The Podcasts

Most leaders reach a point where the team stops pushing back. The feedback gets cleaner, the decisions get easier, and something important stops working.

Curious as Hell is where Tyler Chisholm sits down with leaders who traded certainty for curiosity, and in doing so built stronger teams, sharper leadership, and businesses that kept growing.

Tyler Chisholm getting ready to record a podcast
The Podcasts

Curious as Hell: The Podcast for Leaders Who've Outgrown Certainty

Most leaders conflate confidence with certainty. This show is for the ones who've started to question that.

Now Live: Curious as Hell Podcast

Season 1 takes on a single question: what does it cost a leader to hold too tightly to what they think they know? 

Featured Podcast

Meghan Donohoe, Season 1: Retain Better. Burn Out Less. Build Teams That Don't Need You in Every Room.

Tyler closes Season 1 with PhD researcher Meghan Donahoe, unpacking what six leaders actually said about burnout, blind spots, and building teams that run without you.

Podcast Episodes

Episodes That Show How Curiosity Changes Leadership

Curious as Hell now available on YouTube, Spotify, and Apple.

Thank you! Your submission has been received!
Oops! Something went wrong while submitting the form.
Leadership
120 min listen

Season 1: Retain Better. Burn Out Less. Build Teams That Don't Need You in Every Room.

With guest Meghan Donohoe
Tyler closes Season 1 with PhD researcher Meghan Donahoe, unpacking what six leaders actually said about burnout, blind spots, and building teams that run without you.
Season 1: Retain Better. Burn Out Less. Build Teams That Don't Need You in Every Room.
Leadership
70 min listen

Season 1: She Led as CEO for 6 Months Without Knowing If She'd Get It

With guest Jennifer Lussier
Jennifer Lussier spent six months leading Platform Calgary as interim CEO while formally applying for her own job. The team wore "Vote for Jen" stickers. She earned it.
Season 1: She Led as CEO for 6 Months Without Knowing If She'd Get It
Leadership
72 min listen

Season 1: The Leader With the Fewest Blind Spots Wins. Not the Smartest. Here's Why.

With guest Jayson Krause
Jayson Krause has spent 15 years coaching senior leaders through what nobody else will say to them. His thesis: blind spots kill performance faster than incompetence.
Season 1: The Leader With the Fewest Blind Spots Wins. Not the Smartest. Here's Why.
Leadership
58 min listen

Season 1: Two Years on a Merger. Walked Away at the 11th Hour. Best Decision Ever.

With guest Lara Murphy
Lara Murphy spent two years on a merger and walked away at the 11th hour. The decision nearly broke her. A year later, it set her free to build something she never expected.
Season 1: Two Years on a Merger. Walked Away at the 11th Hour. Best Decision Ever.
Leadership
59 min listen

Season 1: No Grade 11. 170 Investor No's. The Decisions That Built the Company

With guest Bobbie Racette
Bobbie Racette built Virtual Gurus because nobody would hire her. No Grade 11, 170 investor no's, and nine years of hard lessons she's finally ready to talk about.
Season 1: No Grade 11. 170 Investor No's. The Decisions That Built the Company
Leadership
68 min listen

Season 1: Leadership Skills That Worked at 150 Employees worked against him at 3000

With guest Iggy Domagalski
Iggy Domagalski led companies from startup to 3,000 people. The instincts that made him effective at 150 quietly became the ones that worked against him at 3000
Season 1: Leadership Skills That Worked at 150 Employees worked against him at 3000
Leadership
57 min listen

Season 1: Your Team Stopped Telling You The Truth. Here's Why.

With guest Leah Sarich
In Episode 1, Tyler Chisholm is in the guest chair, sharing how he cut his team in half, grew profit margins with 10 fewer staff, and what that taught him about the cost of certainty.
Season 1: Your Team Stopped Telling You The Truth. Here's Why.
Community
47 min listen

Five Years of Western Growth - A Wrap Up Conversation

With guest Kevin Crowe
A reflection on the Alberta business ecosystem, the evolution of Canadian tech leadership, and what it really means to build something with purpose and values at its core.
Five Years of Western Growth - A Wrap Up Conversation
Innovation
58 min listen

Future-Proofing Canadian Industry

With guest Hugo Lafontaine
From Calgary’s growing clean energy ecosystem to the culture of conservatism that holds many sectors back, Hugo shares insights that are both pragmatic and optimistic.
Future-Proofing Canadian Industry
Entrepreneurship
62 min listen

Tech That Works for Everyone

With guest Katrina German
Katrina shares why building responsible technology isn't just a nice-to-have—it’s a necessity for future generations.
Tech That Works for Everyone
Entrepreneurship
61 min listen

Future-Proof Careers for All

With guest Bri Falls
With deep experience in HR strategy and systems thinking, Bri challenges the way companies approach people operations, from outdated tech stacks to reactive cultures.
Future-Proof Careers for All
Innovation
57 min listen

Driving Real AI Business Value

With guest Barry Po
Barry shares wisdom from years of experience implementing technology—from the early days before AI was even buzzworthy, to navigating today's fast-paced AI landscape.
Driving Real AI Business Value
Health
46 min listen

Transforming Health with V02

With guest Cory Fagan
Cory emphasizes the value of both training and continual learning, encouraging others to stick with their journeys and to find their own path through ongoing commitment.
Transforming Health with V02
Entrepreneurship
61 min listen

Beyond Banks: Financing Business Growth

With guest Anthony De Almeida
Anthony explores why access to financing is becoming a strategic pain point for Canada’s small and mid-sized companies.
Beyond Banks: Financing Business Growth
Innovation
48 min listen

Growing Innovation Hubs in Calgary

With guest Crystal Phillips
Crystal shares the impact and strategy behind OCIF’s $160 million fund—what it means for the city, how it’s helping shape Calgary's future, and the pivotal role it plays in finding, fueling, and fostering local talent and opportunity.
Growing Innovation Hubs in Calgary
Community
59 min listen

Labour, Policy, and Prejudice: What Fuels Canada’s Migrant Worker System

With guest Marcello Di Cintio
Marcello dives into the hidden world of Canada’s temporary foreign worker programs, discussing how these systems often serve employers more than the individuals whose labour keeps our industries running.
Labour, Policy, and Prejudice: What Fuels Canada’s Migrant Worker System
Innovation
63 min listen

The Future of Meaningful Networking

With guest James McInnes
James shares how Prompty goes beyond digital business cards, capturing the context and memory behind every connection.
The Future of Meaningful Networking
Innovation
59 min listen

AI Hype vs. Reality: Expert Insights

With guest Chris Foster
Chris Foster explores digital transformation realities, distinguishing AI hype from practical applications, and shares insights on driving innovation in traditional industries.
AI Hype vs. Reality: Expert Insights
Health
61 min listen

How to Overcome the Odds with Focus & Determination

With guest Rylan Laplante
Rylan LaPlante's incredible journey from rare genetic diagnosis to walking 10K for charity showcases the power of resilience, community support, and never giving up.
How to Overcome the Odds with Focus & Determination
Leadership
56 min listen

Brains, Business, and Belonging: Unpacking the Calgary Advantage

With guest Deborah Yedlin
Deborah Yedlin joins Tyler for the milestone 500th episode of Collisions YYC, unpacking Calgary's growth, economic resilience, and the entrepreneurial spirit driving the city forward.
Brains, Business, and Belonging: Unpacking the Calgary Advantage
Curious as Hell book by Tyler Chisholm
The Book

Curiosity in Leadership Starts Here

Tyler Chisholm’s book Curious as Hell is the playbook behind his podcasts and keynotes. It shows why curiosity—not certainty—is the skill leaders need to build trust, spark innovation, and make better decisions when pressure is high.

A Newsletter for Leaders Who Want Better Questions

Join the mailing list for leadership insights, new podcast episodes and practical tools you can apply right away.

    By clicking Subscribe, you agree to our Privacy Policy.