

The Retail Pilot
Ken Pilot
The Retail Pilot is a series of interviews conducted by Ken Pilot with “Leaders and Legends” of the Retail industry. Ken will focus the conversation on his guests’ career journeys and their greatest career accomplishments and disappointments; gather insight into their leadership styles; learn who inspired them as they progressed through their careers; identify brands they admire; discover challenges they have faced; and talk about where they think Retail is headed and how they are leveraging technology to get there.
Hosted on Ausha. See ausha.co/privacy-policy for more information.
Hosted on Ausha. See ausha.co/privacy-policy for more information.
Episodes
Mentioned books

Jun 5, 2023 • 28min
Fashion Forward: The Visionary Journey of Rob Smith, CEO of The Phluid Project
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 trailblazer in the industry, Rob has led The Phluid Project to become a driving force in championing LGBTQIA+ rights and representation, with a particular focus on supporting underrepresented youth. In this conversation, Rob shares the story behind the creation of The Phluid Project and its mission to create a safe and affirming space for individuals across the gender spectrum.Hosted on Ausha. See ausha.co/privacy-policy for more information.

May 29, 2023 • 30min
Andrea Weiss: Philanthropy, diversity, inclusion and the future of Retail
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, and Ann Taylor.Andrea is also a member of several public company boards, including Bed O'Reilly Auto Parts and Cracker Barrel Restaurant.As a philanthropist, she serves as Vice Chairman of the Board of Trustees of Hampton University and Chair of Delivering Good, a 501(c)3 charity. In this episode, Andrea shares her inspiring journey and insights on leadership, diversity and inclusion, and the future of retail.Tune in now to learn from one of the most influential women in the retail industry! Hosted on Ausha. See ausha.co/privacy-policy for more information.

May 22, 2023 • 33min
Ramy Brook Sharp: Helping women feel their best every day with eponymous womens fashion brand, Ramy Brook
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 she's navigated the challenges and opportunities of the industry. With her passion for empowering women through fashion, Ramy has created a brand that truly celebrates individuality and confidence.Tune in now to learn more about Ramy's inspiring story and her vision for the future of the fashion industry.Hosted on Ausha. See ausha.co/privacy-policy for more information.

May 15, 2023 • 28min
Chris Burch: World renowned entrepreneur and founder of Burch Creative Capital on entrepreneurship, innovation, and the future of the ret...
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 current role as the founder & CEO of Burch Creative Capital. Chris shares his insights on entrepreneurship, innovation, and the future of the retail industry.Whether you're an aspiring entrepreneur or a seasoned business leader, this episode is packed with valuable insights and advice from one of the most creative minds in the industry. Tune in now to hear from Chris Burch himself!Hosted on Ausha. See ausha.co/privacy-policy for more information.

May 1, 2023 • 38min
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 on Ausha. See ausha.co/privacy-policy for more information.

Apr 24, 2023 • 44min
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 on Ausha. See ausha.co/privacy-policy for more information.

Apr 17, 2023 • 43min
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 on Ausha. See ausha.co/privacy-policy for more information.

Apr 6, 2023 • 54min
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 on Ausha. See ausha.co/privacy-policy for more information.

Mar 27, 2023 • 26min
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 on Ausha. See ausha.co/privacy-policy for more information.


