Trent Gillespie

Trent Gillespie is a leading Operational AI expert and former Amazon executive who helps organizations move beyond AI hype and into real-world execution. Having led AI and automation initiatives inside some of the world’s most complex organizations, Trent brings rare, hands-on experience translating AI strategy into measurable operational impact.

Rather than focusing on abstract trends, Trent shows leaders how AI actually gets deployed—across operations, customer experience, supply chains, and teams—so it delivers value quickly, responsibly, and at scale. His work sits at the intersection of AI, operations, and leadership, helping organizations modernize without disrupting what already works.

What sets Trent’s keynotes apart is his deep, deliverable-driven customization—tailored to each organization, industry, and audience. At his standard speaking fee, Trent delivers a highly customized experience that goes far beyond a traditional keynote and may include:

For the Event:

• Live, customized demonstration of an AI-agent application relevant to the organization

• Customized example of reinventing a core business process using AI agents

• Customized visuals and imagery tailored to the company and industry

• Analysis of the organization’s potential “Future Customer,” when relevant

• Identification of trailblazing and innovation opportunities specific to the organization

After the Event:

• AI-generated meeting summary of the keynote

• Key slides for internal sharing and alignment

• Custom event website housing all materials for continued access and impact

The result is a keynote that feels less like a presentation and more like a strategic working session—equipping leaders and teams with practical, organization-specific insight they can immediately put into action.

In addition to keynotes, Trent also works with organizations through custom workshops and advisory consulting, helping leadership teams operationalize AI initiatives, redesign core processes, and build execution roadmaps that turn AI ambition into sustained business results.