Retail's Escalating Commitment to a Failing Course of Action

The retail graveyard is already filled with brands that failed to transform for the new age of retail and many household names (JC Penney, Gap, Macy's, and more) are edging ever closer to the precipice. Despite the profound shifts in retail during the past decades, these iconic brands continue to fall prey to "The Innovator's Dilemma," choosing to double down on what is very clearly a losing hand.

In this episode we explore why so many organizations have allowed a huge gap to grow between how remarkable they need to be and how fast they need to change. We unpack how ego, ignorance, and fear often hinder necessary progress and propose a leadership mind shift that is required to transform at the speed of disruption. We even tease some content from Steve's new book.

But we start with our hot-takes on recent retail news, dipping into a slew of quarterly earnings, which were generally pretty tepid (notable exceptions included Lululemon and Ulta) and featured quite a lot of downward guidance and calling out of "shrinkage." We discuss the re-emergence of IPO fever (which includes the revelation that Instacart is really in the media business), explore why Madison Read is taking the "D" out of DTC, and discuss what to make of Shein partnering up with Forever 21. We conclude a discussion of growing pushes to get employees back to the office.

Interviews discussed in this episode:

Dave Kimbell

Joe Kudla

About Us

Steve Dennis is a strategic advisor, keynote speaker, and bestselling author of focused on growth, innovation, and the impact of digital disruption. He is widely considered one of the foremost and influential voices in the retail industry. You can learn more about Steve on his website. His #1 bestselling book Remarkable Retail: How To Win & Keep Customers in the Age of Disruption is available at Amazon or just about anywhere else books are sold. Steve regularly shares his insights in his role as a Forbes senior contributor and on Twitter and LinkedIn. You can also check out his speaker "sizzle" reel here.

Michael LeBlanc is the Founder & President of M.E. LeBlanc & Company Inc and a Senior Advisor to Retail Council of Canada as part of his advisory and consulting practice. He brings 25+ years of brand/retail/marketing & eCommerce leadership experience, and has been on the front lines of retail industry change for his entire career. Michael is the producer and host of a network of leading podcasts including Canada’s top retail industry podcast, The Voice of Retail, plus Global eCommerce Leaders podcast, and The Food Professor with Dr. Sylvain Charlebois. You can learn more about Michael here or on LinkedIn.

Be sure and check out Michael's latest venture for fun and influencer riches - Last Request Barbecue, his YouTube BBQ cooking channel!

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.