#46 Tech, Tariffs & Team Building – Ken Pilot on Modern Retail Strategy
What does it take to lead through uncertainty?
In this episode, retail strategist and The Retail Pilot host Ken Pilot shares how he went from avoiding tech meetings to backing the very platforms transforming the industry.
Alongside Yael and Nicolas, Ken – former GAP & J.Crew exec – dives into:
– Ho…
Rebuilding Retail: How Emily Gittins Is Turning Fashion Waste Into Big Business
In this episode of The Retail Pilot, host Ken Pilot welcomes Emily Gittins, Co-founder and CEO of Archive — a technology company transforming fashion's relationship with resale. With a deep background in mathematics, environmental science, and business, Emily takes us through her journey from Cambr…
Retail Legend Ken Pilot Breaks Down Tariff Math, Retail Tech & Brand Survival
In the first of our 8-part summer series produced in partnership with CommerceNext, our guest is Ken Pilot—retail executive, tech investor, and host of The Retail Pilot: Leaders & Legends podcast.
Ken's legendary career spans decades and includes pivotal roles such as President of Gap Global, Fact…
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…
Retail Legend Ken Pilot Breaks Down Tariff Math, Retail Tech & Brand Survival
In the debut episode of Season Four of the Conversations with CommerceNext podcast, Steve Dennis and Michael LeBlanc from The Remarkable Retail Podcast guest is Ken Pilot—retail executive, tech investor, and host of The Retail Pilot: Leaders & Legends podcast.
Ken's legendary career spans decades a…
The Ralph Lauren Way: Storytelling, Style, and Staying Power with David Lauren
In this episode of The Retail Pilot Podcast, host Ken Pilot welcomes David Lauren, Chief Branding and Innovation Officer at Ralph Lauren. Together, they dive deep into the brand’s 25-year evolution under David’s leadership from pioneering digital storytelling and shoppable windows to launching Ask …
The Department Store Crisis: Terry Lundgren & Jan Rogers Kniffen on Saks Global Bankruptcy and What The Future Holds for Department Stores
The department store industry just witnessed one of its most dramatic collapses. When Saks Global filed for bankruptcy in early 2026, it marked the end of an ambitious—but fatally flawed—attempt to merge two luxury retail icons.
For Terry Lundgren, former Chairman and CEO of Macy's, and Jan Rogers…
Rhone CEO Nate Checketts on Mind & Body Wellness: How Mental Fitness Built a $100M Performance Brand
Most performance apparel brands tell you they're building a lifestyle. Nate Checketts actually means it. As CEO and co-founder of Rhone, he's built a company where mental fitness isn't marketing—it's the foundation. "We say internally that we are a wellness company that just happens to sell clothes…
The Retail Rumble (Part 2) with Ken Pilot, Steve Dennis, Lauren Livak Gilbert & Sarah Engel
Steve and Michael open earnings season for March-ending retailers with a tour of luxury's stumble. LVMH posted just 1% organic growth, with fashion and leather — including Louis Vuitton — remaining soft. Kering continues its turnaround "with more promise than proof" under new CEO Luca de Meo. Even …
From Retail to Reinvention: Ken Pilot on Leadership, Growth, and What Actually Works | #17
What does it actually take to build a lasting career in retail and leadership?
In this episode of Ask For An Answer, Jim Fielding sits down with longtime retail executive Ken Pilot for a candid conversation about the realities behind leadership, brand building, and staying relevant in a constantl…
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