the UNCOMMODiFiED Podcast

What if the biggest transformation in your life didn't start with a clean slate, but with a criminal record?

What if the thing meant to crush you became the very pressure that cracked you open and released something new—something powerful, something irresistible?

In this UNCOMMODiFiED Podcast conversation, Tim Windsor sits down with Emily O’Brien to explore what it takes to reframe your worst moment into the best story you can write. Emily’s story. From being arrested at Pearson International Airport in Toronto, Canada, with over two kilos of cocaine to building Comeback Snacks, a wildly successful mission-driven popcorn brand, Emily has turned rock bottom into a launchpad.

Emily’s story isn’t just about popcorn—it’s about redemption, reintegration, and refusing to be defined by the lowest moment in your life. We explore how she built a brand behind bars, why she employs the formerly incarcerated, and the launch of her Comeback Catalyst program—training other second-chancers to create their own businesses. She shares the mindset shift that turned prison into her personal MBA, how trust can endure betrayal, and why listening to someone’s full story—not just reading their rap sheet—can change everything.

If you’ve ever felt stuck—in a job, a relationship, a poor decision, or just in your own head—Emily’s story will inspire you to stop waiting for permission and start creating your next chapter right now. This isn’t a soft-focus redemption tale. It’s raw, genuine, and incredibly motivating. And by the end, you’ll be asking yourself one question: What’s the comeback you’re ready to make?

Tim Windsor

PRODUCERS: Alyne Gagne & Kris MacQueen

Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

What if the biggest threat to your business isn’t inflation, automation, or competition—but the fact that your people, and maybe even you, are half asleep?

In this UNCORKED conversation, Tim Windsor chats with the rebellious, inspiring, and fully awake Dirk Beveridge, founder of the Fully Alive Movement. This isn’t your typical leadership discussion. Their talk challenges toxic narratives that tell us to put ourselves last. They question the lie that you can't love yourself first and lead others. And they shatter the idea that “there’s no I in team” with the honest truth: if you’re not whole, you can’t serve your team or the world well.

Throughout the conversation, Dirk shares what he uncovered over four summers and 55,000+ miles in an RV visiting distribution and manufacturing companies across the United States. His revelation: the stark truth that 80% of workers are overlooked, underinvested in, and quietly longing for more—and what leaders must do to address this.

Tim and Dirk explore the power of entering through the metaphorical (and literal) “back door” of leadership, relationships, and organizations—to uncover the people and stories hidden within. Dirk also makes a strong case for restoring family as a sacred metaphor in workplace culture..

This episode is a rebellion against numbness, a manifesto for change, and a direct punch to the underbelly of complacency.

Tim Windsor

PRODUCERS: Alyne Gagne & Kris MacQueen

Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

What if fantasy wasn’t just an escape but a way of returning to your true self?

In this engaging and mystical episode of the UNCOMMODiFiED Podcast, Tim Windsor chats with Britt Scott—a Dungeon Master, therapeutic game facilitator, and story alchemist—who found her voice, confidence, and creativity by stepping into a character and a world of dragons, dice, and deep truths. Together, they discuss how the ancient craft of storytelling and the unpredictable power of a 20-sided die can foster healing, connection, and growth in both teens and adults.

Whether you’ve never created a character and stepped into their world or you’ve played through a hundred quests, this conversation will surprise you. You'll learn how Brit transformed her self-doubt through her elven persona Anya, how she’s helping neurodiverse teens find their voice through therapeutic role-playing, and how storytelling around the table can become a subtle and sacred act of restoration.

Stay until the end for a spontaneous dice-roll showdown that transforms metaphor into a powerful and potentially prophetic moment—and a personal story from Tim that could just change your view of fate forever.

Tim Windsor

PRODUCERS: Alyne Gagne & Kris MacQueen

Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

What if the richest lessons in life, leadership, patience, and reinvention weren’t written in books—but aged in barrels, brewed in backrooms, and matured with patience?

In this UNCORKED conversation, Tim Windsor sits down with Matt Howell—VP of Operations at Collective Arts Brewery, head distiller, microbiologist, and the “Pour Master” of Saint Howell Tastings—to explore what the distillation process of beer and whiskey can teach us about becoming better leaders, better creators, and better humans. Together, they uncork the gritty truth about fermentation, failure, experimentation, and the radical patience required to craft anything worth sipping—or living.

From exploding barrels to peated perfection, Tim and Matt expose the truth behind the myths—why older isn’t always better, why tension must be broken to unlock flavour (and freedom), and why predictability kills innovation. You’ll walk away challenged to embrace experimentation, to blend complexity like a master brewer, and to honour the process—even when the outcome is uncertain.

Oh, and if you’re lucky, you might score one of two seats at a private scotch tasting event at Tim’s home in late August 2025. But be warned: the whisky will be strong, but the life lessons will be even more powerful.

Tim Windsor

PRODUCERS: Kris MacQueen & Alyne Gagne

Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

What if the most profound insights about love, purpose, and parenting are not found in the “perfect”family, but rather in an “imperfection” we’re told to fear?

In this deeply human and disarmingly raw conversation, Tim Windsor sits down with Aidan and Leanne Hennebry—two creatives, parents, and unflinchingly real people—to talk about the journey they’re on with their son Leo, who has autism, and their other two children, Betty and Walt. They explore what it means to parent through joy, through grief, through diagnosis delays and missed milestones—and what it looks like when love, not control, becomes the guiding principle of a family. This isn’t a conversation about suffering—it’s about reimagining strength, rethinking "normal," and finding out what divine purpose might actually sound like in the quiet and chaotic spaces of your life.

Whether you're a parent, sibling, friend—or simply someone trying to understand how to show up better for others—this episode will challenge you. You’ll gain insight into how to advocate fiercely yet kindly, how to embrace tension without trying to fix it, and how to find unexpected joy where others only see struggle. You’ll hear how Leanne and Aidan confront systems that sometimes try—and fail—to hold them back, and how they, still amidst it all, manage to come out laughing, loving, and leading their family with radical hope. You’ll learn how Betty teaches Leo, how Leo teaches them, how God teaches them all, and how being a dad—or a mom—is not about having all the answers, but about being all-in regardless. If you’re brave enough to listen, you’ll leave feeling more human than when you arrived.

Tim Windsor

PRODUCERS: Alyne Gagne & Kris MacQueen

Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

What if the real power to change someone’s life isn’t a shove or a scream, but a gentle, well-timed nudge?

In this soul-stirring and side-splitting episode of the UNCOMMODiFiED Podcast, Tim Windsor sits down with Susie Moon, the unapologetic, hilarious, and deeply insightful self-described “Mother Nudger.” Together, they explore the transformational power of nudging—how it differs from nagging, how it motivates action without manipulation, and why it might be the most underrated leadership and life skill you’re not utilizing enough. From corporate misfit to entrepreneurial trailblazer, Susie’s journey is a masterclass in breaking free from roles that don’t fit and embracing the messy, nonlinear path to authenticity.

Listeners will walk away with hard-won insights about the power of accountability, the unexpected gift of discomfort, and why embracing humour—especially during moments of uncertainty—can be a potent catalyst for growth. You’ll hear how COVID became a cosmic nudge for both Susie and Tim, why self-promotion shouldn’t feel slimy, and how to build systems that nudge you (and others) toward your true impact zone. If you’ve ever felt like you're playing small, hiding behind comfort zones, or holding back out of fear of what others might think, this episode will nudge you gently, but unapologetically, toward your own “Summer of You.”

Tim Windsor

PRODUCERS: Alyne Gagne & Kris MacQueen

Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

When was the last time you felt utterly dumbfounded and bewildered? Lost in thought, disoriented by a new idea, unsure of your next move? If you can’t remember, you’re probably playing it too safe. In this provocative UNCOMMODiFiED Podcast episode, Tim Windsor argues that bewilderment is the birthplace of brilliance. Using neuroscience, history, and a heavy dose of soul-stretching insight, Tim dismantles the myth that clarity is king. Confusion, he suggests, isn’t your enemy—it’s your invitation. Your compass is spinning for a reason: you're standing at the edge of transformation.

Immerse yourself in this masterclass on intentionally getting beautifully lost. You’ll learn how to harness bewilderment to spark breakthrough moments, rewire your brain for profound learning, and break free from echo chambers that keep you confined. Practical takeaways? Absolutely—like how to ask better questions, pursue deliberate disorientation, and create a “bewilderment journal” to track your growth through confusion. If you’re fed up with safe answers and polished certainty, this is your permission to step straight into the unknown—eyes wide open, knees knocking, and mind on fire.

Tim Windsor

PRODUCERS: Alyne Gagne & Kris MacQueen

Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

What if democracy isn’t just something we practice at the ballot box, but something we live out every day—in our debates, in our disagreements, and even on the sidewalks of our cities? In this episode of the UNCOMMODiFiED podcast, Tim Windsor sits down with regional councillor, entrepreneur, and community builder Colleen James to explore what democracy truly demands of us, not just as voters, but as individuals. Together, they unpack the deeper meaning of democracy beyond political structures—anchoring it in humility, ambition, unity, mutual respect, and our willingness to hold truths in tension.

From spirited reflections on political leadership, integrity, a confrontation with electric scooters and sidewalk etiquette, this conversation is both a wake-up call and a masterclass in civic engagement. You'll walk away challenged to embrace respectful disagreement, confront your own biases, engage your community with purpose, and, above all, recognize that democracy isn’t just for politicians. It’s ours to protect, ours to build, and ours to live.

Tim Windsor

PRODUCERS: Alyne Gagne & Kris MacQueen

Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

What if the real catalyst for your next breakthrough isn’t another process, but a person?

In this energizing and deeply human episode of the UNCOMMODiFiED podcast, Tim Windsor sits down with Jen Anderson, a self-described “professional wing-woman” who’s made it her mission to fly beside founders, creators, and leaders who are ready to stop overthinking and start soaring. Jen doesn’t just help people manage their tasks—she helps them manage their mindset. With radical curiosity, sharp emotional intelligence, and a knack for hearing what people don’t say, she helps her clients borrow her confidence until they find their own again.

This isn’t fluff—it’s flight. You’ll hear how Jen partners with people to boost their situational awareness, challenge their self-doubt, and get ideas out of their heads and into the world. You’ll walk away rethinking independence, realizing the strength in having someone who’s got your “six” when life or business gets turbulent.

Whether you’re leading a company or leading your own personal growth, this episode will challenge your view on going solo—and may convince you to invite a wing-woman into your cockpit.

Tim Windsor

PRODUCERS: Alyne Gagne & Kris MacQueen

Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

What if the secret to a better life is hiding in your backswing?

In this episode of the UNCOMMODiFiED Podcast, Tim Windsor reflects on what golf can teach us about life, leadership, and the long, slow grind toward greatness. Golf isn’t just a sport—it’s a brutally honest mirror. It reveals how we handle pressure, how we fail, how we restart, and whether we have the guts to play with integrity when no one’s keeping score. Tim doesn’t hold back as he draws lessons from the fairway that cut deep into the soul of leadership and personal growth—lessons about managing what you can control, embracing the gift of the mulligan, and showing up when it hurts.

This episode isn’t for those chasing perfection—it’s for those courageous enough to pursue excellence amid the chaos. You’ll walk away rethinking the power of patience, the beauty of starting anew, and the essential need for short-game consistency in a long-game world. Whether you’re a leader, a parent, an entrepreneur, or simply a person navigating the rough terrain of life, this episode will challenge your mindset and encourage you to lead, live, and love with more grace, more grit, and more guts.

Tim Windsor

PRODUCERS: Alyne Gagne & Kris MacQueen

Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.