The AI Shift: Inside RetailClub’s Industry Movement

The AI Shift: Inside RetailClub’s Industry Movement

In this episode of The Retail Pilot, host Ken Pilot sits down with the visionary team behind RetailClub: Anil D. Aggarwal, CEO & Co-Founder, Simran Rekhi Aggarwal, President & Krystina Gustafson, Chief Content Officer & Co-Founder. Known for creating transformative events like Shop Talk and Grocery Shop, this team is once again leading retail into its next great evolution, this time with AI at the center. Together, they discuss the why behind RetailClub, a new kind of gathering designed to bring together AI-curious, AI-championing, and AI-implementing professionals from across the retail industry. Unlike traditional conferences, RetailClub is a dynamic community and immersive experience complete with beachfront workshops, open-air keynotes, and the kind of deep, meaningful dialogue that can only happen face-to-face.

You’ll hear how this initiative is less about flashy tech demos and more about building real, practical fluency in AI across functions from merchandising to marketing to customer service and preparing leaders to navigate exponential change. Whether you're just starting to explore AI or already leading its charge, this conversation will show you why RetailClub is the place to be.

Key Themes:

  • The story behind RetailClub and its founding vision

  • Why retail needs a new kind of AI-native community

  • How AI is transforming roles, business models, and entire org charts

  • What makes RetailClub different from every other event on the calendar

  • A glimpse into the AI Deep Dive retreat in Huntington Beach

Want in?
RetailClub’s first retreat takes place September 14–17 in Huntington Beach, CA. This is more than a conference it’s a curated movement to shape retail’s AI-powered future. Don’t miss it.


Hosted by Ausha. See ausha.co/privacy-policy for more information.

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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.

1 Maj 202337min

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.

27 Mars 202326min

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