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Ep.64: Reboot Part 1: Jerry Colonna On Crucible Moments and Starting Over

Bounce! Conversations with Larry Weeks

Release Date: 04/17/2023

Beliefs Behind Your Stress: Dr. Walter Matweychuk on REBT and the 'Musts' That Wreck Your Mood show art Beliefs Behind Your Stress: Dr. Walter Matweychuk on REBT and the 'Musts' That Wreck Your Mood

Bounce! Conversations with Larry Weeks

My guest on this podcast asserts that a huge chunk of our psychological stress isn’t caused by what’s happening but by the demands one quietly places on reality. In this episode, Dr. Walter Matweychuk teaches me about Rational Emotive Behavior Therapy (REBT), which focuses on identifying and disputing irrational, self-defeating beliefs to reduce emotional distress and change negative behaviors. Walter makes the case that REBT is not just a therapeutic modality but a philosophy for living based on emotional responsibility, resilience, and a way to stop rating yourself as “good” or...

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Stopping the Clock: Steve Taylor on the Psychology and Physics of Time Expansion show art Stopping the Clock: Steve Taylor on the Psychology and Physics of Time Expansion

Bounce! Conversations with Larry Weeks

Society views time as a fixed commodity, yet modern theoretical physics and cognitive neuroscience suggest otherwise. If the linear flow of time is truly an illusion, then time isn’t just a resource to be managed; it’s a perception to be mastered. My guest on the podcast today, Prof. Steve Taylor, argues that time isn’t experienced evenly. He suggests that where you place your attention and how you live day-to-day can change the way time unfolds, stretching or compressing your sense of it.  Steve is a researcher in psychology and a senior lecturer at Leeds Beckett University. He has...

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When Goals Fail: Anne-Laure Le Cunff on How Small Experiments Change Everything show art When Goals Fail: Anne-Laure Le Cunff on How Small Experiments Change Everything

Bounce! Conversations with Larry Weeks

We’ve been taught that success comes from setting goals, defining purpose, and executing a plan. But what if those very habits—the linear drive for certainty—are what keep us stuck? Dr. Anne-Laure Le Cunff, neuroscientist, founder of Ness Labs, and world-leading expert on mindful productivity, has an alternative: treat your life like a series of tiny experiments. In her new book Tiny Experiments, she explores how curiosity, liminal spaces, and small-scale testing can transform how we handle uncertainty and growth. Anne-Laure argues that traditional goal-setting and the “tyranny of...

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Fear, Anger, and the Plans They Hide: Angus Fletcher on the Science of Primal Intelligence show art Fear, Anger, and the Plans They Hide: Angus Fletcher on the Science of Primal Intelligence

Bounce! Conversations with Larry Weeks

In a world increasingly dominated by AI and computational thinking, we've been taught that logic is the ultimate form of intelligence. But what if an over-reliance on pure reason is making us more fragile and less equipped to navigate uncertainty? Angus Fletcher is a professor at Ohio State's Project Narrative and the author of the best-selling book, Primal Intelligence. Angus's has had an extraordinary career path to say the least, from building mutant neurons in neuroscience labs to studying Shakespeare at Yale, and being recruited by US Army Special Operations to train their elite...

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When You’re in a Hole: Tony Stubblebine on the Strategy, Psychology, and Lessons of a Business Turnaround show art When You’re in a Hole: Tony Stubblebine on the Strategy, Psychology, and Lessons of a Business Turnaround

Bounce! Conversations with Larry Weeks

In this episode, I’m digging into the messy reality of business turnarounds, the kind where survival isn’t guaranteed and leadership is more about doing the hard, boring things than dazzling with big ideas. My guest is Tony Stubblebine, CEO of Medium, whose recent post “Fell Into a Hole and Got Out” made the rounds for being one of the most honest and actionable stories about company rescue I’ve ever read. Tony’s background runs deep: founder of Coach.me, architect of the Better Humans publication. This is what it’s really like to take over a company bleeding millions, shrinking...

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Medicine for the Mind: Donald Robertson on Ancient Therapies for Modern Stressors show art Medicine for the Mind: Donald Robertson on Ancient Therapies for Modern Stressors

Bounce! Conversations with Larry Weeks

There’s something strangely reassuring about knowing people were wrestling with the similar issues we struggle with over 2,000 years ago — even if they wore togas and wrote with a chisel.   Donald Robertson is a cognitive-behavioral psychotherapist, acclaimed author of How to Think Like a Roman Emperor, and one of the world’s leading voices on Stoicism. He’s also the founder of the Plato’s Academy Centre in Athens, and a founding member of the Modern Stoicism nonprofit.   On this pod, we talk about the wisdom literature and how it can help with emotional distress;...

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Why Joy Fades: Tali Sharot on The Power of Noticing What’s Always There show art Why Joy Fades: Tali Sharot on The Power of Noticing What’s Always There

Bounce! Conversations with Larry Weeks

People think happiness comes from getting everything you want. But the science shows, it’s the absence, the novelty, and the change that bring joy back - Tali Sharot  Ever wonder why lasting happiness can feel so elusive? This episode delves into the neuroscience of habituation, and why our brains, despite achieving desires, tend to filter out positive experiences. We'll explore this phenomenon and uncover practical strategies to consciously re-engage with what’s already good in your life. My guest is Dr. Tali Sharot, a cognitive neuroscientist and professor at University College...

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Reclaiming Experience: Christine Rosen on Being Human in a Disembodied World show art Reclaiming Experience: Christine Rosen on Being Human in a Disembodied World

Bounce! Conversations with Larry Weeks

Does the richness of your world expand or shrink in direct proportion to how much of your life is digitally mediated? My guest argues that by defaulting to digital mediation—where technology filters and facilitates our interactions—we are trading away the richness of real, embodied experience. And in doing so, we risk losing—without even noticing—the very moments that make us happy and resilient. Are we shrinking our capacity for a full, messy, exhilarating experience of being human? Christine Rosen is a senior fellow at the American Enterprise Institute, where she explores American...

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Ep. 83: Why Depression Exists: Jonathan Rottenberg on the Evolutionary Origins of Mood show art Ep. 83: Why Depression Exists: Jonathan Rottenberg on the Evolutionary Origins of Mood

Bounce! Conversations with Larry Weeks

In this episode, we explore the human mood system and the origin of depression.  My guest is Dr. Jonathan Rottenberg, Professor of Psychology and Director of the Better Outcomes Laboratory at Cornell University. His work examines long-term functioning and well-being after depression and related conditions, with a particular focus on explaining why some people achieve good outcomes. He received his BA from Harvard University, an MA in History from Johns Hopkins University, and his PhD in Psychology from Stanford University. Dr. Rottenberg's research has been covered in popular outlets such...

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Ep. 82: The Divided Brain: Iain McGilchrist On How We See The World show art Ep. 82: The Divided Brain: Iain McGilchrist On How We See The World

Bounce! Conversations with Larry Weeks

In this episode, we explore the fascinating world of the brain’s hemispheres and their profound impact on how we perceive and engage with reality.  My guest is Dr. Iain McGilchrist. Iain is a true polymath—a psychiatrist, neuroscientist, philosopher, and literary scholar. He’s been a Fellow of All Souls College at Oxford and an Associate Fellow at Green Templeton College. He’s also a Fellow of the Royal College of Psychiatrists and previously served as Clinical Director at the Bethlem Royal & Maudsley Hospital in London.  He’s been a research fellow in neuroimaging at...

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"When we surface subroutines when we surface belief systems, we unleash a certain kind of potential, a certain kind of energy that enables us to do the one thing that a leader must do every day. Be creative" - Jerry Colonna 

Jerry Colonna, often referred to as the 'CEO whisperer,' is the co-founder of Reboot.io, an executive coaching and leadership development firm dedicated to the notion that better humans make better leaders. For nearly 20 years, he has used the knowledge gained as an investor, an executive, and a board member for more than 100 organizations to help entrepreneurs and others lead with humanity, resilience, and equanimity.

Prior to his career as a coach, Jerry was a partner with JPMorgan Partners (JPMP), the private equity arm of JPMorgan Chase. Previously, he led New York City-based Flatiron Partners, which he founded in 1996 with partner Fred Wilson, which became one of the nation's most successful early-stage investment programs. He is also the author of Reboot: Leadership and the Art of Growing Up, which is also the touchstone for our conversation. 

There is something about Jerry.

In 2017, WIRED published a piece on Jerry wherein this was written titled “This Man Makes Founders Cry.” I don’t know if it’s how he talks or looks at you, but when talking with him, I felt some sort of sympathetic energy field; it was like a psychic hand on the shoulder. When we spoke, I was dealing with a monster of a cold, coupled with Jerry’s superpower, turned this conversation into a coaching session of sorts.

Jerry talks about leadership and crucible moments, moments that can be transformative, leading to a new or altered sense of identity. These moments often put our character to the test. 

If you are in any state of upheaval or change or know someone who is, please listen. Not just for the excellent advice, but there is something beneficial about hearing this level of empathy in someone’s voice.

On the show, we discuss these topics and more …

  • State of leadership currently
  • Why Jerry has a reputation for making people cry
  • Jerry's story, leaving JP Morgan
  • How to leaders can deal with uncertainty in business
  • The importance of soft skills coupled with hard skills
  • Separating genius from personality
  • Breaking open vs. shutting down
  • What "rebooting" means
  • What do first when you're laid off
  • Mountain equanimity
  • Work as an opportunity to become better humans

If you are in any state of upheaval or change or know someone who is, please listen. Not just for the excellent advice, but there is something beneficial about hearing this level of empathy in someone's voice. 

Enjoy! 

For show notes and more, visit larryweeks.com