The Retail Pilot

Discover the story behind Indochino's rise to prominence and how CEO Drew Green and his team have revolutionized the way men approach their personal style. Listen in as Ken and Drew explore the company's commitment to craftsmanship, attention to detail, and the seamless blending of traditional tailoring techniques with modern technology. Tune in to gain valuable industry insights from Drew's persp...

Join Ken as he chats with Rob Smith, CEO and Founder of The Phluid Project, a groundbreaking brand that has become a beacon of inclusivity and empowerment for the gender expansive movement. Tune in as Ken delves into Rob's inspiring journey, where he combines his expertise in retail with his deep passion for social justice to create a platform dedicated to the values and priorities of Gen Z. As a...

Join us on this special flight of the Retail Pilot as Ken sits down with Andrea Weiss, a trailblazing retail executive and philanthropist. Andrea is the founder of The O Alliance, a global consulting practice focused on the retail, e-commerce, and consumer sector. She has had a distinguished career in senior leadership roles with some of the world's foremost retailers, including Guess, L Brands, a...

In the latest episode of the Retail Pilot - Leaders and Legends, join Ken as he sits down with Ramy Brook Sharp, CEO & Founder of Ramy Brook, a contemporary womenswear brand that helps women feel their best with the use of signature use of silk fabrics, lively colors and sophisticated silhouettes. Ramy shares her inspiring journey of building a successful fashion brand from scratch, and how sh...

Get ready for an exciting episode of the Retail Pilot as Ken sits down with Chris Burch, one of the most successful entrepreneurs and investors in the game. With over 40 years of experience in business and retail, Chris has a wealth of knowledge to share. Join Ken as he delves into Chris's journey, from his early days selling sweaters as a college student, to his work at Tory Burch, and his curren...

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 M...

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...

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 on Ausha. See a...

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

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, ru...