From Start-Up to Grown-Up

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

Most people don’t know that producing a Broadway show is like building a startup. That’s what Tony Award-winning Broadway producer Ken Davenport has learned over his deca

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

What if the most valuable asset you can build as an entrepreneur is not your company, but your relationships? Jayson Gaignard built one of Canada’s largest ticket-wholes

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

How did Joe Thomas and his co-founders keep building Loom when they had maxed-out credit cards and only 14 days of runway left? Before Loom became one of the most recogn

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

What if the biggest mistake CEOs are making with AI is trying to improve the company they already have? Seth Levine believes leaders need to ask a more radical question:

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

What comes after you build and sell the company that has defined your entire adult life? Alex Lieberman co-founded Morning Brew as a college student after noticing that

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

GiaNina Paolantonio has spent most of her life in the spotlight. She made her Broadway debut in Matilda the Musical at nine, appeared in The Greatest Showman and Dance Mo

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

Justin Mares built Kettle & Fire into one of the best known bone broth brands in the country. Then he walked away from it to go after something a lot less exciting on pap

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

Building a startup on Bitcoin means you're not riding one rollercoaster, you're riding two at once. The volatility of launching a company is hard enough. Layer

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

What happens when you've already built a company used by more than 100 million people, and suddenly the world changes again? In this episode, Alisa Cohn sits down w

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

What if the biggest threat to your company is not competition, but the systems everyone told you to trust? In this episode, Alisa Cohn sits down with Eric Ries, creator

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

What if you have been hiring wrong this entire time? In this episode, Josh Reeves, Co-Founder and CEO of Gusto, a $10B people platform serving over 300,000 businesses, j

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

What happens after you “make it”… and realize money was never the point? In this episode, Jyoti Bansal, Founder & CEO of Harness and founder of AppDynamics (sold for $3.

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

What if the thing you’ve been told to build… isn’t the thing that actually creates results? In this encore episode, Gina Bianchini joins Alisa Cohn to break down why com

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

What does it actually take to lead when the stakes are real, the decisions are heavy, and people are counting on you? In this episode of From Start-Up to Grown-Up, Alisa

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

What does it actually mean to care about someone at work? In this encore episode, Alisa Cohn sits down with Kim Scott, former Apple and Google executive and bestselling

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

What does it really take to evolve from first-time founder to public company CEO without losing conviction, culture, or clarity? In this episode of From Start-Up to Grow

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

What actually drives long-term growth, in business, leadership, and life? In this replay episode, Alisa Cohn sits down with Sal Di Stefano, co-founder of Mind Pump Media

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

What does it actually mean to lead with authority and empathy, without burning out, people-pleasing, or losing yourself in the process? In this episode, Alisa Cohn sits

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

What does it actually take to build something that has never existed before? In this episode, Jim McKelvey, co-founder of Square (now Block), breaks down the real story

#109 Robbie Bent cofounder of Othership— From Rock Bottom to Community Buildering Community

In this episode, Robbie Bent,CEO and Co-founder of Othership shares his remarkable journey from addiction recovery to leading one of today’s most innovative wellness bran