The Dwayne Kerrigan Podcast

The Dwayne Kerrigan Podcast

Welcome to The Dwayne Kerrigan Podcast. Dwayne has navigated the business world for over 35 years, owning close to 30 businesses in 12 distinct industries. Today, entrepreneurship often seems more about glitz, glamour, and a celebrity venture. On this podcast, Dwayne collaborates with overlooked but accomplished entrepreneurs, delving into their journeys of forging exceptional enterprises. Join them as they share their personal journeys, lessons learned, and strategies that keep them moving forward. Let’s celebrate the true essence of entrepreneurship and inspire the next wave of business trailblazers.

Episodes

May 14, 2025 72 mins

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 oft...

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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-d...

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In Part 2 of this candid global conversation, Karl Tabbakh returns to The Dwayne Kerrigan Podcast 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 l...

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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 d...

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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 traff...

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    In Part 2 of this powerful series, Jeni Hott and host Dwayne Kerrigan 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...

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    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 i...

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    In Part 2 of The Dwayne Kerrigan Podcast 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 shatter...

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    In this deeply moving episode, Dwayne sits down with Emily Williams to explore her remarkable story. Once a rising star in the equestrian world, Emily's life took a devastating turn following the loss of her mother. Battling grief, addiction, and an abusive relationship, she faced homelessness and despair before making a courageous decision to reclaim her life. This candid conversation delves into the emotional depths of her strugg...

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    In this powerful continuation of our conversation with Jessica Janzen, author of Bring the Joy, we dive deeper into the transformational power of perspective, purpose, and resilience. Jessica shares deeply personal stories about finding gratitude in everyday struggles, embracing life's "nudges," and how shifting our mindset can unlock joy—even in our darkest moments. We discuss how to reframe challenges, the importance of energy ma...

    March 5, 2025 62 mins

    In this deeply moving and insightful episode of The Dwayne Kerrigan Podcast, host Dwayne Kerrigan sits down with Jessica Janzen, a speaker, author, philanthropist, and coach who has dedicated her life to bringing the joy. Jessica shares her extraordinary journey of resilience—from experiencing bullying and battling mental health struggles to facing the heartbreaking loss of her son, Lewiston, to spinal muscular atrophy.

    Despite unim...

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    In Part 2 of our conversation with Alan Stein Jr., we take a deep dive into elite performance principles that apply to business, sports, and life. Alan shares the three key pillars of success—mastering fundamentals, balancing confidence with humility, and focusing on the process over outcome. He also introduces the "Next Play Mentality", a game-changing mindset that helps high performers stay locked in, bounce back from setbacks, a...

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    February 19, 2025 44 mins

    In this episode of The Dwayne Kerrigan Podcast, Dwayne Kerrigan welcomes Alan Stein Jr., a former basketball performance coach turned corporate keynote speaker and author. Alan shares powerful insights from his journey, including lessons learned from working with elite athletes like Kobe Bryant, Kevin Durant, and Steph Curry, and how those lessons apply to business and life.

    Alan and Dwayne dive deep into overcoming limiting beliefs...

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    In this second part of the conversation with Rod Khleif, the discussion dives deeper into specific real estate investment strategies, the power of mindset in overcoming setbacks, and the importance of self-reflection in personal growth. Rod shares detailed insights about wholesaling, house hacking, and how young investors can get started in real estate. He also opens up about his personal journey of overcoming limiting beliefs and ...

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    In this episode, Dwayne sits down with Rod Khleif, a Dutch immigrant turned real estate mogul who has owned over 2,000 houses and thousands of apartment units. Rod shares his journey from humble beginnings to massive success, including losing $50 million in 2008 and rebuilding his empire. He provides valuable insights into multifamily real estate investing, the importance of mindset, and why giving back has been crucial to his succ...

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    In this powerful episode, serial entrepreneur Mark Bradley shares his journey from tradesman to successful business owner, discussing the psychological aspects of selling a business, the importance of purpose, and strategic approaches to business growth and exit planning.

    Episode Timeline

    Introduction and Early Insights (00:00 - 05:00)

    • 00:00 - Opening reflection on business growth and learning
    • 00:13 - Host Dwayne Kerrigan's introdu...
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    In this insightful episode, entrepreneur Mark Bradley shares his journey from running a landscaping business to developing and selling a successful software company. Learn about implementing balanced scorecards, preparing businesses for sale, and leveraging technology for operational excellence.

    Episode Timeline

    Introduction and Background (00:00 - 03:17)

    • 00:00 - Episode introduction and balanced scorecard overview
    • 00:13 - Welcome
    • 0...
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    In this episode, Dwayne continues the conversation with Irfan Rajabali, a seasoned entrepreneur with a rich history of growth and success. They explore key entrepreneurial concepts such as continuous assessment and feedback loops, the importance of loving the process, internal and external alignment, handling business growth, and making strategic decisions. Irfan shares invaluable insights into maintaining family harmony in busines...

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    In this podcast episode, Dwayne interviews Irfan Rajabali, from EB Box Company, about his journey from a corporate role to leading a family-owned business that became one of Canada's fastest-growing companies for 12 years in a row without a traditional sales team or a modern website. The discussion delves into key aspects of entrepreneurship, such as identifying market gaps, providing additional value, focusing on customer needs, a...

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    As we stand at the threshold of a new year, what separates those who merely succeed from those who truly excel? How do we master ourselves before attempting to lead others?

    Welcome to part 4 of our special series, in this section we're exploring the connection between self-mastery and leadership evolution - insights that couldn't be more timely as we look toward the year ahead.

    First off, we'll explore the art of mind and self-master...

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