A Modern Retail Masterclass with Billy May, CEO, Brooklinen

Joining us for our final episode recorded in the Bambuser remote podcast studio/beach cabana at Mandalay Bay during Shoptalk is deeply experienced retail executive and current CEO of Brooklinen, Billy May. In a wide-ranging discussion of the evolution of DTC, e-commerce and harmonized retail, Billy lays out the essentials to building and growing remarkable retail brands gleaned from his decades long career in senior roles at J. Crew, Abercrombie & Fitch, Sur la Table, and more. It's a master class on the keys to modern retail.

As usual we open by dissecting the most important news of the week including the expected bankruptcy of Express and the surprising collapse of Foxtrot. We also challenge the bold (some might say "insane") prediction by UBS that 45,000 stores will close in the next five years due to the growth of e-commerce. Mixed news on luxury continues as Hermes wows and most other high-end brands disappoint. We also consider whether the FTC stepping in to challenge the Tapestry and Capri merger make sense before wrapping up with an increasingly murky economic outlook.

Check out the podcast version and video recording of the Leaders Leap virtual book launch event.

Steve's new book is available at book sellers just about everywhere, from Audible, and on Kindle for only $9.99.

Recent episodes featuring World Retail Congress speakers:

• Remarkably Iconic Retail with Michael Ward, Managing Director, Harrods
• Retailing in a Time of Mass Distraction with Andrea Dorigo, Adidas Head of Global Retail
• Remarkably Creative Commerce with Beth Ann Kaminkow, Global CEO, VMLY&R

Registration is open for a special webinar featuring Steve in conversation with Placer AI's Head of Analytical Research RJ Hottovy. From changing shopping patterns to emerging market opportunities, shifting consumer demand continues to reshape the industry. So don't miss this data-driven session unpacking the most important trends defining today’s marketplace and the strategies leading brands are using to win retail's future. It's all brought to you by Placer.AI and It all happens on Tuesday September 29 at 1pm ET..

Register here today:

https://www.placer.ai/discover-events/discover-shifting-consumer-demand

About Us

Steve Dennis is a strategic advisor and keynote speaker focused on growth and innovation, who has also been named one of the world's top retail influencers. He is the bestselling author of two books: Leaders Leap: Transforming Your Company at the Speed of Disruption and Remarkable Retail: How To Win & Keep Customers in the Age of Disruption. Steve regularly shares his insights in his role as a Forbes senior retail contributor and on social media.

Michael LeBlanc is a senior retail advisor, keynote speaker and media entrepreneur. Michael has delivered keynotes, hosted fire-side discussions hosted senior retail executive on-stage in 1:1 interviews worldwide. Michael produces and hosts a network of leading retail trade podcasts, including The Remarkable Retail Podcast, The Voice of Retail, The Food Professor, The FEED powered by Loblaw and the Global eCommerce Leaders podcast. He has been recognized by the NRF as a global Top Retail Voice for 2025 and 2026 and continues to be a ReThink Retail Top Retail Expert for the fifth year in a row.