Retail Revolution: Dana Telsey on Trends, Tech & the Future of Shopping
The Retail Pilot18 Feb

Retail Revolution: Dana Telsey on Trends, Tech & the Future of Shopping

In this episode of The Retail Pilot, host Ken Pilot interviews Dana Telsey, CEO and Chief Research Officer of Telsey Advisory Group. They explore key trends shaping the future of retail, including AI-driven personalization, shifting consumer behaviors, and the evolution of store formats. Dana shares insights on top-performing brands like Birkenstock, Warby Parker, and Abercrombie & Fitch, along with the challenges facing luxury retail and department stores. The discussion also covers tariffs, global supply chain shifts, and the increasing role of social media in retail strategy.

Key Topics Discussed

  • Dana Telsey’s Career Journey – Her experience in equity research, investment banking, and retail strategy

  • Retail Trends for 2025 – Personalization, curation, and the growing role of AI in retail

  • Top Companies to Watch – Birkenstock, Warby Parker, Walmart, Abercrombie & Fitch, and Lululemon

  • Luxury Retail & Department Stores – The Saks-Neiman Marcus merger and the shift toward direct-to-consumer strategies

  • The Impact of AI in Retail – Enhancing personalization, content creation, and supply chain management

  • Social Media & Retail – The influence of TikTok and social commerce on brand visibility

  • The Evolution of Physical Retail – The rise of pop-up shops, smaller store formats, and experiential retail

  • Tariffs & Global Production – How supply chain shifts and economic uncertainty affect pricing

  • Nike & Sneaker Market Competition – Challenges from rising brands like Hoka, On Running, and Skechers

  • Retail Technology & Customer Experience – AI-powered POS, RFID, and real-time analytics in retail

Highlights & Key Takeaways

  • AI & Personalization – Retailers are investing in AI to refine customer experiences and optimize operations

  • Success of Top Brands – Birkenstock’s full-price strategy, Warby Parker’s store model, and Abercrombie’s resurgence

  • Luxury Retail Shifts – Direct-to-consumer is becoming the primary focus for major luxury brands

  • Retail Media Networks – Gaining traction but still proving their impact on sales and customer engagement

  • Power of Social Media – TikTok has become a critical platform for understanding emerging consumer trends

  • Tariffs & Rising Costs – Retailers are diversifying supply chains to reduce dependency on China

  • In-Store Experience Matters – Brands like Skims and RH are leveraging immersive retail environments

  • Nike’s Competitive Pressure – Facing challenges from new brands, Nike must redefine its market strategy

  • Retail’s Need for Agility – The most successful brands are those that adapt quickly to changing consumer demands


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Avsnitt(93)

Brian Berger: Innovation, technology and underwear - how a trip to a department store inspired the creation of Mack Weldon, "sharp clothe...

Brian Berger: Innovation, technology and underwear - how a trip to a department store inspired the creation of Mack Weldon, "sharp clothe...

Join Ken as he sits down with Brian Berger, Founder & CEO of Mack Weldon, a leading menswear brand that has taken the industry by storm.With a focus on design, performance and functionality, Mack Weldon offers a specialty line of underwear, socks and t-shirts that has garnered a loyal following among men worldwide.Brian brings over a decade of experience in the digital world to his role at Mack Weldon, having served in leadership positions at Comcast, WebMD and Excite@Home.Tune in to this episode to learn more about Brian's journey in the world of retail and discover how he has built Mack Weldon into the success story it is today. Hosted by Ausha. See ausha.co/privacy-policy for more information.

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Mindy Grossman: Award-winning brand-builder, inspirational leader and strategic visionary shares her inspiring story

Mindy Grossman: Award-winning brand-builder, inspirational leader and strategic visionary shares her inspiring story

On this episode of The Retail Pilot, join Ken as he sits down with retail legend, Mindy Grossman.Mindy Grossman is a highly accomplished businesswoman who has held leadership positions in companies such as HSN, Nike and Weight Watchers. Her innovative approaches to retail and marketing have earned her numerous accolades throughout her career.Tune in to hear Ken and Mindy explore Mindy's journey to success, the challenges she's faced along the way, and the lessons she's learned that can inspire listeners to achieve their own goals.Hosted by Ausha. See ausha.co/privacy-policy for more information.

24 Apr 202344min

Gary Sheinbaum & Nadia Boujarwah: Innovation and inclusivity in plus-size women's apparel

Gary Sheinbaum & Nadia Boujarwah: Innovation and inclusivity in plus-size women's apparel

Join Ken as he sits down with two retail extraordinaires, Gary Sheinbaum, CEO of Ashley Stewart, and Nadia Boujarwah, Co-Founder and CEO at Dia&Co. Discover how they're taking the plus-size industry by storm with their dynamic strategies and cutting-edge insights.From fashion to empowerment, learn how these industry leaders are changing the game and making a difference.Hosted by Ausha. See ausha.co/privacy-policy for more information.

17 Apr 202343min

Millard "Mickey" Drexler: A candid conversation about the life and career of an actual Retail "Legend" - Part 2

Millard "Mickey" Drexler: A candid conversation about the life and career of an actual Retail "Legend" - Part 2

Next up on The Retail Pilot podcast, Ken sat down again with Millard "Mickey" Drexler, Chairman of Alex Mill.Come along for the ride as Ken and Mickey chat more about Mickey's legendary career building brands and his legacy with leading companies such as Ann Taylor, Gap, Old Navy, J.Crew, Madewell and now Alex Mill.Hosted by Ausha. See ausha.co/privacy-policy for more information.

6 Apr 202354min

Millard "Mickey" Drexler: A candid conversation about the life and career of an actual Retail "Legend" - Part 1

Millard "Mickey" Drexler: A candid conversation about the life and career of an actual Retail "Legend" - Part 1

To kick off The Retail Pilot podcast, Ken sat down with Millard "Mickey" Drexler, Chairman of Alex Mill. Come along for the ride as Ken and Mickey discuss his legendary career building brands and leading companies such as Ann Taylor, Gap, Old Navy, J.Crew, Madewell and now Alex Mill.Ken's conversations with Mickey will be featured throughout three episodes exploring his journey through retail, running the business, and Mickey's favorite picks.Hosted by Ausha. See ausha.co/privacy-policy for more information.

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