Winners Circle With Jay

Most entrepreneurs accept competition as an unavoidable reality—and lose the opportunity to dominate their market. Charles Gaudet reveals why smart positioning, not just marketing, is the real game-changer for predictable profits. What if the key to growth isn’t fighting for attention but rewriting the rules of your industry using proprietary frameworks and demand architecture? This episode will s...

Most startups collapse not because of their ideas, but because of fundamental missteps early on. Mike Armistead, a seasoned CEO with over 40 years of experience—from IPOs to multi-million acquisitions—reveals the crucial pitfalls that derail businesses before they even get started. If you’re a founder or executive aiming for longevity and impact, this episode is your blueprint for avoiding common...

When you build your own table, you create space for authentic leadership that actually works in today's world. Nikki Barua reveals how shedding the need for approval and embracing your true self can unlock extraordinary success—both personally and professionally. In a landscape where traditional systems favor conformity and superficial connections, Nikki shares her journey from trying to fit in to...

Most entrepreneurs underestimate how quickly AI is reshaping their world—yet, those who embrace reinvention are the ones thriving. In this eye-opening episode, David Burnett challenges the myth that experience alone guarantees survival, revealing how agility and continuous learning are the true keys to longevity in a rapid-changing landscape. With over 25 years of entrepreneurial resilience, David...

Cybersecurity breaches don’t happen because technology fails—they happen when leadership fails to take ownership of risk . In this powerful episode of The Winners Circle Podcast , host Jay Adewole sits down with Orloff Phillips , a Chief Information Officer and strategic technology enablement advisor with over 20 years of experience across cybersecurity governance, AI adoption, and emerging techno...

What if the biggest driver of productivity, retention, and profitability in your organization isn’t strategy, technology, or compensation—but culture ? In this insightful episode of The Winners Circle Podcast , host Jay Adewole sits down with Brett Hoogeveen, CSP , business owner, speaker, and co-founder of BetterCulture , to unpack why company culture is the hidden engine behind long-term busines...

In a world defined by constant change, uncertainty, and disruption, one skill separates leaders who struggle from those who thrive: resilience . In this powerful episode of The Winners Circle Podcast , host Jay Adewole sits down with Alfredo Borodowski , PhD—international keynote speaker, executive coach, and leadership consultant—to explore how leaders can transform disruption into opportunity th...

What if the future of leadership isn’t about working harder, scaling faster, or optimizing systems—but about leading from alignment, presence, and purpose ? In this powerful episode of The Winners Circle Podcast , host Jay Adewole sits down with Markus Neukom , a visionary guide, speaker, and founder of the Catalyst for Legacy Institute . Markus is not a conventional leadership coach. His work inv...

What’s the smarter path to long-term wealth— stocks or real estate ? It’s one of the most common (and confusing) questions entrepreneurs and high earners face, and in this episode of The Winners Circle Podcast , we break it down with clarity, strategy, and real-world perspective. Jay is joined by David Flores Wilson , a nationally recognized financial advisor and Managing Partner at Sincerus Advis...

Small businesses don’t fail because they lack passion or effort—they fail because they’re making decisions without clarity. In this episode of The Winners Circle Podcast , host Jay Adewole sits down with Courtney De Ronde , CEO of Forge Financial & Management Consulting and creator of the Simple ScaleUp System™ , for a practical, eye-opening conversation on how business intelligence can unlock...

What if your creativity didn’t have to stay a passion—but could become a profitable, sustainable career ? In this episode of The Winners Circle Podcast , Jay Adewole sits down with Tim Packer , founder of Tim Packer Art Academy , to unpack what it truly takes to turn artistic talent into consistent income—without sacrificing authenticity or creative freedom. Tim is an artist, educator, and entrepr...

What truly separates founders who struggle to raise capital from those who scale transformative companies? It’s not just the idea—it’s the connection between entrepreneurs and investors . In this episode of The Winners Circle Podcast , Jay Adewole sits down with Scott Kelly , Founder & CEO of Black Dog Venture Partners, for a masterclass on how innovation, capital, and trust intersect. With mo...

What does it really take to move from a steady paycheck to owning a business that aligns with your goals, lifestyle, and long-term vision? In this episode of The Winners Circle Podcast , Jay Adewole sits down with Rick Morgin , a seasoned franchise consultant and business development executive with over 30 years of experience helping professionals transition from employees to confident entrepreneu...

If investing feels confusing, intimidating, or out of reach—this episode is for you. In this episode of The Winners Circle Podcast , host Jay Adewole sits down with Joey Mure , Managing Partner of Wealth Without Wall Street , to break down investing for absolute beginners —in simple, practical terms anyone can understand. Joey has helped thousands of individuals escape traditional financial confus...

What if your business isn’t struggling because of revenue—but because of invisible costs you don’t even see ? In this episode of The Winners Circle Podcast , host Jay Adewole sits down with Jason Kruger , Partner at Citrin Cooperman and a seasoned business advisor with over 20 years of experience helping leaders uncover financial blind spots that quietly drain profitability. Jason specializes in t...

Why do so many intelligent, hardworking people still struggle with money? In this eye-opening episode of The Winners Circle Podcast , host Jay Adewole sits down with Robert Rolih , a financial educator and advocate for practical money knowledge, to uncover the financial lessons most of us were never taught in school—but desperately need in real life. Robert’s mission is simple yet powerful: to bri...

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 exhaust...

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...

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 he...

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 L...

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...

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-...

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 intel...

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, entreprene...

The Winners Circle Podcast with Jay Adewole 🎙️ Featuring Bernard Youngblood In this powerful episode of The Winners Circle Podcast , Jay Adewole sits down with Bernard Youngblood , a visionary leader, connector, and innovator who has spent decades redefining how businesses, nonprofits, and creative communities collaborate for real impact. From leading Fortune 500 initiatives to launching successfu...