"A game-changer for the next generation."
- Rikkert Vos, CEO, Aeromni Aerospace

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The world is changing faster than ever

In today’s fast-changing world, organizations and leaders are facing record levels of disengagement, disconnection, and uncertainty. Navigating turbulence has become the new norm—and strong leadership is more important than ever.

Chris Wilson is a leadership keynote speaker with over 14 years of experience navigating high-stakes, high-pressure environments. As a former Commercial Helicopter Pilot, Aircraft Maintenance Engineer, and creator of the Dare to Fly framework, Chris brings powerful real-world insights into how individuals and teams can lead through uncertainty, embrace change, and create forward momentum.

His motivational keynotes and leadership development sessions equip companies, associations, schools, conferences, and organizations with practical strategies to: reignite employee engagement, build leadership confidence, navigate change with clarity, strengthen team connection and communication, be resilient, and turn setbacks into opportunities for growth. Whether you’re planning a corporate event, leadership retreat, or professional development conference, Chris delivers inspiring, actionable content that moves audiences to think differently, act boldly, and lead with purpose.

Every time, he brings nothing short of powerful, practical, and inspiring insight. Chris has a way of taking big, sometimes intimidating topics like risk, fear, and growth and breaking them down in a way that truly connects with people at all levels. Whether you're an emerging leader or a seasoned exec, there's always a lesson to take from his talks.

-Jessica (Fiesta) George, Head of Talent, Atlantic Street Capital Advisors Inc.

Clients

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Keynote Topics

dare to Fly

Navigate Turbulent Times

A LEADERSHIP FRAMEWORK TO ENGAGE TOGETHER, PERSEVERE FORWARD, AND SEIZE NEW OPPORTUNITIES IN CHANGING ENVIRONMENTS

The world is changing at record speed. People feel more disconnected, disengaged, and uncertain about the future. Today’s leaders and teams are navigating constant turbulence — and need practical tools to be resilient and move forward with clarity and confidence.

In this high-impact motivational and inspirational keynote, 14-year aviator, entrepreneur, and leadership expert Chris Wilson introduces Dare to Fly — a 3-step leadership framework designed to help people reconnect, re-engage, and navigate what’s next.

With real-life lessons from aviation and business, Chris shares how to: make smart, confident decisions under pressure, stay focused on what matters most — even in chaos, take action and build momentum, one step at a time. Audiences leave this session equipped with practical tools and renewed motivation to lead through uncertainty and pursue meaningful progress. Dare to Fly isn’t about waiting for the storm to pass — it’s about learning how to rise above it.

Ideal for: Leadership development events, company-wide team meetings, association conferences, professional development days, managers, leaders, associations, non-profits, schools, higher education, colleges, universities, high-performing teams, annual meetings, and corporate events.

Who is it for?

Leaders and people facing uncertainty and turbulent times
People who are disconnected and disengaged
Those struggling to keep up with fast-paced changing times 

Key Takeaways

Framework to unlock the tools to navigate change and uncertainty
Blueprint for navigating adversity while creating clarity
Map to guide them to seize every new opportunity
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Momentum
shift

Turn challenges into opportunities

CREATE UNSTOPPABLE MOMENTUM THROUGH PROBLEM-SOLVING, CONSISTENT ACTION AND PURPOSE-DRIVEN LEADERSHIP

In today’s fast-moving world, it’s easy to feel stuck, stalled, or overwhelmed. But lasting momentum isn’t something we wait for — it’s something we build. In this energizing keynote, aviator, entrepreneur, and leadership expert Chris Wilson shares how to shift from stalled to soaring using his practical approach to momentum-based leadership.

Through powerful stories and actionable strategies, Chris shows how to turn real-world challenges into growth opportunities, build consistency in the face of chaos, and lead with clarity — no matter your role or starting point.

This keynote delivers the tools and mindset needed to generate forward movement, take ownership, and drive results both personally and professionally.

Ideal for: Leadership development events, company-wide team meetings, association conferences, professional development days, managers, leaders, associations, non-profits, schools, higher education, colleges, universities, high-performing teams, annual meetings, and corporate events.

Who is it for?

Leaders looking to overcome challenges and create momentum
People striving to build consistency and achieve long-term success
Teams and individuals aspiring to lead with clarity

Key Takeaways

How to turn obstacles into stepping stones
Discover the power of consistent incremental actions
Understand how leadership is the cornerstone of success
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the dead man's curve

Embracing risk to redefine what's possible

LEARN HOW CALCULATED RISKS AND DECISIVE ACTION CAN PROPEL YOU TO NEW HEIGHTS

Avoiding risk often feels like the safest option — but it’s rarely the most rewarding. In this bold and thought-provoking keynote, aviator, entrepreneur, and leadership expert Chris Wilson reveals how embracing calculated risk is essential for growth, change, and peak performance.

Drawing from high-stakes experiences in aviation and entrepreneurship, Chris unpacks the powerful leadership metaphor of the “Dead Man’s Curve” — a real flight principle where timing, altitude, and decisive action determine the outcome. It’s not about being reckless — it’s about being ready.

Through compelling stories, real-world insights, and a proven risk-taking framework, Chris empowers audiences to move past fear, make confident decisions under pressure, and stretch the limits of what they believe is possible.

Ideal for: Leadership development events, company-wide team meetings, association conferences, professional development days, managers, leaders, associations, non-profits, schools, higher education, colleges, universities, high-performing teams, annual meetings, and corporate events.

Who is it for?

Decision-makers navigating uncertainty and high-stakes challenges
Professionals seeking to overcome fear in high stress environments
Emerging leaders to managers eager to expand their comfort zones

Key Takeaways

Understand how embracing calculated risks drives growth
Strategies for making confident choices in high-stakes situations
Cultivate a mindset to push beyond limits and drive results
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"Simple, actionable and insightful."
- Christian Soporuchi, President, Precious Fountain Foundation

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Chris’s motivational keynote talks are impact-driven and designed to help navigate uncertainties.
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Chris delivers a memorable performance with humour!
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Reliable, respectful, and a drama-free experience.
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Leadership expert and career thought leader.
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Youthful experience, positive energy, and practical takeaways. 
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A powerful storyteller with real-life experiences.
7
Chris goes above and beyond.
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7 Reasons to Book Chris to Speak

Chris delivered genuinely inspiring and engaging talks that resonated deeply with our students. He skillfully addressed key themes of leadership, the importance of pursuing dreams, the valuable lessons learned from failure, and the multifaceted nature of success.

Chris is a dynamic and insightful speaker, and I highly recommend him to any organization looking to inspire and motivate their audience, offering valuable guidance for personal and professional growth.

-Jana Remisova, School of Business, Capilano University

Inspirational and Motivational Keynote Speaker Chris Wilson

TEDx

Speaker Reel

1
Reach Out
Complete the speaker request form to share your event details and confirm Chris’s availability. Our team will be in contact within 24 hours!
2
Prep
‍‍We’ll schedule a pre-event video call so you can share your event goals and how Chris can customize his presentation to meet your audience's unique needs and priorities. If needed we’ll also schedule a prep call two weeks before the event to go over logistics and A/V, and make sure everyone is ready to go. 
3
Delivery
In addition to delivering an outstanding and highly actionable motivational keynote presentation, Chris will show up for your people. Whenever possible he’ll stay for photos, connections, and engage with your group and team.
4
More Support
‍‍After his presentation, Chris will share his slides and a 1-page document with key takeaways for audiences to engage with. Chris will review audience feedback and is happy to discuss planning a 6-month follow-up discussion or group interactive workshop, so your team can keep flying, long after Chris’s keynote. 
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