small acts of courage have the power to transform lives & organizations.

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“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

SELECTED KEYNOTES 

All keynotes and workshops can be designed to meet desired outcomes.


Your Best Self is Your Bravest Self: The Power of Everyday Courage

Focus: A keynote about turning fear into fuel—how small acts of courage can transform leadership, culture, and daily life.

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

“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, Nestle USA


The Courage to Act: Reclaiming Our Bravery in an Uncertain World

Focus: A keynote about finding your voice, breaking through fear, and becoming the leader—and human—you were meant to be.

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

“My experience with Scott was inspiring. I believe he can change the way diverse groups of people engage creatively and productively with each other. We need more of that in the world.”


Laura Bloomberg, PhD

President, Cleveland State University


Break the Silence: How Courageous Questions Create Brave Cultures

Focus: A keynote on the power of courageous questions to unlock connection, trust, and brave conversations at work and in life.

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 is able to masterfully guide people to places they might never consider they’d be able to go. Open, honest, unguarded, and genuine – that’s Scott.”


Rene Polin

President, Balance Innovation

“When Scott’s talk is over, you’ll wonder where the time has gone – and wish for more.”


Laura Weber Smith

Director of Coaching Services and Business Development, Weatherhead School of Management

SELECTED WORKSHOPS

All keynotes and workshops can be designed to meet desired outcomes.


Brave Together: Building Connection, Creativity & Courage in Teams

Focus: In today’s hybrid, high-stress world, surface-level interactions and siloed communication are eroding trust and innovation.

Brave Together is an immersive, art-fueled team experience that breaks through isolation and fear—creating moments of vulnerability, insight, and authentic human connection. Inspired by the acclaimed Late Nite Art methodology, this workshop blends storytelling, music, hands-on collaboration, and science-backed exercises to create courageous shifts in how people relate and work together.

Participants don’t just talk about courage—they experience it. 

Outcomes You Can Expect

  • Increased psychological safety and real-time connection

  • Breakthroughs in cross-team trust and communication

  • Deeper empathy, creativity, and emotional intelligence

  • A shared foundation of courageous collaboration

  • Energy, clarity, and renewed purpose in team dynamics

Cultivating Courageous Leadership: Small Acts of Courage That Create Big Results

Focus: A powerful, story-driven leadership workshop that turns fear into fuel—and equips teams to lead bold transformation.

In today’s uncertain, high-stakes world, leaders face mounting pressure to innovate, inspire, and adapt—often while silently battling fear and self-doubt.

Cultivating Courageous Leadership is a high-impact workshop that empowers leaders to confront fear, break through limiting assumptions, and take bold, meaningful action. Through personal storytelling, neuroscience, and the actionable S.C.A.R.E.S. framework, participants learn to reframe risk, model vulnerability, and drive transformation—one courageous act at a time.

Leaders don’t just learn about courage—they lead with it.

Outcomes You Can Expect

  • A mindset shift around fear, failure, and risk

  • A clear, personalized plan for courageous leadership

  • Greater authenticity, resilience, and emotional intelligence

  • Tools to drive innovation and psychological safety

  • Renewed confidence and purpose in leadership roles

“One of the best speakers I’ve ever heard in my almost 10 years in Vistage. Powerful content with easy application. Every member will be a better leader and human after listening to Scott.”


Mike Ghesser

CEO, CleanLogic and Workshop Attendee


Your Company Moonshot in 14 Minutes: A Bold New Strategy, Fast

Focus: A high-energy courage catalyst designed to help teams and leaders unlock bold ideas—and take the first brave step toward them.

In a world obsessed with incremental gains, playing small has become the default. But the leaders and cultures that thrive don’t just adapt—they imagine bigger futures and act boldly to bring them to life.

Moonshot in 14 Minutes is a dynamic, fast-paced workshop that helps individuals and teams break out of limiting beliefs and tap into their deepest sources of purpose, creativity, and drive. Leveraging the science-based S.C.A.R.E.S. framework, participants craft one courageous “moonshot” idea—personal or professional—and walk away with the clarity and confidence to start.

This is vision work at the speed of courage.

Outcomes You Can Expect

  • A jolt out of habitual thinking—and into imaginative possibility

  • One audacious yet actionable moonshot, rooted in purpose and momentum

  • Clear steps to move past perfectionism and hesitation

  • Tools for reimagining risk as a path to impact

  • A renewed belief in what’s possible when fear isn’t in the driver’s seat

“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

“Scott Simon's approach was both insightful and purposeful, allowing us to gain a deeper understanding of our colleagues while igniting a contagious level of enthusiasm.”


Jennifer Altstadt

CEO, Sea-Land Chemical