AI Leadership Summit

AI Leadership: Navigating Transformational Change

Thursday, June 11 (evening) and Friday, June 12 (all day)


As artificial intelligence (AI) continues to revolutionize industries, leaders must explore the impact AI has on their business strategies and direction. From setting strategic visions for AI adoption to fostering ethical and responsible AI practices, strong leadership is essential for successful AI adoption and implementation. But like any transformational change, some challenges and pitfalls must be overcome to make AI successful. Join in the conversation with your peers as experienced technology leaders share ways to lead AI transformations. Discover how seasoned leaders have grown their leadership skills and what they believe the keys are to becoming exceptional leaders in this emerging field.

At the 2026 AI Leadership Summit, program chair Jeffery Payne and industry leader Shawn Olds team up to lead an interactive exchange of ideas and experiences. Each of these leaders brings a unique perspective on AI leadership to the table and will provide summit participants with lessons learned and practical techniques for leading teams, addressing management challenges, and gaining senior management buy-in.

Also, bring your biggest issues and challenges to the AI Leadership Summit, where you can draw on the knowledge and experiences of these leaders and your fellow leaders who may have already faced and solved some of your issues. You’ll hear what’s working—and not working—and have the opportunity to share your experiences and successes.

The AI Con USA Leadership Summit is a perfect opportunity for you to:

  • Participate in insightful and informative sessions focusing on AI leadership issues
  • Meet and network with your peers in the industry
  • Join in the “think tank” discussion with industry veterans
  • Develop new ideas and action plans for AI innovation within your organization

 

Thursday, June 11

Jeff Payne
Coveros

Reception and Summit Kickoff: As a Leader, What Is Keeping You Up at Night?

Thursday, June 11, 2026 - 4:45pm to 5:45pm

Kickoff the AI Leadership Summit with a reception and some networking.

Friday, June 12

Jeff Payne
Coveros

Summit Welcome - Opening Remarks

Friday, June 12, 2026 - 8:00am to 8:45am

After enjoying the Summit breakfast starting at 8:00 AM, join your moderator Jeff Payne as we kick off the AI Con USA AI Leadership Summit for 2026.

Shawn N. Olds
ONE Bow River

Commanding the Transformation: A Leadership Playbook for AI Adoption in the Modern Organization

Friday, June 12, 2026 - 8:45am to 9:45am

Successful AI adoption is 10% technology and 90% organizational change—and most organizations are failing at the 90%. In this dynamic, experience-driven session, we will cut through the hype and get honest about what it actually takes to move AI from promising pilot to measurable business impact. Drawing on nearly three decades of technology leadership and his background as a U.S. Army Ranger, Shawn brings a battle-tested perspective to the modern boardroom: the same principles that forge elite units into high-performing teams are exactly what today's organizations need to win the AI...

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Jeff Payne
Coveros

Leadership Secrets from the Room

Friday, June 12, 2026 - 10:00am to 11:00am

While everyone has their own approach to leadership, we all have our go-to tips and tricks that can help others lead teams, organizations, and ourselves. These may be techniques for motivating staff, growing team skills, managing senior executives, or finding the right people for your organization.

During this collaborative lean coffee session, Jeffery Payne will facilitate a discussion to elicit and discuss those leadership secrets used effectively by Summit participants. Using a lean coffee meeting format, participants will choose which aspects of leadership to discuss, vote on...

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Jeff Payne
Coveros

Think Tank Discussion Parts I, II, III, and Wrap-Up

Friday, June 12, 2026 - 11:15am to 3:00pm

Think Tank Discussion Part I: Problem Definitions | 11:15 AM

Join with your peers in an engaging and highly interactive session to discuss the issues that affect you most. Using answers to the question “As a Leader, What is Keeping You Up at Night?” posed at Thursday’s evening reception, participants will form small groups to work on finding solutions to pressing leadership & management issues. Discussions will review identified issues, barriers to change, and focus on innovative strategies and practical next steps. At the end of the think tank, all feedback will be collected and...

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