Operational AI™ Keynote Speaker | Former Amazon & Alexa Leader | CEO, Stellis AI

Trent Gillespie Speaking Fee: $20,000 to $30,000

Q: What is Trent Gillespie's speaking fee?

Trent Gillespie speaking fee typically ranges from $20,000 to $30,000. The lower end usually applies to virtual engagements, while the higher end is for in-person events in the US. However, fees may exceed this range for a variety of reasons, like extended activities or international travel. Other factors such as popularity, career stage, and current demand can also influence the final fee. For an accurate and up-to-date quote based on your specific event details, please contact Gotham Artists. We will provide detailed information and assistance to ensure you have the latest fee structure.

Operational AI™ Keynote Speaker | Former Amazon & Alexa Leader | CEO, Stellis AI

Speaking Fee:

$20,000 to $30,000

Travels From:

BFI

Primary Topic Category:

Futurists

Secondary Topic Category:

Technology

Trent Gillespie Speaker Profile: At A Glance

Trent Gillespie helps organizations turn AI from hype into competitive advantage. After nearly a decade at Amazon leading global expansion, Last Mile innovation, and Alexa AI privacy initiatives, he left to help organizations apply AI to how they work, compete, and win. As CEO of Stellis AI, Trent pioneered Operational AI™ — working hands-on with companies to build AI tools, redesign workflows, and embed AI into how they lead and operate. On stage, he delivers a clear, urgent message: the AI moment is here, and the organizations that move now with clarity, speed, and execution will be the ones that win.

Trent Gillespie helps leaders turn AI from hype into real competitive advantage. With more than 25 years of experience leading technology and business transformation, he has spent his career helping organizations use emerging technologies to reinvent how they operate. Before joining Amazon, Trent held a series of technology leadership roles up to the CIO level, leading large-scale digital transformation and ensuring technology delivered measurable business impact. After earning his MBA from Seattle University, he joined Amazon, where he spent nearly a decade helping drive global expansion, Last Mile innovation, and Alexa AI privacy initiatives, gaining firsthand experience applying AI and advanced technology at massive scale. Today, as CEO of Stellis AI, Trent works with executives to reinvent their companies for the age of AI. Through his concept of Operational A.I.™, he shows leaders how to embed AI into leadership, strategy, and the daily operations that drive performance, efficiency, and growth. His frameworks, including Future Customer™, AI SPRINT™, and the AI Flywheel™, provide practical, Amazon-inspired systems for turning AI from experimentation into sustained competitive advantage. Known for his clear, grounded style, Trent cuts through the noise around AI to deliver practical insights leaders can act on immediately. His keynotes combine real-world experience with actionable frameworks that help organizations understand where their markets are heading and how to build the capabilities needed to compete and win in the AI era.

Now or Never: Turning AI into a Competitive Advantage

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. Target Audience: This keynote is designed for executive teams, senior leaders, and general business leaders responsible for strategy, operations, and growth in an AI-driven world. Outcomes: 1) Understand and harness AI Agents — what they are, how they work, and how they’ll redefine productivity, personalization, and customer experience. 2) Identify blind spots in how you serve your next-generation customer and anticipate the shifts AI will create in what they value. 3) Apply the 6-step AI SPRINT™ framework to drive innovation, empower teams, and accelerate results across your organization. 4) Build an AI-ready culture that makes experimentation, iteration, and learning a daily leadership reflex.

AI at Work: From Curiosity to Capability

Many employees are curious about AI but unsure how to apply it in their roles. This keynote showshow 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. Target Audience: This talk is designed for employee audiences and general business audiences, to educate, direct, and inspire them to begin using AI in their roles. Outcomes: 1. Understand the AI moment — how AI is reshaping work, business, and the skills that will matter most going forward. 2. Move from curiosity to capability — learn practical ways to start using AI to improve the quality, speed, and impact of everyday work. 3. Remove friction and unlock productivity — see how AI can eliminate routine tasks, reduce bottlenecks, and free up time for higher-value work. 4. Strengthen thinking and problem-solving — learn how to use AI as a thinking partner to explore ideas, analyze information, and generate better outcomes.

The AI Flywheel™: Building a Durable Innovation Engine

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. Target Audience: This keynote is designed for business leaders, technology executives, product managers, and innovators looking to harness AI to accelerate innovation and gain a competitive advantage Outcomes: 1.Understand how the AI Flywheel™ drives continuous innovation 2. Learn how AI-driven gains compound into long-term advantage 3. See how the Future Customer™ focuses innovation on where markets are heading 4. Apply Amazon’s Working Backwards approach to accelerate AI innovation

What is Trent Gillespie's speaking fee?

Trent Gillespie's speaking fee typically ranges from $20,000 to $30,000. The lower end usually applies to virtual engagements, while the higher end is for in-person events in the US. However, fees may exceed this range for a variety of reasons, like extended activities or international travel. Other factors such as popularity, career stage, and current demand can also influence the final fee.

For an accurate and up-to-date quote based on your specific event details, please contact Gotham Artists. We will provide detailed information and assistance to ensure you have the latest fee structure.

Why Book Trent Gillespie with Gotham Artists?

Booking Trent Gillespie with Gotham ensures a seamless and personalized experience for your event. We’re dedicated to connecting audiences with top-tier talent, ensuring each event is not only successful but memorable. Here’s why you should choose Gotham Artists:

Expertise and Experience: With over a decade in the industry, we have the expertise to match the perfect speaker to any event, whether corporate, educational, non-profit, or private.

Personalized Service: We take a personalized approach, diving deep into the specifics of your event to recommend speakers that resonate with your audience.

Dedicated Support: From initial consultation to event day logistics, we provide comprehensive support, ensuring everything runs smoothly. Our dedicated team ensures that everyone is in the right place at the right time, and their fast response times guarantee you get accurate information quickly.

How Do I Know if Trent Gillespie is the Right Keynote Speaker for My Event?

We get it: Choosing the right keynote speaker is essential. Our team can provide personalized recommendations to ensure your event is a success. Here are key factors to consider:

Expertise: Ensure the speaker’s knowledge aligns with your event’s theme or industry.

Engagement: Look for a speaker who can captivate and inspire your audience.

Testimonials: Check past client reviews for insights into the speaker’s impact and reliability.

Budget and Availability: Confirm the speaker’s fees fit your budget and they are available for your event date.

Customization: See if the speaker can tailor their message to suit your audience.

For assistance in finding the perfect speaker, contact us . Click the “Check Availability” button to get started.

How Far in Advance Do I Need To Book Trent Gillespie?

The sooner, the better! In general, it’s best to book your keynote speaker as early as you can. Whether you know Trent Gillespie is your best choice, or are open to other fantastic options, speakers are in high demand and calendars fill up fast. If your event is during a busy season, early booking is especially crucial.

If you have any more questions or need further assistance, don’t hesitate to contact us. We’re here to help you make your event a success!

Operational AI Keynote Demo Reel

"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 "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, Health Insights "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 Management

This is provided for informational purposes. Gotham does not represent these speakers exclusively. All information is subject to change, including fees. if this is your speaker page and you would like this page updated or removed please contact us and we will respond within 24 hours.

Trent Gillespie Speaking Fee: $20,000 to $30,000

Travels From:

BFI

Primary Topic Category:

Futurists

Secondary Topic Category:

Technology

Trent Gillespie Speaker Profile: At A Glance

About

Speaking Topics

Speaker Video

Testimonials

FAQ

Now or Never: Turning AI into a Competitive Advantage

AI at Work: From Curiosity to Capability

The AI Flywheel™: Building a Durable Innovation Engine

What is Trent Gillespie's speaking fee?

Why Book Trent Gillespie with Gotham Artists?

How Do I Know if Trent Gillespie is the Right Keynote Speaker for My Event?

How Far in Advance Do I Need To Book Trent Gillespie?

Trent Gillespie Speaking Fee: $20,000 to $30,000

Travels From: BFI

Primary Topic Category: Futurists

Secondary Topic Category: Technology

Trent Gillespie Speaker Profile: At A Glance

Now or Never: Turning AI into a Competitive Advantage

AI at Work: From Curiosity to Capability

The AI Flywheel™: Building a Durable Innovation Engine

What is Trent Gillespie's speaking fee?

Why Book Trent Gillespie with Gotham Artists?

How Do I Know if Trent Gillespie is the Right Keynote Speaker for My Event?

How Far in Advance Do I Need To Book Trent Gillespie?

Related Speakers

Travels From:

BFI

Primary Topic Category:

Futurists

Secondary Topic Category:

Technology