnose the cultural, structural, and incentive forces that determine whether those outcomes match the ones leadership says it wants.

The session has three parts. The opening surfaces the gap between what leadership says AI is for and what the teams doing the work believe it is for. The middle gives groups a shared vocabulary for naming the forces shaping that gap. The closing asks each participant to look at one metric, habit, or incentive in their own sphere that is quietly spending human energy on outputs the organization has not chosen.

This session is designed to produce moments where participants see something about their organization, or their role inside it, that they were not seeing forty five minutes earlier. Attendees leave with a diagnostic, a shared language for the gap between stated AI strategy and the outcomes their systems are actually producing, and one specific thing they have committed to examine.

The session is co-led by two expert coaches with backgrounds in leadership development, Organization and Relationship Systems Coaching (ORSC), professional facilitation, and agile delivery.

Category: AI Augmented Agile Delivery