actionable AI for REAL buSINESs GROWTH

AI is no longer a future discussion—it’s an operational reality. Leaders know they need to act, but many organizations are still experimenting at the edges, without a clear way to make AI part of how work actually runs.
The result is familiar:

  • Pilots that never scale
  • Tools without ownership
  • Teams unsure how to apply AI responsibly and confidently

The challenge isn’t access to AI.
It’s knowing how to operationalize it with clarity, confidence, and accountability—so it drives real performance and growth.

Introducing Trent Gillespie: Visionary INNOVATION + AI KEYNOTE Speaker

Trent Gillespie is one of the most trusted voices in applied AI.

A former Amazon executive and CEO of Stellis AI, Trent focuses on understanding what actually makes AI-enabled organizations work—and turning that into a repeatable, reliable way organizations can transform.

During nearly a decade at Amazon, Trent worked at the center of growth, innovation, and AI, leading global growth initiatives, driving AI-fueled innovation for Last Mile Technology, and shaping Alexa’s global privacy strategy.

Today, Trent works hands-on with organizations of all sizes to research, test, and implement AI in the real world—from deploying AI agents to designing new AI-enabled products, services, and operating models. Through inspiring and practical keynotes, workshops, and deep implementation work, he helps leaders move from ideas to execution and build organizations that innovate, adapt, and create their next future.

Operational A.I.™ Keynote Talks

Leaders don’t need another future-of-AI keynote. They need reality.

Trent delivers practical, high-impact keynotes grounded in what he is building inside organizations today. Each session applies Operational A.I.™ to real leadership challenges—showing what’s actually possible now and turning insight into action.
01

Operational A.I.™: The 6-Step Sprint to Win Your Future Customer

Flagship Keynote (Leader-Focused)
Leaders navigating AI transformation know it matters, but struggle to make it run inside the business. This keynote focuses on what is changing now—how AI agents are reshaping customer expectations, competition, and how work gets done. Leaders are introduced to the Amazon-inspired Future Customer™ framework and the AI SPRINT™, a proven 6-step operating model for embedding AI into leadership, vision, and daily operations. The session delivers clarity, a practical roadmap, and the confidence to move from AI experimentation to sustained competitive advantage.
02

Operational A.I.™: Unlock Growth with AI

Manager & Team Keynote
Designed for managers and staff, this keynote focuses on turning AI from curiosity into daily capability. It shows how AI is changing how work gets done and how employees can use it to remove bottlenecks, improve performance, and spark innovation in their own roles. Grounded in the AI SPRINT™, the session introduces a simple monthly rhythm of learning, applying, and sharing—so progress compounds across teams. The result is a confident, energized workforce that knows how to use AI responsibly and take action, not sit on the sidelines.
03

Operational A.I.™: The Amazon-Inspired AI Flywheel for Continuous Innovation

Advanced Innovation & Scale Keynote (Executive-Focused)
Built for leaders already in motion with AI, this advanced keynote focuses on sustaining innovation and growth over time. It shows how organizations turn AI-driven operational gains into a self-reinforcing cycle of innovation using the AI Flywheel™. Leaders learn how to compound progress, keep teams aligned, and convert efficiency into ongoing growth—so AI becomes a durable operating advantage, not a one-time initiative.

This isn’t futurism.
It’s experience, applied.

Leaders Transformed: Success Stories

Trent’s guidance has transformed businesses, averting potential pitfalls and ensuring AI-driven triumphs.

Trent Gillespie delivered one of the most compelling and actionable sessions of ASAE’s CEO Conclave. His pragmatic approach to AI—grounded in real-world experience and Amazon’s “future customer” philosophy—cut through the hype and offered a clear, CEO-ready framework for how associations can evolve to meet the needs of tomorrow’s members. Trent’s insights were not only visionary but also immediately applicable, empowering leaders to think boldly and strategically about AI integration. Trent’s session was a masterclass in future-focused leadership.

Morgan Maravich Vice President, ASAE Research Foundation

That was alarming, informative, and inspiring all at the same time. And that’s a rare presentation that can capture all three of those. And for sure, what I wanted was a catalyst to think differently about what we’re heading, and you definitely hit the mark there.

Dave Morton, VP, Husky Technologies

Absolutely the best AI keynote with practical instruction and with a plan to follow. I will be “re-presenting” to my leadership.

Raju Patel, CEO, eShow

Trent’s keynote was inspiring, insightful, and refreshingly provocative—clearly outlining how to build healthcare organizations that effectively leverage AI, with an enlightening look into Amazon’s bold healthcare strategy.

Mark Neaman, CEO, Health Insights

The best presenter on innovation and AI I have seen!

~ Britt Wood, CEO, National Association of Landscape Professionals

What Is Operational A.I.™?

Operational A.I.™ is a proven, applied approach to making AI work inside real organizations—not a theory, trend, or toolset.

It gives leaders a clear operating model for embedding AI into leadership decisions, daily operations, and innovation—so progress compounds instead of stalling. Operational A.I.™ is built on three leadership disciplines every organization must master.

Leadership — EDUCATE AND ALIGN

AI fails when leaders aren’t aligned on what it is, how it should be used, or who owns it.
AI SPRINT™ gives leadership teams the structure to learn AI, align on priorities, and lead adoption with confidence—turning AI into a leadership capability, not a side initiative.

Vision — Define Where You’re Going

AI doesn’t just change how work gets done—it reshapes what customers will expect next.
The Future Customer™ framework helps leaders look ahead, define who they are building for, and make confident decisions about where to invest, what to automate, and how to differentiate before the market forces their hand.

Operations — Sustain Innovation at Scale

Early AI wins are easy. Sustaining innovation is not.
The AI Flywheel™ shows leaders how to turn operational gains into a self-reinforcing engine of innovation—where efficiency creates capacity, capacity fuels reinvestment, and innovation compounds over time.

Bring Operational A.I.™ to Your Organization

Organizations engage with Trent in three primary ways, depending on where they are in their AI journey.

Keynotes

Create alignment, urgency, and a clear path forward—at any scale.

High-impact keynotes designed for audiences ranging from large conferences and all-hands events to private executive and leadership team sessions. Each keynote steadies the room, cuts through AI hype, and gives leaders and teams a shared understanding of what matters—and what to do next.

Workshops

Build capability, confidence, and momentum—across teams or at scale.

Hands-on workshops delivered as private leadership or team sessions, or as large-group, multi-day seminars with hundreds of participants. Workshops focus on practical application, shared learning, and establishing an operational cadence—helping organizations embed AI into real workflows and build momentum that lasts.

Implementation & Advisory

Turn strategy into real execution.

Direct engagement with leadership teams to operationalize AI inside the business. This includes advisory support, hands-on implementation of AI agents, and application of cutting-edge technologies—focused on embedding AI into workflows, operating models, and decision-making where it drives measurable impact.

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Join Trent’s AI SPRINT newsletter for sharp, weekly insights on AI and building AI-powered companies.

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