October 20, 2026
2:00 PM ET
Building the Conditions for AI to Succeed
2:00 - 3:00 PM ET
SPEAKERS:
Founder & CEO, Stellis AI
Founder & CEO, Stellis AI
Trent Gillespie left Amazon with a conviction that has shaped everything since: AI should create jobs, not just eliminate them. Now one of the country's leading voices on AI in business, he helps leaders cut through the noise and build organizations that actually win in the AI era — with practical frameworks, real-world experience, and a clear-eyed view of where this technology is heading.
Trent brings more than 25 years of technology and business transformation experience to the stage, including leadership roles up to the CIO level before joining Amazon. After earning his MBA from Seattle University, he spent nearly a decade at Amazon driving global expansion, Last Mile innovation, and Alexa AI privacy initiatives — gaining firsthand experience applying AI at massive scale across some of the most complex operational environments in the world.
Today, as CEO of Stellis AI, he works hands-on with executives across industries to put AI to work where it matters most — the leadership decisions, operational systems, and strategic choices that drive performance and growth. This is what he calls Operational AI™: not AI as an experiment, but AI as a core business capability. His Future Customer™ and AI SPRINT™ frameworks give leaders practical systems for understanding where their markets are heading and how to compete and win. For organizations ready to go deeper, the AI Flywheel™ provides an advanced model for turning AI momentum into sustained competitive advantage.
Known for a grounded, energetic style that cuts through hype, Trent delivers keynotes audiences can act on immediately — combining Amazon-scale credibility with hardwon experience helping mid-market organizations navigate the same transformation with far fewer resources. The result is a keynote that resonates across industries, leaving audiences with tools, not just inspiration.
Beyond the stage, Trent works with leadership teams through workshops, strategy sessions, and ongoing programs that sustain momentum long after the event. He also partners with associations and industry groups to help entire sectors navigate the AI transition — emerging stronger, with better companies and more meaningful careers.
Senior AI Advisor and Delivery Lead, Stellis AI
Senior AI Advisor and Delivery Lead, Stellis AI
Lou Bajuk is a Senior AI Advisor and Delivery Lead at Stellis AI, responsible for designing AI adoption programs that are reliable, scalable, and built for continuous improvement. He brings 25+ years as a product and AI leader across startups and global software companies, including executive roles at TIBCO, Posit and the R Consortium. Lou works at the intersection of AI and operating discipline, helping organizations move from experimentation to repeatable execution. He is known for bridging technical depth with business reality, enabling teams to adopt AI responsibly while delivering measurable impact.
October 20, 2026
2:00 - 3:00 PM ET
Successful AI adoption isn't determined by technology. It's determined by leadership.
Organizations that create the right culture, governance, and expectations consistently outperform those that simply deploy new tools.
In this session, Trent shares the practical leadership principles that enable successful AI adoption, including how to build trust, reduce resistance, and create an environment where AI becomes a catalyst for innovation instead of another stalled initiative. Q&A included.
Together, attendees will explore the four critical conditions that determine whether AI gains traction or stalls within an organization: making AI use safe, supported, expected, and rewarded.
SPEAKERS:
Founder & CEO, Stellis AI
Senior AI Advisor and Delivery Lead, Stellis AI
November 10, 2026
2:00 PM ET
Your AI 90-Day Roadmap
2:00 - 3:00 PM ET
SPEAKERS:
Founder & CEO, Stellis AI
Founder & CEO, Stellis AI
Trent Gillespie left Amazon with a conviction that has shaped everything since: AI should create jobs, not just eliminate them. Now one of the country's leading voices on AI in business, he helps leaders cut through the noise and build organizations that actually win in the AI era — with practical frameworks, real-world experience, and a clear-eyed view of where this technology is heading.
Trent brings more than 25 years of technology and business transformation experience to the stage, including leadership roles up to the CIO level before joining Amazon. After earning his MBA from Seattle University, he spent nearly a decade at Amazon driving global expansion, Last Mile innovation, and Alexa AI privacy initiatives — gaining firsthand experience applying AI at massive scale across some of the most complex operational environments in the world.
Today, as CEO of Stellis AI, he works hands-on with executives across industries to put AI to work where it matters most — the leadership decisions, operational systems, and strategic choices that drive performance and growth. This is what he calls Operational AI™: not AI as an experiment, but AI as a core business capability. His Future Customer™ and AI SPRINT™ frameworks give leaders practical systems for understanding where their markets are heading and how to compete and win. For organizations ready to go deeper, the AI Flywheel™ provides an advanced model for turning AI momentum into sustained competitive advantage.
Known for a grounded, energetic style that cuts through hype, Trent delivers keynotes audiences can act on immediately — combining Amazon-scale credibility with hardwon experience helping mid-market organizations navigate the same transformation with far fewer resources. The result is a keynote that resonates across industries, leaving audiences with tools, not just inspiration.
Beyond the stage, Trent works with leadership teams through workshops, strategy sessions, and ongoing programs that sustain momentum long after the event. He also partners with associations and industry groups to help entire sectors navigate the AI transition — emerging stronger, with better companies and more meaningful careers.
Senior AI Advisor and Delivery Lead, Stellis AI
Senior AI Advisor and Delivery Lead, Stellis AI
Lou Bajuk is a Senior AI Advisor and Delivery Lead at Stellis AI, responsible for designing AI adoption programs that are reliable, scalable, and built for continuous improvement. He brings 25+ years as a product and AI leader across startups and global software companies, including executive roles at TIBCO, Posit and the R Consortium. Lou works at the intersection of AI and operating discipline, helping organizations move from experimentation to repeatable execution. He is known for bridging technical depth with business reality, enabling teams to adopt AI responsibly while delivering measurable impact.
November 10, 2026
2:00 - 3:00 PM ET
Knowing AI matters and providing the conditions for success is only the beginning.
The organizations creating real value are those taking focused, practical action. In this final session, Trent introduces a proven roadmap for moving from strategy to execution.
Participants will learn how to identify high-impact opportunities, prioritize initiatives, engage their teams, and build momentum during the first 90 days of AI adoption.
Attendees who complete the Clarity assessment in advance will receive a customized readiness snapshot and a prioritized 90-day roadmap tailored to their business. Through expert guidance, practical frameworks and facilitated discussion, participants will learn how to focus resources, align priorities and take the next steps toward meaningful AI-driven impact.
By the end of the session, members will leave with a clear understanding of where they stand today, where to focus next and how to accelerate progress with confidence.
SPEAKERS:
Founder & CEO, Stellis AI
Senior AI Advisor and Delivery Lead, Stellis AI