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Winners Circle With Jay

Winners Circle With Jay

By: Jay Adewole
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About this listen

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!

Winners Circle With Jay 2024
Economics Leadership Management & Leadership Personal Finance
Episodes
  • Secrets of the Super-Rich: How the Wealthy Stay Wealthy
    Jan 28 2026

    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.

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    30 mins
  • How to Build Resilient Teams That Thrive Under Pressure
    Jan 21 2026

    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.

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    #WinnersCirclePodcast #JayAdewole #AmyPechacek #Leadership #TeamLeadership #ResilientTeams #EmotionalIntelligence #HighPerformanceTeams #TeamCulture #WorkplaceWellbeing #BurnoutPrevention #ChangeManagement #LeadershipDevelopment #CorporateTraining #ManagementSkills #Teamwork #CommunicationSkills #WorkplaceLeadership #EmployeeEngagement #PurposeDrivenLeadership

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    49 mins
  • How To Build And Scale Your Business in 2026
    Jan 7 2026

    How To Build And Scale Your Business in 2026 Format: Webinar Replay Speakers:

    • Azgari Lipshy
    • Natalia Zacharin
    • Olanrewaju Jay Adewole

    If 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

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    1 hr and 27 mins
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