A Modern Retail Masterclass with Billy May, CEO, Brooklinen

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:

Join us at the CommerceNext Growth Show in New York June 23rd and 24th with this exclusive discount code for 10% off general admission tickets and FREE retail tickets: Your code is "REMARKABLE" . See you in the Big Apple!

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 2025 and continues to be a ReThink Retail Top Retail Expert for the fifth year in a row.

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Different Not Dead: Creating Irreplaceable Stores with Jack Stratten & Kevin Ervin Kelley, Plus Amazon Earnings, Walmart's Trillion $ Moment, and Luxury Bifurcation.

Different Not Dead: Creating Irreplaceable Stores with Jack Stratten & Kevin Ervin Kelley, Plus Amazon Earnings, Walmart's Trillion $ Moment, and Luxury Bifurcation.

In this episode of the Remarkable Retail podcast, Steve Dennis and Michael LeBlanc open with a sweeping look at the week’s most consequential retail developments before welcoming two global retail sto...

10 Helmi 55min

Amazon's and Saks' Retail Reset, Plus Live from the Big Show: NRF Top Voices Billy May and David J. Katz

Amazon's and Saks' Retail Reset, Plus Live from the Big Show: NRF Top Voices Billy May and David J. Katz

The episode opens with a sweeping look at the biggest retail stories shaping January. Amazon dominates the headlines again, this time with the closure of all Amazon Fresh grocery and Go stores and a r...

3 Helmi 56min

2026 Provocative Predictions for Retail's Future

2026 Provocative Predictions for Retail's Future

Steve Dennis and Michael LeBlanc kick off their annual predictions episode with a fast-moving review of the retail news of the week. They begin with the long-delayed U.S. TikTok deal finally reaching ...

27 Tammi 52min

AI Gets Pragmatic, Saks Hits the Wall, and Away CEO Jessica Schinazi Talks DTC Reinvention

AI Gets Pragmatic, Saks Hits the Wall, and Away CEO Jessica Schinazi Talks DTC Reinvention

Steve Dennis and Michael LeBlanc kick off this episode with a sharp breakdown of the retail news that mattered this past week. AI dominates the conversation—not as hype, but as a clear shift from expe...

20 Tammi 53min

“The Analysts”: Simeon Siegel and Sucharita Kodali’s 2026 Retail Playbook

“The Analysts”: Simeon Siegel and Sucharita Kodali’s 2026 Retail Playbook

Steve Dennis and Michael LeBlanc open the first episode of 2026 with a clear-eyed look at the retail news shaping the year ahead. Holiday sales landed largely as expected. Online sales grew faster, bu...

13 Tammi 56min

We're Back with the No-BS Perspectives You Need: Get Ready for a Brand New Season of the Remarkable Retail Podcast

We're Back with the No-BS Perspectives You Need: Get Ready for a Brand New Season of the Remarkable Retail Podcast

I'm Steve Dennis, strategic advisor, keynote speaker, bestselling author, and host of the industry leading Remarkable Retail podcast, along with fellow retail insider Michael LeBlanc.Discover why C-su...

6 Tammi 1min

From Department Stores to GLP-1s and Back Again: Annual Retail Predictions Reckoning (Part 2)

From Department Stores to GLP-1s and Back Again: Annual Retail Predictions Reckoning (Part 2)

In this special bonus episode closing out Season 11 of The Remarkable Retail Podcast and the year 2025, hosts Steve Dennis & Michael LeBlanc complete the second half of their annual predictions review...

19 Joulu 202538min

From TikTok to Tariffs and Back Again: Annual Retail Predictions Reckoning (Part 1)

From TikTok to Tariffs and Back Again: Annual Retail Predictions Reckoning (Part 1)

One of the most anticipated episodes of The Remarkable Retail Podcast returns as Steve Dennis reviews and grades his annual retail predictions, offering a candid assessment of how the industry actuall...

16 Joulu 202545min

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