Trent Gillespie

AI, Innovation and Growth Keynote Speaker | CEO at Stellis AI

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In-Person Fee Range:

$15,001 - $20,000

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Virtual Fee Range:

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Traveling from:

Washington

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Topics

Business Speakers Peak Performance Business Growth Leadership Speakers Artificial Intelligence (AI) Speakers Virtual Keynote Speakers Business Transformation/Change Management

Trent Gillespie

AI, Innovation and Growth Keynote Speaker | CEO at Stellis AI

Add To My Favorites Check Fee/Availability

In-Person Fee Range:

$15,001 - $20,000

Fee Details

Virtual Fee Range:

Inquire for Fee

Traveling from:

Washington

Why Book

Trent Gillespie is a former Amazon executive who left one of the world’s most powerful AI companies to serve the organizations it was disrupting.
He brings that insider perspective to every stage he walks onto, and he translates it into something your audience can act on before they leave the room. Not someday. Monday morning.
From small rooms of executives to groups of 5,000 or more, spanning financial services, to healthcare, to real estate, the feedback is remarkably consistent: this is the clearest, most actionable session on AI they’ve ever experienced.

Biography

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 Gillespie 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.

Programs

Now or Never: Turning AI into a Competitive Advantage

Flagship Keynote (Leader-Focused)
Leaders know AI matters, but most struggle to turn it into real advantage inside their organizations. AI agents are rapidly reshaping how work gets done, how companies compete, and what customers expect. In this keynote, Trent shows leaders how to move beyond experimentation and make AI work where business actually runs. Using his Amazon-inspired Future Customer™ framework and the AI SPRINT™, Trent outlines how to align leadership, rethink strategy, and embed AI into daily operations. The result is clarity, a practical roadmap, and the confidence to turn the AI moment into sustained competitive advantage.

AI at Work: From Curiosity to Capability

Manager & Team Keynote
Many employees are curious about AI but unsure how to apply it in their roles. This keynote shows how AI is changing daily work—and how teams can use it to remove bottlenecks, improve performance, and spark innovation. Grounded in the AI SPRINT™, it introduces a simple rhythm of learning, applying, and sharing so progress builds across the organization. The result is a confident workforce that uses AI responsibly and takes action.

The AI Flywheel™: Building a Durable Innovation Engine

Advanced Innovation & Scale Keynote (Executive-Focused)
Early AI wins are easy. Sustaining momentum is harder. In this advanced keynote, Trent shows how organizations turn AI-driven gains into a self-reinforcing cycle of innovation using the AI Flywheel™. Leaders learn how to align teams, reinvest efficiency into growth, and build a durable innovation engine—so AI becomes a lasting operating advantage, not a one-time initiative.

Topics

Business Speakers, Peak Performance, Business Growth, Leadership Speakers, Artificial Intelligence (AI) Speakers, Virtual Keynote Speakers, Business Transformation/Change Management,

Trent Gillespie Reviews

“Trent’s presentation provides an outstanding overview of the potential of AI, both good and bad, and robust recommendations for how to think about and adopt AI to transform your company. His AI SPRINT framework is a particularly handy action plan for how to get started!

— CEO, Founder and Board Advisor, Technology Industry

“VERY informative and incredibly aligned with the way we think …not to mention a delightful peek behind the Amazon methodology curtain”

— Director, Growth and Creative Strategy

Super engaging presentation! Very practical and relatable. Extremely valuable for folks who are curious about how to apply AI in their everyday life / work. Very actionable tips for moving ahead in an organization while “bringing AI along”

— Board Member, Fortune 100 CPG Leader

“Trent harnesses his Amazon experience to help perpetually disrupt markets and convert concepts into billion-dollar businesses that scale.”

— COO and Co-Founder, Startup Accelerator

Best keynote I’ve ever heard!

— President, Financial Services

Frequently Asked Questions

1. Can Trent help associations prepare their members for AI and the future of work?

Yes—associations are one of Trent’s specialties. He offers keynote talks, breakout sessions, hands-on workshops, and large-group AI training seminars designed to help members adopt AI with confidence. His programs show professionals how to apply AI in daily work, streamline processes, remove bottlenecks, and unlock new growth opportunities. He also partners with associations to create custom, scalable AI education tracks tailored to their member base and industry realities.

2. What outcomes can attendees expect from Trent’s AI keynotes and workshops?

Audiences walk away with a clear understanding of how AI impacts their industry, practical tools to start using AI immediately, and a step-by-step roadmap for adoption. Leaders gain frameworks to drive innovation and operational improvements. Teams learn how to eliminate inefficiencies, accelerate decision-making, and build new AI-enabled capabilities. Every talk is designed to deliver practical value the same day—not someday.

3. How does Trent customize his keynote or workshop for our audience?

Each engagement begins with a discovery call to understand your strategic priorities, the goals of your event, and the maturity level of your audience. Trent adapts frameworks, industry examples, and demonstrations to match your organization’s challenges. For associations, he tailors examples to member industries. For companies, he integrates your priorities—like automation, innovation, customer experience, or workforce development—into the talk. The result: a keynote that feels built for your event, not pulled off a shelf.

4. What types of audiences is Trent the best fit for?

Trent is ideal for conferences, associations, executive retreats, leadership summits, and corporate events needing a balance of inspiration and actionable guidance on AI and innovation. He speaks to CEOs, operations leaders, CIOs/CTOs, HR and talent leaders, product teams, and general business audiences. His experience at Amazon and Stellis AI makes him a strong fit for organizations that want practical steps—not theory—on how to integrate AI into core processes and prepare their workforce for the AI-driven future of work.

5. What makes Trent Gillespie different from other AI speakers?

Trent isn’t a theorist or general “futurist”—he’s a former Amazon executive who actually built and scaled AI systems used every day around the world. That includes operational AI in logistics, privacy systems for Alexa, and global expansion platforms. As CEO of Stellis AI, he works directly with companies adopting AI across operations, product, and customer experience. His talks stand out because they combine Amazon’s innovation playbook with actionable AI strategies that leaders can use immediately. No hype, no sci-fi—just real outcomes and clear next steps.

6. What topics does Trent Gillespie speak on as an AI keynote speaker?

Trent delivers keynotes focused on the practical, operational use of artificial intelligence inside real businesses. His talks cover not only the basics of generative AI and AI Agents, but how to integrate AI into companies to drive job growth, plus his unique knowledge about building innovative companies, Amazon’s Working Backwards methodology, and how companies can accelerate growth through AI-enabled innovation. His frameworks—like the AI Flywheel™ and AI SPRINT™—help leaders understand how to integrate AI into daily operations, product development, and long-term strategy. Event planners looking for an AI speaker who blends strategy, innovation, and hands-on implementation find Trent’s content especially high-impact.

7. What are Trent's speaking fees?

Trent Gillespie’s speaking fee varies depending on the event format, location, and specific requirements. To get an exact quote, contact Eagles Talent Speakers Bureau by calling 973-313-9800, emailing info@eaglestalent.com, or completing the Check Availability form on the speaker’s profile page.

8. How do I book Trent Gillespie for an event?

To check the speaker’s availability or request a quote, call 973-313-9800, email info@eaglestalent.com, or visit the speaker’s profile at EaglesTalent.com and complete the booking inquiry form.