Meet Chris

Leadership keynote speaker and former aviator Chris Wilson turns 14 years of flight experience into powerful lessons on leading through change.

Timeline

My life at a glance

1990

I was born in Toronto, Canada.

2009

At age 18, I booked a one-way flight across the country to chase my dream of flying helicopters.

2017

I was laid off 8 times in 8 years in aviation and wondered how I would persevere and keep moving forward.

2020

After a decade in the industry, I finally felt I had “made it.” I paid off all my debt and worked only half the year, but something was missing.

2022

I decided to quit my 14-year successful career in aviation and pursue my business full-time, hoping to impact someone else's life.

2023

I spoke at the largest TEDx in Canada, TEDx SFU, to over 1000 live attendees with my talk titled - Life Beyond the Dead Man’s Curve. 

Hi, I’m Chris.

I spent years stuck in the hover—wanting momentum but not knowing how to move forward. Today, as a keynote speaker and career growth expert, I help others take control, lead with clarity, and turn change into progress. 

After 14 years in aviation as a Commercial Helicopter Pilot and Aircraft Maintenance Engineer, I took flight into business to help the next generation lead with purpose.

I’ve navigated high-pressure situations in some of the world’s most remote places—lessons I now bring to stages, schools, and organizations. As a renowned leadership expert and keynote speaker, TEDx presenter, 2 x Bestselling author, CTI-certified coach, and founder of Mentee, I share practical tools and strategies to help people connect, communicate, and lead through change.

My Dare to Fly framework empowers individuals and teams to set the course, take control, and navigate forward with confidence.

Favourite Read
Think & Grow Rich
Home Base
Vancouver, Canada
Coffee Order
Cappuccino
My Sign
Virgo
I Enjoy
Travelling
Top Food
Pizza

Dare to Fly is a leadership framework to engage together, persevere forward, and seize each new opportunity.

The only way forward is to fly.

From $70,000 in debt at 19 to TEDx speaker and 2x Bestselling author.

My journey hasn’t been a straight line. I’ve had highs like heli-skiing at 10,000 feet and competing in bodybuilding shows in 2 countries, and lows that taught me resilience, grit, and growth.

With over a decade of navigating turbulence in high-pressure environments as a helicopter pilot and aviation professional, I’ve learned what it takes to stay calm, adapt fast, and lead through the unknown.

My work will show you how to turn setbacks into momentum, lead through uncertainty, and move forward with confidence.

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"Daring and inspiring those who want to dream and live bigger!”
-Jeff Almon, Owner, MVMTLAB

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My core beliefs

These principles have helped me create a beautiful life and career. 
1

Serve with Intention.

Having an abundance mindset and serving others with intention has always helped me learn, progress, and be a better human. It helps me feel good about what I’m doing, and others have done the same for me. 
2

The Importance of Today.

Life is short, and nothing is guaranteed. Every day I wake up, I have a new opportunity, whether going for a walk or delivering a message to impact over 1000 people on stage. Each day matters. 
3

Forward Progress.

For nearly two decades, I’ve prioritized my health and fitness, and it’s taught me a lot about life. Progress happens over time. Consistency and discipline are keys to every aspect you want to improve.
4

Show Up.

After nearly 20 jobs in several industries, showing up has never failed me. Whether going for an interview, contacting a prospect, or making that first sale. You'll be ahead of the curve if you show up and stay true to your word. 
5

Dare to Fly.

As a professional aviator for over 14 years, I learned firsthand the importance of taking flight in your life and career. It’s about moving forward to get you closer to what you want most. Too many people are stuck in the hover - doing the same things, expecting different results.

How Chris
can help

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Speaking

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Courses

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Community

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Blog

Read over 200+ articles on work, life, and productivity.

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Coaching

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