Episodes

In Part 2 of his inspiring conversation with Dwayne Kerrigan, Jason Castellan, Co-Founder & CEO of Skyline Group of Companies, goes beyond the growth story to share his philosophy on leadership, risk, and building a multi-generational business. Jason opens up about succession planning, why staying people-focused is Skyline’s greatest advantage, and how he balances growth with responsibility to over 1,000 employees and 6,000 investors. He also provides candid insights on Canada’s economic headwi...

In this powerful first part of a two-part conversation, Dwayne Kerrigan sits down with longtime friend and business leader Jason Castellan, Co-Founder & CEO of Skyline Group of Companies. Jason shares how growing up in small-town Walkerton, Ontario, instilled humility, resilience, and a relentless work ethic that carried him from hockey rinks and hayfields to co-founding one of Canada’s most respected real estate investment firms. From his first student rental at the University of Guelph to ov...

In this deeply personal second half of their conversation, Dwayne Kerrigan and Alvin Brown explore the power of unconditional love, the legacy of strong relationships, and how to face unimaginable loss with grace. Alvin shares the philosophies and daily disciplines that helped him navigate the devastating passing of his son, Cammie, after a courageous battle with cancer. From being a “lighthouse in the storm” for his family, to building a life with no regrets, Alvin reveals how preparation, con...

In this powerful 100th episode, Dwayne Kerrigan sits down with long-time friend and high-performance coach Alvin Brown to explore the mindset, resilience, and relentless curiosity that transformed Alvin’s life. From his early days as a Jamaican immigrant living in poverty, to his evolution as an elite therapist for world-class athletes, Alvin shares the turning points, challenges, and mindset shifts that fueled his journey. They dive deep into the value of sport as a springboard for confidence ...

Four-time Olympian, two-time gold medalist, World Rugby Hall of Famer and high-performance coach Heather Moyse returns to The Dwayne Kerrigan Podcast for a transformative conversation on sustainable success. In this energizing episode, Heather and Dwayne explore what it really means to thrive—from corporate burnout and high performance to the true essence of recovery, clarity, and fulfillment. Heather breaks down her signature “Podium Process”—a framework for shifting from autopilot to intentio...

In this powerful second installment, Molly Bloom takes us from her lowest point—convicted felon, millions in debt, and under FBI indictment—to the surprising turn that led her back into the spotlight. She shares how the same athletic grit that carried her down Olympic slopes helped her weather mob threats and a RICO case, and ultimately propelled her into publishing a memoir and partnering with Aaron Sorkin to bring Molly’s Game to the big screen. Along the way, Molly reveals the hard lessons of...

In this riveting first installment, Dwayne sits down with Molly Bloom, they trace her journey from a straight-A student and elite mogul skier—who overcame major spinal surgery—to California, where an identity crisis set her on an unexpected path into the world of high-stakes underground poker. Along the way, Molly reflects on the powerful roles family dynamics, honesty, and courage have played in her life. She shares how the pivotal “20 Seconds of Courage” mindset transformed her decision-making...

In this unfiltered second half of their conversation, Dwayne Kerrigan and Vaneli Martinov dive deeper into the mindset, systems, and soul behind exceptional operations leadership. Vaneli—EVP of Operations for the world-renowned Wellington International—opens up about what it really means to lead from the front lines: managing 500+ seasonal staff, navigating crisis in real-time, and mentoring a team while raising a family. From hiring with heart to dealing with "energy vampires," from picking u...

What does it take to run 500 events across 16 weeks and still make it home for bedtime stories? In this powerhouse episode, Dwayne Kerrigan sits down with Vaneli Martinov, Executive Vice President of Operations for the world-renowned Wellington International. Vaneli opens up about the reality behind high-performance leadership—juggling relentless operations, motherhood, and building a career from the ground up. From her early days as an intern at the most expensive golf club in the world to pro...

In Part 2 of this masterclass conversation, former Navy SEAL and leadership architect Rich Diviney returns to go deeper into the strategies behind his new book The Masters of Uncertainty—and delivers real, actionable frameworks for leaders who want to scale, perform, and lead better under pressure. Dwayne and Rich explore how to literally reduce fear using a neuroscience-backed process called Moving Horizons, how to train your brain to handle chaos like a SEAL, and how to architect team trust w...

In this powerful first installment of a two-part conversation, former Navy SEAL commander and performance expert Rich Diviney returns to The Dwayne Kerrigan Podcast to discuss his groundbreaking new book, The Masters of Uncertainty. With decades of leadership inside one of the world’s most elite military units, Rich unpacks how we can all perform better under pressure, lead with clarity in chaos, and transform anxiety into purposeful action. Dwayne and Rich dive into the neuroscience behind fe...

In this dynamic Part 2 episode, entrepreneur and growth strategist Swish Goswami returns to The Dwayne Kerrigan Podcast to explore the cutting edge of AI, data ethics, and leading with intention in an unpredictable world. From the growing tension between privacy and innovation to the responsibility of the next generation of creators, Swish unpacks what it takes to thrive in a digital-first era. He also shares actionable strategies for collecting first-party data, using no-code tools to transfor...

In this powerhouse Part 1 conversation, Dwayne Kerrigan sits down with Swish Goswami—serial entrepreneur, public speaker, and Head of Growth at Parallel Studios—to uncover what it really takes to build, scale, and sell companies in today’s hyper-evolving landscape. From co-founding the data-forward tech company Surf (acquired in 2025), to leading global growth for sci-fi gaming empire Parallel Studios, Swish shares deeply candid insights on strategic marketing, leadership evolution, the future ...

In the final installment of our powerful 3-part series, Dwayne welcomes back world-renowned energy healer and spiritual teacher Master Stephen Co for a transformative conversation designed to help high-performing professionals reclaim calm, clarity, and control—especially in the face of emotional chaos. This episode is not just a conversation. It’s a clinic. Master Co walks listeners through a step-by-step energetic technique to move from turmoil to stillness, including live guided visualiz...

In Part 2 of this profoundly moving conversation, Dwayne sits down again with Master Stephen Co—one of the most influential spiritual teachers in Dwayne's life—for a powerful discussion that stretches beyond business and deep into self-awareness, spiritual discipline, and energetic mastery. Master Co guides listeners through a short but transformative meditation, unpacks the mechanics of stress and healing through the lens of pranic energy, and explains how stillness—not just calmness—is the tr...

In this of The Dwayne Kerrigan Podcast , Dwayne sits down with Master Stephen Co—engineer-turned-global-energy-healer—to discuss how ancient energy healing practices like Pranic Healing® can unlock peak performance, faster recovery, emotional balance, and even business success. Dwayne shares intimate stories of miraculous healing, including a shredded ACL recovery in just five days—no surgery required. Together, they challenge skeptics, unpack the science behind energy work, and offer a pract...

In this powerhouse follow-up episode, Jaime McKenna, President at Fengate Real Estate, returns to unpack the intersection of leadership, housing economics, and strategic foresight in times of uncertainty. She candidly reflects on navigating imposter syndrome, the true nature of financial literacy, and the real estate crisis threatening Canada’s future. From affordable housing and capital flow challenges to why boring businesses often win — this episode delivers practical, hard-earned wisdom for ...

In this deeply candid and inspiring Part 1 of their conversation, Dwayne sits down with Jaime McKenna — President of Real Estate at Fengate Asset Management — for a raw, no-filter look at what it takes to go from near-poverty to managing billions. Jaime shares the deeply personal story of losing everything in her university years, climbing out of debt, overcoming imposter syndrome, and redefining leadership in a high-stakes, male-dominated industry. If you’ve ever doubted your path or wondered h...

In Part 2 of this candid global conversation, Karl Tabbakh returns to The Business of Doing Business to pull back the curtain on the economic uncertainty that’s gripping both Canada and the U.S.—and what business leaders need to do about it. Dwayne and Karl dissect the real cost of tariffs, the psychological divide between the “haves” and “have nots,” and what a future recession could mean for Canadian competitiveness. They challenge leaders to rethink productivity, wealth distribution, and the...

In one of the most urgent and eye-opening conversation, Dwayne sits down with Karl Tabbakh—top Canadian business strategist, international dealmaker, and former chair of the Canadian Chamber of Commerce—to unpack the global forces redefining the rules of business, politics, and leadership. Together, they explore what rising geopolitical tension, fractured trade alliances, and shifting world orders mean for entrepreneurs, CEOs, and decision-makers across North America. With experience advising o...

In this bonus Q and A, Jeni Hott sits down with longtime friends to unpack the evolution of online entrepreneurship—from the early days of AOL chat rooms to today's AI-powered marketing tools. Jeni breaks down the four major business models she’s worked in, why she avoids ads (still!), and how she builds evergreen, automated systems that run themselves for months at a time. She shares how she chooses which ideas to pursue, why traffic is everything, and how she’s used the same core strategies f...

In Part 2 of this powerful series, Jeni Hott and host Dwayne Carrigan dive deep into the mindset and mechanics behind magnetic marketing. Jeni unpacks why traditional strategies fail, how to simplify your sales funnel, and how to shift from desperation to authority in your messaging. She breaks down the types of social media posts that actually convert, explains her timeline-based client targeting strategy, and shares how to create a "content vault" that makes your marketing repeatable and scala...

In this deeply inspiring and wide-ranging episode, Dwayne sits down with digital pioneer and serial entrepreneur Jeni Hott. What starts as a casual catch-up unfolds into a powerful conversation about life transitions, emotional intelligence, mindset mastery, and the future of business. Jeni shares her spontaneous decision to uproot her life, her son’s incredible generosity, and the legacy we leave behind—not just in business, but in how we live. They also dive into leadership identity shifts, ho...

In Part 2 of The Business of Doing Business with Emily Williams, we continue the gripping story of her fall and her inspiring rise. After leaving a toxic relationship, Emily found herself homeless. Through the depths of addiction, she reached a turning point—choosing sobriety and a fresh start. This episode delves into the hard truths of addiction, the power of structured recovery, and the mental strength required to rebuild a shattered life. Just when she thought she had overcome the hardest ch...