The Pick Now Podcast with Jeff Munn

In this episode of Pick Now, Jeff Munn talks with Ted Santos, founder, chairman, and CEO of Turnaround Investment Partners, about leadership, mindset, transformation, and what it takes to help people perform in the middle of chaos. Ted shares how his early career shaped the way he thinks about business and leadership. After working in sales, he stepped into a struggling transportation company that...

In this episode of Pick Now, Jeff Munn talks with Kevin McDonnell, CEO coach, chairman, consultant, and health tech leader, about entrepreneurship, leadership, identity, coaching, and what it takes to scale a business without trying to do everything alone. Kevin shares that his entrepreneurial mindset started with curiosity. Early in his career, he launched several ventures that failed, but each o...

In this episode of Pick Now, Jeff Munn talks with Jim Bush, founder of Weather Shield Roofing Systems, about entrepreneurship, growth, leadership, company culture, delegation, succession, and knowing when it is time to step into a different role. Jim shares how he started his roofing company at just 19 years old during a difficult economic period. With no truck, no ladder, and very little equipmen...

In this episode of Pick Now, Jeff Munn talks with Cesar Marin about leaving a 25 year career at CNN, changing his relationship with cannabis, discovering microdosing, and becoming a bridge for people who are curious about psychedelics. Cesar shares how he spent decades working in live news and sports production at CNN. Over time, he found himself on the corporate hamster wheel, unsure of what woul...

In this episode of Pick Now, Jeff Munn talks with AJ Jones, founder and CEO of More, about career reinvention, health scares, authenticity, and what it means to stop postponing the life youalready know you want to live. AJ spent years in financial services, building a successful career across firms like Wells Fargo, BlackRock, and Schwab. From the outside, life looked stable. He had a career, a fa...

In this episode of Pick Now, Jeff Munn talks with Cabot Earle, a lawyer, founder, former CEO, and advisor who has led companies through growth, acquisitions, succession, and transition. Cabot shares how his legal background became a platform for business leadership. Early in his career, he learned to step into unclear situations, ask for help when needed, and figure out what had to be solved. That...

What if success is not mysterious, but the result of identity, guidance, action, consistency, and time? In this episode of Pick Now, Jeff Munn sits down with entrepreneur, bodybuilder, musician, author, public speaker, and coach Rob Stein. Rob shares how ambition and drive have shaped his journey from music teacher to full-time entrepreneur, real estate leader, bodybuilder, author, and keynote spe...

What if the problem you keep trying to solve is not actually the real problem? In this episode of Pick Now, Jeff Munn sits down with Amy Lessinger, entrepreneur, speaker, coach, and leadership strategist, for a conversation about fear, leadership, identity, discipline, and what it takes to build something through uncertainty.   Amy shares her journey from studying speech pathology to entering real...

What if the impossible goal only looks impossible because you have not broken it down small enough yet? In this episode of Pick Now, Jeff Munn sits down with Steven, an entrepreneur, advisor, author, endurance athlete, mountain climber, and founder who built and sold a company after immigrating to the United States from Ukraine as a child. Steven shares how his immigrant upbringing shaped his entr...

What if the fight you keep having with life is really the fight you are having with yourself? In this episode of Pick Now, Jeff Munn sits down with Daryl Dittmer, author, coach, sales trainer, and entrepreneur. Daryl shares his journey from getting sober at 19 to building a life rooted in freedom, work ethic, teachability, and self-honesty. He opens up about growing up in the Midwest, feeling pres...

What if success is not just what you build, but how much truth and love you are willing to bring with you? In this episode of The Pick Now Podcast, Jeff Munn sits down with his longtime friend and colleague Trish Kendall , founder of Enduring Success Strategies, for a deeply personal conversation about love, vulnerability, success, speaking, friendship, and the courage it takes to bring your whole...

What if the thing keeping you from your next level is not lack of skill, but the fear of getting it wrong? In this episode of The Pick Now Podcast, Jeff Munn sits down with Brittany Greenfield, founder of Wabbi and host of the Good Enough podcast, for a conversation about entrepreneurship, leadership, founder pressure, perfectionism, and learning to move before everything feels certain.   Brittany...

What if retirement isn't the goal at all? In this episode of The Pick Now Podcast, Jeff Munn sits down with wealth advisor, entrepreneur, and author Phil Palumbo, founder of Palumbo Wealth Management and author of Live Well and Never Worry About Money Again, for a conversation about financial freedom, entrepreneurship, purpose, and building a life that gives you more choices. Phil shares his journ...

What if the thing creating the most stress in your life is the belief that you're supposed to control it? In this episode of The Pick Now Podcast, Jeff Munn sits down with Karthik Ganesh, CEO of OnMed, for a conversation about leadership, purpose, resilience, freedom, and what it means to let go of the outcomes you can't control. Karthik shares his journey through healthcare leadership, entreprene...

What if the biggest factor influencing your success isn't your skills, experience, or strategy—but the invisible dynamics shaping every conversation you have? In this episode of The Pick Now Podcast, Jeff Munn sits down with entrepreneur, investor, and author Jonny Staker, founder of Vanquish Consulting Group and co-author of The Frame: The Unspoken Laws of Power, Status, and Influence, for a conv...

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 i...

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...

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,...

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...

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...

He went from 320 pounds and rock bottom to building and selling a $400 million company. In this episode, Mike Fata shares how a personal health crisis led him to discover hemp, build Manitoba Harvest from scratch, and navigate two decades of uncertainty, setbacks, and breakthrough growth. From dropping out of high school to becoming a $100M+ CEO, Mike breaks down the mindset shifts that fueled his...

What if one hard conversation today could save your family years of chaos tomorrow? In this powerful episode of The Pick Now Podcast, Jeff Munn sits down with founder Elke Rubach to unpack how childhood loss, legal training, entrepreneurship, and personal reinvention shaped her mission to normalize money conversations. From wills and wealth planning to identity, trust, burnout, and family values,...

What if you're just one yes away from changing your entire life? In this episode, Jeff Munn sits down with serial entrepreneur Bryan Lord to unpack the messy, unfiltered reality of building something from nothing. From feeling out of place in college to raising capital off a 14-page deck, Bryan shares how persistence, irrational belief, and a willingness to hear "no" over and over again shaped his...

What if the rise of AI isn't about replacing us… but revealing who we really are? In this episode, Yen Anderson shares her journey from defense tech to becoming one of the earliest voices inside Microsoft advocating for AI adoption. From experimenting with ChatGPT on day one to influencing thousands globally, Yen explains why AI isn't just a tool. It's a turning point for human identity. Together...

What if the thing that looked like failure was actually the moment everything changed? In this episode, Jeff Munn sits down with Scott Millson to unpack a career shaped by risk, reinvention, and powerful relationships. From launching a startup during the dot-com boom to building and selling his own company, Scott shares how "failures" became the foundation for everything that followed. They dive i...