The Calgary Sessions with Jeff Humphreys

Tom has built a life around work ethic, stability, and solving big problems. But in recent years, he started asking harder questions about what he actually wanted—and whether the safe path was still the right one. In this episode, we talk about what it means to walk away from structure, how creativity shows up in busin

Dan Allard helped start Cold Garden, one of Calgary’s most recognizable breweries. In this episode, we talk about how it came together, what drove the decisions behind it, and why building something a little different felt important. It’s a look at business, identity, and what it means to create something that reflects

I didn’t know Scott before this episode, but his story left a mark. He built Crescent Point from scratch, led for 18 years, and eventually stepped away. We talked about the pressure of being a young CEO, the impact of government policy on Calgary’s energy sector, and the moments where everything could’ve gone sideways.

Most careers follow a straight path. Kathy Macdonald’s didn’t. She started as a fitness instructor, then became a police officer, then a cybercrime expert and keynote speaker. At every turn, she faced setbacks—like failing the police fitness test twice—but kept pushing forward. We talk about reinvention, resilience, an

Kate Ryan’s path wasn’t typical. Growing up in a turbulent home, she learned early how to adapt and figure things out on her own. At 16, she left, chasing something bigger than the life she knew. That decision took her across the world, where she discovered circus arts, built a career, and eventually founded her own en

In Episode 157 of The Calgary Sessions, I sit down with Calgary-based artist Amy Dryer for a real conversation about the creative process, self-doubt, and building a career in art. We talk about the early experiences that shaped her, the discipline she carried over from sports, and the persistence needed to carve out s