Keynote speaker and leadership expert Chris Wilson helps students, leaders, and organizations embrace change and rise to new heights.
The world is changing faster than ever. Leaders are feeling more disengaged, disconnected, and uncertain about what's next. Navigating turbulent times has become the new norm.
14-year aviator, entrepreneur, and leadership expert Chris Wilson delivers leadership training and professional development using his 3-step Dare to Fly framework. He helps organizations, students, and teams build connection, engagement, and forward momentum.
Through dynamic talks across Canada, the USA, and Nigeria, Chris equips audiences with actionable strategies to make confident decisions, adapt to change, and lead with purpose. His work in staff training and staff development supports real-world growth that drives results in what matters most.
Every time, he brings nothing short of powerful, practical, and inspiring insight. He’s not just an excellent speaker—he’s a storyteller, motivator, and teacher who leads with authenticity and purpose. If you're looking for someone to ignite meaningful conversations, challenge mindsets, and equip your team or audience with actionable takeaways, I can’t recommend Chris enough.
-Jessica (Fiesta) George, Head of Talent, Atlantic Street Capital Advisors, Inc.
Chris is a highly engaging speaker. He is accommodating, professional and very easy to work with.
-Alana Seymour, Economic Development Officer, Strathcona County
With my simple, action-focused approach, you'll learn to prioritize what matters now—rather than worry about what might happen later. Through the Dare to Fly framework, individuals and teams gain the clarity, confidence, and motivation to take that first step toward meaningful change.
I’m on a mission to help people embrace leadership development, overcome adversity, and take control of their future. Whether it’s in the workplace, the classroom, or in life, Dare to Fly empowers people to engage with purpose, grow through challenges, and seize new opportunities with confidence.
Chris' ability to provide tailored, insightful advice significantly contributed to the growth and success of our participants. His strategic thinking, problem-solving skills, and unwavering encouragement inspired our participants to think creatively and push their boundaries.
-Shari-Ann Baker, Senior Program Manager, League of Innovators
Students & Individuals
Gain the confidence and tools to take control of your life and career. The Dare to Fly framework helps students create movement, build momentum, and grow personally and professionally.
Leaders
Leaders become more effective when they embrace change, adapt to challenges, and stay open to growth. In today’s fast-paced world, this mindset is essential for lasting leadership impact. Chris delivers motivational leadership training that leaves audiences inspired, empowered, and ready to create meaningful change.
Organizations
Growth doesn’t happen by accident—it’s a choice. When your team is equipped with the tools to lead, adapt, and communicate with impact, your entire organization rises. My programs spark that shift—turning uncertainty into momentum and leadership into a competitive edge.
Chris is amazing to work with. He is so accommodating and flexible in supporting our request on short notice. His presence when speaking to our audience is sincere, and his responses are honest and relatable.
-Tam Dinh, Business Development, Junior Achievement British Columbia
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