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PODCAST

The Calgary Sessions with Jeff Humphreys

The Calgary Sessions: A podcast about the awesome people who make Calgary what it is. I"m Jeff Humphreys, and I"m here to share stories of locals who inspire us, from the big wins to the tough times.. Join me for real talks that get to the heart of our city. This show is all about connecting with the different voices in our community. Whether you"ve lived here forever or just got here, The Calgary Sessions is all about the amazing journey stories of people adding to our city"s vibe.

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All Episodes

01:25:06

Jill Dewes: Turning an Unemployable Degree Into a...

The Calgary Sessions with Jeff Humphreys ·

2026/04/08

Jill Dewes spent years in the high-stakes world of advertising,eventually becoming a partner at Daughter Creative. But long before the big brand launches and the 80-hour work weeks, she was a student with a degree in Ancient Greek history—a move she admits was "really unemployable" at the time.In this episode, Jill shares the breaking point that brought her to Calgary. After a decade of burnout in New Zealand, a home invasion served as the final straw that led her and her husband to move

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01:36:05

Adrian Stimson: From Tribal Councilor to the Art Studio

The Calgary Sessions with Jeff Humphreys ·

2026/04/01

What makes a person walk away from a decade of stability in tribal politics to start over as a "starving student" at 40? In this episode of The Calgary Sessions, Adrian Stimson shares the grit it takes to move from a position of political influence into the uncertainty of an art studio.We dig into Adrian’s "Tickle, Slap, and Hug" approach—his unique way of using humor to bring people into some of the toughest conversations in our culture. From facing a gauntlet of racism in rural

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01:29:52

Burn the Boats: Total Commitment with Tommy Wheeldon Jr.

The Calgary Sessions with Jeff Humphreys ·

2026/03/25

What does it actually take to go "all in" on a vision? Tommy Wheeldon Jr., the Head Coach and GM of Cavalry FC, joins the show to share the story behind the "Burn the Boats" mentality that helped him build a professional soccer club in Calgary from a blank canvas. This isn’t your typical sports interview. Tommy dives into thehuman side of leadership, discussing how his "nomadic" childhood taught him to find comfort in uncomfortable situations and why he believes every

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01:41:11

"Never Be the Smartest Man in the Room" | Peter Izzo

The Calgary Sessions with Jeff Humphreys ·

2026/03/18

What does it actually take to sustain a family legacy withoutlosing your own identity? In this episode, Peter Izzo (President of CappuccinoKing) joins Jeff Humphreys to pull back the curtain on the reality of the immigrant work ethic and the transition of a multi-generational Calgary brand. Peter shares the unfiltered stories of his upbringing—from working the railroad night shift while trying to finish high school, to being 16 years old and driving himself to junior high because he was "out ofsync"

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02:20:18

Vince Fowler: From Paratrooper to Coaching CEOs

The Calgary Sessions with Jeff Humphreys ·

2026/03/11

In this episode of The Calgary Sessions, Jeff sits down with Vince Fowler, a performance coach who works with CEOs and entrepreneurs across North America. His work focuses on understanding human behaviour, the decisions leaders make under pressure, and the psychological patterns that shape leadership and impact.Vince shares the story behind his path, beginning with a difficult upbringing and the moment in Grade 6 when he decided he wanted to become a Canadian paratrooper. That early decision shaped

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01:22:15

Michelle Morgan: Acting, Directing and Creative Identity

The Calgary Sessions with Jeff Humphreys ·

2026/03/04

Michelle Morgan has spent nearly two decades working as an actor, including a long run on Heartland, and has more recently stepped into directing. In this conversation, we look at what it actually means to build a creative career over time.She talks about nearly choosing a different path early on, how her confidence has shifted between her 30s and 40s, and whyintuition has become central to how she makes decisions. We discuss moving from performer to director, managing energy on set, and the kind of

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01:56:14

Pete Estabrooks: How Fitness Replaced Addiction and...

The Calgary Sessions with Jeff Humphreys ·

2026/02/25

Pete Estabrooks has been part of Calgary’s fitness culture for decades, but his story didn’t begin in a gym.As a teenager, he was arrested for armed robbery and spent time in jail. In this episode, Pete shares how boxing became structure, how running replaced destructive highs, and how discipline slowly rebuilt his identity over time.We talk about responsibility, aging, addiction, and what it actually takes to change direction. Now in his 60s, Pete is still racing, still competing, and still

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01:36:40

Drezus on Finding His Voice Through Hip Hop and...

The Calgary Sessions with Jeff Humphreys ·

2026/02/18

Drezus is a Plains Cree hip hop artist and storyteller whose work is rooted in identity, resilience and culture. We talked about what it was like growing up feeling different, carrying anger, and not really knowing where to put it.Hip hop became the place where he figured out how to speak. Not just through music, but through understanding who he was. He’s honest about masculinity, fear, ceremony and the work of healing. Nothing polished. Just the reality of shifting from reacting to life to taking

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01:21:55

Rob McLeod: Starting Late, Failing Often, and Staying...

The Calgary Sessions with Jeff Humphreys ·

2026/02/11

In this episode of The Calgary Sessions, I sit down with Rob McLeod, also known as Frisbee Rob.Rob didn’t find his path early. He didn’t discover frisbee until after high school, and long before it became his work, teaching and helping others were already part of who he was. We talk about what it’s like to grow into something over time, without a clear plan or early certainty.Rob also opens up about losing his mom at 18, and how that kind of loss doesn’t always show up as a dramatic turning point

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01:06:06

Dane Thorogood: The Hard Reset Behind Templ Brewing...

The Calgary Sessions with Jeff Humphreys ·

2026/02/04

Templ Brewing co-founder Dane Thorogood shares the hard reset that changed how he shows up at work and at home.His path runs through high-performance sport, family business, and addiction, then into the day-to-day habits that keep him grounded.On the business side, we talk about learning sales through reps, building a scrappy system with people you trust, and growing in the non-alcoholic space without losing the basics.Connect with Dane Thorogood:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠WebsiteConnect with Jeff

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01:53:37

Felipe Alberto Paredes-Canevari: Música Criolla and...

The Calgary Sessions with Jeff Humphreys ·

2026/01/27

Felipe Alberto Paredes-Canevari performs Peruvian musica criolla and works in civil litigation.This conversation is about standards. The kind that come from taking the work seriously, whether you are carrying someone’s legal problem or stepping on stage with a tradition that has real history behind it. Felipe talks about identity as something shaped by lineage and lived experience, not a story you invent on demand.We get into what clarity actually costs, why preparation is a form of respect, and why

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01:09:34

Mike Peace: Building Stability Through Tattooing,...

The Calgary Sessions with Jeff Humphreys ·

2026/01/21

In this episode of The Calgary Sessions, I sit down with Mike Peace.Mike talks about growing up after immigrating as a kid, experiencing trauma early, and leaving school sooner than expected. He shares how restaurant work led him into tattoo shops, what it was like to learn the craft by watching rather than being taught, and how tattooing has changed over the years.We talk about opening and running a shop, the emotional weight that comes with client-facing work, and the kind of conversations that

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01:25:05

Shawn Freeman: Building Businesses That Last on...

The Calgary Sessions with Jeff Humphreys ·

2026/01/14

Some businesses grow fast and disappear. Others last through exits, downturns, and restarts.In this episode, Shawn Freeman talks about why relationships are the real structure holding a business together. Not as a value statement, but as something tested through building companies, selling one, stepping away, and starting again.The conversation moves through how trust compounds quietly over time, why repeated friction is often a warning rather than a challenge, and how founders learn to make

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01:20:04

Dr. Laura: Fear, Risk, and Trusting the Next Step...

The Calgary Sessions with Jeff Humphreys ·

2026/01/07

Fear shows up quietly. It shapes how we make decisions, how we measure progress, and how long we stay in situations that no longer feel right.In this episode, I sit down with Dr. Laura Hambley Lovett, an organizational psychologist, researcher, and author, to talk about what happens when logic, effort, and planning stop being enough on their own.We explore why life can start to feel like a constant gap, where the horizon keeps moving and progress never quite feels satisfying. Why comparison, noise,

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01:30:48

Michael Chiasson: Carrying On Without Knowing What...

The Calgary Sessions with Jeff Humphreys ·

2025/12/17

Life doesn’t usually offer clarity when you need it.In this episode, reflects on what it means to keep moving forward through uncertainty. From early responsibility and family instability to becoming a husband, father, and leader while still figuring things out, his story unfolds without clean timelines or clear answers.Michael is a Canadian speaker, author, and founder whose work has grown out of lived experience rather than strategy. This conversation explores presence without control,

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01:44:51

Cassie Hawrysh: Rebuilding After Real Disappointments

The Calgary Sessions with Jeff Humphreys ·

2025/12/10

Cassie Hawrysh has lived most of her life in high pressure environments. She grew up around adults, learned responsibility early, and carried that into sport where effort and expectations shaped almost everything she did. When she became one of the top skeleton athletes in the world, the drive that pushed her forwardalso became the thing she had to untangle.This episode looks at what happens when hard work does not lead to the outcome you imagined, and how a person rebuilds when they have to let go

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01:21:58

Teika Hudson: Choosing a Life Built on Purpose and...

The Calgary Sessions with Jeff Humphreys ·

2025/12/03

Some people grow up fast because life demands it. Teika did. She carried responsibility early and learned to pay attention young. That awareness shaped how she understood people, how she stayed steady in difficult moments, and howshe found confidence in structure and discipline long before tattooing entered her life.This episode gets into the experiences that shaped her thinking. The pressure of growing up early. The instinct to read a room because you have to. The discipline built through martial

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01:23:16

Nic Beique: Success, Serendipity, and the Road That...

The Calgary Sessions with Jeff Humphreys ·

2025/11/26

Success rarely comes from a straight line. Nic Beique built Helcim into one of Canada’s most respected fintech companies, but the road that shaped him was full oftiming, luck, perseverance, and the kind of complicated lessons that make you who you are.In this episode, Nic talks openly about the parts of growth people don’t see. The doubt that shows up at every level. The moments where confidence fades. The long stretches where you question your path. And the unexpected breaks that only appear after

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01:11:53

Laura Naaykens: From Identity Crisis to "Accidental"...

The Calgary Sessions with Jeff Humphreys ·

2025/11/19

What if you don't need a "5-year plan" to be successful?We're all pressured to find our one "passion" and follow a perfect, linear path. But what if that's not how the most interesting careers are built?Laura Naaykens is a former NCAA athlete who, after an injury, found herself in a complete identity crisis. She didn't have a grand plan; she just started... figuring it out. Her journey is a playbook for "accidental" success, showing how she pivoted from

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00:10:36

Moment 14: A Practical Guide to Manifestation

The Calgary Sessions with Jeff Humphreys ·

2025/11/12

Manifestation isn't just "thinking positive." It can be a practical, daily tool, as simple as a specific morning routine—from a cold plunge to how you write in a journal—that you use to run your life and business.These insights come from Brent Boucher, a Calgary entrepreneur whose story is a perfect example of what I call "grey thinking". He built his business from a place of deep personal struggle and uses these tools to navigate the real-world emotional "peaks and

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212 results

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