The Pick Now Podcast with Jeff Munn

The Conversations That Shape Us with Chuck Wisner | #31

What if the biggest thing holding you back in leadership is not what you say, but the hidden story behind why you say it? In this episode of The Pick Now Podcast, Jeff Munn sits down with Chuck Wisner, founder of Wisner Consulting and author of The Art of Conscious Conversations, for a thoughtful conversation about leadership, communication, creativity, and the patterns that shape how we show up in life and work. Chuck shares his journey from music to architecture to leadership consulting, and how each chapter taught him something deeper about creativity, language, and human connection. Together, Jeff and Chuck explore why so many leaders get trapped in needing to have the answer, how our old stories can quietly limit us, and why better conversations begin with more self-awareness. In this episode: * Why the stories we tell ourselves shape how we lead and communicate * How to recognize patterns that no longer serve you * Why great leaders shift from being "knowers" to being learners * The difference between closed-fist and open-hand communication * How storytelling, collaboration, creativity, and commitment conversations build on each other * Why slowing down before making decisions can lead to better outcomes If you've ever felt stuck in old patterns, struggled to speak honestly, or wondered how to create better conversations at work and in life, this episode will challenge the way you think about communication, leadership, and personal growth. Connect with Jeff Munn and tune into more conversations on The Pick Now Podcast.

The Mentor Who Changed Everything with Chris Younger | #30

What if the biggest breakthrough in your career comes from following a person, not a plan? In this episode, Jeff Munn sits down with Chris Younger, founder and CEO of Class 6 Partners, to explore a journey that began in law, wound through Silicon Valley acquisitions, and ultimately led to building a relationship-driven investment banking firm. Along the way, Chris shares lessons from extraordinary mentors, the realities of entrepreneurship, and why purpose matters more than achievement. You'll hear powerful stories about leadership during crisis, the challenge of life after selling a business, and how meaningful relationships shape both success and fulfillment. Key takeaways: • Why great mentors can accelerate decades of learning into just a few years • What entrepreneurs often underestimate about life after an exit • How service, relationships, and purpose create lasting fulfillment Whether you're building a company, leading a team, or searching for what's next, this conversation offers a thoughtful reminder that success is rarely about the transaction and almost always about the people.

The Exit Every Founder Fears with Elizabeth Ledoux | #29

What happens when the business you built becomes your identity? In this episode, Jeff Munn sits down with Elizabeth Ledoux, founder and CEO of The Transition Strategists, to unpack the emotional, financial, and deeply personal realities of succession planning for entrepreneurs and family businesses. From leaving her career as a petroleum engineer to helping founders navigate life after leadership, Elizabeth shares hard-earned wisdom on what it really takes to let go without losing yourself. They explore why most business transitions fail, how founders unknowingly hold companies back, and why the next generation often struggles under the weight of expectations. Elizabeth also shares her own transition story and how she found the successor to carry her life's work forward. In this episode: * Why founders struggle to let go of control * The difference between building a business and sustaining one * How family dynamics shape succession decisions * Why clarity about your "next chapter" matters more than money * The hidden emotional cost of leaving the business If you're building something meaningful, this conversation might change how you think about legacy, leadership, and what comes next. Follow Jeff Munn and The Pick Now Podcast for more conversations with entrepreneurs, leaders, and visionaries navigating the biggest decisions of their lives.

Why Employees Stop Caring with Barry Wolfe | #28

What happens when loyalty disappears from the workplace and nobody knows what success actually looks like anymore? In this episode of The Pick Now Podcast, Jeff Munn sits down with Barry Wolfe, President and CEO of Argos HR Solutions and author of It's All in Your Head, for a fascinating conversation about leadership, employee engagement, and why modern workplace systems are failing both managers and employees. Barry shares his journey from working in his father's manufacturing business at 14 years old, to touring as a musician, to building a consulting company focused on helping organizations rethink how they define success. Together, Jeff and Barry unpack why traditional performance reviews, personality tests, and corporate leadership programs often miss the mark and what leaders should focus on instead. In this episode, you'll learn: * Why most employees do not actually know what success looks like at work * The hidden damage caused by transactional leadership cultures * How "value-centric leadership" changes the way organizations grow people * Why personality testing and workplace assessments may be doing more harm than good * The one question every new employee wants answered immediately If you've ever questioned corporate culture, struggled with leadership, or wondered why talented people disengage, this conversation will challenge the way you think about work and management. Connect with Jeff Munn and tune into more conversations on The Pick Now Podcast.

When Everything Falls Apart, Build Something Better with Shashank Shekhar | #27

What happens when you lose your job in a new country with no money, no network, and no backup plan? On this episode of The Pick Now Podcast, Jeff Munn sits down with entrepreneur and author Shashank Shekhar to unpack the remarkable journey from immigrant startup employee to award-winning FinTech founder. After his company collapsed during the 2008 mortgage crisis, Shashank turned uncertainty into opportunity by building a mortgage business centered around education, trust, and technology. What started as late-night blog posts eventually became Instamortgage, one of the fastest-growing mortgage companies in America. Along the way, he taught himself AI, built one of the first AI-powered digital humans in the mortgage industry, and even outpaced Zoom on Deloitte's FastTech rankings during the pandemic. In this conversation, you'll hear: * How resilience beats talent without persistence * Why education became his ultimate business strategy * What founders can learn about AI right now * How to think long-term when building a company * Why limiting beliefs stop more dreams than lack of skill If you've ever wondered whether your big idea is worth pursuing, this episode might be the push you need to start.