From Start-Up to Grown-Up

129: Eric Newcomer, Ex-Bloomberg Reporter, Almost Didn’t Quit. Then He Built a Media Empire

128: Ken Davenport Produces Broadway Hits. Here's the Startup Playbook Behind Them

127: Jayson Gaignard Was $250K in Debt. Relationships Helped Him Rebuild

126: Joe Thomas Took Loom From 14 Days of Runway to a $1B Acquisition [ENCORE]

125: Seth Levine on Rebuilding Your Company for the AI Era From Scratch

124: Alex Lieberman Built Morning Brew to $75M. But That Was Just the Start [ENCORE]

123: GiaNina Paolantonio Has Millions of Followers. Here’s the Business Behind Them

122: The Kettle & Fire Founder Is Fixing How America Pays for Health | Justin Mares, Co-Founder and CEO of Truemed

121: Founder Mode on Bitcoin: Double the Volatility, Double the Stakes | Will Reeves, Co-Founder and CEO of Fold

120: Miro's Founder on Reinventing a 100-Million-User Company | Andrey Khusid, Founder of Miro

119: Eric Ries, Author of The Lean Startup, The Corporate Governance Crisis No One Wants to Admit

118: Josh Reeves, Co-Founder and CEO of Gusto, The 3-Part Alignment Framework Every Founder Needs Before Their Next Hire [ENCORE]

117: Jyoti Bansal, Two-Time Founder, How to Win the AI Race Before Your Competitors Catch Up

116: Gina Bianchini, Founder of Mighty Networks, Stop Building an Audience. Build Community Instead [ENCORE]

#115 – Tanay Kothari, Co-Founder & CEO of Wispr Flow: How a 27-Year-Old Founder Is Redefining Leadership, Product, and the AI Revolution

#114 - Kim Scott, Radical Respect and Radical Candor: How to Build Teams That Challenge Directly and Care Personally [ENCORE]

Kim Scott, author of Radical Candor and Radical Respect, discusses her frameworks for effective communication and respectful workplaces. Scott emphasizes that radical candor balances caring personally with direct challenges, distinguishing it from obnoxious aggression and ruinous empathy. She shares a personal story ab...

#113 – Matt Oppenheimer, from Founder to Public Company CEO of Remitly: Why Falling in Love with the Problem Builds Enduring Companies

[ENCORE] #112 - Sal Di Stefano, Co-Founder of Mind Pump Media, How Authenticity, Cofounder Alignment, and Physical Strength Shape Great Leadership

#111 – Dr. Becky Kennedy on Why Great Leaders Stop Managing Feelings and Start Building Trust

The podcast explores the concept of "sturdy leadership," drawing parallels between parenting and management. Dr. Becky Kennedy, a clinical psychologist and parenting expert, defines sturdy leadership as embodying appropriate authority while acknowledging others' feelings without letting them dictate decisions. She uses...

[ENCORE] #110 Jim McKelvey, Cofounder of Square - Innovation When it's Your Only Choice, Overcoming Regulation, and Managing His Intern, Jack Dorsey