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Simon T. Bailey
Executive Advisor, Researcher, Speaker
Simon T. Bailey is the world’s leading expert on Hope-Powered Leadership™—a former Disney Institute Sales Director and high-impact keynote speaker who helps organizations thrive in an AI-driven era by amplifying hope, igniting brilliance, and equipping leaders with practical tools to build resilient, high-performing cultures.
Bio
Simon T. Bailey is the World’s Leading Expert on Hope-Powered Leadership™—an executive advisor, speaker and researcher whose human-centered approach is designed for a world being reshaped by AI, rapid change, and rising emotional fatigue. He helps leaders flourish by practicing the six hooks of Velcro Leadership™, empowering them to amplify hope and ignite brilliance in themselves and others.
A former Sales Director at the Disney Institute, Simon began his career in hospitality, where he learned that exceptional service is less about transactions and more about elevating the human experience. That insight has guided him ever since. Over the last two decades, he has advised organizations across healthcare, hospitality, finance, education, and technology, helping them build cultures where people feel seen, supported, and connected to meaningful work.
His early consulting success included a three-year transformation with a regional hospital that ultimately became part of a $1B healthcare system, and a hospitality company whose division received recognition from Expedia for measurable gains in customer satisfaction. Throughout his journey, Simon’s insights have helped seven entrepreneurs build seven-figure businesses—proof that hope, when amplified, becomes a strategy that transforms lives and organizations.
Today, Simon works at the intersection of research, virtue ethics, and practical leadership. His nationally recognized study, The State of Working America: Thriving in Resilience and Brilliance, has reshaped how organizations understand well-being, engagement, and the psychological drivers of high performance. He is a certified Caritas Coach through Watson Caring Science and a Certified Coach of the 12 Shapes Assessment. His forthcoming book, Velcro Leader: Amplify Hope in Everyone (Wiley - Fall 2026), introduces a new operating system for leadership—one that fastens people, purpose, and performance together in an age where AI can automate tasks but can never replicate human hope.
Simon’s voice extends beyond boardrooms and stages. He is the co-host of the new global podcast Amplify Hope Today, a weekly conversation designed to restore optimism, meaning, and emotional well-being for listeners navigating the complexities of modern life. He has also written “Amplify Hope,” an original song that captures the heart of his movement: that leaders—and everyday humans—can create better futures by elevating the hope of others.
Simon has spoken to more than 2,600+ organizations in 55 countries, authored 11 books, and created 14 LinkedIn Learning courses reaching over 400,000 professionals worldwide. Featured in Success Magazine’s “Top 25 People Who Will Help You Succeed,” his work blends empirical insight with a warm, relatable voice that calls leaders to embody the virtues that help teams and communities thrive. With an Executive MBA from the Royal Docks School of Business and Law at the University of East London and three honorary doctorates, he aims to make a dent in the universe.
He is also serving a second five-year term on the Orlando Health Foundation Board of Directors. Orlando Health Foundation raises critical funds for the 100-year-old Orlando Health Hospital System, a private, not for profit organizations which generates $2 Billion in total community impact.
His greatest joy, however, is being a father to two college-educated young adults who are courageously carving out their own paths in the world. Their growth, resilience, and unfolding brilliance remain his proudest legacy—reminding him daily that hope, when amplified, becomes generational. And he predicts that the Buffalo Bills will win a Super Bowl in his lifetime.
Keynotes
Featured Keynote
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AMPLIFY YOUR BRILLIANCE
Reclaim Your Potential in a World of AI
The future belongs to leaders and organizations who are ready to accelerate their potential, activate their superpower, and step boldly into what comes next.
Amplify Your Brilliance™ is Simon T. Bailey’s signature awakening experience — a dynamic, future-forward keynote that moves beyond inspiration into true activation. Built on more than two decades as an architect of brilliance and the author of Release Your Brilliance, Shift Your Brilliance, and Releasing Leadership Brilliance, Simon now introduces audiences to the next evolution of his life’s work: The Power of Amplifying Brilliance.
The journey starts with each participant taking the 12 Shapes personal quiz, a behavioral system grounded in the science of Axiology. Simon then demystifies the results, removes the fear from “being assessed,” and shows each person how to tap into their SuperPower instead of their self-protection.
Drawing from his work with 2,600+ organizations in 55 countries and over 400,000 professionals reached through his LinkedIn Learning courses, Simon distills key insights into a practical, co-created learning path. Your audience will leave with the mindset, tools, and momentum to awaken the innate genius already inside them — and to accelerate their contribution in a world shaped by AI and human creativity.
This experience will yield the following take-home value
A Personalized Brilliance Blueprint for Every Participant
Your people won’t just be inspired — they’ll leave with a personal clarity map rooted in Axiology and the 12 Shapes framework.
Decision makers get what they crave: a room full of individuals who better understand how they’re wired, what drives them, and how to show up at their best.
An AI-Ready Human Advantage: Confidence, Creativity, and Agency
Simon equips your teams with a future-facing mindset that transforms AI from a threat into a partner. Participants learn how to bring uniquely human strengths — judgment, empathy, creativity, and courage — to the table, giving your organization a sustainable competitive edge that technology alone can’t deliver.
A Co-Created Development Path That Outlives the Keynote
This isn’t a “one-and-done” event. Simon guides participants to co-create their own learning path, tied directly to your organization’s goals. The result: a scalable, repeatable way to activate potential, deepen engagement, and build a pipeline of leaders who are ready to own the next chapter of your company’s story.
Topics
- Customer Relations & Experience
- Inspiration & Achievement Trending
- Leadership Trending
- Motivation
- Navigating Change & Uncertainty Trending
- Resilience Trending
- Sales Trending
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