Winners Circle With Jay

Jay Adewole
  • 5.0 (10)
  • ENTREPRENEURSHIP
  • UPDATED WEEKLY

Welcome to the Winners Circle Podcast! Your premier destination for unlocking the secrets to success in business and leadership. Prepare yourself for a dynamic mix of thought-provoking discussions, enlightening interviews, and comprehensive conversations with industry trailblazers, accomplished entrepreneurs, and seasoned professionals who have excelled across diverse fields. In the Winners Circle, we dive deep into the multifaceted aspects of leadership, entrepreneurship, business networking, and innovative ideas. Our aim is to empower and inspire you, providing you with actionable insights and knowledge to help you thrive in today’s competitive business landscape. Join us as we embark on this journey toward success together, and let’s elevate our goals to new heights!

  1. From Burnout to Breakthrough: A Dialogue with Justin Montgomery

    1D AGO

    From Burnout to Breakthrough: A Dialogue with Justin Montgomery

    What happens when the career that once inspired you begins to drain your energy, time, and freedom? In this powerful episode of The Winners Circle Podcast, host Jay Adewole sits down with Justin Montgomery, a former ER Nurse Practitioner who transformed frontline burnout into an eight-figure continuing education business. After years in emergency medicine, Justin witnessed firsthand the exhaustion, rigid schedules, and capped earning potential facing healthcare professionals. Instead of remaining stuck in a system that no longer aligned with his vision, he leveraged his clinical expertise to build ProCourse Start—a scalable education platform that helps physicians and advanced practice providers create new income streams, impact more lives, and reclaim time freedom beyond the bedside. In this episode, you’ll learn: 🧠 What truly causes burnout—and why it’s not just about workload 🧠 The mindset shifts required to move from clinician to entrepreneur 🧠 How Justin turned expertise into scalable, sustainable education products 🧠 What “freedom beyond practice” really looks like in today’s economy 🧠 How professionals can diversify income without abandoning their field 🧠 The systems and decisions that helped scale an education business to eight figures 🧠 How to build impact, income, and purpose without sacrificing balance Justin shares an honest, practical breakdown of how skills earned in one career can become the foundation for an entirely new chapter—one defined by choice, leverage, and alignment. If you’re a healthcare professional, high achiever, or expert feeling burned out, boxed in, or ready for more—this conversation will show you that your experience isn’t limiting you. It may be your greatest asset. 👉 Watch now and discover how burnout can become the starting point for your breakthrough. #WinnersCirclePodcast #JayAdewole #JustinMontgomery #BurnoutToBreakthrough #HealthcareEntrepreneur #CareerPivot #ProCourseStart #FreedomBeyondPractice #ExpertToEntrepreneur #PurposeDrivenBusiness #ScalableEducation #TimeFreedom

    44 min
  2. Why Most Marketing Fails — And How to Finally Get Results

    FEB 25

    Why Most Marketing Fails — And How to Finally Get Results

    Why does marketing feel so hard—and why do so many business owners do “everything right” and still see no results? In this episode of The Winners Circle Podcast, host Jay Adewole sits down with Sean Garner, a marketing strategist, business coach, and founder of Sean Garner Consulting, to break down why most marketing fails and what actually works if you want consistent, predictable growth. Sean specializes in helping small and medium-sized businesses scale by mastering one critical advantage: positioning power—becoming the trusted expert in your niche instead of blending into the noise. Through years of coaching founders and building profitable service businesses, Sean has seen the same mistakes repeated over and over: unclear messaging, weak positioning, and chasing trends instead of results. In this episode, you’ll learn: 📌 The #1 reason marketing fails, even when you’re posting and running ads 📌 Why positioning matters more than tactics, tools, or algorithms 📌 How to fix messaging that kills conversions 📌 The most overrated marketing strategies to stop relying on 📌 Underrated strategies that consistently drive leads and sales 📌 How to attract qualified leads, not just traffic 📌 Simple frameworks to build predictable marketing systems 📌 How to become the trusted expert in your niche without feeling salesy Sean shares practical, no-fluff insights that help business owners move from scattered efforts to clear, strategic marketing that converts—without burning time, money, or energy. If you’re tired of guessing, overwhelmed by trends, or frustrated with inconsistent results, this episode will help you rethink marketing with clarity, confidence, and control. 📌 About the Show The Winners Circle Podcast features actionable conversations with entrepreneurs, strategists, and leaders who share real frameworks for growth, leadership, and sustainable success. #WinnersCirclePodcast #JayAdewole #SeanGarner #MarketingStrategy #WhyMarketingFails #PositioningPower #BusinessGrowth #LeadGeneration #ServiceBusiness #Entrepreneurship #MarketingSystems #BrandPositioning #SmallBusinessMarketing #DigitalMarketing #PredictableGrowth #FounderMindset #MarketingClarity

    31 min
  3. From Chaos to Clarity: Building Discipline and Purpose with ADHD

    FEB 18

    From Chaos to Clarity: Building Discipline and Purpose with ADHD

    What if the very thing you’ve been told is holding you back… is actually your greatest advantage? In this deeply impactful episode of The Winners Circle Podcast, host Jay Adewole sits down with Ronald Raymond Souers, a seasoned entrepreneur and wealth strategist, for an honest and empowering conversation about turning ADHD-driven chaos into clarity, discipline, and lasting purpose. Known for helping individuals and businesses build sustainable wealth, protect assets, and plan for long-term legacy, Ronald shares a more personal side of his journey—revealing how he has learned to channel the challenges and strengths of ADHD into structured systems that support focus, discipline, and high-level success. In this episode, you’ll discover: 🧠 How neurodiversity can become a strategic advantage in business 🧠 Practical, brain-friendly systems to manage distraction and build discipline 🧠 How to move from mental and financial chaos to intentional clarity 🧠 The role of purpose as an anchor for focus and long-term success 🧠 How to design financial and business structures that reduce impulsive decisions 🧠 Why legacy thinking matters more than short-term wins 🧠 How entrepreneurs with ADHD can build wealth without forcing rigid systems Ronald breaks down why success—especially for neurodivergent minds—isn’t about fighting your wiring, but about designing structures that work with it. This episode offers practical guidance, mindset shifts, and clarity for anyone navigating high ambition, complex thoughts, and the pressure to perform. If you’re an entrepreneur, leader, or high achiever who struggles with focus, consistency, or discipline—this conversation will help you rethink how you build success on your own terms. 📌 About the Show The Winners Circle Podcast brings you meaningful conversations with entrepreneurs, strategists, and leaders who share real frameworks for building clarity, wealth, discipline, and impact—without losing yourself in the process. #WinnersCirclePodcast #JayAdewole #RonaldRaymondSouers #ADHDLeadership #Neurodiversity #EntrepreneurMindset #WealthStrategy #FromChaosToClarity #DisciplineAndFocus #PurposeDrivenLife #HighPerformance #LegacyBuilding #FinancialClarity #NeurodivergentEntrepreneurs #MentalClarity #LeadershipDevelopment #IntentionalLiving #BusinessDiscipline

    37 min
  4. How to Start a Profitable Service Business in 90 Days

    FEB 11

    How to Start a Profitable Service Business in 90 Days

    Starting a business doesn’t have to take years—or endless trial and error. In this episode of The Winners Circle Podcast, host Jay Adewole sits down with Azgari Lipshy, a serial entrepreneur and business strategist based in Austin, Texas, to break down a proven, practical blueprint for launching a profitable service business in as little as 90 days. Azgari is the founder of Azgari.com (Azgari LLC), where she helps ambitious professionals start and scale service-based businesses through her hands-on “done-with-you” model—guiding clients to choose the right business, set up operations, price for profit, and land paying customers quickly. In this episode, you’ll learn: 🚀 How to choose the right service business for your skills and goals 🚀 The exact steps to go from idea to paying clients in 90–120 days 🚀 How to price your services for profit from day one 🚀 The key systems every service business must set up early 🚀 Simple, low-cost strategies to land your first customers fast 🚀 The mindset shifts required to move from hesitation to execution 🚀 How to build a business that leads to financial freedom, not burnout Azgari also shares why service-based businesses are one of the best entry points into entrepreneurship, especially for first-time founders, and how mentorship, accountability, and focused action dramatically accelerate results. If you’ve been thinking about starting a business—but feel overwhelmed, stuck, or unsure where to begin—this episode gives you a clear roadmap to turn ambition into income. 📌 About the Show The Winners Circle Podcast brings you actionable conversations with entrepreneurs, strategists, and leaders who share real frameworks for building profitable, purpose-driven businesses. #WinnersCirclePodcast #JayAdewole #AzgariLipshy #ServiceBusiness #Entrepreneurship #StartABusiness #BusinessCoaching #FinancialFreedom #OnlineBusiness #WomenInBusiness #StartupJourney #BusinessStrategy #FirstTimeFounder #BuildInPublic #EntrepreneurMindset #ProfitableBusiness #SideHustle #BusinessGrowth

    36 min
  5. Mining Abundance: How Beau Turner Is Redefining Wealth Through Clean Bitcoin Innovation

    FEB 4

    Mining Abundance: How Beau Turner Is Redefining Wealth Through Clean Bitcoin Innovation

    Episode Title: Mining Abundance: How Beau Turner Is Redefining Wealth Through Clean Bitcoin Innovation Guest: Beau Turner — CEO & Co-Founder, Abundant Mines What if wealth creation could be transparent, ethical, sustainable—and accessible to everyday people? In this episode of The Winners Circle Podcast, host Jay Adewole sits down with Beau Turner, CEO and Co-Founder of Abundant Mines, to explore how clean Bitcoin mining is reshaping the future of wealth, freedom, and decentralized finance. With a background spanning engineering, entrepreneurship, and real estate, Beau has built one of the most transparent and sustainability-focused Bitcoin mining operations in the United States. Through Abundant Mines, he’s helping individuals bridge the gap between traditional wealth-building and decentralized finance—proving that technology, stewardship, and abundance can coexist. In this conversation, we explore: 🔹 What Bitcoin mining really is—explained in simple, relatable terms 🔹 How clean and ethical mining challenges common crypto myths 🔹 Why decentralization may be the most important financial shift of our time 🔹 The mindset difference between abundance and accumulation 🔹 How everyday people can take ownership of their financial future 🔹 The intersection of blockchain, clean energy, and emerging technology 🔹 Why purpose-driven leadership matters in building lasting wealth Beau shares a refreshing perspective on money—not as speculation, but as a tool for empowerment, independence, and long-term impact. This episode is for entrepreneurs, investors, innovators, and anyone curious about where money, technology, and values are headed next. 📌 About the Show The Winners Circle Podcast features high-impact conversations with leaders, builders, and visionaries redefining success, leadership, and wealth in a rapidly changing world. ✨ Hashtags #WinnersCirclePodcast #JayAdewole #BeauTurner #AbundantMines #BitcoinMining #CleanEnergy #CryptoInnovation #DecentralizedFinance #FinancialFreedom #WealthMindset #AbundanceThinking #BlockchainTechnology #FutureOfMoney #EthicalInvesting #PurposeDrivenLeadership #EntrepreneurMindset #SustainableInnovation #DigitalAssets #Web3 #CryptoEducation

    38 min
  6. Secrets of the Super-Rich: How the Wealthy Stay Wealthy

    JAN 28

    Secrets of the Super-Rich: How the Wealthy Stay Wealthy

    What separates people who make money from those who keep it for generations? In this eye-opening episode of The Winners Circle Podcast, host Jay Adewole sits down with financial powerhouse Mark Miller to uncover the real strategies the super-rich use to protect, grow, and transfer wealth over time. With nearly 40 years of experience, Mark Miller has helped business owners, executives, and high-net-worth individuals legally reduce taxes, invest strategically, and build lasting financial legacies. He is the co-founder of Hilton Tax and Wealth Advisors, alongside Bradley J. Hilton—grandson of hotel legend Conrad Hilton—and the best-selling author of Hilton Wealth: How to Invest Like an American Dynasty. Featured in The New York Times, Kiplinger’s, and Fox News, Mark brings rare insider insight into how America’s wealthiest families and Fortune 500 firms think about money, taxes, investments, and legacy. In this episode, you’ll discover: 💰 How the wealthy think differently about money 💰 Why earning more isn’t the key — keeping and multiplying wealth is 💰 How the ultra-rich legally reduce taxes through smart planning 💰 The investment principles used by dynasties and family offices 💰 Why most families lose wealth — and how to avoid that trap 💰 How to start thinking like the wealthy before you become wealthy This conversation will challenge how you view success, money, and long-term security. Whether you’re an entrepreneur, professional, investor, or aspiring wealth builder, this episode will give you a new framework for building generational wealth with intention and discipline. 📌 About the Show The Winners Circle Podcast features powerful conversations with leaders, innovators, and experts who share the mindset, systems, and strategies required to win in business, finance, and life.

    30 min
  7. How to Build Resilient Teams That Thrive Under Pressure

    JAN 21

    How to Build Resilient Teams That Thrive Under Pressure

    Guest: Amy Pechacek (Founder & CEO, Alpstra Training Solutions) Host: Jay Adewole High-pressure seasons don’t just test your team—they reveal your leadership. In this empowering episode of The Winners Circle Podcast, host Jay Adewole sits down with Amy Pechacek, founder and CEO of Alpstra Training Solutions, to unpack practical strategies that help leaders build resilient, emotionally intelligent teams that stay strong, focused, and connected—even under stress. Amy has worked with executives, emerging leaders, and professionals across industries to strengthen team performance, elevate morale, and create cultures where people don’t just survive challenges—they grow through them. What you’ll learn in this episode: ✅ How to define true team resilience (and what most leaders miss) ✅ How to spot resilience gaps before they become breakdowns ✅ Communication strategies that create clarity, trust, and cohesion under pressure ✅ How to balance accountability + support without losing performance ✅ Practical ways to prevent burnout while maintaining high standards ✅ How emotional intelligence improves decision-making and team dynamics ✅ Leading through uncertainty and change—without losing momentum If you're a CEO, manager, team lead, founder, or anyone responsible for people and performance, this conversation gives you a real-world playbook to strengthen your culture and keep your team thriving. 👉 Watch now—and take notes. Your next level of leadership starts here. 🔔 Subscribe for more leadership + business growth episodes New conversations every week featuring experts, entrepreneurs, and high-performing leaders. ---- #WinnersCirclePodcast #JayAdewole #AmyPechacek #Leadership #TeamLeadership #ResilientTeams #EmotionalIntelligence #HighPerformanceTeams #TeamCulture #WorkplaceWellbeing #BurnoutPrevention #ChangeManagement #LeadershipDevelopment #CorporateTraining #ManagementSkills #Teamwork #CommunicationSkills #WorkplaceLeadership #EmployeeEngagement #PurposeDrivenLeadership

    49 min
  8. How To Build And Scale Your Business in 2026

    JAN 7

    How To Build And Scale Your Business in 2026

    How To Build And Scale Your Business in 2026 Format: Webinar Replay Speakers: Azgari LipshyNatalia ZacharinOlanrewaju Jay AdewoleIf you are serious about winning in business in 2026, this is a video you must watch. In this powerful Winners Circle Podcast webinar, Jay Adewole is joined by industry experts Azgari Lipshy and Natalia Zacharin to break down exactly what business owners, entrepreneurs, and leaders must do now to build, scale, and future-proof their businesses for 2026 and beyond. The business landscape is shifting fast — AI, systems, automation, leadership, and customer expectations are evolving at a pace most businesses are not prepared for. This session is designed to help you get ahead, not play catch-up. In this webinar, you’ll learn: 🔥 What successful businesses will look like in 2026 🔥 How to build scalable systems instead of relying on hustle 🔥 Why structure, automation, and clarity matter more than ever 🔥 The biggest mistakes business owners will make heading into 2026 🔥 How to position your brand, team, and operations for long-term growth 🔥 What to stop doing — and what to start doing — right now Each speaker brings a unique perspective on strategy, execution, growth, and future readiness, making this webinar a must-watch for founders, CEOs, consultants, and ambitious entrepreneurs. 👉 Watch this video if you want your business to be successful in 2026. 👉 Rewatch it if you already have a business and want to scale it the right way. 📌 About the Show The Winners Circle Podcast delivers high-impact conversations, frameworks, and strategies designed to help entrepreneurs and leaders win — in business and in life. For more information : https://winnerscirclewithjay.com/businesstransformation #WinnersCirclePodcast #JayAdewole #Business2026 #ScaleYourBusiness #BuildToScale #FutureOfBusiness #EntrepreneurMindset #BusinessGrowth #LeadershipDevelopment #SystemsThinking #BusinessStrategy #BusinessWebinar #CEOPlaybook #StartupGrowth #DigitalTransformation #AIInBusiness #PurposeDrivenBusiness #EntrepreneurLife #BusinessEducation #WinIn2026 #AzgariLipshy #NataliaZacharin

    1h 27m
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Trailer

5
out of 5
10 Ratings

About

Welcome to the Winners Circle Podcast! Your premier destination for unlocking the secrets to success in business and leadership. Prepare yourself for a dynamic mix of thought-provoking discussions, enlightening interviews, and comprehensive conversations with industry trailblazers, accomplished entrepreneurs, and seasoned professionals who have excelled across diverse fields. In the Winners Circle, we dive deep into the multifaceted aspects of leadership, entrepreneurship, business networking, and innovative ideas. Our aim is to empower and inspire you, providing you with actionable insights and knowledge to help you thrive in today’s competitive business landscape. Join us as we embark on this journey toward success together, and let’s elevate our goals to new heights!

Information

  • Creator
    Jay Adewole
  • Years Active
    2023 - 2026
  • Episodes
    79
  • Rating
    Clean
  • Copyright
    © Winners Circle With Jay 2024
  • Show Website
    Winners Circle With Jay