Dec 16
#182 - What AI Therapy Misses: The Power of Human Presence - with Dr. Jud Brewer & Jerry Colonna
What is lost when technology tries to imitate human care? On this episode of The Reboot Podcast, Jerry Colonna sits down with Dr. Judson Brewer, psychiatrist, neuroscientist, and author, to explore the hidden risks and surprising possibilities of AI-powered therapy. Together, the ... Show More
1h 11m
Nov 25
#181 - Building The Company That 15-Year-Old You Needed - with Oliver Ravn & Jerry Colonna
What does it mean to find strength in the midst of suffering, and how can our deepest wounds serve as the roots of profound connection, leadership, and healing? In this episode, Jerry Colonna is joined by Oliver Ravn, CEO and founder of Chronicare, a purpose-driven startup dedica ... Show More
51m 7s
Feb 2025
From Startup to $40M Exit – And We’re Still Just Brothers
<p>Most founders feel isolated after selling their company. Chris and David Sinkinson didn’t—because they had each other.</p><p>The brothers built and sold their startup, AppArmor, for $40 million. But unlike many founders who struggle with identity and purpose post-exit, they ha ... Show More
44m 7s
Aug 2023
Dan Harris on Becoming a Business-Minded Entrepreneur
Bloomberg Radio host Barry Ritholtz speaks with journalist and entrepreneur Dan Harris, author of the New York Times bestselling book “10% Happier: How I Tamed the Voice in My Head, Reduced Stress Without Losing My Edge, and Found Self-Help That Actually Works.” Harris also launc ... Show More
56m 13s
Oct 2
How to sell a billion dollars of snacks, with the founders of Chomps
<p>Chomps co-founders Rashid Ali and Pete Maldonado had an unusual side hustle: selling meat sticks online. The co-founders join host Jeff Berman to reveal the phone call from Trader Joe’s that changed everything, how they used lessons from failed startups, and how they built Cho ... Show More
32m 10s
Sep 2025
$46B of hard truths from Ben Horowitz: Why founders fail and why you need to run toward fear (a16z co-founder)
Ben Horowitz is the co-founder of Andreessen Horowitz, Silicon Valley’s largest and most influential venture capital firm, with over $46B in committed capital across multiple funds. He took Loudcloud public with just $2 million in revenue (dubbed “the IPO from hell”), sold it for ... Show More
1h 37m
Jul 2024
How To Go From $0 - $12,000,000 Business Owner (Dan Murray-Serter) FH EP.14
Welcome to the Free Humanity podcast, where we delve deep into the process of turning dreams into reality. Join us as we share expert insights from the world's most successful entrepreneurs—for free... This week, we had the pleasure of interviewing Dan Murray-Serter, an accomplis ... Show More
1h 7m
Ben Rubin and Dan Harris have found themselves as unlikely cofounders in 10% Happier, which came together when Ben's company, Change Collective, underwent a successful pivot into a new focus, a new name, and a new co-founder. At the time, Ben stared down his biggest fears of failure - that of creating another "smoking black hole" - only to shift the company, ... Show More
<p>Ben Rizzo bought an unprofitable, 4th-generation elevator business then stabilized, doubled, and sold it within 2 years. </p><p>Topics in Ben’s interview:</p><ul><li>His wife-funded search in Pittsburgh</li><li>Sourcing deals through lawyers and accountants vs brokers</li><li> ... Show More
