All Episodes

Jim McKelvey (Square) on Beating Amazon, The Innovation Stack and Fixing FDA Drug Trials

Van Leeuwen vs. Rebel: The $24 Million Ice Cream Copycat Lawsuit

Dan Clancy (Twitch) on Live Streaming Community, Creator Monetization and the Future of AI

Chili's Comeback, Decoded

Ankur Jain (Bilt) on the AI Commerce Race, Celebrity Rent Day Collabs and Neighborhood Concierge

Everlane, Reformation and the Cracks in "Ethical Fashion"

Raina Moskowitz (The Knot) on the Wedding Economy, the Taylor Swift Effect and AI Planning

Kory Marchisotto (e.l.f. Beauty) on Acquiring Rhode, Building a Billion-Dollar Brand and Responding When Campaigns Don’t Land

Jennifer Wong (Aritzia) on Rising from Sales Associate to CEO, the Styling Suite Experience, and Building a Generational Brand

Laney Crowell (Saie Beauty) on Raising Her First $1 Million, Building a Top Sephora Brand, and Magazine Culture

Haley Sacks (Mrs. Dow Jones) on Money Psychology, Wealth Hacks, and How to Say No to an Expensive Bachelorette

Jamie Siminoff (Ring) on Near Bankruptcy, Amazon, and Shark Tank

Peter Semple (Depop) on Scaling Beyond Gen Z, the CMO to CEO Pipeline, and the eBay Deal

Gary Vaynerchuk (VaynerX) on the Next Digital Gold Rush, AI, and Intellectual Property

Matilda Djerf (Djerf Avenue) on Creator-Led Brands, Secrets Behind 300% Growth and Tough Lessons in Entrepreneurship

Eugene Remm (CATCH) on the Business of Vibe, Restaurant Economics and Critics Who Gatekeep

Rick Caruso (Caruso) on Disney-Inspired Retail, Political Leadership, and Why California Is Losing Entrepreneurs

Harley Finkelstein (Shopify) on AI Shopping Agents, Merit-Based Commerce, and the “Give a Sh*t Factor” That Makes Founder-Led Companies Win

Todd Kahn (Coach) on Winning Gen Z, Shrinking to Grow, and the Brand Turnaround That Changed Everything

Rebecca Hessel Cohen (LoveShackFancy) on Building a Multi-Generational Fashion Brand, D2C Versus Retail, and Collaborations That Actually Work

Steven Schwartz (Whop) on Building a Unicorn, Creating Millionaires, and the Future of Work