The Retail Pilot Blog
Host Ken Pilot sits down with retail's Leaders and Legends for candid conversations about their career journeys, biggest wins and setbacks, and leadership lessons learned along the way. From the brands they admire to the challenges they're navigating, Ken explores where retail is headed and how technology is shaping its future.
Retail Legend Mickey Drexler: From Building Gap & Old Navy to Running Alex Mill Like a Startup
Retail legend Mickey Drexler discusses building Gap into a $14 billion brand, his Ann Taylor and Old Navy legacy, and reinventing Alex Mill.
The Department Store Crisis: Terry Lundgren & Jan Rogers Kniffen on Saks Global Bankruptcy and What The Future Holds for Department Stores
Terry Lundgren and Jan Rogers Kniffen break down what caused Saks Global's 2026 bankruptcy and what's next for the department store industry
Lizanne Kindler Leading A $6 Billion Fashion Empire, The KnitWell Group
Lizanne Kindler leads KnitWell Group's 8 fashion brands generating $6B+ in revenue. Discover her journey from Denmark to the top of retail.
Inside Tecovas: The $300 Million Brand Redefining Western Retail
Tecovas CEO David Lafitte discusses scaling the Western footwear brand past $200 million, expanding retail, and building lasting brand growth
The Ralph Lauren Way: Storytelling, Style, and Staying Power with David Lauren
David Lauren of Ralph Lauren joins The Retail Pilot Podcast to discuss AI innovation, brand storytelling, and 25 years of retail evolution
Building La Ligne: How Molly Howard’s Finance Roots Shaped a Fashion Brand
Molly Howard, cofounder of La Ligne, shares how her finance background and ex-Vogue partners shaped a profitable, sustainable fashion brand
The Saks Effect: Leading the Next Chapter of Luxury With Marc Metrick
Saks Global CEO Marc Metrick discusses the $2.7 billion Neiman Marcus merger, AI-powered personalization, and the future of luxury retail
PacSun & the Power of Gen Z: Brieane Olson’s Vision for the Future of Youth Retail (Copy)
PacSun CEO Brieane Olson discusses signing the Jenner sisters, entering Roblox and TikTok Shop, and building a Gen Z-first fashion brand.
Inside the Mind of a Luxury CEO: Daniella Vitale’s Lessons on Retail, Resilience, and Reinvention
Daniella Vitale, CEO of Ferragamo Americas, shares her path from Barneys to Tiffany to luxury, and her vision for digital transformation.
Crafting The Great: A Vision for Modern Vintage with Emily Current and Meritt Elliott
The Great co-founders Emily Current and Meritt Elliott share their journey building a $50 million brand, plus Jan Kniffen's 2025 retail outlook.
Flightpath July 25, 2024
This edition covers luxury brands' shift toward DTC channels, its impact on wholesale partners, and industry consolidation like the Saks-Neiman Marcus merger, with Ralph Lauren and Chanel as case studies. ROKT is featured as this week's partner, and the podcast features returning guest Mindy Grossman of The Consello Group.
Flightpath July 12, 2024
This edition covers luxury brands' shift toward DTC channels, its impact on wholesale partners, and industry consolidation like the Saks-Neiman Marcus merger, with Ralph Lauren and Chanel as case studies. ROKT is featured as this week's partner, and the podcast features returning guest Mindy Grossman of The Consello Group.
Flightpath June 28, 2024
This edition covers experiential, customized in-store strategies and Target's new GenAI tool, Store Companion, with Flex as featured partner. Podcast guests: Ramy Sharp (Ramy Brook) and Scott Tannen (Boll & Branch).
Flightpath June 13, 2024
This edition covers Walmart's fashion strategy and its Gen Z-focused No Boundaries relaunch, plus revenue-generating tech platforms like Extend and ROKT. Podcast guest: Reformation CEO Hali Borenstein.
Flightpath May 30, 2024
This edition covers the resurgence in retail real estate and store openings, AI-driven inventory management and RFID tech, with Wunderkind as featured partner. Podcast guests: Danielle Bernstein and returning guest Chris Burch.
Flightpath May 16, 2024
This edition recaps takeaways from the World Retail Congress and covers the rise of marketplaces and dropshipping, including Nordstrom's new marketplace. Knot Standard's made-to-measure model is featured as this week's partner, and the podcast features JCPenney's Michelle Wlazlo and Madhappy's Peiman Raf.
Flightpath May 2, 2024
This edition recaps takeaways from the World Retail Congress and covers the rise of marketplaces and dropshipping, including Nordstrom's new marketplace. Knot Standard's made-to-measure model is featured as this week's partner, and the podcast features JCPenney's Michelle Wlazlo and Madhappy's Peiman Raf.
Flightpath April 18, 2024
This edition covers product distribution strategies (wholesale expansion, shop-in-shops, social commerce) and in-store tech trends (POS, RFID, digital screens), with PredictSpring as featured partner. Podcast guests: Walmart's Denise Incandela and Nordstrom's Pete Nordstrom.
Flightpath April 4, 2024
This FLIGHTPATH edition covers the luxury e-commerce shakeout (MATCHES bankruptcy, Farfetch's decline) and the opportunity it creates for department stores like Saks and Nordstrom; previews the Re:Tech Disrupt conference in Israel; spotlights partner Taggstar's social proof tools; and features two new Retail Pilot episodes — BMO analyst Simeon Siegel on TJX, Under Armour, and Peloton, and Citizens of Humanity's Amy Williams on her denim industry career.
Flightpath March 21, 2024
This week's FLIGHTPATH covers Retail Media Networks as a Shoptalk hot topic, the case for Tech Platform Consolidation, a spotlight on post-purchase partner Narvar, and a look back at Ken's Retail Pilot conversation with Todd Snyder, founder of his eponymous menswear brand.

