Bitesize: The World Is a Mess — Here’s How to Live Anyway #194

About this episode

Paul Ryan chats with Jerry Colonna about living with uncertainty and embracing the complexities of life.

Links to full episode:https://youtu.be/5n1ANvmTYPI?si=8qyMi-rQXqfeaLUBhttps://open.spotify.com/episode/5Yb2It1HrEjYfpwBFcCHx1?si=xmQlJpdwRRCrxvoFTagkLw In this bite size episode Paul chats with Jerry Colonna, who explores what it really means to live with uncertainty, emotion, and impermanence in a world that often feels chaotic. Rather than trying to eliminate discomfort or “fix” turbulence, Jerry invites us to see life as both beautiful and difficult at the same time — like waves and ocean, inseparable. The conversation moves into a deeply human space: learning to stay present with fear, sadness, and uncertainty, not by avoiding them, but by allowing them fully. In doing so, we don’t become overwhelmed — we become more connected, more grounded, and more alive. About the GuestJerry Colonna is a renowned executive coach, former venture capitalist, and the founder of Reboot.io. He is widely known for his work with CEOs, founders, and leaders, helping them navigate the intersection of leadership, identity, and emotional well-being. Jerry is the author of Reboot and Reunion, where he explores radical self-inquiry, compassion, and the inner work required to lead and live with…

People in this episode

Host: Paul Ryan

Guest: Jerry Colonna

Topics covered

• uncertainty
• emotional well-being
• leadership
• self-inquiry
• authenticity

Keywords

• uncertainty
• emotion
• impermanence
• leadership
• self-inquiry
• authenticity
• fear
• sadness

Mentioned in this episode

Organizations: Reboot.io

More episodes of The Inner Entrepreneur

• What People Pleasing Is Costing You | Inner Mentor 18 | #220 · June 13, 2026 · 9 min
• How to Build Relationships That Change Your Life | David Homan #219 · June 11, 2026 · 58 min
• Bitesize: The Anxiety Epidemic: What's Really Going On? | Dr Colman Noctor #218 · June 9, 2026 · 20 min
• The Conversation Every Entrepreneur Needs to Hear (Inner Mentor 18) #217 · June 6, 2026 · 10 min
• What The Monks of Bhutan Know That Entrepreneurs Don't - Mike Brcic #216 · June 4, 2026 · 53 min
• Bitesize: Why Smart Entrepreneurs Freeze on Camera #215 · June 2, 2026 · 20 min