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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.

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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

  • SPARK — Create Customers for Life
  • HOPE-POWERED LEADERSHIP

Velcro Leadership

Velcro Leadership is a fresh way of creating brilliant resilience in a business environment.

Leading Working America

Here the latest research from the State of Working America Report - Thriving in Resilience & Brilliance

Managing Working America

Discover how to unleash potential in your workforce.

Jazzing Up Leadership

Imagine leadership as a jazz ensemble, where each leader's contribution creates a harmonious melody amidst the cacophony. In the complex symphony of today's business world, where change, chaos, and uncertainty often compose the background music, embracing the theme of ‘Unstoppable Together' is vital.

Leadership Vulnerability

In the high-stakes world of leadership, where every decision can be scrutinized and every failure magnified, the concept of vulnerability often takes on a negative connotation, especially among men, who are taught to equate emotional openness with weakness.

5 Immediate Things to do to become Resilient

In an era characterized by rapid change and unexpected challenges, resilience has become a critical attribute for anyone who refuses to settle for life as usual. The future demands individuals who will adapt, inspire, and thrive amidst uncertainty. Here are five key actionable strategies to bolster your resilience and ensure sustained success that will not only help you endure tough times, but also emerge stronger and more effective.

Reslience@Work - Hollywood Digest

Like any good nonfiction book falling into the subcategories of business and leadership advice, as well as general self-help to boot, Bailey is able to summarize his core point in a single sentence.

Cultivating Sales Success

Transforming your sales approach from a transactional to a relational process mirrors the gardener's journey from planting to harvesting and requires similarly patient nurturing. Here are six steps sales professionals can take to create a flourishing customer base.

Simon's Resilience Journey

Simon T. Bailey is a globally recognized expert in the field of personal and professional brilliance, with a career spanning over three decades. He is renowned for his transformative insights, which are encapsulated in his latest work, “Resilience@Work — How to Coach Yourself into a Thriving Future.”

Book Review

Be inspired by this business parable that sheds light on this essential skill. You will meet four individuals: Hurry, Worry, Ready, and Steady–navigating the challenges of an ever-evolving future.

  • 2026 Velcro Leader - Amplify Hope in Everyone (Fall 2026)
  • 2024 Resilience@Work - How to Coach Yourself into a Thriving Future
  • 2022 Ignite the Power of Women in Your Life - a Guide for Men
  • 2018 Be the SPARK: Five Platinum Service Principles for Creating Customers for Life
  • 2017 Brilliant Living: 31 Insights to Creating an Awesome Life
  • 2017 Releasing Leadership Brilliance: Breaking Sound Barriers in Education
  • 2015 Shift Your Brilliance System - a self-paced curriculum for individuals, teams and organizations
  • 2014 Shift Your Brilliance: Harness The Power Of You, INC.
  • 2012 Meditate on Your Professional Brilliance
  • 2012 Meditate on Your Personal Brilliance
  • 2008 Release Your Brilliance: The Four Steps to Transforming Your Life and Revealing Your Genius to the World
  • 2007 Brilliant Service is the Bottom Line
  • 2007 Success is an Inside Job
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