Recorded live from NRF Nexus, Jason and Scot sit down with Josh Krepon, President of U.S. D2C and Global Digital at Steve Madden. Josh shares his path through Ralph Lauren, Victoria’s Secret, Tory Burch and Cole Haan, and what it takes to operate inside founder-led companies. At Steve Madden, a $3 billion business with an in-house sample factory and brands including Dolce Vita, Betsey Johnson and Kurt Geiger, his remit covers stores, e-commerce and marketing under one P&L. He makes the case that this alignment moves decisions faster than siloed org charts allow.

The conversation turns to social and TikTok Shop. Josh is candid that its real value is discovery, and digs into the economics of low AOVs, creator commissions and not owning the customer. Brands that can hold full price at higher price points have a structural advantage there. On tariffs, he describes a constant calculus of what to pass through, what margin to absorb and where to cut cost, and how quickly the sourcing math keeps flipping.

The back half goes deep on agentic commerce. Steve Madden is live on Google’s Universal Checkout, a partnership Google name-checked on its own earnings call, and recently launched two brands on DoorDash. Josh explains how AI has upended vendor selection, where a long operating history can now signal legacy technology, and why short pilots have replaced long RFPs. He closes on where this lands: discovery, not autonomous checkout, is the real prize for a brand like his.