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The Calgary Sessions with Jeff Humphreys
The Calgary Sessions with Jeff Humphreys
Author: Jeff Humphreys
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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.
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.
209 Episodes
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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" with his peers. He also opens up about the difficult ultimatum from hisfather that forced him to choose between his own independence and taking the business out of the family basement to build what it is today. Inside the conversation:The "Old World" Tension: The struggle to modernize a business when the previous generation prefers torun it out of the home. The Railroad & The Classroom: Working overnight on the LRT lines while calling in your ownschool absences at age 18. Entrepreneur vs. Businessman: Why "seat of the ass" entrepreneurs are a different breed than those with a traditional business plan. Defining Success: Why Peter believes success is an internal belief, not a perception of being "the Golden Globe." Connect with Peter Izzo:LinkedInConnect with Jeff HumphreysWebsiteInstagramTikTokLinkedInPodcast Location & Production:Off Set Studios
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 his identity, discipline, and relationship with adversity. Years later, after navigating high-performance environments and personal challenges, he began exploring the deeper psychological work required to understand behaviour, resilience, and personal growth.The conversation explores the connection between military mindset and entrepreneurship, why understanding human behaviour matters for leadership, and how high-performing people often have to rebuild themselves after intense periods of achievement.Jeff and Vince also discuss discipline, identity, decision-making, and what it means to truly embrace the difficult parts of life in order to move forward.Connect with Vince Fowler:WebsiteInstagramLinkedInConnect with Jeff HumphreysWebsiteInstagramTikTokLinkedInPodcast Location & Production:Off Set Studios
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 inner work that allows creative careers to last.If you’re navigating your own creative path, this conversation offers an honest look at longevity, identity, and staying inthe work without forcing it.Connect with Michelle Morgan:WebsiteInstagramConnect with Jeff HumphreysWebsiteInstagramTikTokLinkedInPodcast Location & Production:Off Set Studios
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 training.This is a conversation about consequences, daily choices, and what happens when someone commits to rebuilding their life one habit at a time.Connect with Pete Estabrooks:WebsiteInstagramConnect with Jeff HumphreysWebsiteInstagramTikTokLinkedInPodcast Location & Production:Off Set Studios
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 responsibility for it.We also get into what it means to carry your roots publicly, how culture shapes confidence, and how success eventually turns into service. It’s less about music and more about what happens when you stop hiding who you are.Connect with Drezus:WebsiteTikTokYouTubeConnect with Jeff HumphreysWebsiteInstagramTikTokLinkedInPodcast Location & Production:Off Set Studios
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. Sometimes it quietly shapes how deeply someone commits to their work, and how they define success for themselves.We spend time on failure too. Not as a lesson, but as a reality. Rob shares what it means to attempt something again and again without immediate results, and how repetition, patience, and self-awareness matter more than talent or recognition.This conversation also touches on the gap between visibility and value. World records and attention don’t always translate into stability, and Rob reflects honestly on what it takes to build something that lasts. At its core, this episode is about starting later than expected, questioning your own motivations, and choosing to play the long game.Connect with ”Frisbee Rob” McLeod:WebsiteInstagramLinkedInYouTubeConnect with Jeff HumphreysWebsiteInstagramTikTokLinkedInPodcast Location & Production:Off Set Studios
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 HumphreysWebsiteInstagramTikTokLinkedInPodcast Location & Production:Off Set Studios
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 “balance” is not the word when two serious crafts are involved. It is a grounded look at craft, responsibility, and what it means to stay honest when the room is paying attention.Connect with our guest, Felipe Alberto:YouTubeInstagramConnect with Jeff HumphreysWebsiteInstagramTikTokLinkedInPodcast Location & Production:Off Set Studios
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 happen in a tattoo chair. Mike also speaks openly about alcohol addiction, choosing sobriety, and why cycling became a necessary replacement structure in his life. Movement, routine, and showing up consistently play a big role in how he manages his mental health.There’s also time spent on community within tattoo culture, working alongside his son, and what it looks like to build a steady life without chasing anything bigger than what’s in front of you.Connect with our guest, Mike Peace:WebsiteInstagramConnect with Jeff HumphreysWebsiteInstagramTikTokLinkedInPodcast Location & Production:Off Set Studios
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 decisions without forcing outcomes. Shawn shares how confidence, energy, and alignment show up in very practical ways, even for leaders who think analytically.Rather than focusing on tactics or growth strategies, this episode sits with how people think once they’ve seen businesses succeed and fail up close. It’s a reflection on why people follow people, why impact outlasts metrics, and why the businesses that endure are usually built on relationships long before they are built on plans.Connect with our guest, Shawn Freeman:WebsiteLinkedInConnect with Jeff HumphreysWebsiteInstagramTikTokLinkedInPodcast Location & Production:Off Set Studios
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, and fear distort how we see ourselves and our work. And why intentionally looking back at what you’ve already built is often the missing piece for clarity and fulfillment.Dr. Laura also shares how trust, intention, and timing play a role in moving forward when certainty isn’t available. Not as blind optimism, but as a grounded way of taking the next step with purpose, support, and self-awareness. We talk about fear and risk, entrepreneurship and mindset, and the difference between pushing harder and aligning your energy with work that actually adds value.The conversation also moves into leadership and systems. Why toxic workplaces often persist through avoidance and silence. What compassionate leadership actually looks like in practice. And why honest, difficult conversations are essential for healthy teams and long-term trust.This is a thoughtful, practical conversation about navigating uncertainty, making grounded decisions without guarantees, and learning how to move forward when fear tries to keep you still.Connect with our guest, Dr. Laura:WebsiteInstagramLinkedInConnect with Jeff HumphreysWebsiteInstagramTikTokLinkedInPodcast Location & Production:Off Set Studios
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, responsibility before readiness, and how meaning often shows up later than the moments that shape us. It’s a grounded look at continuing on, not because you’re certain, but because life keeps going.Connect with our guest, Michael Chiasson:WebsiteInstagramLinkedInFollow Jeff HumphreysWebsiteInstagramTikTokLinkedInPodcast Location & Production:Off Set Studios
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 of the identity they carried for years. Cassie talks about the pull of ambition, the weight of almost moments, and the slow process of figuring out who she was outside of performance.It is a grounded conversation about pressure, transition, and the reality of starting again in your thirties.Cassie’s story is shaped by effort, honesty, and the long path toward a lifethat finally feels like her own.Connect with our guest, Cassie Hawrysh:InstagramWebsiteLinkedInFollow Jeff HumphreysWebsiteInstagramTikTokLinkedInPodcast Location & Production:Off Set Studios
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 arts. The years spent apprenticing while raising a kid. And how tattooing eventually became the place where all of those traits made sense together.Tattooing is her craft, but the story runs wider. It connects with anyone who has had to grow up early, carry more than people realized, or build their identity through steady work and honest self-understanding.Connect with our guest, Teika Hudson:InstagramWebsiteFollow Jeff HumphreysWebsiteInstagramTikTokLinkedInPodcast Location & Production:Off Set Studios
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 you keep going longer than you thought you could.This conversation is for anyone trying to build something real.Founders, creators, young professionals, and people figuring out the next step in their careers. If you’re navigating uncertainty, wrestling with imposter thoughts, or trying to trust your path, Nic’s story gives you something to hold on to.Simple, honest insight from someone who has lived every turn of the journey.Connect with our guest, Nic Beique:WebsiteLinkedinFollow Jeff HumphreysWebsiteInstagramTikTokLinkedInPodcast Location & Production:Off Set Studios
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 sports to "accidentally" founding a data science firm, not by following a passion, but by saying "yes" to problems she didn't know how to solve and then getting good at them.It’s a conversation about the power of self-awareness, why competence is more valuable than passion, and how to build a life on your own terms.Connect with our guest,Laura Naaykens:WebsiteLinkedinInstagramFollow Jeff HumphreysWebsiteInstagramTikTokLinkedInPodcast Location & Production:Off Set Studios
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 valleys" of running a company.This is just one part of a much larger conversation. Hear Brent Boucher's full story on The Calgary Sessions podcast (Episode 178).Listen to the full episodeAppleSpotifyConnect with our guest, Brent Boucher:WebsiteFollow Jeff HumphreysWebsiteInstagramTikTokLinkedInPodcast Location & Production:Off Set Studios
How do you build a life when your childhood is defined by instability?Brent Boucher is a Calgary entrepreneur who built a successful motorcycle shop and finance company from scratch. But his journey started in a place of deep trauma, navigating family mental health crises and leaving school in Grade 11 just to pay the bills.In this conversation, Brent shares the unconventional origin story of his career (which involves a stolen dirt bike) and his core philosophy: you have to seek discomfort to perform at your best. This is a raw conversation about prioritizing grit over talent and building a life by "feeling the end picture" rather than following a rigid plan.Follow The Calgary Sessions podcast for more stories like this.Connect with our guest, Brent Boucher:WebsiteFollow Jeff HumphreysWebsiteInstagramTikTokLinkedInPodcast Location & Production:Off Set Studios
Dr. Matt Brown had his entire life planned: pro football, then medical school. He details the "helmet to helmet" hit that ended his career and the "messy" mental health transition that followed.He discusses the stigma that kept him from seeking help and the pivotal moment he sat on the field and asked, "Who am I without football?"—and heard "deafening... silence."Ep177 Guest: Dr. Matt Brown, Mental Performance CoachHost: Jeff HumphreysWhere to Connect:YouTube: https://www.youtube.com/@jeffhumphreysInstagram: https://www.instagram.com/jeffhumphreysWebsite: https://www.jeffhumphreys.ca
What happens when the one thing that defines you is gone?Dr. Matt Brown had his entire life planned: play pro football, then become a surgeon. But a single helmet-to-helmet hit ended his career, broke his neck, and shattered his identity. In the darkness that followed, he felt "gutted like a fish" and asked himself a question that would change his life: "Who is Matt Brown without football?". The answer was "nobody".That devastating moment was the genesis of his new purpose. Today, Dr. Brown is the mental performance shepherd for Calgary’s top athletes, including the Flames and Stampeders.This conversation is a masterclass in the unseen "hardware" and "software" of elite performance. We discuss:• The "Hot Take": Why he believes true competitiveness is a "hardwired" personality trait, not a learned skill . • The Proof: The childhood story that shows how his innate drive got him sent to the principal's office . • The Playbook: How to properly "wield" your competitive drive so it doesn't get you into trouble. • The Non-Negotiable: The scientific reason exercise is "every bit as effective" as antidepressants for mental health . • The Secret: What are "Energy Givers," and why is he scouting for them just as much as talent?Whether you're an athlete, a parent, or a business leader, this episode will challenge your perspective on the drive to win.How To Connect:Jeff Humphreys - https://www.jeffhumphreys.caMatt Brown - https://www.linkedin.com/in/matt-brown-phdPodcast Location - https://www.offsetstudios.caPodcast Production - https://www.shortlinecreative.com




