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 retail veteran and tech investor Ken Pilot, recorded live at the CommerceNext Growth Show in New York City. Ken reflects on his expansive career at Gap, J.Crew, Ralph Lauren, and beyond, and shares timely insights on tariffs, generative AI, and the future of retail tech. With humor, candor, and even a pretty solid POTUS impression, Ken's perspective offers a masterclass in leadership and retail reinvention.