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The Business of Doing Business with Dwayne Kerrigan

Dwayne Kerrigan
The Business of Doing Business with Dwayne Kerrigan
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  • 84. Business in an Uncertain World: A Candid Conversation with Karl Tabbakh
    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 on multi-billion-dollar cross-border transactions and leading strategic investments in Canada and the Middle East, Karl offers a rare lens into how to stay sharp—and sane—in chaotic times.This is part one of a two-part conversation filled with powerful insights on resilience, globalism, and the responsibilities of leadership in the modern era.Timestamps[00:02:45] – Why Karl was the first person Dwayne thought of for this global conversation[00:05:20] – Karl’s career snapshot: from billion-dollar deals to chairing Invest in Canada[00:09:45] – A five-year vision framework for career growth and avoiding professional stagnation[00:13:00] – Why global exposure isn't just travel—it’s transformational for decision-making[00:17:30] – The danger of only seeing the world through a North American lens[00:21:00] – Are we ignoring the signs of World War III? The breakdown of the post-WWII order[00:25:30] – What the markets are really saying about uncertainty and leadership[00:33:45] – Are nations acting out of fear, or a thirst for certainty?[00:40:00] – Why Canada must rethink its overreliance on one trade partner[00:52:00] – The hard truth about energy, natural gas, and global climate equity[01:03:00] – The upcoming Canadian election: What voters need to be asking[01:11:00] – Vision, will, and resources: Three pillars for Canada’s next leader[01:15:00] – Final thoughts: Canada’s opportunity to punch above its weight againAbout KarlKarl Tabbakh is a lawyer, a business leader and a strategic advisor with over 20 years of international business experience. Karl’s expertise is sought after to advise corporations, directors and business executives on a range of strategic issues and transactions both domestically and globally. He is a partner at McCarthy Tétrault LLP with a focus on M&A and private equity and serves on the firm’s Senior Leadership Team as National Leader, Markets and International Business. He was appointed by the Government of Canada as Chairman of Invest in Canada, Canada’s agency responsible for promoting, attracting and facilitating global foreign direct investments into Canada. He previously served as Chair of the Canadian Chamber of Commerce and was on the Board of directors of the Canada Arab Business Council. Karl is a regular speaker on matters of governance, global investment and mergers and acquisitions. In addition to his career in Canada, Karl spent eight years in the Middle East and four years in London, UK, where he developed a solid international network and gained an understanding of international business and investments. An active community leader, Karl supports and leverages his network to benefit many non-profit and local community service organizations, including as member of the Centraide/United Way campaign. Born in Syria, Karl immigrated with his parents to Canada at age 10. He holds an LLB from Osgoode Hall Law School in Toronto, a BCL from the Université de Montréal and a B.Comm from Université Laval in Québec City. Karl is fluent in French, English, and Arabic.Notable Quotes“If World War III...
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  • 83. Digital Traffic Mastery: Jeni Hott on Building Systems & Freedom-First Business Models
    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 for over two decades across wildly different businesses—from art to education to (soon) a day-trading firm. If you’ve ever felt overwhelmed by options or unsure how to structure your online presence, this episode is your roadmap to clarity and freedom.Learn more https://brilliantetc.com/ Timestamps:00:00 – Jeni crashes the podcast with surprise insights!01:00 – Kim Burke asks: How has Jeni’s revenue model evolved?02:30 – The 4 Online Business Models and why Jeni avoids some of them04:00 – 100M+ organic blog visits and never using paid ads05:30 – “Set it and rest” marketing: Why Jeni loves YouTube, blogging & Pinterest07:00 – Don’t do what they say you “have” to do—unless it’s aligned08:30 – How Jeni decides what businesses or models to pursue10:00 – From selling seeds on AOL to building automated funnels12:00 – Capture → Engage → Convert: Timeless strategy in any era14:00 – The surprising risk Jeni always checks before starting something new16:00 – Revenue always comes from products, not just traffic18:00 – Why learning how to capture attention is the skill that multiplies everything19:30 – Dwayne’s unexpected pivot to podcasting and building online reach21:00 – Why you don’t need to know what you’re doing to start23:00 – Jeni’s crash-course in learning how to coach 80 people at once25:00 – Real leverage: getting paid to practice and having skin in the game26:30 – The power of mindset, fast feedback loops, and action over perfection28:00 – Google vs. Instagram vs. Facebook: Which traffic platforms do what?29:30 – Blogging strategy: Pillar posts vs. supporting content31:00 – Why over-optimizing for SEO can hurt performance33:00 – Turn your profiles into funnels and lead people step-by-step35:00 – Subtle marketing psychology: name placement, repetition, familiarity36:30 – The rising role of instinct-driven selling (especially among women entrepreneurs)38:00 – Men vs. women in marketing: how coaching and communication differ39:00 – Wrap-up and reflections on the podcast’s ripple effectNotable Quotes:"You never have to do anything you don’t want to do to build a successful business.""Everything I do is based on one question: Can I set this up and not touch it for 3–4 months?""It’s never the product—it’s how you get people in front of the product.""You don’t need to know everything to start. You’ll learn faster after you begin.""Confused people don’t buy. Lead them step by step with clear direction."Mindset & Decision Filters:Ask yourself:Do I actually want to do this?Will it serve people?Can I automate and step away from it?Will it increase stress or peace in my...
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  • 82. High-Converting Simplicity: Jeni Hott on Marketing Mindset, Funnels, and Future-Proofing with AI
    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 a "content vault" that makes your marketing repeatable and scalable.Jeni also addresses the rise of AI and how business owners can use ChatGPT and custom GPTs to build systems, streamline operations, and reclaim their time—without losing their personal touch.Timestamps:00:00 – Marketing from angst vs. marketing from leadership02:30 – Understanding "objection posts" and sales page content05:00 – FAB (Features, Advantages, Benefits) and storytelling in marketing07:30 – Jeni’s “client timeline” strategy vs. the traditional avatar model10:00 – The power of targeting tipping points for high-converting offers12:00 – Why you don’t need to convince when you're speaking with conviction13:30 – Building a content vault to reflect customer buying moments15:00 – Creating a seasonal content calendar that predicts conversions16:30 – Should a VA or OBM manage your social content? Yes—if trained well18:30 – The danger of hiring without understanding the basics20:00 – The Time Rich program and its holistic business foundations23:30 – Embracing social media instead of avoiding it26:00 – Staying in your lane and not chasing online trends29:00 – Avoiding distractions: Focus on purpose, not reaction31:00 – AI tools: ChatGPT, Poe, custom GPTs & what's coming next35:00 – Household bots & humanoid robotics on the near horizon38:00 – How to create a custom GPT tailored to your business42:00 – AI learning and the “unconscious competence” advantage45:00 – Singularity and AI as human evolution, not a threat47:00 – Algorithm hacks vs. adding true value to your audience50:00 – Using engagement posts to boost algorithm reach53:00 – How to analyze comments and reels with ChatGPT55:30 – Scraping content and training AI on what’s working58:00 – 6 key post types and why simplicity wins in content strategy01:01:00 – Final thoughts: embrace, optimize, empower your teamNotable Quotes:"You don’t need to convince when you come from conviction. That’s when magic happens.""Most people aren’t your ideal client—they’re just not far enough along the timeline yet.""Complexity is the enemy of execution. Simplify, then scale.""AI is not going away. You don’t need to master it overnight, but you do need to start.""Your people can’t help you scale unless you empower them with knowledge and tools."Valuable Resources & Takeaways:Core Post Types Jeni Recommends:Value PostsObjection PostsStory PostsEngagement PostsProblem Awareness PostsAI Tools Mentioned:ChatGPT – Jeni’s favorite tool for custom GPT creation and business system building Poe – Alternate AI tool used by many entrepreneursCustom GPTs – Can be trained to match your brand...
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  • 81. Legacy, Leadership & Letting Go: Jeni Hott on Mindset, AI, and Meaningful Entrepreneurship
    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, how to handle negativity in business, and why embracing AI is not optional but essential.Whether you're a new entrepreneur or a seasoned leader navigating uncertainty, this episode is packed with wisdom, heart, and actionable insight.Timestamps:00:00 – Opening remarks and the chaos of moving02:00 – Jeni’s health scare and the wake-up call from the universe04:00 – Giving everything away: a touching story of legacy and generosity06:30 – Joy in everyday moments and the theme of intentional kindness09:00 – Why business is always about relationships10:30 – Introducing Jeni: Her trailblazing blogging success and career highlights12:00 – From nursing to naturopathic doctorate to entrepreneurship13:30 – The underestimated power of mindset in business15:00 – Scarcity vs abundance: where business owners get stuck17:00 – The identity shift from entrepreneur to leader21:30 – What defines a true leader and how to grow into it24:00 – Releasing limiting beliefs: The Sedona Method & Hale Dwoskin28:00 – Observing vs suppressing emotion in entrepreneurship30:00 – Waking Up app by Sam Harris & third-party mindfulness tools32:00 – Business mindset vs strategy: finding balance33:30 – Entering the AI Era: Why business owners must adapt36:00 – Breaking down AI in simple terms (ChatGPT, GPTs, LLMs)42:00 – Creating your own company-specific GPT (custom AI tools)48:00 – Instructional designers & the future of team training53:00 – How to simplify your operations with AI + training systems56:00 – Hiring a VA and the stages of team evolution1:01:00 – Keeping it lean: How Jeni ran a 7-figure business with minimal staffNotable Quotes:“Legacy is when you pass on that mission, that purpose, and that generosity. That’s what life is really about.”“If it doesn’t feel good, it’s probably not true. Most of your limiting beliefs are just your brain trying to keep you comfortable.”“Every entrepreneur hits that point where they must decide: will I be the bottleneck or the breakthrough?”“AI isn’t replacing you—it’s extending your potential.”“You don’t need a massive team to be massively successful. You need systems that work.”Valuable Resources & Takeaways: Mindset Tools:The Sedona Method (Hale Dwoskin)Waking Up app (Sam Harris)"Do the Work" App (Marie Hayes)AI & Business Tools:ChatGPT & Custom GPTsInstructional Design Support: Kate NashOBM & VA Hiring: MaryRose Speed’s VA AcademyOnline Business Structure: Time Rich Program by Jeni HottConnect with Dwayne KerriganLinked In: https://www.linkedin.com/in/dwayne-kerrigan-998113281/...
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  • 80. Unbreakable: Surviving the Fall, Rising Stronger with Emily Williams
    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 challenges, a devastating accident left her with a broken neck—the same injury that paralyzed Christopher Reeve. Against all odds, Emily survived and, through sheer determination, found her way back to the sport she loves.Her story is one of resilience, personal accountability, and the unwavering belief that even from the lowest points, we can rise again.Timestamps:[00:00:00] – Introduction and recap of Part 1[00:02:00] – Homelessness and living in psychosis after leaving her relationship[00:04:00] – Arrested while in a delusional state and the shocking credit card charges[00:06:00] – Voices in her head: The terrifying psychosis fueled by addiction[00:08:00] – The transition from a mental hospital to rehab[00:10:00] – Sober living: The structure that saved her life[00:13:00] – Learning responsibility, humility, and discipline in sobriety[00:17:00] – Managing expectations, avoiding victim mentality, and taking ownership[00:20:00] – The importance of purpose and self-belief in recovery[00:23:00] – The accident: A near-fatal fall that broke her neck[00:27:00] – Learning to navigate sobriety while managing severe pain[00:30:00] – Facing judgment and proving herself again in the equestrian world[00:35:00] – Teaching, coaching, and rediscovering her passion for horses[00:40:00] – Handling criticism and learning not to care about what others think[00:45:00] – Finding gratitude, purpose, and a new outlook on life[00:47:00] – Where to find Emily and how to reach out for helpNotable Quotes:"I had hit rock bottom so many times, I didn’t even realize how far I had fallen." – Emily Williams"I wasn’t just struggling with addiction—I was battling my own mind." – Emily Williams"You can’t fix a problem until you stop running from it." – Emily Williams"No one chose to put drugs in me but me. No one kept me in a bad relationship but me. I had to take responsibility for my own choices." – Emily Williams"I thought my life was over, but then I realized I had been given another chance to write a new story." – Emily WilliamsMental Health & Addiction Support:SAMHSA’s National Helpline: 1-800-662-HELP or www.samhsa.govNational Alliance on Mental Illness (NAMI): www.nami.orgAlcoholics Anonymous (AA) & Narcotics Anonymous (NA): www.aa.org | www.na.orgFollow & Connect with Emily Williams: Instagram: @therealemilywilliamsConnect with Dwayne KerriganLinked In: https://www.linkedin.com/in/dwayne-kerrigan-998113281/Facebook: https://www.facebook.com/businessofdoingbusinessdk Instagram: https://www.instagram.com/thebusinessofdoingbusinessdk/Website: www.dwaynekerrigan.comDisclaimer The views, information, or opinions expressed by guests during The Business of Doing Business are solely those of the individuals involved and do not necessarily represent those of Dwayne Kerrigan and his affiliates. Dwayne Kerrigan or The Business of Doing Business is not responsible for and does not verify the accuracy of any of the information contained in the podcast series. The primary purpose of this podcast is to educate and inform. Listeners are advised to consult with a qualified professional or specialist before making any decisions...
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About The Business of Doing Business with Dwayne Kerrigan

Welcome to "The Business of Doing Business" hosted by Dwayne Kerrigan. 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.
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