About Tyler Chisholm
A CEO, author, speaker, and podcast host who shows leaders that curiosity isn’t optional — it’s the edge that builds trust and drives growth.
A Leadership Journey Built on Curiosity
Early in his career, Tyler Chisholm believed leaders had to know it all. The smartest in the room. The clearest voice. The one with the answers.
But when the weight of certainty started breaking both plans and people, he discovered a better way: curiosity.
As co-founder and CEO of clearmotive for over 15 years, host of two long-running podcasts, and author of Curious as Hell, Tyler has built his career on that lesson. Across boardrooms, interviews, and keynote stages, he shows leaders how asking better questions builds stronger teams, sharper decisions, and results that last.
Projects That Reflect Curiosity in Practice
Red Express:
Delivering Joy,
One Gift at a Time
In 2009, Tyler asked a simple but life-changing question: “What if every child woke up to a gift on Christmas morning?”
That question became Red Express, a partnership with CUPS Calgary and Castle Toys that delivers high-value, educational toys to children at the One World Child Development Centre.
Red Express is more than philanthropy. It’s a reflection of Tyler’s belief that curiosity and empathy can create lasting impact in business and beyond.
The Leadership Values That Guide Tyler Chisholm
Tyler Chisholm embodies curiosity as a leadership value, shaping how he approaches every conversation and decision.
01
Curiosity First
I lead with questions, not assumptions. Curiosity is the foundation of personal growth, courageous leadership, and breakthrough thinking.
02
Own Your Impact
Leadership starts with self-awareness. We take responsibility for our mindset, our behavior, and the ripple effect we create.
03
Real Connection
Trust isn’t a tactic—it’s a habit. I build safety, alignment, and clarity through empathy, honesty, and presence.
04
Carefrontation
I speak truth with care and curiosity. Challenge each other with respect, and stay in the conversation when it gets hard.
05
Progress Over Perfection
Growth is the goal — not performance without reflection. We act, learn, and adapt. Messy is part of mastery.
Discover the Power of Curiosity
Explore Tyler’s podcasts for candid conversations with leaders where curiosity powers insight.
Curious as Hell captures Tyler’s frameworks and lived lessons for applying curiosity in leadership.
Book Tyler as a curiosity keynote speaker who brings grounded stories and practical tools to audiences.
A Newsletter for Leaders Who Want Better Questions
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