Jamie Siminoff (Ring) on Near Bankruptcy, Amazon, and Shark Tank
What does building a billion-dollar company actually feel like? According to Ring founder Jamie Siminoff, it's far less glamorous than most founder stories make it seem. Jamie joins Sammi to unpack t...
30 Juni 1h 7min
Peter Semple (Depop) on Scaling Beyond Gen Z, the CMO to CEO Pipeline, and the eBay Deal
Peter Semple is CEO of Depop, the fashion resale marketplace that became one of Gen Z's most influential shopping platforms and completely changed how a new generation thinks about secondhand fashion...
23 Juni 1h 10min
Gary Vaynerchuk (VaynerX) on the Next Digital Gold Rush, AI, and Intellectual Property
Twenty years after uploading his first YouTube video, Gary Vaynerchuk is still obsessed with where attention is going next. Today, he joins Sammi to talk about his predictions and why it’s not too lat...
16 Juni 57min
Matilda Djerf (Djerf Avenue) on Creator-Led Brands, Secrets Behind 300% Growth and Tough Lessons in Entrepreneurship
Matilda Djerf transformed a growing social media audience into Djerf Avenue: a global lifestyle brand and an aesthetic that has genuinely shaped internet culture from fashion to beauty to the now-icon...
9 Juni 1h 6min
Eugene Remm (CATCH) on the Business of Vibe, Restaurant Economics and Critics Who Gatekeep
Eugene Remm didn't set out to build a hospitality empire. He started as a bartender, worked in nightlife, and chased success through New York's club scene… until a major failure forced him to rethink ...
2 Juni 51min
Rick Caruso (Caruso) on Disney-Inspired Retail, Political Leadership, and Why California Is Losing Entrepreneurs
Rick Caruso has spent decades reshaping Los Angeles through projects like The Grove, Americana at Brand, and Palisades Village. In this conversation with Sammi, Rick talks through his entrepreneurial ...
26 Maj 1h 2min
Harley Finkelstein (Shopify) on AI Shopping Agents, Merit-Based Commerce, and the “Give a Sh*t Factor” That Makes Founder-Led Companies Win
Harley Finkelstein believes we’re entering the most important shift in commerce since the invention of online shopping itself. As President of Shopify, Harley has helped build the infrastructure powe...
19 Maj 1h 8min
Todd Kahn (Coach) on Winning Gen Z, Shrinking to Grow, and the Brand Turnaround That Changed Everything
Todd Kahn took over the commercial responsibility for Coach in March of 2020. Two weeks later, he closed all North America stores. Today, Coach CEO Todd Kahn sits down with Sammi to break down the s...
12 Maj 58min
