In a world driven by fast answers and automated solutions, what if the real edge in business is asking better questions?

In this heart-centered and deeply practical episode of the Level Up Business Podcast, JR welcomes Colleen Bowler—entrepreneur, advisor, and creator of The Passport Package—to explore why the human side always wins. Together, they unpack what makes a question powerful, why curiosity is a capability (not a trait), and how entrepreneurs can shift from being the “hero” to being the guide their clients truly need.

You’ll learn how assessments, empathy, and silence can build deeper trust, grow impact, and unlock unseen opportunities. Whether you’re leading a team, serving clients, or navigating identity shifts, this conversation will challenge how you show up and how you listen.

Because you’re only ever one question away from your next breakthrough.

What happens when the identity that made you successful starts costing you the life you actually want?

In this episode of the Level Up Business Podcast, JR sits down with entrepreneur, developer, and innovator Lance Cox for a raw conversation about identity, fatherhood, and the difficult transitions most entrepreneurs never talk about. Lance shares what it really took to stop winning only at work and start showing up fully at home — including giving himself permission to let old identities die.

They explore how hustle can quietly turn into addiction, why control is often mistaken for leadership, and how investing in yourself becomes the catalyst for sustainable growth in business and life. If you’ve ever felt torn between success and presence, this episode will challenge you to ask a deeper question: Who are you being called to become now?

In this episode of the Level Up Business Podcast, JR sits down with Chris Jarvis—mathematician, financial fixer, and trusted advisor to hundreds of millionaire families and multiple billionaire families—for a conversation that goes far beyond money, math, or strategy. Instead of focusing on accomplishments and credentials, this episode explores the deeper source of influence: perspective, pain, and purpose. Chris shares how the most difficult experiences of his life—divorce, failure, identity loss, depression, and starting over—became the very training ground for the wisdom he now brings to others.

Together, JR and Chris unpack what it really means to “be the giraffe”—to gain a higher perspective by being willing to stick your neck out, embrace vulnerability, and see what others can’t. They explore authentic intelligence in the age of AI, why your story matters more than your résumé, and how asking better questions creates clarity, connection, and impact. This is a conversation for entrepreneurs, leaders, and creators who feel called to something more—but may not yet have the courage to fully step into it.