The Pick Now Podcast with Jeff Munn

What if the biggest thing holding your business back… is you? This week, Jeff sits down with Michael Pickel for a candid coaching conversation about leadership, control, and learning to get out of your own way. Michael reflects on overthinking decisions, being too hard on himself, and how unintentionally holding on too tightly can limit a team's growth. Together, they unpack the difference between...

What if the only thing standing between you and the opportunity of a lifetime is the belief that you belong there? Norm Volsky shares how a career in recruiting turned into an entrepreneurial engine—helping scale category-defining healthcare companies like Livongo and Hinge Health, and eventually launching his own investment platform. Along the way, Norm reveals how conviction, timing, and relentl...

What if the biggest career risk isn't starting a company—but never betting on yourself? Matt Kuta shares why most people wildly overestimate the danger of entrepreneurship while ignoring the hidden instability of corporate life. Drawing from his journey as a fighter pilot, private equity investor, and founder who took a defense and space company public, Matt reframes risk, failure, and what it rea...

In this episode, Jeff sits down with someone who's been in the trenches, taken big swings, gotten knocked flat, and gotten back up again — Mo Bunnell, founder and CEO of Bunnell Idea Group and bestselling author of The Snowball System and Give to Grow. Mo's story isn't a straight line. It's a series of pivots, experiments, wrong turns, bold moves, and moments when he had to trust himself enough to...

This week, Jeff talks with Eric Elwer, founder of Stepping Stone, about what happens when the feeling of being unsettled becomes impossible to ignore. Eric shares how a dark season, a moment of unexpected clarity, and a simple notebook sketch led him from a successful corporate career into the uncertainty—and purpose—of entrepreneurship.   He opens up about rebuilding a product from scratch, learn...

What if the biggest win in your career comes from saying no? In this episode, Jeff sits down with entrepreneur and investor Michael McAllister — founder of The CE Shop, a bootstrapped startup that grew into a national leader in professional licensing education and ultimately exited in a nine-figure private equity recap. Michael shares how he went from selling dictation equipment door-to-door to sc...

Some leaders chase success. Others build it quietly, brick by brick, through discipline, pain, curiosity, and an unwillingness to settle. In this episode, Jeff sits down with serial entrepreneur and explorer Hans Kaspersetz, whose life has been shaped by adversity, near-death cave dives, 14 failed startups, and a belief that the universe doesn't bring us this far just to let us fall. Hans reveals...

What if the freedom you've been chasing has been within you all along? In this solo episode, host Jeff Munn explores why so many founders and entrepreneurs sacrifice their well-being in pursuit of "freedom" — and how that very pursuit keeps them trapped. Drawing from personal experience and years of coaching high-performing leaders, Jeff breaks down the difference between freedom from (escaping fe...

Welcome to Pick Now, a space for founders, leaders, and creators who are ready to stop waiting for the right time. Every great journey begins with one decision. For Jeff Munn, that decision was to stop chasing what looked right and start choosing what felt true. This episode sets the stage for what's to come: honest conversations about the moments that define us and the choices that move us forwar...