

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

Nov 12, 2024 • 49min
Disrupting the Health Food Industry One Click at a Time: Thrive Market Founder & CEO, Nick Green
Nick Green, Co-founder and CEO of Thrive Market, discusses transforming the health food industry through a unique membership platform. He reveals the strategy behind Thrive's diverse organic product selection and their commitment to sustainability. Green shares insights on navigating leadership challenges during the remote work era and how AI personalization enhances customer experience. He also highlights the innovative use of influencer marketing for funding while maintaining strong community values. Personal anecdotes wrap up the conversation, making it both informative and engaging.

Oct 30, 2024 • 41min
Unpacking Q3 Consumer Insights With Oliver Chen: Luxury, Beauty, Retail & AI
Ken Pilot interviews Oliver Chen for this flight of The Retail Pilot podcast. Oliver Chen is a Managing Director and senior equity research analyst covering retail and luxury goods at TD Cowen. His deep understanding of the consumer and his ability to forecast the latest trends and technological changes that will impact the retail space have set him apart from peers.Prior to joining TD Cowen in 2014, he spent seven years at Citigroup, worked in the investment research division at UBS, in the global mergers and acquisitions/strategic planning group at PepsiCo International, and in JPMorgan’s consumer products/retail mergers and acquisitions group.Oliver holds a bachelor of science degree from Georgetown University, an MBA from the Wharton School at the University of Pennsylvania, and is a CFA charterholder.His passion for the sector began at the age of 12 when he began working with his parents at their retail business in Natchitoches, Louisiana.Summary:In this conversation, Oliver Chen discusses the current state of luxury retail and the beauty sector, highlighting the challenges and opportunities faced by brands. He emphasizes the importance of pricing strategies, the impact of digital transformation, and the need for brands to connect with younger consumers. The discussion also covers emerging trends in fragrance, the potential of the men's beauty market, and the role of AI in enhancing the retail experience.Key Takeaways:Luxury retail is facing an inflection point with declining sales.China's economic factors are influencing luxury spending.LVMH's strong brand portfolio positions it well in the market.Hermes thrives due to its timeless luxury appeal.Luxury brands are increasingly focusing on direct-to-consumer sales.Ralph Lauren's success is attributed to its cultural relevance and value perception.Fragrance is a growing category with opportunities for premiumization.The men's beauty market is still developing but shows potential.TikTok is becoming a significant platform for beauty brands.AI is set to transform the retail experience through personalized search.Hosted on Ausha. See ausha.co/privacy-policy for more information.

Oct 22, 2024 • 36min
Bursting the Skincare Bubble: How Shai Eisenman Set Out to Disrupt the Skincare Industry
In this engaging conversation, Shai Eisenman, CEO and Founder of Bubble, shares her journey of disrupting the skincare industry. A prodigy in academia and entrepreneurship, she built a community of 4,600 Gen Z advisors before launching her affordable skincare line. Shai discusses the importance of retail partnerships over direct sales and how Bubble's products, priced around $15, maintain prestige-level quality. She emphasizes community engagement and innovative marketing strategies as key to her brand's success and expansion.

Oct 8, 2024 • 52min
Mickey Drexler: A Mensch and a Mentor at the Helm of Alex Mill
In this episode of the Retail Pilot Podcast, Ken Pilot engages with retail legend Mickey Drexler, discussing the current state of retail, pricing trends, and the importance of customer experience. Drexler shares insights from his journey at Alex Mill, emphasizing the significance of quality, team dynamics, and the evolving landscape of retail. The conversation also features Ali Dillon, the President of Alex Mill, Alex Drexler, Founder, and Creative Director, Somsack Sikhounmuong, who discuss their roles and the brand's vision, highlighting the importance of community and innovative marketing strategies. Key Takeaways Include:Recent Success: Alex Mill has experienced strong sales performance attributed to changes in merchandising and management.Product Focus: Sweaters and denim are particularly successful categories for Alex Mill, with emphasis on fit and quality.Retail Strategy: Alex Mill follows a "less is more" approach, focusing on smaller store sizes and selective expansion.Marketing Channels: Instagram is a primary driver of brand awareness, with the company also exploring TikTok marketing.Expansion Plans: Alex Mill is planning to open a new store in Rockefeller Center, aiming for an early November launch.Customer Acquisition: Word-of-mouth marketing plays a crucial role in the brand's growth and recognition.Product Diversity: Mickey emphasizes the importance of offering multiple color options for key items to create visual impact and customer appeal. Sustainability and reworking products can also create new opportunities.Team Dynamics: A strong, diverse team is critical for successful product execution and business operations.Hosted on Ausha. See ausha.co/privacy-policy for more information.

Sep 17, 2024 • 36min
Simeon Siegel Returns: A Retail Analyst's POV on the State of the Industry
Simeon Siegel, a top retail analyst at BMO Capital Markets, dives into the current retail landscape and the importance of execution in a volatile market. He highlights the stark divide between thriving and struggling sectors post-pandemic. Luxury brands face new pressures, yet some like Prada perform well. Consumers remain resilient despite economic challenges, while technology investments are crucial for success. Siegel also shares insights on evolving retail strategies and the critical adaptation needed for legacy brands to maintain relevance.

Sep 10, 2024 • 40min
Tech Talk: Digital Marketing Strategy for Retail Transformation - A Conversation with January Digital Founder & CEO, Vic Drabicky, & Stev...
Vic Drabicky, founder and CEO of January Digital, and Josh Krepon, President at Steve Madden, dive into the world of performance marketing in retail. They explore the critical balance between algorithm-based and authentic storytelling in branding. The conversation highlights the challenges of content management and the escalating importance of video marketing, particularly with platforms like TikTok. They also discuss how genuine influencer collaborations can foster real connections with consumers, and the growing role of MarTech in loyalty and data management.

Sep 4, 2024 • 46min
Soft Threads, Bold Moves: Mike Natenshon's Journey as the Founder of Marine Layer
In this engaging discussion, Mike Natenshon, founder of Marine Layer, shares his journey from finance to fashion catalyzed by the loss of his favorite shirt. He highlights the evolution of his California-inspired brand, which has become a staple for comfortable clothing. Mike discusses the innovative Respun initiative for upcycling old shirts and balancing retail channels in an evolving market. He also shares insights on the intimate store atmosphere and plans for international expansion, all while maintaining strong customer connections.

Aug 27, 2024 • 54min
THROWBACK EPISODE - "Burn Rate": How Andy Dunn Built and Exited Bonobos While Confronting Mental Illness
A THROWBACK to one of our earlier episodes of The Retail Pilot podcast with Andy Dunn, Founder of Bonobos and Author of Burn Rate.In this compelling episode, Ken sits down with Andy Dunn, a renowned entrepreneur and co-founder of the game-changing men's clothing brand, Bonobos. However, the conversation goes beyond Andy's professional accomplishments, as Andy delves into a deeply personal and significant aspect of his life: his journey with mental health and bipolar disorder and how it lead to crafting his memoir, Burn Rate.Listen as Andy bravely shares his experiences, offering a candid and enlightening perspective on the intersection of entrepreneurship and mental well-being. In a society that often glorifies the hustle and overlooks the challenges entrepreneurs face behind the scenes, Andy's story serves as a reminder that success doesn't always come without its struggles.Hosted on Ausha. See ausha.co/privacy-policy for more information.

Aug 20, 2024 • 48min
From Gilt to Glamsquad: Alexandra Wilkis Wilson’s Journey Building Unicorns and Investing in Talent
In this engaging chat with Alexandra Wilkis Wilson, co-founder of Gilt and GLAMSQUAD, listeners dive into her dynamic entrepreneurial journey. She shares the rapid rise of Gilt and the innovative leap into GLAMSQUAD, highlighting lessons from challenges and successes. Alexandra discusses her transition to investing through Clerisy, focusing on consumer needs and unique problem-solving. With a commitment to mentoring female founders, she emphasizes the importance of personal connections and inclusive leadership in shaping successful ventures.

Aug 13, 2024 • 58min
Tech Talk: Strengthening Customer Engagement with User-Generated Content (UGC) - A Conversation with brkfst.io Co-Founder & CEO, Joe Yaku...
In this engaging discussion, Joe Yakuel, Co-Founder & CEO of brkfst.io, is joined by industry leaders Soumya Sriraman, a veteran CEO in streaming businesses, and Stephen Simonis, a strategic advisor. They delve into how brkfst.io empowers brands to create authentic user-generated content quickly. The conversation covers the challenges of shoppable video content, effective UGC strategies, and the vital role of storytelling in modern marketing. They stress the importance of leveraging diverse content across platforms to elevate customer engagement and conversion.


