In a world filled with change, uncertainty, and relentless demands, it’s not strategy that holds us back—it’s fear. Leaders, teams, and organizations are often stuck in old patterns, playing small, and avoiding the bold moves that could create real momentum.
Your Best Self is Your Bravest Self is a high-energy, story-fueled keynote that redefines courage as a learnable, daily practice. Blending neuroscience, real-world stories, and his actionable S.C.A.R.E.S. framework, Scott shows how small acts of bravery can create seismic shifts in culture, creativity, and performance.
Audiences don’t just understand courage—they begin to live it.
Outcomes You Can Expect
-A mindset shift from fear-based hesitation to action-oriented possibility
-Tools to recognize and disrupt limiting thought patterns
-Clear next steps for bold, aligned, and executable ideas
-Greater vulnerability, authenticity, and leadership presence
-A renewed sense of agency, purpose, and momentum
In a world full of disconnection, distraction, and quiet self-doubt, too many of us are living smaller than we know we’re capable of. We delay the hard conversation. We bury the big dream. We silence the truth that’s longing to be spoken.
The Courage to Begin is a deeply moving keynote that invites audiences to reconnect with their voice and reclaim the small, brave acts that lead to meaning, momentum, and transformation. Through powerful storytelling and science-backed tools, Scott helps audiences recognize the difference between real fear and toxic fear—and discover the moment of choice in between.
Because courage isn’t about being fearless.
It’s about being willing to begin—before we feel ready.
Outcomes You Can Expect
-Tools to distinguish between fear that protects and fear that paralyzes
-A renewed connection to voice, vulnerability, and purpose
-A mindset shift from silence or hesitation into brave daily action
-Insight into how small, private acts can create global ripple effects
-A deeply personal invitation to live—and lead—with greater meaning
In a world where fear, silence, and division dominate the headlines—and our homes—there may be no greater superpower than the ability to ask a courageous question.
Break the Silence: How Courageous Questions Create Brave Cultures is a stirring and practical keynote rooted in Scott’s collaboration with Greg Stock, author of the 5-million copy classic The Book of Questions. This talk explores how bold, well-timed questions can spark self-discovery, bridge divides, build trust, and unlock growth.
Audiences will leave with the tools—and the inspiration—to ask better questions of themselves, their teams, and their lives.
Because the right question, asked bravely, can change everything.
Outcomes You Can Expect
-Practical tools for asking questions that build trust, spark insight, and drive action
-Deeper awareness of how inquiry can create belonging and innovation
-A renewed commitment to courageous conversation in leadership and life
-One powerful question to ask today that could change your tomorrow
Scott Simon was by far our favorite speaker of the year! Scott inspired motivation and action long after the event, which has made a profound impact on our organization.
Jill Jackson
Keller Williams
Working with Scott wasn’t just inspiring — it was exactly what our City leadership needed to move forward with renewed purpose.
Mayor Justin M. Bibb
City of Cleveland
Scott inspired in our team a deeply-held sense of courage and joint connection. We can’t wait to have him back again.
Derek Martin
Director, Digital, United Nations Global Compact
With a brave heart, Scott brings authentic topics that are shared by all and offers best practices and positive strategies. We now see him as a mentor.
Yael Ron
Director of Hospitality, Silverstein Properties; former General Manager, The Ritz-Carlton
Scott had a HUGE impact on our team.
Kevin Clayton
Executive Vice President, Cleveland Cavaliers
Scott allowed us to really explore how we connect with one another. It turns out we share more in common than we ever expected.
Katie Zaremba
Senior Director, Entertainment and Events, Cleveland Cavaliers
One of the best speakers I’ve ever heard in the past 10 years.
Mike Ghesser
CEO, CleanLogic
In today’s complex healthcare landscape, cultivating courage amongst our leaders and caregivers is critically important. Scott Simon’s workshop guided our team to help us unlock our full potential for courageous leadership.
Irshad Rizvi
Director of Collaboration and Learning Technologies, Cleveland Clinic
The energy and courage Scott inspired continues to enhance collaboration and inspire new leadership approaches.
Susan Edwards
Director of Organizational Development and Culture, Medical Mutual
Many companies want their leaders to have bold ambition and the courage to take action toward it. Scott Simon can inspire them with the why and how to build this muscle.
Erica Starrfield
Director, Strategy and Development, Nestlé USA
