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.

Episoder(298)

Blank Canvas Strategy Revealed! Plus News from Dick's Sporting Goods, Amazon, Hermes, and More

Blank Canvas Strategy Revealed! Plus News from Dick's Sporting Goods, Amazon, Hermes, and More

The News RundownSteve leads off with the latest tariff turmoil, as trade negotiations between the U.S. and Canada stall amid the Trump administration's response to an ad created and paid for by the On...

28 Okt 202557min

Walmart's OpenAI Leap, Artizia's Remarkable Rise, and Michael's CEO David Boone on Bold Retail Reinvention

Walmart's OpenAI Leap, Artizia's Remarkable Rise, and Michael's CEO David Boone on Bold Retail Reinvention

On the latest episode of the Remarkable Retail Podcast co-hosts Steve Dennis and Michael LeBlanc deliver another fast-moving episode at the intersection of strategy, leadership, and retail reinvention...

21 Okt 202551min

Government Shutdown Retail Math, Zombie Retailers Come Back from the Dead, and the Future of Agentic Commerce (feat. Scot Wingo)

Government Shutdown Retail Math, Zombie Retailers Come Back from the Dead, and the Future of Agentic Commerce (feat. Scot Wingo)

The Weekly News RundownThe episode opens with a fast-moving retail update. New DataWeave analytics reveal that Nike has raised prices significantly — by 17 percent for footwear and 14 percent for appa...

14 Okt 202549min

Keeping the Soul in the Sole: Birkenstock Americas President & Managing Director, David Kahan on Constantly Reinventing a 250-Year-Old Icon

Keeping the Soul in the Sole: Birkenstock Americas President & Managing Director, David Kahan on Constantly Reinventing a 250-Year-Old Icon

The episode begins with a deep dive into the latest retail and economic headlines that are shaping the landscape. Steve and Michael dissect the U.S. government shutdown, its ripple effects on employme...

7 Okt 202553min

5th Anniversary Special: Seth Godin plus Guest Cameos & Remarkable Moments

5th Anniversary Special: Seth Godin plus Guest Cameos & Remarkable Moments

This special 5th anniversary episode of the Remarkable Retail podcast marks a milestone: five years of insights, disruption, and conversations with the world’s most innovative retail thinkers. We refl...

30 Sep 202556min

"The Analysts" Return: Forrester's Sucharita Kodali & GlobalData Retail's Neil Saunders Map Retail's Future.

"The Analysts" Return: Forrester's Sucharita Kodali & GlobalData Retail's Neil Saunders Map Retail's Future.

This week's episode marks the second edition  of "The Analysts" once again bringing together the sharpest minds in global retail. This time we welcome Sucharita Kodali, Vice President & Principal Anal...

23 Sep 202548min

Driving Digital Retail at Scale: Loblaw’s EVP & CDO Lauren Steinberg on Customer Experience Transformation

Driving Digital Retail at Scale: Loblaw’s EVP & CDO Lauren Steinberg on Customer Experience Transformation

This week the Remarkable Retail podcast delivers a dynamic mix of breaking retail news and an in-depth interview with a top retail innovators, Lauren Steinberg, Loblaw Executive Vice President and Chi...

16 Sep 202553min

Luxury Retail's Future with Amit Kaswani, Chief Omnichannel Officer, Chalhoub Group & Stacie Henderson Capece Minutolo, CMO Americas, Tod's Group

Luxury Retail's Future with Amit Kaswani, Chief Omnichannel Officer, Chalhoub Group & Stacie Henderson Capece Minutolo, CMO Americas, Tod's Group

Steve Dennis and Michael LeBlancs analyze the week's most impactful retail developments: a U.S. appeals-court ruling that may require massive Trump era tariff refunds  new India duties; fast-moving sh...

9 Sep 20251h 1min

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