The Retail Pilot

In this episode of The Retail Pilot, host Ken Pilot sits down with Daniella Vitale, CEO of Ferragamo and one of the most influential leaders in luxury retail. From wrapping gifts at a small shop in New Jersey to leading some of the biggest names in fashion — including Armani, Gucci, Barneys New York, Tiffany & Co., and now Ferragamo — Daniella shares her remarkable career journey, pivotal leadership lessons, and deep passion for product innovation.Daniella opens up about navigating the digital transformation of legacy brands, scaling Ferragamo's digital business, and why authentic customer experiences are the future of luxury. She also discusses her philosophy on leadership, career advice for the next generation, and how Ferragamo is evolving its women's business to drive growth in a challenging global market.Whether you're an aspiring fashion executive, a retail enthusiast, or a brand leader navigating change, Daniella's insights will leave you inspired, informed, and ready to take bold chances.Show Notes:Introduction to Daniella Vitale's career in luxury retail, including her leadership roles at Armani, Gucci, Barneys New York, Tiffany & Co., and FerragamoHow wrapping gifts as a teenager sparked her lifelong passion for retailThe importance of embracing both product and operations to become a successful CEODaniella's experience launching digital at Gucci and transforming Barneys' online businessLessons learned from leading Barneys through financial challenges and innovationDriving Ferragamo's digital growth and building an omnichannel strategyHow Ferragamo is shifting from a men's shoe powerhouse to a women's leather goods leaderThe critical role of customer experiences, lifestyle branding, and storytelling in luxury todayInsight into the evolving challenges in the luxury retail market — from tariffs to changing consumer behaviorsDaniella's leadership approach: building cohesive, collaborative, and empathetic teamsAdvice for young professionals entering the retail and fashion industriesRapid-fire questions: favorite brands, dream city to live in, favorite shows, and who she'd love to meetIf you found value in this episode, don't forget to share it with your network and help us spread these inspiring lessons across the industry!Hosted by Ausha. See ausha.co/privacy-policy for more information.

In this episode of The Retail Pilot, host Ken Pilot welcomes PJ Oleksak, the dynamic CEO of Nuts.com and the first woman and non-family member to lead the 94-year-old business. With a rich background that includes leadership roles at FreshDirect and Slice, PJ shares how she combines a deep understanding of finance with a passion for food to lead transformative change in legacy brands. She walks us through her journey from private equity to pioneering online grocery, her leadership philosophy, and how she's steering Nuts.com toward omnichannel growth.PJ also discusses the challenges and opportunities in modernizing a family-owned business—building a performance-driven culture, embracing AI and tech innovation, and preparing to launch a sister retail brand. Whether you're in e-commerce, food retail, or scaling a family business, this episode offers practical wisdom on navigating growth while staying true to your roots.Show Notes:Guest: PJ Oleksak, CEO of Nuts.comBackground: Former Chief Growth Officer at FreshDirect and Chief Business Officer at SliceTopics Covered:PJ's transition from private equity to food techLessons learned from FreshDirect and SliceModernizing a 94-year-old business and earning trust as an outsiderBuilding high-performing, happy teams and instilling accountabilityThe cultural and operational shifts at Nuts.com under her leadershipStrategic moves toward omnichannel growth and retail distributionThe impact of AI across departments, from sales to creativeHow Nuts.com is adapting to rising cocoa costs and sourcing challengesLeadership philosophy and importance of founder-CEO alignmentLooking ahead: launching a sister brand and expanding customer reachKey Insight: Balancing legacy with innovation requires empathy, structure, and a relentless focus on the customer experience.Sponsored by FireworkHosted by Ausha. See ausha.co/privacy-policy for more information.

In this episode of The Retail Pilot, host Ken Pilot dives into the future of branding and retail innovation with Emily Heyward & JB Osborne, Co-Founders of Red Antler and a pre-flight discussion with retail futurist Jan Kniffen. From the transformative role of AI in customer experience to the secret sauce behind some of today's most iconic brands, this conversation explores how emotional resonance, creativity, and technology intersect in modern retail. Ken, Emily, and JB also discuss brand building from scratch, the challenges of rebranding, and their venture fund Habitat Partners. Plus, they reflect on favorite campaigns, dream brand revivals, and the evolving landscape of consumer expectations.Show NotesKen Pilot introduces the episode with commentary from retail expert Jan Kniffen on the seismic impact of AI across industries, especially in retail.Jan shares why AI will redefine omnichannel experiences and customer expectations, emphasizing the urgency for retailers to invest or fall behind.Emily Hayward and JB Osborne join Ken to discuss Red Antler's approach to branding, which centers on empathy, storytelling, and strategic creativity.Insights into how Red Antler partners with early-stage founders and legacy businesses, building emotional connections through meaningful brand positioning.Reflections on helping launch brands like Allbirds, Casper, Burrow, and Hinge, including the challenges and rewards of naming and storytelling.Candid thoughts on the rise and stumbles of DTC pioneers and how capital structure, not branding, often drives downfall.A look at Habitat Partners, their investment arm, and why equity plays helped foster long-term alignment with founders.Exploration of how AI is impacting creative workflows, campaign ideation, and brand communication.Rapid fire favorites, from travel destinations to go-to coffee brands, and the dream jobs Emily and JB would pursue outside of Red Antler.Plus, JB and Emily name the brands they'd love to reimagine—from OpenTable to LinkedIn—and share their vision for brand leadership in a tech-driven era.This episode is sponsored by Firework.Hosted by Ausha. See ausha.co/privacy-policy for more information.

In this inspiring episode of The Retail Pilot: Leaders & Legends, host Ken Pilot sits down with EGOT-winning artist and entrepreneur John Legend, alongside brand builder Ari Bloom, co-founder and CEO of A-Frame Brands. Together, they unpack the story behind their inclusive skincare line Loved01—a brand created with intention, affordability, and care for melanin-rich and sensitive skin.John shares how his dual passion for music and academics shaped his career, why love is the foundation of everything he creates, and what it's like building a brand with his longtime stylistic and creative team. Ari details the strategy behind launching socially conscious brands through A-Frame, lessons from live selling on QVC and Amazon, and how the data is shaping their next moves.

On this episode of The Retail Pilot, host Ken Pilot welcomes the visionary designer and founder, Jonathan Adler. Known for his signature blend of chic sophistication and playful wit, Jonathan shares his incredible journey from an aspiring potter to building a global design empire. From his early days spinning clay at summer camp to landing his first collection at Barney's and expanding into furniture, lighting, and decor—this episode is packed with insights on resilience, creativity, and building a timeless brand.Jonathan also speaks into the intersection of business and design, the importance of humor in his work, his collaboration with Consortium, and his vision for the future of retail. Plus, hear about his relationship with husband Simon Doonan, the lessons he's learned over 30+ years in business, and why he believes in the power of "more."Key Takeaways:

In this episode of The Retail Pilot, host Ken Pilot kicks off with a PreFlight segment featuring retail expert Jan Kniffen. They dive into the ever-changing sneaker market, discussing Nike's comeback, the rise of On Running and Hoka, and how brands like Skechers and New Balance are shaking up the industry.Following PreFlight, Ken welcomes special guest Sarah LaFleur, Founder and CEO of M.M.LaFleur, for an insightful conversation about how she built a brand that redefined workwear for women. From launching the company in 2013 to navigating the challenges of COVID and financial setbacks, Sarah shares her journey of resilience, innovation, and customer-driven design.Learn how M.M.LaFleur's mission to simplify dressing for professional women has evolved, how Sarah leveraged trunk shows and word-of-mouth marketing to scale the brand, and why she believes adaptability is key to entrepreneurial success. Plus, she shares insights on the future of retail, the role of AI in fashion, and her vision for M.M.LaFleur in the next decade.Key Takeaways:✈️ PreFlight with Jan Kniffen:

In this episode of The Retail Pilot, host Ken Pilot interviews Dana Telsey, CEO and Chief Research Officer of Telsey Advisory Group. They explore key trends shaping the future of retail, including AI-driven personalization, shifting consumer behaviors, and the evolution of store formats. Dana shares insights on top-performing brands like Birkenstock, Warby Parker, and Abercrombie & Fitch, along with the challenges facing luxury retail and department stores. The discussion also covers tariffs, global supply chain shifts, and the increasing role of social media in retail strategy.Key Topics DiscussedDana Telsey's Career Journey – Her experience in equity research, investment banking, and retail strategyRetail Trends for 2025 – Personalization, curation, and the growing role of AI in retailTop Companies to Watch – Birkenstock, Warby Parker, Walmart, Abercrombie & Fitch, and LululemonLuxury Retail & Department Stores – The Saks-Neiman Marcus merger and the shift toward direct-to-consumer strategiesThe Impact of AI in Retail – Enhancing personalization, content creation, and supply chain managementSocial Media & Retail – The influence of TikTok and social commerce on brand visibilityThe Evolution of Physical Retail – The rise of pop-up shops, smaller store formats, and experiential retailTariffs & Global Production – How supply chain shifts and economic uncertainty affect pricingNike & Sneaker Market Competition – Challenges from rising brands like Hoka, On Running, and SkechersRetail Technology & Customer Experience – AI-powered POS, RFID, and real-time analytics in retailHighlights & Key TakeawaysAI & Personalization – Retailers are investing in AI to refine customer experiences and optimize operationsSuccess of Top Brands – Birkenstock's full-price strategy, Warby Parker's store model, and Abercrombie's resurgenceLuxury Retail Shifts – Direct-to-consumer is becoming the primary focus for major luxury brandsRetail Media Networks – Gaining traction but still proving their impact on sales and customer engagementPower of Social Media – TikTok has become a critical platform for understanding emerging consumer trendsTariffs & Rising Costs – Retailers are diversifying supply chains to reduce dependency on ChinaIn-Store Experience Matters – Brands like Skims and RH are leveraging immersive retail environmentsNike's Competitive Pressure – Facing challenges from new brands, Nike must redefine its market strategyRetail's Need for Agility – The most successful brands are those that adapt quickly to changing consumer demandsHosted by Ausha. See ausha.co/privacy-policy for more information.

Ken Pilot interviews Emily Current and Meritt Elliott, Co-Founders of fashion brand, The Great, on this Flight of The Retail Pilot Podcast. Plus, he has a short "Pre-Flight" conversation with Jan Kniffen, former retail executive and current CNBC retail expert, to discuss what 2025 looks like for the retail industry.Pre-Flight with Jan KniffenJan Kniffen shares his outlook for retail in 2025:Retailers are optimistic after a solid 2024 holiday seasonConsumer spending expected to remain healthy, especially among higher-income shoppersLower-income consumers adapting to higher costsTariffs not a major concern for most retailersPositive outlook for discretionary retailers like Ralph Lauren, Nike, LululemonInterview with Emily Current and Meritt ElliottKen speaks with the co-founders of The Great about their journey and brand:Brand OriginsMet as UCLA students, bonded over vintage fashionStarted as celebrity stylists before launching denim brand Current/ElliottFounded The Great in 2015, focusing on casual, nostalgic AmericanaThe Great BrandOffers casual, vintage-inspired clothing across multiple categoriesAbout $50 million in annual revenueDistribution split between e-commerce, retail stores, and wholesaleBusiness ApproachSelf-funded, focused on organic growthValue wholesale partnerships alongside direct-to-consumerEmphasis on in-person experiences and community buildingCollaborationsPartnerships with Eddie Bauer, Birkenstock, Pottery BarnInterested in future collaboration with ConverseMarketing StrategyRely heavily on word-of-mouth and organic growthUse collaborations and retail stores as marketing toolsCelebrity fans include Reese Witherspoon and Rachel BilsonFuture PlansExpanding reach to new geographic marketsConsidering growth in men's, children's, and home categoriesWorking as Co-CEOsEmphasize complementary skills and shared visionStress importance of understanding all aspects of the businessHosted by Ausha. See ausha.co/privacy-policy for more information.

In this episode of The Retail Pilot, host Ken Pilot sits down with Alex and Mike Faherty, co-founders of Faherty Brand, to discuss their business journey, recent successes, and future plans. Key Topics Discussed: Faherty's performance during Black Friday and Cyber Monday 2024The brand's growth trajectory and end-of-year projectionsExpansion of retail stores and focus on in-store experiencesProduct development and bestselling itemsMarketing strategies and collaborationsTech innovations and simplification effortsTeam building and company culturePreparing for potential tariff changes in 2025Exciting plans and collaborations for 2025 Highlights: Faherty now operates 72 stores, with plans to open more in 2025The brand is doing "hundreds of millions" in revenueFocus on hero products like the Legend Shirt and Stretch Terry PantsEmphasis on creating a boutique feel while making shopping easier for customersUpcoming collaborations with a surf club in Ghana and big wave surfers in PortugalHosted by Ausha. See ausha.co/privacy-policy for more information.

In this episode of The Retail Pilot, Ken Pilot welcomes back Stephen Yalof, President and CEO of Tanger, Inc. With over 25 years of experience in the commercial real estate industry, Stephen shares insights into Tanger's growth strategies, the evolution of retail spaces, and how the company is adapting to changing consumer behaviors. From expanding into full-price lifestyle centers to enhancing customer experiences through digital innovation and loyalty programs, Stephen provides a comprehensive look at Tanger's journey and future direction. Key Topics Discussed 1. Tanger's Recent Successes Performance Highlights: Tanger achieved a 4.3% increase in net operating income (NOI) and a 97.4% occupancy rate. The company executed 543 leases covering 2.6 million square feet over the past year. Expansion Efforts: Recent acquisitions include The Promenade at Chenal in Little Rock, Arkansas, which features the only Apple Store in the state. 2. Growth Strategy Diversification: While maintaining its core outlet business, Tanger is expanding into full-price open-air lifestyle centers that include specialty stores, grocery anchors, and other amenities. Acquisition Focus: Stephen emphasized the importance of acquiring high-quality properties in strategic markets to leverage existing regional management teams. 3. Enhancing Customer Experience Tanger Club Loyalty Program: A tiered membership program offering discounts and perks for shoppers. Members can choose between free or paid memberships ($20 annually) for additional benefits. Digital Integration: Introduction of QR codes for real-time offers and digital savings passports, replacing outdated coupon books. Amenities and Entertainment: Investments in food offerings, gathering spaces, and entertainment options like pickleball courts to create a more engaging shopping experience. 4. Industry Trends Blending Physical and Digital Retail: Tanger is exploring e-commerce integration as part of its long-term strategy while using digital tools to enhance in-store experiences. Health & Beauty Brands: Increased presence of brands like Sephora and Ulta in outlet environments, offering regular-priced products alongside experiential services. 5. Leadership and Team Building Talent Development: Stephen emphasizes hiring complementary skill sets to address organizational blind spots and promoting from within to keep employees motivated. Communication Practices: Regular town halls, employee resource groups (ERGs), and an intranet ensure transparency and engagement across the organization. 6. Reflections on Leadership Lessons Learned: Stephen highlights the importance of "failing fast" to pivot quickly when strategies don't work. He also stresses the value of building a strong team aligned with company goals. Notable Quotes "Fail fast—if something doesn't work, pivot quickly and move on." – Stephen Yalof "We're lifestyle-izing our portfolio by adding food, beverage, amenities, and entertainment to enhance the customer experience." – Stephen Yalof "Our loyalty program is about understanding our customers better and providing them with personalized value." – Stephen YalofHosted by Ausha. See ausha.co/privacy-policy for more information.

Rent the Runway 2.0 - Redefining the Future of Fashion with Jennifer HymanJennifer Hyman, co-founder and CEO of Rent the Runway, joins Ken Pilot to discuss the company's journey over the past 15 years. Jennifer Hyman is the Co-Founder and CEO of Rent the Runway, a company that is disrupting the trillion-dollar fashion industry with the world's first and largest shared designer closet. She has led the company for 15 years through all stages of growth, from inception in 2009 to a scale of more than 3M lifetime customers. Jennifer took the company public in 2021, making her the first woman ever to IPO a company with an all-female executive suite and the 30th woman ever to IPO a company. She has been honored on the TIME Top 100 Most Influential People List and the CNBC Disruptor List for 5 out of 10 years. She also serves on the Board of Directors of The Estée Lauder Companies and Zalando. Rent the Runway's Origins and Growth Hyman pitched the concept to Diane von Furstenberg 48 hours after having the idea The company now rents about $5 billion worth of designer clothing annually Rent the Runway works with over 1,000 designers and has had 100% brand retention over 15 years Business Model and Profitability The company has focused on becoming capital-light, with revenue sharing agreements with brands. Rent the Runway has more than doubled its margins over the last few years. The goal is to reach free cash flow breakeven. Challenges and Resilience COVID-19 presented significant challenges for the business. Hyman emphasizes the importance of resilience and staying in the game. Marketing and Customer Acquisition The company is refocusing on top-of-funnel marketing activities. Rent the Runway is leveraging its community and introducing new initiatives like the "Icons" program. Physical Retail and Partnerships Hyman expresses interest in partnerships with retailers like Sephora, Ulta, or Zara. Previous partnerships with Neiman Marcus drove significant foot traffic. Industry Insights Hyman discusses the disruption in the fashion industry, particularly from companies like Shein and Amazon. She notes the changing perception of brand value among consumers. Technology and AI Rent the Runway is exploring AI applications in various areas, including photography, customer service, and search algorithms.Hosted by Ausha. See ausha.co/privacy-policy for more information.

Jennifer Hyman, co-founder and CEO of Rent the Runway, joins Ken Pilot to discuss the company's journey over the past 15 years.Rent the Runway's Origins and GrowthHyman pitched the concept to Diane von Furstenberg 48 hours after having the ideaThe company now rents about $5 billion worth of designer clothing annuallyRent the Runway works with over 1,000 designers and has had 100% brand retention over 15 yearsBusiness Model and ProfitabilityThe company has focused on becoming capital-light, with revenue sharing agreements with brands.Rent the Runway has more than doubled its margins over the last few years.The goal is to reach free cash flow breakeven.Challenges and ResilienceCOVID-19 presented significant challenges for the business.Hyman emphasizes the importance of resilience and staying in the game.Marketing and Customer AcquisitionThe company is refocusing on top-of-funnel marketing activities.Rent the Runway is leveraging its community and introducing new initiatives like the "Icons" program.Physical Retail and PartnershipsHyman expresses interest in partnerships with retailers like Sephora, Ulta, or Zara.Previous partnerships with Neiman Marcus drove significant foot traffic.Industry InsightsHyman discusses the disruption in the fashion industry, particularly from companies like Shein and Amazon.She notes the changing perception of brand value among consumers.Technology and AIRent the Runway is exploring AI applications in various areas, including photography, customer service, and search algorithms.

Episode Summary:In this episode of The Retail Pilot, Ken Pilot welcomes back Stephen Yalof, President and CEO of Tanger. With over 25 years of experience in the commercial real estate industry, Stephen shares insights into Tanger's growth strategies, the evolution of retail spaces, and how the company is adapting to changing consumer behaviors. From expanding into full-price lifestyle centers to enhancing customer experiences through digital innovation and loyalty programs, Stephen provides a comprehensive look at Tanger's journey and future direction.Key Topics Discussed1. Tanger's Recent SuccessesPerformance Highlights: Tanger achieved a 4.3% increase in net operating income (NOI) and a 97.4% occupancy rate. The company executed 543 leases covering 2.6 million square feet over the past year.Expansion Efforts: Recent acquisitions include The Promenade at Chenal in Little Rock, Arkansas, which features the only Apple Store in the state.2. Growth StrategyDiversification: While maintaining its core outlet business, Tanger is expanding into full-price open-air lifestyle centers that include specialty stores, grocery anchors, and other amenities.Acquisition Focus: Stephen emphasized the importance of acquiring high-quality properties in strategic markets to leverage existing regional management teams.3. Enhancing Customer ExperienceTanger Club Loyalty Program: A tiered membership program offering discounts and perks for shoppers. Members can choose between free or paid memberships ($20 annually) for additional benefits.Digital Integration: Introduction of QR codes for real-time offers and digital savings passports, replacing outdated coupon books.Amenities and Entertainment: Investments in food offerings, gathering spaces, and entertainment options like pickleball courts to create a more engaging shopping experience.4. Industry TrendsBlending Physical and Digital Retail: Tanger is exploring e-commerce integration as part of its long-term strategy while using digital tools to enhance in-store experiences.Health & Beauty Brands: Increased presence of brands like Sephora and Ulta in outlet environments, offering regular-priced products alongside experiential services.5. Leadership and Team BuildingTalent Development: Stephen emphasizes hiring complementary skill sets to address organizational blind spots and promoting from within to keep employees motivated.Communication Practices: Regular town halls, employee resource groups (ERGs), and an intranet ensure transparency and engagement across the organization.6. Reflections on LeadershipLessons Learned: Stephen highlights the importance of "failing fast" to pivot quickly when strategies don't work. He also stresses the value of building a strong team aligned with company goals.Notable Quotes"Fail fast—if something doesn't work, pivot quickly and move on." – Stephen Yalof"We're lifestyle-izing our portfolio by adding food, beverage, amenities, and entertainment to enhance the customer experience." – Stephen Yalof"Our loyalty program is about understanding our customers better and providing them with personalized value." – Stephen YalofConnect with UsStay updated on Tanger's latest developments:Website: TangerFollow The Retail Pilot for more insightful conversations with industry leaders!

In this episode of The Retail Pilot, host Ken Pilot sits down first in a Pre-Flight conversation with Simeon Siegel, Senior Retail Analyst for BMO Capital Markets, to discuss the state of the Retail market both post-election and leading into the holiday season. For the main Flight, Ken speaks with Rachelle Hruska MacPherson, founder of the fashion brand Lingua Franca. Rachelle shares the unexpected journey that led her to create a company known for its hand-embroidered cashmere sweaters and socially conscious messaging.Origins of Lingua FrancaRachelle started the company unexpectedly in 2016 while dealing with stress from her previous businessThe idea came from embroidering "booyah" on an old sweater as a therapeutic exerciseEarly success came from a viral "I Miss Barack" sweater after the 2016 electionBusiness Growth and ModelLingua Franca offers custom embroidery on cashmere and cotton itemsThe company has expanded into ready-to-wear clothing and collaborationsCurrent revenue is under $30 million, with 60-70% from direct-to-consumer salesProduct and PricingCashmere sweaters with embroidery retail for around $380Cotton items start at $150, opening up a new market segmentCustom embroidery is available in stores and through an online customizerMarketing and CollaborationsGrowth has been largely organic, with minimal traditional marketingCollaborations with celebrities, artists, and brands have been key to expansionUpcoming collaborations include Wicked and Gilmore GirlsChallenges and Future PlansRachelle discusses the difficulties of scaling while maintaining brand authenticityShe emphasizes the importance of product quality and customer serviceThe company is exploring new marketing strategies, including digital advertisingPersonal InsightsRachelle shares her favorite travel destinations and TV showsShe discusses the importance of mentorship and community in the fashion industryThe episode provides an in-depth look at how Lingua Franca has grown from a personal project into a socially conscious fashion brand, navigating the challenges of scaling while maintaining its core values and unique positioning in the market.

In this episode of The Retail Pilot, host Ken Pilot welcomes Jan Rogers Kniffen, CEO of J Rogers Kniffen Worldwide and retail industry expert, to discuss the current state and future of retail. Key Topics Discussed: Post-Election Retail BounceJan predicts a post-election retail bounce, as seen in previous presidential election yearsDiscretionary retail is currently running at zero inflation, making it attractive to consumersFourth Quarter OutlookDespite potential headwinds, Jan expects a strong fourth quarterForecasts 3.5-4% sales growth, similar to last yearBelieves discretionary goods will perform well due to their perceived value compared to inflating servicesWalmart vs. TargetWalmart is outperforming Target significantlyWalmart is attracting higher-income customers, traditionally Target's demographicWalmart's focus on in-store experience and competitive pricing is paying offOff-Price Retail SectorTJ Maxx ranked as the fifth-best retailer in America by JanConcerns about over-saturation in the off-price sectorPotential challenges for off-price retailers as the market maturesDepartment Store FuturePredicts most department stores will go private by the end of 2026Cites lower interest rates and increased real estate values as factors facilitating buyoutsMentions Nordstrom, Macy's, and Kohl's as potential candidates for privatizationTariffs and ManufacturingDiscussion on the impact of potential tariffs, especially on goods from ChinaMany retailers have already reduced their exposure to Chinese manufacturingPredicts that moderate tariff increases might be absorbed by Chinese manufacturers rather than passed on to consumersNotable Quotes:"May the bounce be with you." - Jan Rogers Kniffen on the post-election retail bounce"I think it's come down to who can do this stuff as opposed to where you happen to be." - Jan Rogers Kniffen on retail performanceClosing Thoughts:Jan expresses optimism for the retail sector going into the fourth quarter and 2025, despite potential challenges. He emphasizes the importance of execution and adaptation in the evolving retail landscape.

On this episode of The Retail Pilot podcast, Ken speaks with Nick Green, Co-Founder & CEO of Thrive Market, a membership-based online platform that makes healthy and sustainable living easy and affordable to all. Nick launched Thrive 10 years ago shortly after graduating from Harvard.The business has also been recognized as a leader in regenerative agriculture, carbon-neutral shipping, and Zero Waste operations, and in 2020 became the nation's largest grocer to receive B Corp Certification.Outside of Thrive Market, Nick lives in Venice, CA with his wife, Carolina, and their three children.Key PointsAbout Thrive Market: An online retailer offering natural and organic products at affordable prices through a membership model1Mission: Making healthy and sustainable living easy, affordable, and accessible to all1Business Model: $60 annual membership feeCurated assortment of natural and organic productsAI-powered personalizationZero-waste fulfillment and carbon-neutral shippingCompany StatsFounded: 10 years agoMembers: 1.5 millionAnnual Sales: Over half a billion dollarsProfitability: Now profitable and cash flow positive1Nick Green's BackgroundGrew up in Minneapolis with a health-conscious motherPreviously founded and sold an education companyMet co-founder Gunnar, who grew up on a hippie communeBusiness StrategyProduct Mix: 90% third-party brands10% Thrive Market branded products (generating 25% of sales)Private Label Strategy: Focus on filling gaps in the catalog rather than copying existing products1Margin Profile: Strong margins on both private label and third-party productsSustainability: Zero-waste fulfillment centers, carbon-neutral shippingMarketing StrategyReferrals: 25% of new members come from existing member referralsInfluencer Marketing: Unique approach to partnershipsDigital Marketing: Leveraging technology for personalized experiencesFuture OutlookFocus on expanding online presence rather than immediate brick-and-mortar plansPotential for future physical stores, but not a current priorityContinued investment in AI and personalization technologiesCompetitive AdvantagePurpose-built for healthy livingMembership model driving profitability and customer behaviorTechnology-first approach to e-commerceStrong focus on sustainability and ethical supply chains

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.

Ken Pilot interviews Shai Eisenman, CEO and Founder of Bubble, on this episode of The Retail Pilot Podcast. Bubble Skincare is the first modern, affordable, science-backed skincare line formulated to clean, balance and hydrate young skin all for under $20. Today, the Bubble line consists of 20+ products that work together to create a complete routine from face cleansers to face masks. Bubble products are available on hellobubble.com, in over 16,000 retail locations across the US, Austrailia and the UK including Boots, Beauty Bay, CVS Walmart and Ulta stores.Prior to starting Bubble in 2018, Eisenman started her B.A. at 15, and began her career in business at 16 years old. She lives in New York with her partner and two children. Key Points:Shai started Bubble after an early start in academics and entrepreneurshipBubble focuses on affordable, high-quality skincare products for younger consumersThe company built a community of 4,600 Gen Z advisors before launchingBubble now has over 50,000 brand ambassadors who provide input on all decisionsProducts are priced affordably (around $15) but with prestige-level qualityInitially launched D2C but quickly pivoted to retail partnershipsNow available in 13,000 U.S. stores including Walmart, Ulta, CVS, and AmazonRecently expanded to the UK (Boots) and Australia (Priceline)Business Strategy:Focused on margin dollars rather than margin percentageFound retail partnerships more profitable than D2C for their price pointInvests in physical experiences and grassroots marketing over traditional advertisingCollaborates with brands like Disney to reach new audiencesRaised capital primarily from individuals and early-stage fundsAims to be profitable and not reliant on external fundingCommunity Engagement:Uses multiple platforms to communicate with brand ambassadorsOffers gift cards and commissions to ambassadorsRuns college campus programs with exclusive merchandiseInvolves community in product development, naming, and marketing decisionsChallenges and Growth:Adapting leadership style and operations as the company scalesExpanding internationally while remaining an independent brandBalancing control over brand experience with benefits of retail partnershipsLeadership Insights:Values building a strong team and fostering communityRelies on experienced advisors for guidance in different growth stagesEmphasizes the importance of adapting to different business stages 

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.

Ken Pilot interviews Simeon Siegel, MD and Senior Analyst, Retail & eCommerce for BMO Capital Markets, for this Flight of The Retail Pilot PodcastOverview: In this episode, leading retail analyst Simeon Siegel returns to discuss the current state of the retail sector, emphasizing the importance of execution in a challenging economic environment. Key Topics: Simeon's Role: Simeon explains his work as a retail analyst, helping investors understand which companies are performing well and which are struggling. He covers 20-30 companies and provides ratings such as outperform, underperform, and market perform. Current Retail Climate: The year has been progressively challenging for retail, with lingering effects from the pandemic. While some sectors are struggling, others are thriving, highlighting a divergence between winners and losers in the market. Luxury Market Trends: The luxury sector is experiencing pressure for the first time in years, with growth slowing from 8% to 4%. Despite this, some brands like Prada and Hermes continue to perform well. Execution Matters: The conversation emphasizes that execution is key in today's market. Companies that adapt and perform well are gaining market share, while larger, established brands face challenges. Consumer Health: Despite concerns about credit card debt and inflation, the U.S. consumer remains resilient. Retailers need to balance promotions and marketing to maintain brand value while driving sales. Technology Investments: As retailers navigate challenges, there is a focus on investing in technology that enhances both online and in-store experiences. The importance of inventory management and customer engagement is highlighted. Winners in Retail: Companies like TJX are noted for their strong performance due to their unique value propositions for both consumers and vendors. Other brands showing potential include Nike, despite recent struggles. Conclusion: The episode wraps up with reflections on the evolving retail landscape, emphasizing the need for brands to adapt strategically to maintain relevance and profitability amidst changing consumer behaviors and economic conditions. Listen for More: Tune in for deeper insights into retail trends and expert analysis from Simeon Siegel!

In this episode of The Retail Pilot - Tech Talk, Ken Pilot speaks with Vic Drabicky and Josh Krepon about performance marketing in the Retail/Fashion Industry.SummaryIn this conversation, Vic Drabicky, CEO and founder of January Digital, and Josh Krepon, President of US D2C and Global Digital at Steve Madden, discuss the current state of performance marketing and the importance of balancing algorithmic marketing with inspirational and influential marketing. They also touch on the challenges of creating and managing content, the role of video in marketing, and the rise of TikTok shops. The conversation covers various topics related to retail and marketing, including the impact of consumer behavior shifts, the role of video commerce, the importance of collaborations and influencers, the use of MarTech in loyalty and data management, and the potential impact of the election on the retail environment.Key TakeawaysPerformance marketing has dominated the marketing landscape in the past decade, but brands now need to find a balance between algorithmic marketing and inspirational/influential marketing.Creating and managing content can be challenging, and brands need to strike a balance between volume and quality.Video marketing is becoming increasingly important, and brands need to adapt to the changing landscape of platforms like TikTok.The rise of TikTok shops and partnerships with platforms like Amazon indicate that video commerce is on the horizon. Consumer behavior takes time to shift, and it may not always align with predictions or trends.Video commerce is a growing trend, but it may take a long time for people to change their behaviors and adopt it on a large scale.Collaborations and partnerships with influencers or other brands can be successful if they are authentic, aligned with the brand's values, and provide value to the customers.MarTech tools can be used for retention and loyalty programs, as well as data management and analysis.The outcome of the election can impact the retail environment, with consistency and confidence being important factors for stability and growth.

Ken Pilot interviews Mike Natenshon, Founder of Marine Layer, for this episode of The Retail Pilot Podcast.Mike Natenshon started Marine Layer the day after his girlfriend threw away his favorite shirt. In the ensuing 10 years, Marine Layer has grown into a complete California-inspired lifestyle brand delivering new favorite shirts to wherever their customers are. Although considered 'digital first' Marine Layer operates 50 stores and two 1969 VW buses nationwide.SummaryMarineLayer is a retail brand that started as an online t-shirt company and later expanded to brick-and-mortar stores. The company focuses on creating high-quality, comfortable clothing for men and women. They have a balanced distribution model, with 60% of sales coming from retail stores, 40% from direct-to-consumer online sales, and a small percentage from wholesale.MarineLayer has been able to maintain profitability and grow steadily by taking a measured approach to expansion and focusing on building a strong brand. They have plans to continue growing all three distribution channels and are considering international expansion in the future.Marine Layer is a brand that focuses on creating comfortable and casual clothing for both men and women. The stores are designed to feel like a room in your home, with a familiar and intimate atmosphere.The company has a program called Respun, which is an upcycling initiative that collects old t-shirts and finds new uses for them. They offer customers a recycling bag and a credit towards future purchases.In terms of marketing, Marine Layer uses paid social media advertising on platforms like Instagram and TikTok, as well as catalogs. They have also explored connected TV advertising but found it to be expensive and not as targeted as other channels.In terms of technology, Marine Layer has invested in Endless Isle, which allows them to share inventory across channels and provide a seamless customer experience. They are also exploring the use of AI for customer analytics and predictive product merchandising.As a leader, Mike is focused on protecting the company's culture and maintaining a fun and collaborative work environment. Marine Layer operates on a hybrid work model, with employees working three days in the office and two days remotely. Mike's favorite Marine Layer item is a t-shirt that he has worn for the births of both of his daughters.TakeawaysMarineLayer started as an online t-shirt company and later expanded to brick-and-mortar stores.They have a balanced distribution model, with 60% of sales from retail stores, 40% from online sales, and a small percentage from wholesale.The company focuses on creating high-quality, comfortable clothing for men and women.MarineLayer has been able to maintain profitability and grow steadily by taking a measured approach to expansion and focusing on building a strong brand.They have plans to continue growing all three distribution channels and are considering international expansion in the future. Marine Layer focuses on creating comfortable and casual clothing for both men and women.The stores are designed to feel like a room in your home, with a familiar and intimate atmosphere.Respun is Marine Layer's upcycling program that collects old t-shirts and finds new uses for them.Marine Layer uses paid social media advertising and catalogs for marketing.They have invested in technology like Endless Isle for seamless inventory management and are exploring the use of AI for customer analytics.Mike is focused on protecting the company's culture and maintaining a fun and collaborative work environment.Marine Layer operates on a hybrid work model, with employees working three days in the office and two days remotely.

Ken Pilot interviews Alexandra Wilkis Wilson for this episode of The Retail Pilot podcast.Alexandra is an ENTREPRENEUR, INVESTOR & BOARD DIRECTOR.She is best known as Co-Founder of ecommerce sensation, Gilt, which grew to $650M+ within 5 years of its launch and later sold to Hudson's Bay Corporation. She was also Co-Founder of GLAMSQUAD, and Fitz, a closet organizing and styling company, which sold to Tradesy the peer-to-peer luxury recommerce company.Today, Alexandra is Co-Founder and Managing Partner of growth equity fund, Clerisy, investing in consumer and techsumer companies. She has been an avid angel investor and advisor to over 80 consumer tech companies including Rent the Runway, The Mirror and Bubble. Alexandra is an active champion of female founders and the co-author of New York Times bestseller, “By Invitation Only: How We Built Gilt and Changed the Way Millions Shop”.SummaryAlexandra discusses her entrepreneurial journey, starting with her time at Gilt and later founding Glamsquad. She shares the challenges and successes of both ventures and the lessons she learned along the way. She also talks about her involvement in other startups and her decision to join Clerisy, a growth equity fund. Alexandra discusses her career journey, the founding of Clerisy Partners, and their investment strategy. She highlights the importance of understanding consumer needs and solving problems in a unique way. Wilson emphasizes the hands-on approach of Clerisy Partners, where they actively partner with portfolio companies and provide support beyond capital. She also shares her leadership philosophy, the influence of mentor Mindy Grossman.TakeawaysAlexandra Wilkis Wilson had an entrepreneurial spirit from a young age and pursued a career in investment banking before venturing into the world of retail and entrepreneurship.Gilt, founded in 2007, grew rapidly and became a successful online luxury fashion retailer, attracting a large customer base with its timed sales and curated assortments.Glam Squad, founded by Alexandra Wilkis Wilson, offered in-home beauty services and expanded to multiple markets, providing a hyper-local experience.Alexandra Wilkis Wilson applied the lessons learned from Gilt to Glam Squad, including managing people, motivating teams, and giving and receiving feedback.She later worked on other ventures, including Dressr, an app that used AI and machine learning to help users style outfits, and FITS, a service that organized consumers' closets and provided styling recommendations.Alexandra Wilkis Wilson joined Clerisy, a growth equity fund, to continue her involvement in the tech and consumer-focused industry. Understanding consumer needs and solving problems in a unique way is key to successful investments.Clerisy Partners takes a hands-on approach and actively partners with portfolio companies.Delivering tough messages and providing constructive feedback is important for effective leadership.Mindy Grossman has been a mentor and role model for Alexandra Wilkis Wilson.Favorite streaming shows include El Tiempo Entre Costuras, Fauda, and Outlander.Favorite vacation destinations are Key Biscayne and Brazil.Taylor Swift is someone Alexandra Wilkis Wilson would love to meet.Clerisy Partners aims to invest in the next unicorn among their portfolio companies.Chapters00:00Introduction and Background02:36The Attraction to Gilt05:34The Early Vision and Success of Gilt09:02Gilt's Journey to Unicorn Status12:07Challenges and Exit of Gilt15:29Glam Squad: Inception and Expansion18:44Lessons Learned and Next Ventures23:22Dresser and FITS: Innovative Ventures27:25Partnering with Claricey: Focus on Tech and Consumer Companies31:08Portfolio Companies and Investment Criteria36:34Hands-On Partnership and Learning from Others38:33Exciting Technologies and Sharing Knowledge40:35Leadership Philosophy and Mentorship45:17Missed Opportunities and Lessons Learned47:37Rapid Fire: Streaming Shows, Vacation Destinations, and More

This episode of The Retail Pilot - Tech Talk - features Ken Pilot's interview with Joe Yakuel, Co-Founder & CEO of brkfst.io, and three of his customers.Soumya Sriraman is an experienced CEO and general manager with deep expertise in building streaming businesses across a variety of media companies. She most recently led Qurate Retail Group's streaming commerce business, which includes the QVC+ and HSN+ and previous to that she led the Amazon channels business.Stephen Simonis is a strategic advisor, investor and mentor to many leading CPG brands, and is currently Chief Revenue Officer at The Beard Club.Cezanne Huq is A veteran marketer and product strategist and brings nearly 27 years of management, product and digital marketing experience leading in-house and agency teams domestically and globally for large-scale brands. Most recently, Cezanne led the digital teams for HelloFresh, Molekule, Lifelock, Intuit and Experian.In this podcast interview, we learn about how brkfst.io helps brands create authentic content tailored to audience and platform. Receive hundreds of UGC video ads from over 5,000 content creators within 3 weeks.

Ken Pilot interviews Tim Parr, CEO & Founder of Caddis, for this flight of The Retail Pilot podcast.Tim Parr is the CEO and Founder of CADDIS, an eyewear brand that crushes age stereotypes. He believes in defying our society's addiction to youth and fueling getting older and owning it. Tim is an entrepreneur who has also worked for some of the most respected brands. Patagonia, L.L. Bean, Filson. Tim has lectured at the Stanford School of Design, Modern Elder Academy, San Francisco Academy of Art, and the California College of Arts. In 2013 he formed a bluegrass band and hit the road touring the Western United States.SummaryTim Parr, the founder of CADDIS, shares his journey of starting a lifestyle brand focused on eyewear for people over the age of 40. He discusses the broken customer experience in the eyewear market and the opportunity to create a brand that is authentic and transparent. Tim emphasizes the importance of owning one's age and challenges the ageism prevalent in society. He also talks about the size of the 50+ demographic and the potential for growth in the market. Tim shares his approach to marketing, including the use of in-person experiences and tangible materials like catalogs. He highlights the significance of strong design, brand position, and storytelling in attracting customers. Tim also mentions his mentors and the challenges of maintaining innovation and creativity in the business.TakeawaysThe eyewear market for people over the age of 40 has a broken customer experience, creating an opportunity for a brand like CADDIS to provide authentic and transparent products.Owning one's age is a powerful message that resonates with the 50+ demographic, which controls a significant portion of household income and spending power.In-person experiences and tangible materials like catalogs can be effective marketing tools for a lifestyle brand, allowing customers to connect with the brand on a deeper level.Strong design, brand position, and storytelling are essential for attracting customers and building a successful brand.Having mentors, both male and female, can provide valuable guidance and support in building a business.Maintaining innovation and creativity is a challenge for leaders, but it is crucial for the long-term success of a brand.Chapters00:00Introduction and Tim's Journey04:04Identifying the 40+ Market for Eyewear06:02The Origin and Importance of the CADIS Name07:15Owning Your Age and Challenging Ageism10:53The Size and Potential of the 50+ Demographic14:18Elevating the CADIS Brand and Attracting Celebrities19:24Differentiating from Competitors like Warby Parker21:47The Importance of Authenticity and Creativity in Marketing25:58The Role of Tangible Marketing in Connecting with Customers26:05Tim's Role as CEO and Leadership Challenges29:04Margins and Product Manufacturing32:11Advice for Tim's Past Self and Lessons Learned34:30Mentors and the Importance of Innovation and Creativity36:23Rapid Fire Questions

Ken Pilot interviews Janet Hayes, CEO of Crate & Barrel Holdings, for this episode of The Retail Pilot podcast.SummaryJanet Hayes, CEO of Crate and Barrel Holdings, shares her journey into retail and her experience leading the company. Crate and Barrel Holdings is a multi-brand, multi-platform, multi-country company with four brands: Crate and Barrel, CB2, Crate and Kids, and Hudson Grace. Hayes discusses the strategy behind physical retail and the importance of providing exceptional shopping experiences. She emphasizes the need to inspire customers and make the buying process easier, especially in the home furnishings industry. Hayes also highlights the investment in store design, technology, and employee training to enhance the customer experience. Crate and Barrel has been addressing tech debt and selectively replacing technology to improve the customer experience. The company has a comprehensive strategy that includes technology, process, and culture changes. The leadership team consists of both tenured individuals and new hires, bringing a balance of experience and innovation. Crate and Barrel is focused on international growth, particularly in Europe and Canada. The company is preparing for the future of home decor by considering the impact of AI and maintaining a focus on quality and sustainability. Collaborations with influential partners have been successful in keeping the brands fresh. The marketing strategy is shifting towards digital and personalized content. Janet Hayes is motivated by the commitment to customers and employees, and she enjoys the energy and growth of the retail industry.TakeawaysJanet Hayes has over 30 years of experience in retail and has worked for companies like Macy's, Gap, Nike, and Williams Sonoma before joining Crate and Barrel Holdings as CEO.Crate and Barrel Holdings is a multi-brand company with four brands: Crate and Barrel, CB2, Crate and Kids, and Hudson Grace.The strategy behind physical retail for Crate and Barrel Holdings is to provide exceptional shopping experiences and inspire customers.Investments have been made in store design, technology, and employee training to enhance the customer experience.Crate and Barrel Holdings is focused on market share and has gained significant market share in the home furnishings industry.The company is investing in a new POS system that will enable associates to take transactions wherever the customer is, providing a seamless and convenient shopping experience. Crate and Barrel is addressing tech debt and selectively replacing technology to improve the customer experience.The company has a comprehensive strategy that includes technology, process, and culture changes.The leadership team consists of both tenured individuals and new hires, bringing a balance of experience and innovation.Crate and Barrel is focused on international growth, particularly in Europe and Canada.The company is preparing for the future of home decor by considering the impact of AI and maintaining a focus on quality and sustainability.Collaborations with influential partners have been successful in keeping the brands fresh.The marketing strategy is shifting towards digital and personalized content.Janet Hayes is motivated by the commitment to customers and employees, and she enjoys the energy and growth of the retail industry.Chapters00:00Introduction and Janet Hayes' Journey into Retail08:23Taking on the Role of CEO at Crate and Barrel Holdings11:24The Strategy Behind Physical Retail at Crate and Barrel Holdings18:57Investing in Exceptional Shopping Experiences23:15Enhancing the Customer Experience with Technology24:39Seamless Shopping with a New POS System25:07Addressing Tech Debt and Improving the Customer Experience27:01Comprehensive Strategy for Technology, Process, and Culture Changes28:40Balanced Leadership Team with Experience and Innovation31:40Focus on International Growth in Europe and Canada33:30Preparing for the Future of Home Decor with AI and Sustainability37:16Successful Collaborations to Keep the Brands Fresh40:05Shifting Marketing Strategy towards Digital and Personalized Content43:22Motivation through Commitment to Customers and Employees

Ken Pilot interviews Sid and Ann Mashburn, Founders of Sid Mashburn and Ann Mashburn, for this episode of The Retail Pilot Podcast.Sid Mashburn grew up in small-town Mississippi but began his design career in New York in the mid-1980s, as J.Crew's first men's designer. He designed the brand's first heritage piece— the Barn Jacket. He was later recruited by Ralph Lauren to join the design team at Polo, and after subsequent stints leading design at Tommy Hilfiger and Lands' End, it was time to do his own thing. His wife, Ann Mashburn had been on the editorial side of fashion, working in magazines at Condé Nast (Vogue, Glamour) and then as a stylist at J.Crew. Since meeting in their early 20s, they'd known that whether it was making mix tapes or throwing parties, what they really loved wasn't just creating things, but sharing them with others.SummarySid and Anne Mashburn discuss their journey in building their retail business, which includes six stores and an online presence. They emphasize the importance of creating a unique and personalized shopping experience for their customers, with a focus on customer service and curated merchandise. They also talk about the challenges they faced in launching their business and the decision to expand into online sales. The conversation touches on the significance of the tailor shop in their stores and the success of their made-to-measure business.Ann Mashburn discusses the importance of the experience and memory associated with buying and wearing clothing. She emphasizes the value of made-to-measure clothing and the attention to detail it requires. Ann also talks about the role of marketing in reaching customers and reinforcing the brand. She mentions the use of digital marketing and email campaigns as effective strategies.Ann and Sid Mashburn discuss the challenges and benefits of working together as a married couple. They highlight the importance of trust and the support they provide each other. They also mention their mentors and the inspiration they draw from different designers and places. Ann and Sid share their vision for the future of their business, including expanding to more cities and growing their e-commerce presence. They emphasize the importance of creating special experiences for every customer and maintaining a sense of restraint in their growth. Finally, they discuss the value of personal connections and relationships in their industry.Takeaways·     Creating a unique and personalized shopping experience is key to building a successful retail business.·     Customer service and curated merchandise are important factors in attracting and retaining customers.·     Expanding into online sales can be a significant growth opportunity for brick-and-mortar retailers.·     The tailor shop adds a bespoke element to the store and enhances the overall customer experience.·     The made-to-measure business allows for a deeper level of customer engagement and satisfaction. The experience and memory associated with buying and wearing clothing can be just as important as the clothing itself.·     Made-to-measure clothing offers a personalized and high-quality experience for customers.·     Digital marketing and email campaigns are effective strategies for reaching and engaging customers.·     Working together as a married couple requires trust and support.·     Mentors and relationships with industry professionals can provide valuable advice and guidance.·     Creating special experiences for every customer is a key focus for the business.·     Maintaining a sense of restraint and thoughtful growth is important for long-term success.·     Personal connections and relationships are highly valued in the industry.Chapters00:00 Introduction and Background07:33 The Journey to Building the Business33:40 Expanding into Online Sales37:46 The Significance of the Tailor Shop39:28 Enhancing the Customer Experience with Made-to-Measure39:58 The Power of Experience and Memory40:58 The Value of Made-to-Measure Clothing45:18 Effective Marketing Strategies46:11 Working Together as a Married Couple49:09 Taking the Trunk Show Everywhere51:22 Growing the Business Responsibly01:05:15 Trusting Yourself and Building Relationships01:07:36 Rapid Fire

Ken Pilot interviews Mindy Grossman, a return guest to The Retail Pilot Podcast.Mindy Grossman is a Partner and Vice Chair at Consello, a financial services advisory and strategic investing platform.Prior to Consello, Mindy joined Weight Watchers in 2017 as the CEO and President leading the repositioning and rebranding of the company to WW Intl. From 2008 to 2017 Mindy took IAC retail public and then became CEO of HSN, a $4B DTC business. Earlier in her career, Mindy had key Leadership roles with Nike, Ralph Lauren, Warnaco, Tommy Hilfiger and and Oxford industries.Mindy has been recognized and awarded numerous times over her career including Forbes Magazine's The 100 Most Powerful Women, an Advisory role on President Obama's Digital Economy board as well as serving as chairman of the NRF.Mindy currently is an investor in and on The Board of Directors of Herself Health and Fanatics, Inc., VF, American Heart Association and HungryRoot.SummaryMindy Grossman discusses the diverse services provided by the company and the role her team plays with major companies. She highlights the importance of customization and collaboration in their advisory practices. Mindy also talks about the investments made by Consello Capital in tech-enabled services and consumer retail. She emphasizes the power of storytelling in business and the need for brands to create authentic and engaging experiences for customers. Mindy shares her passion for education and her involvement in various non-profit organizations. She reflects on her favorite moments in her professional career, including starting a business, leading the apparel business at Nike, and her time at HSNI.Takeaways·     Consello provides a diverse range of advisory and investment services to major companies, with a focus on customization and collaboration.·     Investments made by Consello Capital are centered around tech-enabled services and consumer retail.·     Storytelling is a powerful tool in business, allowing brands to create authentic and engaging experiences for customers.·     Mindy Grossman is passionate about education and is involved in various non-profit organizations.·     Her favorite moments in her professional career include starting a business, leading the apparel business at Nike, and her time at HSNI.Chapters00:00Introduction and Overview of Consello Group03:10Customized Advisory and Investment Services09:53Investments in Tech-Enabled Services and Consumer Retail13:07The Power of Storytelling in Business23:57Favorite Moments in Mindy Grossman's Professional Career

Ken Pilot interviews Scott Tannen, Founder and CEO of Boll & Branch on this flight of The Retail Pilot Podcast.Scott Tannen is the CEO and Founder of Boll & Branch, the world's leading luxury bedding brand, which he founded in 2014 with his wife Missy Tannen. Boll & Branch was one of the earliest direct-to-consumer brands in the soft home world of bed and bath products, and is the first ever 100% organic Fair Trade Certified™ bedding company. Every product, from their sheets to their down pillows, is made sustainably, with a transparent supply chain, and today Boll & Branch is one of the largest e-commerce-first luxury home brands, loved by millions of Americans, including every living US president, and countless celebrities. Scott started his career at Nabisco / Kraft Foods, and was pivotal in the strategic development and modernization of communication efforts for brands including Altoids, Oreo, Planters, Milk-Bone, Life Savers and dozens of others. During his time with the conglomerate, he also oversaw Digital communications and marketing for Kraft Foods entire portfolio of Nabisco Cookies & Crackers, Confections and Snacks brands. He later went on to join Wrigley, establishing the digital division for their global portfolio of brands, including Orbit, 5 Gum, Juicy Fruit, Life Savers, and others. Prior to Co-Founding Boll & Branch, Scott was the Founder & President of Candystand.com, which he launched in 2008 and sold to Publisher's Clearing House in 2010.Scott's work has been recognized by the advertising and creative industry with awards including Gold and Bronze Clios, Effies and Cannes Lions. He sits on the advisory boards of several technology and consumer goods companies, and is a Vanderbilt University alum. Scott resides in New Jersey with his wife Missy, their three children, and two dogs.SummaryBoll & Branch is a leading luxury linens and bedding company that focuses on transparency, traceability, and sustainability in its supply chain. The founders, Scott and Missy Tannen, started the company 10 years ago with no background in textiles, which gave them a unique advantage in reimagining how the industry operates. They have built a strong brand that values quality, authenticity, and customer trust. Boll & Branch started with a focus on sheets and bedding but has expanded into other categories like pillows and bath products. They aim to create a complete solution for the bedroom and bathroom. The company has been self-funded and profitable since its early years, allowing them to maintain control and focus on long-term sustainability. They recently raised capital to clean up their cap table and have a strong partnership with Elk Hatton, who invested $100 million in 2019. Boll & Branch has achieved a net revenue of around $200 million and continues to grow. They prioritize customer retention and emotional connection by providing traceability and transparency through their OriginTrack feature. The company is primarily direct-to-consumer but also has retail stores and partnerships with retailers like Nordstrom. Bowen Branch has dedicated spaces in Nordstrom and Bloomingdale's, with specific merchandising and fixturing. Wholesale is a small part of the business, with the majority of sales coming from direct-to-consumer channels. The decision to sell on Amazon is a defensive play to capture customers who search for brands on the platform. Bowen Branch aims to maintain a strong online presence while expanding its retail stores. The company offers bespoke services, such as custom manufacturing and interior design consultations. Marketing efforts focus on word-of-mouth, TV, influencers, social media, and print catalog. Bowen Branch positions itself at a higher price point, offering superior products and targeting customers who value a better experience. The pandemic had a consistent and solid impact on sales, while post-pandemic growth has been strong. Technology is leveraged to improve the customer experience, with a focus on usability and AI chatbots. Scott Tannen, the founder of Bowen Branch, is described as consistent, fair, and transparent as a leader. Takeaways·     Boll & Branch is a leading luxury linens and bedding company that focuses on transparency, traceability, and sustainability in its supply chain.·     The founders, Scott and Missy Tannen, started the company 10 years ago with no background in textiles, which gave them a unique advantage in reimagining how the industry operates.·     Boll & Branch has been self-funded and profitable since its early years, allowing them to maintain control and focus on long-term sustainability.·     They recently raised capital to clean up their cap table and have a strong partnership with L Catterton, who invested $100 million in 2019.·     Boll & Branch has achieved a net revenue of around $200 million and continues to grow.·     They prioritize customer retention and emotional connection by providing traceability and transparency through their OriginTrack feature.·     The company is primarily direct-to-consumer but also has retail stores and partnerships with retailers like Nordstrom. Boll & Branch has dedicated spaces in Nordstrom and Bloomingdale's, with specific merchandising and fixturing.·     Wholesale is a small part of the business, with the majority of sales coming from direct-to-consumer channels.·     Selling on Amazon is a defensive play to capture customers who search for brands on the platform.·     Boll & Branch aims to maintain a strong online presence while expanding its retail stores.·     The company offers bespoke services, such as custom manufacturing and interior design consultations.·     Marketing efforts focus on word-of-mouth, TV, influencers, social media, and print catalog.·     Boll & Branch positions itself at a higher price point, offering superior products and targeting customers who value a better experience.·     The pandemic had a consistent and solid impact on sales, while post-pandemic growth has been strong.·     Technology is leveraged to improve the customer experience, with a focus on usability and AI chatbots.·     Scott Tannen, the founder of Boll & Branch, is described as consistent, fair, and transparent as a leader. Chapters00:00Leading the Luxury Linens Industry01:16From Consumer Frustration to Trusted Brand09:25A Long-Term Approach to Business11:24Expanding Beyond Sheets25:34Balancing Direct-to-Consumer and Retail Distribution27:02Bowen Branch's Retail Partnerships and Wholesale Strategy28:23The Importance of Direct-to-Consumer Channels29:03The Defensive Play of Selling on Amazon35:50The Impact of the Met Gala Dress39:21Positioning at a Higher Price Point41:32Marketing Strategies for Bowen Branch45:42Leveraging Technology for a Better Customer Experience48:20Scott Tannen's Leadership Style

Ken Pilot speaks with Ramy Brook Sharp one year later on The Retail Pilot podcast. Ramy is the Founder and CEO of eponymous brand, Ramy Brook.In this conversation, Ken and Ramy discuss the current state of Ramy Brook, a fashion brand, and the strategies they are implementing to grow the business. They talk about the balance between wholesale and e-commerce, successful collaborations, marketing tactics, and the use of technology like AI in the fashion industry. In this part of the conversation, Ramy Brook Sharp discusses the use of AI technology in the fashion industry, the growth and future plans for Ramy Brook, and the potential for expansion into new product categories and markets. She also talks about the importance of the team and the role of her husband in the financial aspect of the business. The conversation concludes with a rapid-fire round of questions.Takeaways·     Ramy Brook is a fashion brand known for its sexy, silky tops and contemporary price point.·     The company has a balanced approach to sales, with about 50% of revenue coming from wholesale and 50% from e-commerce.·     Successful collaborations with jewelry designers, shoe brands, and activewear companies have helped expand Ramy Brook's product offerings and reach new customers.·     Marketing efforts focus on social media platforms like Facebook and Instagram, as well as influencer partnerships and traditional digital marketing.·     The use of AI technology, such as Raspberry AI, is being explored to improve design iterations and speed up the production process. AI technology can save time and improve the process in the fashion industry, particularly in areas like photo shoots and design decisions.·     Ramy Brook is focused on slow and steady growth, with plans to expand the team in design and sales.·     The brand is exploring new product categories such as jewelry and accessories.·     International expansion is a key area of growth for Ramy Brook.·     The company is considering opening brick-and-mortar stores in strategic locations.·     Ramy Brook admires designers Donna Karan and Diane von Furstenberg and would like to meet Taylor Swift. Chapters00:00Introduction and Catching Up02:47The Growth of Ramy Brook: From Sexy Tops to a Full Collection06:15Balancing Wholesale and E-commerce: Ramy Brook's Sales Strategy10:24Successful Collaborations: Expanding Ramy Brook's Product Offerings15:06Marketing Tactics: Social Media, Influencers, and Digital Advertising26:17The Impact of AI Technology in the Fashion Industry28:13Growth and Future Plans for Ramy Brook31:43Exploring New Product Categories and Markets37:12The Importance of the Team and Financial Oversight38:21Potential Expansion into Brick-and-Mortar Stores42:23Rapid-Fire Round: Celebrity Guests, Favorite Designers, and More

Ken sits down with Hali Borenstein, CEO of Reformation, for this episode of The Retail Pilot - Leaders & Legends.BioHali Borenstein is the CEO of sustainable fashion brand Reformation. Hali has been with Reformation since 2014, when she joined the company as Director of Merchandising, and most recently served as President of the company prior becoming CEO.Under Hali's leadership, Reformation has grown to 1,000 team members, over 40 retail locations and its international business has more than tripled. She has also overseen significant category expansion and product innovation during her tenure, establishing Reformation as a day-to-day wardrobe staple. Hali has accelerated the brand's progress toward its lofty sustainability commitments, including Climate Positive by 2025 and a new commitment to be fully Circular by 2030.A native of Miami Beach, Florida, Hali received her BA from Duke and her MBA from the Stanford. In addition to her role at Reformation, she serves on the Board of Directors for Carter's Inc. Hali currently lives in Los Angeles with her husband and their two daughters.SummaryHali Borenstein, CEO of Reformation, shares her journey in the retail industry, the growth of Reformation, and the unique store experience. She discusses the impact of a major investor, the company's growth strategy, and the innovative technology used in Reformation stores. In this conversation, Hali discusses Reformation's commitment to sustainability, their approach to sustainable fabrics, factory partnerships, circularity, vintage products, and marketing strategies. She also shares insights on leadership, mentors, and lessons learned from past decisions.TakeawaysHali's background in retail and her journey to becoming the CEO of ReformationThe impact of a major investor on Reformation's growth and expansionThe unique store experience and innovative technology used in Reformation storesReformation's mission is to bring sustainable fashion to everyone, and sustainability is at the core of their business practices.The majority of Reformation's products come from sustainable materials, and they are committed to minimizing the use of non-sustainable fabrics.Reformation's factory partnerships, commitment to circularity, and vintage product offerings align with their broader mission of sustainability.The company's marketing strategy focuses on building great content, brand awareness, and collaborations with influential figures and brands.Hali's leadership style is influenced by various mentors and lessons learned from different leaders, emphasizing the importance of asking questions and seeking expertise when needed.Chapters00:00Journey to Retail CEO03:10Impact of Major Investor10:41Innovative Store Experience and Technology13:34Growth Strategy and Expansion25:52Sustainable Fabrics and Circular Economy32:02Vintage Products and Circular Business Model34:44Innovative Marketing Strategies40:21Lessons in Leadership and Decision-MakingKeywordsretail, Reformation, CEO, growth strategy, technology, store experience, sustainability, investor, expansion, sustainability, sustainable fashion, supply chain, circularity, vintage, marketing, leadership, mentors, decision-making

Ken Pilot conducts his second interview with Chris Burch, Founder of Burch Creative Capital, for this episode of The Retail Pilot.· Diverse Business Ventures: Chris Burch's company, Burch Creative Capital, is actively involved in multiple industries including hotels, real estate development, prefab building, technology, and retail. He highlights an innovative project in Boston where they are constructing low-income housing using prefabricated materials in collaboration with the Public Housing Authority.· Prefab Housing Innovation: A significant project discussed is the construction of an 11-story building with 240 apartments using prefabricated materials. This method improves quality control, speeds up construction, and is beneficial for workers. The project, named Lab 9, is unique and has potential for expansion.· Hotel and Hospitality: Burch's hotel, Nihi, off the coast of Bali, has received numerous accolades and is known for its unique, community-focused experience. Burch is expanding his hospitality ventures with a new project in Costa Rica, emphasizing authentic experiences and community involvement.· Green Lane Salad Chain: Burch introduced a new salad chain, Green Lane, offering fresh, affordable salads through a drive-through model. The business has received positive feedback and is expanding rapidly with plans to roll out more locations. The chain maintains a focus on value, quality, and customer satisfaction.· Fashion Industry Involvement: Burch is involved in several fashion brands, including STAUD, Rowing Blazers, Danielle Guizio, and Solid and Striped. Each brand is at different stages of growth or turnaround, with a focus on affordability and customer engagement. Burch emphasizes the importance of operational efficiency and strategic pricing in the fashion industry.· Investment Philosophy and Approach: Chris Burch invests in businesses with momentum and potential for significant growth. He prefers to partner with businesses, offering not just capital but also operational expertise, which gives him an edge over traditional private equity funds. He looks for companies with demand and potential, even if they are currently struggling, like Rowing Blazers, which had strong brand perception but was facing operational challenges.· Involvement and Value Addition: Burch's level of involvement varies depending on the needs of the business. He can provide strategic vision or get into detailed operational aspects if necessary. He emphasizes the importance of building a solid management team and working directly with entrepreneurs to maximize business potential.· Preference for Control and Strategic Planning: Burch prefers to have significant control over the businesses he invests in, avoiding situations where board control could impede his influence. He focuses on long-term strategic planning, aiming to envision where the business will be in ten years and working towards that vision.· Vision for New Ventures: Burch is interested in integrating supply chain and luxury experiences into new markets, particularly in housing, hotels, and hospitality. He is exploring the development of a new, unique hotel concept in Hialeah, blending luxury, entertainment, and wellness. He believes the future of hospitality lies in creating spaces that offer both high-energy entertainment and serene relaxation.· Lessons Learned and Investment Criteria: Over his career, Burch has learned the importance of separating emotionality from investment decisions and the critical role of hiring competent CEOs. He tends to sell his investments early, which has been both a benefit for peace of mind and a potential downside in terms of missed growth opportunities. He looks for substantial stakes in companies, preferring significant involvement and control over smaller, passive investments.

Ken Pilot interviews Danielle Bernstein on this episode of The Retail Pilot podcast.Danielle is a native New Yorker and fashion influencer turned business mogul. She has a dedicated fan base of over 3.3 million followers and counting across her social media platforms. Danielle started her internationally recognized blog in 2010 as a daily dose of outfit inspiration for women everywhere, before growing the platform into an aspirational yet relatable home for all things coveted. Danielle has since launched her brand, Shop WeWoreWhat, a direct to consumer and wholesale business with millions of customers worldwide.Key takeaways from this podcast interview include:· Value of Early Work Experience: Danielle emphasized the importance of early career "bitch work" in building character, work ethic, and appreciation for later success. Her experiences folding clothes, steaming garments, and doing menial tasks gave her valuable perspective and helped shape her career.· Adaptability and Innovation in Career Development: Danielle's journey into fashion was unplanned. Initially interested in event planning and nightlife, she pivoted to fashion during college. Her ability to adapt and innovate, particularly with the launch of her street style blog "We Wore What," showcases the importance of seizing new opportunities and being an early adopter of social media.· Authenticity and Risk-Taking: Danielle discussed the importance of authenticity in her personal and professional life. She highlighted her willingness to take risks and pursue what she wants, whether in her love life or business ventures. This proactive and fearless approach has been crucial to her success.· Building a Diverse and Inclusive Brand: The "We Wore What" brand caters to a broad demographic, with price points under $200, ensuring accessibility. Danielle's commitment to maintaining a high-low mix in her wardrobe reflects her belief that style isn't about expensive labels but about creativity and personal expression.· Long-Term Brand Partnerships and Influencer Integrity: Danielle values long-term partnerships over one-off deals, which she believes build trust with her audience. She advises other influencers to adopt a similar approach, focusing on authentic, enduring collaborations rather than short-term financial gains. This strategy has helped her maintain credibility and longevity in her career.· Creative Process and Inspiration: Danielle Bernstein elaborates on her creative process, highlighting the importance of data-driven design based on past best-sellers, customer feedback, and personal inspiration from everyday items and runways. She emphasizes "smart designing" by reinventing successful styles to create new products.· Controversy and Resilience: Addressing past controversies regarding accusations of copying designs, Danielle firmly denies these claims and underscores the rigorous, multi-layered process her design team follows to ensure originality. She reflects on how facing cancel culture has made her stronger as a leader and business owner.· Campaigns and Storytelling: Bernstein discusses the significance of themed collections and destination-based photo shoots in creating a compelling narrative for her brand. Locations like St. Barthes and Italy are chosen to enhance the storytelling aspect of her collections, making the process engaging for followers and customers.· Influencer Marketing and Brand Strategy: Danielle notes the shift in influencer marketing towards a more results-oriented approach, where brands focus on monetary ROI. She points out that longevity in the industry requires filling a unique market niche and having the ability to sell products effectively.· Jewish Identity and Advocacy: In light of recent events, Danielle has become more vocal about her Jewish identity, using her platform to educate and spread awareness about anti-Semitism and the situation in Israel. She emphasizes the importance of standing up for her beliefs and educating others in a way that fosters understanding and support.

On this flight of The Retail Pilot, Ken Pilot interviews Andrew Blackmon, the co-founder and CEO of The Black Tux. He manages the company's day-to-day operations and leadership team. He is passionate about diligently creating a great team/culture to execute on the company's long term vision of revolutionizing the men's formal industry. He previously worked in technology and marketing. He earned an MBA from HEC Paris and a degree in English from Pepperdine University.Key takeaways from this podcast interview include:1.    Identifying a Gap in the Market: Andrew and his co-founder Patrick identified a gap in the formal wear rental market through personal experience attending weddings and proms. They noticed that the available options often resulted in ill-fitting, low-quality garments, leading them to envision a better customer experience.2.    Naivety as an Advantage: Despite lacking expertise in fashion or retail, Andrew and Patrick's youthful naivety served as an advantage. Their lack of preconceived notions allowed them to pursue their vision with energy and enthusiasm, unencumbered by industry norms or limitations.3.    Investment and Infrastructure: The Black Tux faced challenges in securing initial investment, but eventually attracted funding from venture capitalists who believed in their concept. Building the necessary infrastructure, including warehouses equipped with dry cleaning and tailoring services, was capital-intensive but crucial for the business's success.4.    Customer-Centric Approach: The Black Tux prioritizes the customer experience, aiming to provide high-quality, stylish rentals at affordable prices. Their focus on customer satisfaction has fueled word-of-mouth growth and contributed to their success, with over 2 million customers served to date.5.    Diversification and Growth Opportunities: The company has expanded beyond rentals to offer products for purchase, responding to customer demand. Additionally, they are exploring opportunities for further expansion, including increasing their product assortment and opening more store locations, both independently and in partnership with retailers like Nordstrom. This focus on diversification and expansion reflects theircommitment to continued growth and innovation in the formal wear market.6.    Identifying a Niche Market: The Black Tux identified a gap in the men's wedding band space, similar to the one they observed when they started in the tuxedo rental business. They noticed that men lacked a brand specifically targeting them for wedding bands, and they saw an opportunity to provide a branded experience like they did with Black Tux.7.    Strategic Acquisition: Instead of just entering the jewelry market, The Black Tux strategically acquired a jewelry company with a deep history in the manufacturing side of the business. This allowed them to tap into existing expertise and offer high-quality men's wedding bands that are locally manufactured.8.    Adapting to Market Trends: The company has expanded its product offerings beyond wedding bands to include other jewelry items like chains and bracelets. This expansion reflects the growing trend of men's interest in jewelry and allows The Black Tux to cater to a broader range of customer preferences.9.    Direct Customer Engagement: The CEO, Andrew, personally engaged with customers through a unique SMS campaign, where he shared his own phone number and responded to every message. This direct engagement helped build a strong connection between the brand and its customers, fostering trust and loyalty.10. Challenges and Future Plans: Despite facing challenges like a decline in weddings due to fewer relationships formed during COVID, The Black Tux is focused on overcoming these headwinds through product expansion, brand extension, and opening new stores. They recognize the importance of staying adaptable and responsive to market changes to sustain growth.

Ken Pilot interviews Peiman Raf, Co-Founder and CEO of Madhappy, for this 50th Flight of The Retail Pilot - Leaders & Legends podcast. This interview was conducted live at The University of Michigan's Ross School of Business at the Michigan Fashion and Multimedia Summit.

Michelle Wlazlo joined JCPenney in March 2019 as executive vice president, chief merchandising officer, reporting to Marc Rosen, chief executive officer. Wlazlo is responsible for leading the Company's global merchandise strategy and operations including Merchandising, Planning and Allocation, Pricing, Product Design, and Development and Sourcing.Wlazlo brings more than 30 years of merchandising and stores experience from a variety of retailers. In her three years at JCPenney, she has led the charge in clarifying and defining the positioning of the Company's private brands to give customers more choice. Wlazlo led the launch of Thereabouts, JCPenney's most inclusive kid's brand yet with adaptive apparel for children of all abilities; established JCPenney Beauty's partnership with hero brand Thirteen Lune, providing a hyper-inclusive beauty experience; and led the introduction of Hope & Wonder, JCPenney's new purpose-driven private brand, which celebrates festive holidays as well as important cultural moments and gives back to nonprofit partners, to life. Most recently, Wlazlo led the launch of JCPenney's denim lifestyle brand for men, Mutual Weave.Prior to joining JCPenney, she served as senior vice president, merchandising over apparel and accessories, baby gear and essentials at Target Corporation. Before Target, Wlazlo spent 19 years at GAP, Inc., in a variety of roles for Gap, Gap Outlet and Old Navy. She began her career at Saks Fifth Avenue, Inc., before assuming roles as store manager and buyer at Bebe Stores, Inc.Wlazlo attended Lowthian College in Minneapolis and the Executive Education Program at Columbia University's Graduate School of Business. She currently serves on the board of directors for the National Association for the Education of Young Children.Key takeaways from this podcast interview include:1.    Personal Journey to Retail: Michelle Wlazlo's journey into retail stemmed from a fascination and curiosity with shopping. Her experience working in her stepmom's store during high school ignited her passion for the industry, emphasizing the power of fashion and accessories to impact people's lives through simple transactions.2.    Diverse Career at Gap Inc.: Wlazlo spent 19 years at Gap Inc., where she had the opportunity to work in various areas within the company. She specialized in turning around initiatives, launching new businesses, and bringing fresh perspectives to different divisions, demonstrating adaptability and problem-solving skills.3.    Product Focus at JCPenney: Upon joining JCPenney, Wlazlo prioritized fixing the product assortment and driving clarity between brands. Recognizing the importance of good product, she emphasized the need to deliver quality and value to customers, focusing on improving the overall product experience.4.    Partnership with CEO Mark Rosen: Wlazlo highlighted her strong working relationship with CEO Mark Rosen, describing their partnership as complementary and based on trust. They share a passion for product and have a similar taste level, learning from each other and maintaining open communication to drive the company forward.5.    Inclusion and Private Label Strategy: JCPenney's focus on inclusion extends beyond initiatives like the Make It Count program. The company has a long-standing history of catering to diverse customer needs through private brands, with over 50% of product driven by private labels. This strategy involves carefully curating brands to complement each other and staying true to each brand's ethos and DNA.6.    Focus on Leadership and Team Building: Michelle Wlazlo emphasizes the importance of building and maintaining a strong leadership team. She takes pride in the tenure and loyalty of her team members, highlighting the significance of having the right people on board.7.    Transparency and Inspiration: Wlazlo describes her leadership style as transparent and inspiring. She believes in being open about challenges and inspiring her team with a genuine belief in the company's mission and the value it offers to customers.8.    Customer-Centric Approach: Throughout the discussion, there's a recurring theme of prioritizing the customer experience. Whether it's through store remodeling, website improvements, or expanding beauty offerings, JCPenney's investments are aimed at enhancing customer satisfaction.9.    Adaptability and Continuous Learning: Wlazlo emphasizes the importance of stepping out of one's comfort zone and embracing new challenges. She encourages her team to take on tasks that may initially seem daunting, as these experiences foster growth and innovation.10. Team Collaboration and Support: Wlazlo underscores the importance of fostering a supportive and collaborative team environment. She values the camaraderie among team members and their willingness to assist each other, which ultimately contributes to the company's success.

On this flight of The Retail PIlot, Ken Pilot interviews Pete Nordstrom, the President and Chief Brand Officer of Nordstrom. Throughout his career, Pete has helped Nordstrom innovate the customer shopping experience and redefine the role fashion plays in customers' lives leading major strategic initiatives such as building the designer offering to a $1.5 billion business, evolving Nordstrom's mix of brands and categories and bringing in limited distribution brands as exclusive partners.  Since taking over leadership of Nordstrom in 2000, Pete and his brothers grew the business from $5.1 billion to $15.1 billion, increased the number of stores by more than 200 locations and opened Nordstrom's first flagship store in New York City as an experiential shopping destination. Driven by a Nordstrom principle to “leave it better than we found it,” they also led the organization to achieve 100 percent pay equity for employees, earn a spot on Fortune 100 Best Companies to Work For list for 20 years in a row and set a target to give back more than $50 million in local communities where we do business by 2025.  Key takeaways from this podcast episode include:1.    Early Introduction to Retail: Pete Nordstrom's entry into the family business started at a young age, with his father emphasizing the importance of work during summers. He began working at Nordstrom at the age of 12, starting with simple tasks like sweeping and stock work in the shoe department.2.    Career Progression: Nordstrom's career at the company progressed from selling shoes at age 16 to various managerial roles, including store manager and regional manager. He followed a typical career path within the company, starting from entry-level positions and gradually moving up through the ranks.3.    Family Business Dynamics: Nordstrom discussed the dynamics of being part of a multi-generational family business. He shared insights into the transition of leadership within the company, including his own experience when he and his brothers were given the opportunity to lead after a change in leadership.4.    Customer Service and Brand Building: Nordstrom emphasized the importance of customer service and adapting to changes in consumer preferences. He discussed Nordstrom's commitment to providing exceptional service while also recognizing the shift in customer expectations towards speed and convenience, particularly in the digital age. Additionally, Nordstrom highlighted the company's approach to brand partnerships and its focus on amplifying brands' presence through strategic collaborations.5.    Adaptation to E-commerce: Nordstrom acknowledged the evolution of retail, particularly with the rise of e-commerce. He discussed how Nordstrom adapted to the changing landscape by not only maintaining its renowned customer service but also by embracing online channels and forming partnerships with direct-to-consumer (DTC)brands to reach a broader audience.6.    Changing Business Models: Pete Nordstrom highlights the evolving nature of business relationships, moving from traditional wholesale models to more flexible arrangements. He emphasizes the importance of solving customer needs while discussing various financial arrangements with brands.7.    Diversification in Retail: The discussion explores the shift from traditional retail models to omnichannel approaches. Nordstrom discusses the integration of physical stores and online platforms, emphasizing the importance of reaching customers through multiple channels.8.    Partnerships and Discovery: Nordstrom emphasizes the value of partnerships with brands and the importance of maintaining a spirit of partnership rather than transactional relationships. He also highlights the role of platforms like marketplaces in facilitating brand discovery.9.    Customer Acquisition and Retail Strategy: The conversation delves into strategies for customer acquisition, with Nordstrom discussing the significance of the Rack stores in introducing new customers to the brand. The discussion also touches upon considerations for store sizes and formats in different markets.10. Adaptability and Learning: Throughout the interview, Nordstrom emphasizes the importance of adaptability and learning from experiences, such as the challenges faced in the Canadian market. He also discusses the rationale behind starting a podcast as a means of fostering connections with customers.

Ken Pilot interviews Denise Incandela for this flight of The Retail Pilot. Denise Incandela is Executive Vice President of Fashion and Private Brands for Walmart U.S. In this role, Denise is propelling Walmart's reputation as a fashion destination, helping democratize access to stylish, quality apparel for Walmart's 140 million weekly shoppers.Before joining Walmart, Denise rose through the fashion industry ranks with roles as CEO of Aerosoles, President of Global Digital and Customer Experience for the Ralph Lauren Corporation and before that, EVP and CMO of Saks Fifth Avenue. Denise started her post MBA career at McKinsey & Company, where she was a leader of its retail practice.Denise is a visionary retail executive and experienced public company board director who has transformed luxury brands and mass retailers for over 20 years, and she is renowned across the industry for her innovation and vision, team leadership and ability to drive results.Key takeaways from this podcast interview include:1.    Transformational Leadership: Denise Incandela's career trajectory reflects a commitment to transformational leadership. From her beginnings in investment banking and management consulting to her roles at Saks, Ralph Lauren, and Walmart, she has consistently sought opportunities to drive change and innovation within the retail industry.2.    Early Adoption of E-commerce: Denise's entry into the retail industry was marked by the nascent stage of e-commerce. Her pivotal role in launching Saks' e-commerce business in 1999 highlights her foresight and willingness to embrace new technologies and trends, even when they were not widely accepted.3.    Shift from Luxury to Mass Market: Denise's transition from luxury brands like Saks and Ralph Lauren to Walmart represents a significant shift in focus and target demographics. Despite the apparent disparity between luxury and mass-market retail, Denise saw an opportunity to leverage her expertise and drive transformation within Walmart's fashion segment.4.    Building Strong Private Brands: Walmart's focus on developing private brands with distinct identities and market appeal is evident. Denise highlights the importance of building robust design teams and investing in brand development to create cohesive, desirable offerings exclusive to Walmart.5.    Innovative Online Experience: Walmart's efforts to enhance the online shopping experience, particularly in the fashion segment, showcase a commitment to innovation. Features such as virtual try-on and social commerce initiatives demonstrate Walmart's willingness to embrace emerging technologies and adapt to evolving consumer preferences.6.    Transformational Focus: Walmart is heavily focused on transformation, particularly in the fashion sector. They recognize the need to evolve beyond their dominant apparel business and explore new opportunities to grow.7.    Marketing Evolution: The company acknowledges the changing landscape of consumer behavior and the importance of adapting marketing strategies accordingly. This includes leveraging technology and online platforms to reach consumers where they are.8.    Marketplace Strategy: Walmart places significant emphasis on its marketplace strategy, which allows third-party sellers to offer products on its platform. This approach enables Walmart to expand its assortment without the need for additional inventory, contributing to growth and customer satisfaction.9.    Store Reinvention: Walmart is actively reinventing its physical stores to enhance the fashion shopping experience. This involves overhauling assortments, improving visual displays, incorporating digital elements, and creating brand-focused environments to change consumer perception and drive sales.10. Team Collaboration and Leadership: The success of Walmart's fashion transformation relies heavily on teamwork, leadership, and collaboration. Denise Incandela emphasizes the importance of building relationships, influencing others, and fostering a talented team to drive the company's vision forward. She also highlights the need for continuous innovation and addressing internal challenges to sustain momentum and achieve long-term goals.

Ken interviews Amy Williams, the CEO at Citizens of Humanity Group, for this Flight of The Retail Pilot. Amy joined Citizens of Humanity as the company's President in 2009 and ultimately assumed the Chief Executive Officer position in 2015, overseeing the business for the company's family of brands including Citizens of Humanity and AGOLDE. Williams previous experience includes Executive Vice President at Lucky Brand Jeans and Senior Vice President of Product Development and Design for Gap Inc. Williams serves on the board at Girls Inc of Greater Los Angeles and empowerHER. She is an advisor to Every Mother Counts and Bay Area Women's Sports Initiative. Key Takeaways Include:1.    Bridging Business and Design: Amy's career trajectory highlights the importance of bridging the gap between business strategy and creative design in the retail industry. She emphasized the significance of understanding consumer preferences, maintaining commercial viability, and fostering collaboration between merchandising and design teams. This balance between creativity and business acumen is crucial for successful product development and brand growth.2.    Entrepreneurial Leadership: Amy's transition from corporate roles to entrepreneurial ventures demonstrates her adaptability and leadership versatility. She thrived in both structured corporate environments, such as at Gap Inc., and in more dynamic, entrepreneurial settings, such as at Lucky Brand and Citizens of Humanity. Her ability to navigate different organizational cultures and drive results underscores the importance of entrepreneurial spirit and strategic vision in leadership roles.3.    Strategic Distribution Expansion: At Citizens of Humanity, Amy was tasked with developing a distribution strategy to expand beyond traditional wholesale channels. This involved exploring opportunities in specialty retail and e-commerce while working closely with company founders and private equity stakeholders. Amy's focus on diversifying distribution channels and adapting to evolving market trends reflects the agility and foresight required to drive brand expansion and maximize growth potential in the competitive retail landscape.4.    Sustainable Growth and Brand Integrity: Amy emphasizes the importance of sustainable growth and brand integrity. Citizens of Humanity and A Golde focus on quality products, investing in design, and maintaining high standards in distribution. They prioritize long-term brand development over short-term financial gains, taking inspiration from European brands that prioritize generational development.5.    Strategic Expansion and Retail Experience: The company aims to expand its retail presence thoughtfully, focusing on creating experiential and lifestyle-oriented stores rather than rapid expansion for the sake of growth. They seek to deepen relationships with existing retail partners, improve retail presentations, and explore opportunities for retail expansion in select locations.6.    Marketing and Brand Building: Instead of traditional marketing methods, Citizens of Humanity and A Goldie rely on organic brand building and word-of-mouth promotion. They prioritize product quality and strategic partnerships with tastemakers, avoiding paid advertising and focusing on creating a desirable brand image through events, partnerships, and thoughtful product placement.7.    Focus on Technology and Operations: While the company acknowledges the importance of technology in advancing their business, they admit to being more focused on other aspects due to their smaller team size. However, they recognize the need for technological advancements, particularly in areas such as inventory management and data analytics. Improving inventory accuracy, tracking product performance, and optimizing operational efficiency through technology are seen as key priorities for future growth and scalability.8.    Commitment to Sustainability: Citizens of Humanity and Agolde have made sustainability a core aspect of their brand identity. They prioritize responsible sourcing practices, including the use of regenerative cotton and recycled materials. This commitment extends beyond product quality to environmental stewardship, reflecting a broader ethos of corporate responsibility and long-term sustainability. Their approach demonstrates a blend of ethical considerations with business strategy, positioning them as leaders in sustainable fashion within the industry.

Ken interviews Simeon Siegel, Managing Director, Senior Analyst of Retail and eCommerce for BMO Capital Markets.Key takeaways from the interview include:1.    Role as an Equity Research Analyst: Simeon's job involves assessing publicly traded companies within the retail sector. He emphasizes the importance of being objective in his analysis, even if it means delivering hard truths that may not always be well-received by company stakeholders.2.    Divergence in Retail Performance: Despite macroeconomic fears and media narratives about the decline of retail, Simeon highlights that many retail companies are performing well. He notes significant revenue growth and improved gross margins in the retail sector, indicating positive consumer behavior.3.    Impact of Interest Rates: Simeon discusses the potential effects of Federal Reserve decisions on retail performance. While lower interest rates traditionally stimulate spending, he suggests that the impact may not be as significant for retailers, particularly those with strong cash positions and minimal debt.4.    Segment-Specific Performance: Retail success varies across different sectors and brands. Simeon emphasizes that success in retail requires a compelling story, understanding of the target customer, and execution. He notes that while certain sectors like luxury and teen retail are thriving, success isn't guaranteed solely by being in a favorable sector.5.    DTC (Direct-to-Consumer) Realities: There's a growing realization that DTC isn't always the golden solution it's made out to be. Removing the middle person doesn't necessarily lead to cost savings for the consumer; instead, the costs are absorbed differently. Brands pivoting to DTC may not see the expected increase in revenue, gross margin, or profit.6.    The Power of Off-Price Retailing: TJX (T.J. Maxx, Marshalls, HomeGoods) is recognized as a disruptor in the retail sector, despite its minimal e-commerce presence. Their model of selling expensive items at discounted prices has reshaped consumer perceptions and buying habits. Other off-price retailers may also take share from consumers but in different ways.7.    Reevaluating Growth Strategies: Companies like Under Armour, despite revenue size, may face challenges due to low gross margins. Reevaluating strategies, possibly shifting from over-distribution to focusing on quality over quantity sales, may be necessary for sustained profitability.8.    Tech Integration in Retail: While technology offers numerous solutions for retail, the challenge lies in identifying the most effective ones amidst the plethora of options. Companies should focus on tech solutions that reduce shrink, automate supply chains, and improve customer targeting, without letting technology overtake the core business.

Ken interviews Nyakio Grieco, Co-founder of Thirteen Lune and Founder of Relevant: Your Skin Seen on this flight of The Retail Pilot - Leaders & Legends.Nyakio (pronounced Neh-Kay-Oh) Grieco is a beauty entrepreneur and advocate for clean, inclusive beauty that suits all skin types, tones, and needs. As a veteran beauty founder and trusted industry voice, Nyakio has launched successful businesses: her award-winning brand nyakioTM, based on her family's Kenyan roots and beauty secrets that launched in 2002, and inclusive beauty e-commerce destination, Thirteen Lune, launched with cofounder Patrick Herning in 2020. Thirteen Lune launched as the first of its kind, e-commerce destination designed to inspire the discovery of beauty brands created by BIPOC founders that resonate with people of all colors. Thirteen Lune has since partnered with retailer JC Penney for inclusive beauty shop-in-shop locations in over 600 stores nationwide.Continuing her commitment to inclusive beauty Nyakio created Relevant: Your Skin Seen, a clean, science-led skincare brand that works for all skin tones and types. Working with top labs to ensure a diverse mix of chemists, Nyakio formulated each product with superfruits and actives in efficacious percentages to create products that truly perform. Most recently, the brand expanded into the cosmetics category with six color and complexion products. All products in the range are formulated with skincare benefits and serve and celebrate every skin tone, while hyper prioritizing consumers who have been underserved. Most recently, Nyakio Grieco has been honored with the CEW 2023 Female Founder Award, the Beauty Matter 2023 Future50 Award and included on the Inc. Magazine 2023 Female Founders 200 List. Key takeaways from the interview include:1.    Cultural Heritage and Beauty: Nyakio Grieco's journey into the beauty space was deeply influenced by her Kenyan heritage, particularly her grandmother's beauty secrets rooted in natural ingredients like coffee beans and sugar cane. This connection to her family's traditions and the use of earth-derived elements shaped her early interest in skincare.2.    Transition from Entertainment to Beauty: Despite initially pursuing a career in sports and entertainment, Grieco found herself drawn to the beauty industry through her work with actresses and exposure to beauty products. She noticed a gap in the market for products celebrating Africa's rich resources and heritage, leading her to pivot her career towards beauty entrepreneurship.3.    Challenges of Entrepreneurship: Grieco faced significant challenges as a black female founder, especially in accessing capital and navigating the beauty industry's landscape. Despite setbacks and failures, she persevered, leveraging mentorship, resourcefulness, and industry connections to keep her brand afloat and eventually succeed.4.    Creation of ThirteenLune: Following the acquisition of her brand by Unilever, Grieco co-founded Thirteen Lune with Patrick Herning, aiming to create an inclusive beauty retail platform highlighting products by black and brown founders. The platform aims to debunk stereotypes and provide visibility for diverse beauty brands, challenging the notion that these products are only for specific demographics.5.    Expansion and Future Vision: Despite the rapid growth of Thirteen Lune through partnerships with JCPenney and other retailers, Grieco remains focused on expanding the platform's direct-to-consumer presence and nurturing its brand identity. She sees opportunities for standalone stores, global expansion, and further development of their private label brand, Relevant. The goal is to continue championing diversity in the beauty industry while nurturing and growing the brands within the Thirteen Lune ecosystem. 6.    Thirteen Lune's Business Model: Unlike a typical marketplace, Thirteen Lune takes a physical position on inventory by importing products into the country, owning the goods, and then selling them to customers. They do not drop ship and prioritize owning the customer experience, ensuring consistency and brand representation across channels.7.    Launch of Relevant: Nyakio discusses launching Relevant as an opportunity to realize her dream brand. With Relevant, she aims to address market gaps and ensure all consumers feel seen at shelf, especially those with melanin-rich skin. The brand focuses on inclusivity, leveraging expertise in formulations and product testing.8.    Expansion and Distribution: Relevant's expansion into Sephora UK demonstrates growth and opportunity for the brand. Grieco emphasizes the importance of partnerships and distribution channels, such as JCPenney, to reach a wider audience and fulfill the brand's mission of inclusivity.9.    Marketing Strategies: Authenticity is central to Thirteen Lune and Relevant's marketing approach. Grieco emphasizes telling authentic stories that resonate with underserved consumers. In the early stages, they prioritized organic strategies over paid marketing and leveraged partnerships to amplify their message.10. Challenges and Opportunities: Grieco highlights the challenges of access to capital for people of color founders, despite the immense potential of diverse businesses. However, she remains optimistic about the shifting landscape and sees opportunities for growth through strategic partnerships, investments, and technological advancements.

On this Flight of The Retail Pilot Ken speaks with LEGEND, Tommy Hilfiger, Principal Designer, Tommy Hilfiger Global.Uplifting and inspiring consumers since 1985, Tommy Hilfiger has pioneered one of the world's most recognized premium lifestyle brands. With Hilfiger's vision and leadership as Principal Designer, his eponymous brand celebrates the essence of classic American style with a modern twist. Tommy Hilfiger offers premium quality and value to consumers worldwide under the TOMMY HILFIGER and TOMMY JEANS lifestyles, with a breadth of collections including men's, women's and kids' sportswear, denim, accessories, and footwear.Hilfiger's career in fashion began when he was a high school student in 1969 — opening his first store, People's Place, in his hometown of Elmira, New York. A decade later, he moved to Manhattan to pursue a career in fashion design, before launching his namesake brand with a single menswear collection. Since then, global retail sales of TOMMY HILFIGER products have grown to reach approximately $9.1 billion in 2022, powered by more than 16,000 associates worldwide — present in 100 countries and more than 2,000 retail stores, including its largest global flagship store at tommy.com.Hilfiger has a longstanding passion for philanthropy and making the world a better place for future generations. Through the global TommyCares organization, the brand supports various international initiatives and charities like Save the Children, the World Wildlife Fund and Fashion Minority Alliance. Hilfiger currently sits on the Board of Next for Autism. Through the Tommy Hilfiger Fashion Frontier Challenge and People's Place Program, the brand is also making strides in its ambitious vision to create fashion that Wastes Nothing and Welcomes All – which actively focuses on topics such as social and environmental sustainability, diversity, and inclusivity in fashion and beyond.Diverse achievements in business and fashion have earned Hilfiger numerous distinguished awards including the CFDA's prestigious Geoffrey Beene Lifetime Achievement Award in 2012, British GQ's Design Legend of the Year in 2020, BFC's Outstanding Achievement Award in 2021 and WWD's John B. Fairchild Honor for Lifetime Achievement in 2022. Hilfiger's life and career have been chronicled in his memoir, American Dreamer, published in November 2016 — reflecting his experiences in the fashion industry from the last 35-plus years. Recounting his early childhood and formative years, it explores the setbacks, triumphs, and sheer determination that drove him to build a multi-billion-dollar global brand.Key takeaways from this interview include:Tommy Hilfiger's Background: Tommy Hilfiger began his journey in retail and design at a young age, starting his own business at 18 years old by opening a retail store -People's Place - selling jeans in 1969. This venture eventually led him to designing and creating products for his stores, culminating in the establishment of his own brand.Innovative Store Concepts: Hilfiger's early stores, particularly People's Place, were not just retail outlets but cultural hubs influenced by music and fashion. They offered a variety of products, hosted band practices, and provided an immersive experience for customers, aligning with the youth culture of the time.Cultural Influences on Brand Identity: Hilfiger aimed to differentiate his brand from traditional preppy styles by infusing it with elements of music, particularly hip-hop, and embracing a more inclusive approach to fashion. This cultural fusion helped establish the personality of the Tommy Hilfiger brand.Disruptive Advertising Strategy: The Hangman ad campaign, conceived by advertising executive George Lois, was a bold and disruptive move that garnered attention for the brand. Despite initial criticism, the controversial campaign succeeded in sparking conversation and establishing Tommy Hilfiger as a distinctive player in the fashion industry.Strategic Partnerships and Growth: Strategic partnerships, such as those with Marjani International and later with Silas Chao and Lauren Stroll, played a crucial role in the brand's growth and expansion. These partnerships facilitated strategic decisions like expanding into Europe and launching successful product lines such as fragrances, contributing to the brand's success and eventual IPO.Archives and Relevance: Both Tommy Hilfiger and Karl Lagerfeld emphasized the importance of going back to fashion archives and making past designs relevant for today's market. This approach ensures a timeless appeal while staying fresh.Strategic Partnerships: The acquisition by Apex and subsequent sale to PVH provided strategic opportunities for Tommy Hilfiger's brand growth. Apex helped in repositioning the company, while PVH's ownership of other brands like Calvin Klein created synergies beneficial for both.Brand Positioning: The positioning of Tommy Hilfiger's brand differs between the US and Europe. Understanding regional customer preferences and pricing strategies is crucial for successful brand positioning.Design Process: Tommy Hilfiger's use of technology, such as 3D design, and the centralization of its design team in Europe contribute to a more efficient and precise design process. This enables faster response to market trends and ensures product quality.Marketing and Brand Communication: The brand utilizes a mix of influencer collaborations, celebrity endorsements, and unique marketing campaigns to amplify its brand message. Embracing digital technologies like augmented reality and exploring AI's potential are also part of the brand's forward-thinking approach to marketing.

Ken interviews Nick Graham, CEO of SPACEONE Industries and Founder and Chief Underpants Officer of Joe Boxer. Nick Graham changed the face of fashion when he turned his underwear company into one of America¹s most popular lifestyle brands. Graham coined the phrase "The Brand is the Amusement Park, the Product is the Souvenir” and uses this philosophy in everything he does.Graham was the first clothing designer on the internet in 1992, did the first live-streaming fashion show with Microsoft from an airplane hangar in Iceland and in 1998 installed the world's largest e-mail in New York's Times Square. He holds the record for the highest point a pair of underwear has been alone, (120,000 feet by single thrust rocket), and the unofficial record for the Worlds Fastest Fashion Show, (1.2 seconds by Human Cannonball).He staged the first transatlantic runway show 30,000 feet above Greenland with his friend Richard Branson, and is currently collaborating with Bill Nye the Science Guy.Currently Graham is the CEO of SPACEONE Industries that designs and produces space inspired consumer products for Men, Women and Children and is distributed through better department stores in the United States. The company also produces products for private space companies including Blue Origin, and Axiom to name a few. Graham has collaborated with many numerous space initiatives over his career including being major sponsor of the 50th Anniversary of Apollo 11 at Kennedy Space Center, launching Virgin Galactic with Richard Branson and having Apollo 11 astronaut Buzz Aldrin and Science Guy Bill Nye walk in his Men's fashion show called “Life On Mars” at New York Fashion Week.1.    Building Personal Relationships in Business: The conversation between Ken and Nick highlights the importance of personal connections in business relationships. Despite the professional setting, their banter shows a long-standing friendship, emphasizing the significance of personal rapport in business dealings.2.    Entrepreneurial Journey: Nick Graham's journey from designing ties to founding Joe Boxer illustrates the entrepreneurial spirit and the unpredictable paths that lead to success. From humble beginnings to significant brand launches, his story underscores the importance of seizing opportunities and embracing creativity.3.    Branding and Marketing Strategy: Nick Graham's approach to branding emphasizes emotional engagement and storytelling. His philosophy that "the brand is the amusement park and the product is the souvenir" encapsulates the idea of creating an emotional connection with consumers, transcending the mere transactional aspect of purchasing.4.    Innovation and Adaptation: The evolution of Joe Boxer, from its inception to its collaborations with major retailers like Macy's and Kmart, demonstrates the importance of innovation and adaptation in staying relevant in the market. Nick's willingness to pivot and explore new ventures, such as his foray into fragrance and consulting with JCPenney, underscores the entrepreneurial mindset needed for sustained success.5.    Community and Brand Loyalty: The discussion touches upon the significance of building a community around a brand and fostering brand loyalty. Nick highlights the importance of understanding and speaking to the target audience, creating a sense of belonging, and fostering brand evangelism among consumers. This underscores the idea that successful brands go beyond selling products; they create a lifestyle and communitythat resonates with their audience.6.    Humor and Emotional Connection in Branding: Nick Graham emphasizes the importance of incorporating humor, irony, and a sense of fun into brand design to create emotional connections with customers. He believes that this approach sets his brands apart in industries where seriousness is the norm.7.    Innovative Marketing Strategies: Graham shares examples of unconventional marketing strategies he implemented, such as organizing a fashion show in Iceland to promote Joe Boxer underwear. These bold tactics helped his brands gain attention and differentiate themselves from competitors.8.    Partnerships and Collaborations: Graham highlights the significance of partnerships and collaborations in business growth. He mentions working with influential figures like Richard Branson and Bill Nye, as well as collaborating with space companies like Blue Origin and NASA for his latest venture, Space One Industries.9.    Evolution of Career and Business Ventures: From his early days in the garment industry to venturing into space-related businesses, Graham's career trajectory showcases adaptability and a willingness to explore new opportunities. His latest venture, Space One Industries, demonstrates his forward-thinking approach to design and sustainability in the space industry.10. Reflecting on Past Decisions and Learning from Mistakes: Graham reflects on past decisions, acknowledging that some opportunities may have been missed due to holding onto projects too long. He emphasizes the importance of learning from mistakes and making decisions more thoughtfully in hindsight, showcasing a growth mindset in business.

Ken speaks with Lori Coulter, Co-Founder and CEO of Summersalt, on this Flight of The Retail Pilot - Leaders & Legends. Lori Coulter is the Co-Founder and CEO of Summersalt, a generation-defining lifestyle brand known for its data-backed fit and designer quality products without the designer price tag. In 2020, she was named one of Inc. Magazine's Top 100 Female Founders. Lori and her Co-founder, Reshma Chattaram Chamberlin, launched Summersalt to change the conversation around swimwear and address a true market gap by creating designer swimwear without the designer price tag. Summersalt's product is data-backed with 1.5 million measurements taken from 10,000 women's body scans.From day one, Summersalt knew it wouldn't stop at swimwear. The first challenge was to transform the swimwear shopping experience from being intimidating and vulnerable to fun and empowering. Quickly, Summersalt expanded to include adventure-friendly essentials that help make every aspect of a woman's wardrobe more joyful and comfortable—from sleepwear to intimates to activewear. Named one of the Top 100 Upstarts in the world by CNBC, The Lead's Breakout Company of the Year, and Fast Company's Brands That Matter in 2022, the brand has seen exceptional growth and consumer adoption, garnering praise from leading outlets including Vogue, Elle, CNN and Forbes. Prior to launching Summersalt, Lori, a veteran start-up founder with deep expertise in design, supply chain and ecommerce, launched one of the first mass customization startups at the intersection of technology, fashion and data to incorporate body scanning and made-to-order manufacturing. Lori holds a Master of Business Administration from Washington University in St. Louis and a Bachelor of Business Administration from Baylor University. She serves on the Board of Trustees at her alma mater Washington University in St. Louis and champions inclusive economic development and entrepreneurship as a member of the University's Skandalaris Center National Council. Outside of Summersalt, Lori enjoys spending time with her husband and two sons, and exploring the world through her love of travel and adventure. Key takeaways from this episode are:1.    Customer-Centric Approach: Lori Coulter emphasizes the importance of understanding and meeting the needs of the consumer. From the early stages, they focused on creating swimwear that empowered women to feel confident and engage with life. Their emphasis on fit, inclusivity, and sustainability reflects their commitment to their customers' values and preferences.2.    Direct-to-Consumer Success: Summersalt's success largely stems from its direct-to-consumer business model. By bypassing traditional retail channels and selling directly to customers online, they maintain a closer connection with their audience and have more control over their brand experience. This approach allowed them to optimize fit based on real-time feedback and manage returns effectively.3.    Strategic Partnerships and Collaborations: Summersalt leverages strategic partnerships and collaborations to expand its reach and grow its brand. They've collaborated with major retailers and plan to continue doing so, utilizing physical retail spaces alongside their online presence to reach a wider audience.4.    Adaptability and Resilience: The company demonstrated adaptability and resilience, particularly during challenging times such as the COVID-19 pandemic. Despite facing a significant drop in revenue, they managed to bounce back and even thrive by tapping into consumer demand for swimwear and leveraging their online presence.5.    Holistic Marketing Strategy: Summersalt employs a comprehensive marketing strategy that encompasses various channels, including press, influencer partnerships, social media, direct mail, and physical retail. By creating a 360-degree brand experience, they ensure multiple touchpoints with their target audience, enhancing brand visibility and engagement.6.    AI Integration in Marketing: Coulter highlights the significance of AI in marketing, emphasizing its role in anticipating consumer needs, creating timely content, and optimizing customer acquisition strategies. Companies that quickly adopt and leverage AI technologies are likely to emerge as clear winners in the competitive landscape.7.    Success with Connected TV: Coulter discusses the success her company has experienced with connected TV advertising, citing efficiency gains and real-time data feedback as key benefits. Leveraging data signals from direct-to-consumer interactions, such as those obtained from connected TV, allows for more targeted and effective marketing efforts.8.    Influencer Partnerships for Content Creation: Coulter emphasizes the importance of influencer partnerships in content creation, highlighting a Jet Setters program where influencers collaborate with the brand to create authentic and engaging content. Leveraging influencers helps amplify brand messaging and reach a wider audience.9.    Stage-Appropriate Tech Stack: Coulter shares insights into building a tech stack that aligns with the stage of business growth, emphasizing the importance of prioritizing platforms based on consumer needs and operational efficiency. Continuously evaluating and adjusting the tech stack to eliminate redundancies and streamline operations is crucial for scalability.10. Challenges in a Post-COVID Retail Landscape: Coulter identifies three major challenges facing her company in the post-COVID retail environment: understanding shifts in consumer behavior and the future of retail, navigating fundraising challenges in a venture capital landscape impacted by COVID, and refining merchandising strategies to adapt to changing consumer preferences and market dynamics. Flexibility, adaptation, and strategic planning are essential for overcoming these challenges and driving future growth.

Ken interviews Co-Founders of Negative, Marissa Vosper and Lauren Schwab.Lauren Schwab co-founded Negative in 2014 alongside Marissa Vosper with no experience in the fashion and manufacturing industry. With a passionate belief that women deserved to love the garments closest to their skin, Lauren taught herself every stage of developing, fitting and producing beautiful and functional intimate apparel. Prior to Negative, Lauren started her career in finance, working at two globally recognized investment management firms. Lauren was selected as one of WWD's 40 Under 40 list of industry notables who are changing the face of retail, fashion and the beauty industry. She graduated from the University of Pennsylvania with degrees in Art History and Diplomatic History. When she isn't working on Negative, she loves spending time with her husband and 3 little kids.Marissa Vosper was born and raised in Boulder, CO. She attended the University of Pennsylvania, earning degrees in Political Science and Spanish Language. After establishing her early career in branding, she co-founded Negative in 2014 alongside Lauren Schwab. Within the company, Marissa is focused on all aspects of brand strategy, communications, marketing, web and customer experience. Prior to Negative, she worked at two large branding agencies for a variety of clients, including Fortune 500 corporations, fashion labels, luxury brands and start-up businesses. She was honored as part of the Forbes 30 Under 30 List of Entrepreneurs for Art & Style. Marissa currently resides in New York City with her husband and 3 sons.Key takeaways from this episode include:1.    Inspiration Behind Negative Underwear: Marissa and Lauren were inspired to start Negative Underwear after recognizing a gap in the market for high-quality, minimalist lingerie. Dissatisfied with the options available, they embarked on a four-year journey from concept to launch, conducting market research and product development while maintaining full-time jobs.2.    Differentiation in the Market: Negative Underwear aimed to distinguish itself by offering a product that combined high-quality raw materials sourced from European heritage mills with an accessible price point through a direct-to-consumer model. The founders identified a lack of options between luxurious, but expensive, brands and mass-market, poorly made options, positioning Negative Underwear in a unique space.3.    Strategic Naming and Branding: The name "Negative" was chosen to reflect the brand's commitment to minimalism and a direct, provocative appeal. The founders wanted to stand out from other lingerie brands that often had French or girly names. The name embodied their vision of creating a straightforward, American brand that challenged existing norms in the lingerie market.4.    Self-Funding and Growth Philosophy: Negative Underwear has achieved substantial growth without external funding. Marissa and Lauren emphasize the importance of sustainable and thoughtful growth, drawing parallels to iconic brands that built their success over time. They prioritize making a superior product and focus on creating brand allegiance through a methodical and customer-centric approach.5.    Future Growth Opportunities: While the brand has primarily focused on direct-to-consumer sales, the founders acknowledge the potential for growth in various channels, including wholesale, retail, and even exploring platforms like Amazon. Despite having experimented with pop-ups and partnerships in the past, their lean approach allows themto adapt quickly to new opportunities, leaving the door open for potential expansion.6.    Lean Team and Profitability: Negative has maintained a lean team with around 15 full-time employees, emphasizing a disciplined and profitable approach. This focus on profitability over top-line growth sets them apart from the trend of driving top-line without regard to the bottom line that was prevalent in the past.7.    Resourceful Use of Freelance Talent: Negative became proficient in working with freelance talent due to resource constraints in the early years. This flexibility in utilizing fractional roles and determining when a role merits full-time hiring has contributed to their success in doing more with less.8.    Product-Centric Marketing: The co-founders believe in the product being the best form of marketing. They emphasize creating an exceptional product that outperforms existing options, leading to word-of-mouth growth and strong customer retention. Initially focusing on press coverage, they adapted their marketing strategies as customer behavior shifted to online platforms, particularly social media.9.    Strategic Growth Initiatives: Negative initially engaged in old-fashioned methods like trunk shows, leveraging personal networks to get hands-on interaction with potential customers. They stress the value of building a customer base before heavily investing in paid advertising. Collaborations with like-minded brands, influencers, or celebrities are considered when they can tell a unique story to a potential audience.10. Challenges and Lessons Learned: Challenges include finding new profitable channels for customer acquisition, maintaining the brand's core specialness while expanding, and dealing with price competition in the market. Key lessons learned include the difficulty of manufacturing in the intimates sector, the importance of realistic growth expectations when working with partners, and the value of adapting to new challenges while staying true to the brand's identity.

Ken interviews Jeanne Jackson for this Flight of The Retail Pilot.Jeanne P. Jackson is CEO of a private equity and consulting firm that she founded in 2002, MSP Capital. In 2018, she retired from Nike, Inc. after 16 years, serving first as a Board member for 7 years, then stepping into successive roles inside the Company as President, then Senior Advisor to the CEO. She recently retired from the Board of Directors of McDonalds, Inc., where she served since 1999, holding positions as Chair of the Compensation Committee, Chair of the Finance Committee, and member of the Governance Committee. She also recently retired from the Board of Kraft-Heinz, Inc., having served with Kraft Inc., since 2012, through the sale to a Warren Buffett/3G led Heinz, and staying with the combined Kraft Heinz entity until her retirement in May. She served on the Audit Committee and the Corporate Governance Committee. She serves currently as Director for Monster Beverages, Inc., and Delta Airlines,Inc., on both Finance and the People and Compensation Committees. In the past, Ms. Jackson has also served on the Boards of Nordstrom, Inc., Nike, Inc., Harrah's Inc., Motorola Mobility Inc. (through its sale to Google), Williams-Sonoma, Inc., CRS Inc., and West Marine, Inc. Ms. Jackson has previously served as the Chief Executive Officer and President of Wal-Mart.com USA, LLC , President and Chief Executive Officer of Banana Republic, a Division of Gap, Inc., while simultaneously as President and Chief Executive Officer for Gap Inc.'s Direct division. Prior to Gap, Inc., Ms. Jackson held various retail and consumer Brand management positions with Victoria's Secret, The Walt Disney Company, Saks Fifth Avenue, and Federated Department Stores.Ms. Jackson has served on the Board of Advisors of the Harvard Graduate School of Business, and University of California, Irvine Merage School of Business. She is the Past President of the United States Ski and Snowboard Foundation Board of Trustees, and served on numerous Community Boards. She is currently a member of the International Women's Forum of Las Vegas, and has, in the past, been recognized by Business Week as “One of the Year's 25 Best Managers,” by Fortune as one of “The Most Powerful Women in Business,” and by Ad Age as one of “The Most Powerful Women in Sports.” Ms. Jackson holds a BS from the University of Colorado, and an MBA from Harvard's Graduate School of Business Administration.Key takeaways from the podcast highlight Jeanne Jackson's impactful career in retail, showcasing her leadership skills, strategic thinking, and contributions to transforming and growing iconic brands.1.    Transformation of Banana Republic: Jeanne Jackson reflects on her leadership at Banana Republic, where she took the brand from being perceived as a stepchild to becoming a formidable brand within the Gap portfolio. This transformation involved assembling a high-quality team and pushing against opposition to lead the brand into the e-commerce space.2.    Transition to Retail Career: Jeanne's journey into retail wasn't initially planned. She had intended to enter the consumer packaged goods industry but was convinced by someone in the retail sector, Frank Arnone, to explore a career in retail. This encounter shifted her trajectory, leading her to successful roles at various retail companies.3.    Learning and Leadership Development: Jeanne attributes her leadership skills to lifelong learning and accumulating experiences. From her early exposure to extemporaneous speaking in high school to her experiences in business school, including the Harvard Business School method's case study approach, she developed the ability to assimilate data quickly and make decisions convincingly.4.    Selecting Board Positions: Jeanne shares her approach to selecting board positions, emphasizing a deep understanding and passion for the brand. She believes in contributing meaningfully to the boards she joins, bringing strategic thinking, leadership, and a clear path to impact. She emphasizes the importance of diversity in the boardroom.5.    Career Highlights at Banana Republic and Nike: Jeanne expresses pride in her work at Banana Republic and Nike. At Banana Republic, she played a crucial role in turning the brand into a significant player within the Gap portfolio and was an early advocate for embracing e-commerce. Her time at Nike involved joining the company's board and later leading the direct-to-consumer business, significantly impacting the company's trajectoryin that space.6.    Consumer Focus from Disney: Jeanne Jackson highlights the importance of consumer focus, a core competency she developed during her time at Disney. The strategic work at Disney emphasized understanding how consumers felt about the brand, their interactions, and motivations. This consumer-centric approach became foundational in her subsequent roles at companies like Victoria's Secret, Banana Republic, and Nike.7.    E-commerce Motivation: Jeanne Jackson explains the motivation behind embracing e-commerce during her time at Nike. She observed the high consumer demand in San Francisco, attributed to the availability of broadband. Recognizing that consumers would want to buy products online, the decision was made to meet consumers where they were and be ready for a broader audience as broadband adoption increased nationwide.8.    Technology as a Base Level: According to Jackson, technology is a crucial aspect of any business strategy, especially in the realm of e-commerce. She emphasizes that technology is a baseline requirement for running a successful e-commerce business, covering aspects like quick checkout, easy navigation, and efficient inventory management.9.    AI in Retail: Jeanne Jackson acknowledges the significance of artificial intelligence (AI) in retail. She anticipates that AI will bring another level of capability to the retail industry, and those who neglect its integration may miss out on valuable opportunities. The discussion also touches on the potential impact of AI on job roles, with Jackson suggesting that while some roles may be replaced, there could be opportunities for higher efficiency and smarter use of human resources.10. Evolution of Retail: The conversation delves into the evolving landscape of retail, with a focus on digitally native brands. Jackson expresses excitement about these brands that have captured consumer attention, especially those that emerged or gained momentum during the pandemic. The discussion highlights the changing strategies of brands, including considerations of omni-channel approaches and the exploration of various channels to reach customers, even mentioning the challenges and uncertainties associated with selling on platforms like Amazon.

Ken interviews Chris Riccobono, Co-Founder and Executive Chairman of Untuckit., one of the fastest-growing men's retail brands in the U.S.After earning his Bachelor's degree from Providence College in 2001, Chris began his career at GE Healthcare and enrolled in Columbia Business School in 2007. While working towards his MBA, Chris thought of the idea for UNTUCKit after speaking with lots of men about their fit problems—especially the length of their collared shirts—and began the business from his apartment in Hoboken. It began as just a side job, but once Chris and his early customers realized that he'd solved a big problem in men's fashion, the business quickly grew beyond his expectations—with a compound annual growth rate over 100% each year—into the brand we know today with more than 50 retail locations by the end of 2018 and an entrance into the international market.In addition to furthering his education and growing the brand, Chris dedicated time to sharing his passion for wine through a video blog called Pardon That Vine, traveling the world interviewing winemakers, and teaching beginners about wine. Chris was a winner of the Entrepreneur Of The Year® 2018 Award in New York and in his spare time he works closely with the Cancer Center at Atlantic Health System in New Jersey.Chris currently lives in New Jersey with his wife and children.Untuckit's Origin and Chris Riccobono's Journey: Chris Riccobono, the co-founder of Untuckit, started the company with the idea of creating a shirt designed to be worn untucked, addressing a common problem in men's fashion. The concept emerged from Chris's frustration with traditional shirts being too long, and he decided to venture into the fashion industry despite having no prior experience in the field.Struggles and Early Challenges: Untuckit faced initial challenges, including the difficulty of finding the right shirt length and manufacturing issues. They encountered setbacks like shirts shrinking and buttons unraveling. Chris and his partner struggled to make a quality product and initially had limited resources, raising a modest amount of money to launch the brand.Marketing Strategies and Growth: Untuckit adopted unconventional marketing strategies, such as radio ads and airline ads, to promote their unique product. The tagline "shirts designed to be worn untucked" resonated well with the audience. Despite the slow initial growth, Untuckit's brand strength and customer satisfaction led to significant success, with a focus on brick-and-mortar stores alongside online presence.Impact of the COVID-19 Pandemic: The podcast covers the unexpected challenges Untuckit faced during the COVID-19 pandemic. The company went from a position of rapid growth to considering bankruptcy within a few months. Chris highlights the importance of resilience and adaptability in overcoming the challenges posed by the pandemic, which significantly impacted the fashion industry.Current and Future Plans: Despite the challenges, Untuckit managed to survive and adapt. Chris discusses their recovery strategy, including negotiating with landlords and factories, raising debt, and ultimately becoming profitable again. Untuckit is optimistic about the future, planning to open 20-25 stores, exploring international markets, and diversifying into wholesale. The company aims to continue its growth trajectory and capitalize on its brand strength.Efficient Store Strategy: Chris emphasizes the importance of efficient store design and operations. He prefers stores in the range of 1,200 to 1,500 square feet, with a focus on cost-effective buildouts. The goal is to provide a productive and efficient shopping experience.Move Away from Large, Expensive Stores: Chris challenges the traditional approach of large, aesthetically pleasing stores, citing the inefficiency and high costs associated with them. He believes in smaller, more cost-effective stores that prioritize customer experience and efficiency.Acquiring Customers Through Stores: Chris sees brick-and-mortar stores as crucial for acquiring customers and marketing. He views them as billboards and advocates for cost-effective store openings, even if they generate less revenue per store.Brand Ambassadors for Credibility: Discussing marketing strategies, Chris highlights the use of brand ambassadors for credibility, even though he acknowledges the challenges in directly measuring their impact. He mentions having ambassadors like Drew Brees and Wayne Gretzky, who were also investors in the brand.Importance of Brick-and-Mortar Despite E-commerce: Contrary to the belief that brick-and-mortar retail is diminishing, Chris argues that it remains an essential and enduring part of the shopping experience for the majority of people. He believes in thecontinued importance of physical stores for various activities and social interactions.Changes in Raising Capital: Chris mentions that the landscape for raising capital has changed, especially post-COVID. Investors are now more cautious and won't engage unless a company is profitable. The era of overvaluing companies without profitability seems to be over, and investors are looking for sustainable business models.Challenges for New Companies: According to Chris, it's currently challenging for new companies, especially pre-revenue ones, to raise money. The competitive environment and caution among investors make it difficult for new brands to secure funding. He emphasizes the importance of having a strong brand and being cautious with spending.Lessons Learned and Advice: Chris reflects on lessons learned from his entrepreneurial journey. He advises being more relaxed and enjoying the challenges. Additionally, he stresses the importance of discipline in spending, citing examples from Untuck It where they were frugal and avoided overspending. Chris also highlights the significance of preserving capital and finding ways to hang around, emphasizing the long-term game for success.

Ken interviews Sharon Price John, President and CEO of Build-A-Bear Workshop since 2013, where she has led the turning around and redefining of the multimillion-dollar company.Sharon graduated from the University of Tennessee, worked in the ad industry in New York City, earned an MBA from Columbia University, and managed iconic kids' brands at companies like Mattel and Hasbro before accepting the role of president of the Stride Rite Children's Group, which led to her taking the helm at Build-A-Bear.Sharon also serves on the board of directors at Jack in the Box, and on the executive committee of the Toy Industry Association board. She has been named to the University of Tennessee's Top 100 Alumni of the last 100 years and recognized as a Distinguished Alumni by Columbia Women in Business. In March 2023, she was number six on the Forbes 20 Customer-Centric Companies Led by Women. Recently, Sharon has authored and published the book "Stories & Heart: Unlock the Power of Personal Stories to Create a Life You Love," which has achieved impressive success since its release in January 2023. Sharon has three children and lives in St. Louis with her husband, Russ.Key Takeaways from this episode include:1.    Turnaround Expertise: Sharon Price John shared her experience in turning around companies, drawing parallels between her work at StrideRite and Build-A-Bear. She emphasized the importance of strategic decisions, cost-cutting measures, and aligning the organization towards a common goal.2.    Experiential Retail and Adaptability: The discussion highlighted Build-A-Bear's emphasis on experiential retail, with the closure of physical stores during the pandemic presenting a unique challenge. Sharon discussed the company's swift adaptation, leveraging online sales and the fortunate timing of key initiatives, such as the partnership with Salesforce.3.    Baby Yoda Strategy: The timely identification and retention of the popular character Baby Yoda (from The Mandalorian) became a crucial element in sustaining revenue during the pandemic. Build-A-Bear's decision to hold inventory and focus on online sales, using Baby Yoda as a catalyst, showcased strategic foresight.4.    Employee Engagement: Sharon shared a motivational approach used during the challenging times, encouraging employees to view financial goals as catching a metaphorical dollar bill. This approach helped instill a sense of responsibility and accountability, creating a positive impact on the organization's financial performance.5.    Future Initiatives: Looking forward, Build-A-Bear has outlined key initiatives for the future, including the expansion to additional locations, enhancing the digital experience, and reinvesting in the business. These initiatives aim to build on the momentum gained during the pandemic and position the company for continued success.6.    Diversification of Store Models: Build-A-Bear has evolved its store model significantly. They have various types of stores, including owned and operated, partnership models with companies like Great Wolf Lodge and Carnival Cruise Lines, temporary pop-up shops, and franchise businesses in multiple countries.7.    Enhancing In-Store Experience: The company has focused on improving the in-store experience by updating store formats, introducing a discovery format, and enhancing the efficiency of the stuffing process. The renegotiation of leases and consideration for turnover dynamics has been part of their strategy.8.    Adaptation to COVID Challenges: Build-A-Bear did not significantly close stores during the COVID period but focused on renegotiating leases. They navigated the challenges posed by the pandemic, especially in international franchises like India and China.9.    Omni-Channel Approach: The company is working on being omni-channel by creating a lifetime value between online and in-store experiences. They recognize the importance of appealing to a multi-generational audience and have grown their online business, particularly targeting adults.10. Investments in Digital Transformation: Build-A-Bear has invested in upgrading its tech stack, including e-commerce platforms, accounting systems, warehouse management, loyalty programs, and CRM. The company acknowledges the constant need to adapt to new technologies and opportunities in the digital space.

Ken interviews three experts in Retail store staffing for the inaugural Tech Talk podcast episode.Sharonda Weatherspoon is the SVP, Head of Retail Transformation, Client Development, and Operations, as well as the Co-Chair of North America's Diversity and Inclusion ERG. She has spent over 24 years at Ralph Lauren, surviving my tenure, and moving up through the ranks, starting as a General Manager, and in her most recent role, as SVP of retail stores from North America. Sharonda has always worked directly with the stores and fully understands the frontline experience where her focus has been to create the best customer experience and the appropriate staff to support it.Ron Thurston is the founder of OSSY, a platform that aggregates store employee talent from sales associate to leadership roles, enabling retailers and brands to easily access Aussie's labor pool. Ron is also the author of the Amazon bestseller, Retail Pride, championing joy and success in the service industry. Ron's book draws on his experience and store leadership roles with Intermix, San Laurent, Tory Burch, Apple, West Elm, and Gap. Ron also hosts a podcast, Retail in America.Mike Myers is the co-founder and CEO of Reflex and has spent the last decade building early stage companies as both a founder and an early stage venture. Reflex works with some of the top brands in retail today and helps brands leverage a flexible labor model to drive store performance. Retailers use Reflex to connect with experienced on-demand retail store associates and to flex their labor models to support the real time needs of the business.Key Takeaways from this episode are:1.    Evolution of Retail Staffing Post-COVID: The post-COVID environment has significantly changed the landscape of retail staffing. Retailers have had to adapt rapidly to evolving business models, leading to challenges in finding and retaining talent. Competing for local talent, dealing with the gig economy, upskilling rapidly, and identifying the right candidate profiles have become significant hurdles.2.    Shift Towards On-Demand Flexible Talent: The emergence of platforms like Reflex has transformed the staffing model. They facilitate connecting retailers with on-demand, experienced retail talent, allowing for real-time staffing adjustments based on business needs rather than fixed hiring plans.3.    Tech-Driven Recruitment Solutions: Reflex, as a tech platform, streamlines the staffing process. It provides a platform for retailers to access a pool of vetted workers for various roles, from back of house to front of house, offering flexibility in scheduling and facilitating worker-retailer feedback through ratings and reviews.4.    Challenges and Benefits of Adopting New Staffing Models: Trust remains a significant obstacle for retailers adopting flexible staffing solutions like Reflex. However, the platform's benefits, including reducing turnover costs, addressing immediate staffing needs, and potential cost savings in comparison to traditional hiring and retention methods, make a compelling case for its adoption.5.    Changing the Perception of Retail Jobs: The introduction of platforms like Ossy seeks to redefine the hiring process, especially for the retail workforce. It aims to replace traditional resumes with dynamic digital profiles, utilizing AI-driven algorithms to match candidates with suitable retail roles, focusing on soft skills, empathy, and curiosity, ultimately changing how individuals perceive and access retail job opportunities.6.    Industry Insights through Trade Shows and Networking: Sharonda gains industry knowledge and stays updated by attending trade shows like NRF. and various others. Networking through LinkedIn and connections with individuals like Ron and Mike allows her to stay informed about innovative solutions.7.    Innovative Solutions in Staffing: Both Ossy and Reflex offer platforms that provide accessible solutions through mobile applications and digital platforms, simplifying the staffing process compared to traditional methods like phone calls or emails. These platforms offer an automated and convenient way to connect available staff to positions.8.    Integration of AI: Both Ossy and Reflex are integrating AI into their platforms. Ossy aims to replace the traditional resume with a more interactive and multimedia-based platform for job seekers, while Reflex employs AI in the background to enhance the operational experience for workers and retailers without overtly marketing it as an AI platform.9.    Marketing Challenges and Strategies: Both platforms face marketing challenges in a crowded space. They are using strategies like word-of-mouth referrals, industry events (such as Shop Talk and NRF), and social media channels like TikTok and Instagram for worker acquisition. They also emphasize thought leadership, sharing insights, and building a presence within the retail industry.10. Funding and Business Challenges: Ossy is self-funded with an intention to create a new category, while Reflex has raised $12 million in funding and is focused on delivering for retail partners, launching new markets, and scaling worker experiences. Building the right tech infrastructure and understanding the time investment required has been a significant challenge for both platforms.

Dave Heath is the Co-Founder and Chief Executive Officer of Bombas. Prior to the launch in 2013, Dave dedicated two years to rigorous product testing and refinement to create the best performing and most comfortable sock available, while staying true to their mission of helping those in need. Dave holds a BA from Babson College with majors in Marketing, Management, and Entrepreneurship. Previously, he led business development as one of the founding employees at UrbanDaddy followed by joining the new media acquisitions and strategy team at Yucaipa Companies. As a true serial entrepreneur, Dave has founded three companies, with one successful exit, and has invested and consulted on a range of start-up businesses from concept, through launch and continued growth. Dave has been featured on ABC's Shark Tank, NBC TODAY Show, CBS This Morning, ABC Good Morning America, Bloomberg TV and in The New York Times, and was named EY Entrepreneur of the Year in 2017.In this episode of The Retail Pilot, Dave Heath joins Ken Pilot and discusses the journey of starting a mission-based sock company and the challenges and successes along the way. He shares insights on the importance of focus, sustainable growth, and using time to your advantage. Dave also talks about the power of partnerships and collaborations that align with Bombas' mission. He emphasizes the need for authenticity and staying true to the brand's values. Additionally, he discusses the role of technology in marketing and the future of the company. In this conversation, Dave Heath discusses the potential of AI in e-commerce and its application in various areas such as asset creation, site updates, and site merchandising. He also introduces Constructor, an AI-powered site merchandising tool. The conversation touches on the use of AI in customer service and the importance of understanding the customer experience. Additionally, Dave shares his favorite streamed shows and provides a promo code for Bombus products.Key Takeaways from this episode of The Retail Pilot with Dave Heath, CEO of Bombas:1.    Entrepreneurial Journey and Problem-Solving Approach: Dave Heath's journey began with a desire to work for himself, learning various skills and exploring different industries, always with the intent of eventually starting his own business. His approach was less about the industry and more about identifying and solving problems. He noticed the lack of socks in homeless shelters, leading him to start Bombas with a mission to donate a pair of socks for every pair sold.2.    Socially Conscious Business Model: Bombas was established with a buy-one-give-one model, similar to TOMS Shoes, to address the significant need for socks in homeless communities. Over time, this model evolved to include not just socks but also underwear and t-shirts, the top three most requested clothing items at homeless shelters.3.    Founding Team Dynamics: Dave Heath, along with co-founder Randy Goldberg and two others, formed a cohesive team where each member possessed specific skills that complemented one another. Their self-awareness of strengths and weaknesses helped them work effectively together, aligning their shared values and visions for the company's ethical growth.4.    Sustainable Growth Strategy: Bombas adopted a deliberate, focused growth strategy rather than chasing rapid expansion. They avoided excessive fundraising and maintained profitability from the outset. They prioritized methodical growth, aiming for sustainability and quality over immediate scale. This approach allowed them to retain control and avoid unnecessary stress associated with continuously raising capital.5.    Multi-Channel Distribution Strategy: Despite primarily being a direct-to-consumer (D2C) brand, Bombas strategically entered the wholesale market after reaching a certain revenue milestone. They carefully selected appropriate retail partners, ensuring the brand fit and maintaining their status as the top-selling sock brand in every store they entered. While primarily D2C-focused, they've recognized the value of being present where customers shop, gradually expanding into various channels without diverting too many resources from their core business.6.    Product Distribution Strategy: Dave Heath emphasizes a focus on strategic distribution channels like Nordstrom rather than vending machines, as the latter may not significantly impact Bombas' growth due to low sales volume.7.    Brand Strategy & Collaborations: Bombas values collaborations that align with their mission. Dave highlights partnerships with Sesame Street, Disney princesses, and LGBTQ+ initiatives, showcasing the brand's commitment to giving back and staying mission-driven.8.    Marketing Approach: Bombas employs a multi-channel marketing strategy, using various platforms like TV (including connected TV), Facebook, Google, and more. They leverage different channels to reach diverse audiences, considering each channel's effectiveness for specific demographics.9.    Competition Perspective: Bombas sees larger commodity incumbents like Hanes, Fruit of the Loom, and Gildan as primary competitors. They aim to capture market share from these established brands by positioning Bombas as a premium mass-market brand known for comfort and quality.10. Tech Integration: While Bombas utilizes technology, such as AI tools for customer service and site merchandising, they prioritize being an apparel company that uses technology, not a technology-driven company. They cautiously approach integrating tech, focusing on customer experience and efficiency without compromising their core values. 

Ken Pilot interviews Dave Powers, Presidet & CEO of Deckers Brands, a global footwear and apparel company based in Santa Barbara, Calif.His current role includes prioritizing strategic initiatives and investments to expand the global distribution footprint of Deckers Brands, while also ensuring consumers have a seamless experience when engaging directly with each channel or brand. He focuses on long-term growth and Omni Channel strategies for the company's five high-performing brands: UGG®, Teva®, Sanuk®, HOKA One One® and Koolaburra®.Since 2012, Dave has served in various roles at Deckers Brands, including spearheading growth initiatives for the company's brand portfolio as President of Brands and leading direct-to-consumer strategies as President of Direct-to-Consumer.Dave is passionate about consumer-led insight and innovation as well as doing great in business and doing good for people and the planet. His passion for innovation as well as improvement led by consumer insight has resulted in gains in operating margin and revenue. Dave also remains committed to sustainability as well as making a positive societal impact and leading a strong company culture.Under his leadership as President & CEO since 2016, Deckers Brands has received accolades for stellar financial performance and sustainability efforts. In 2019, Deckers was selected by Investor's Business Daily® as one of the 50 Best ESG Companies: A List of Today's Top Stocks For Environmental, Social and Governance Values. The company was also recognized by Footwear News as 2020 Company of the Year for its financial performance and commitment to diversity, equity and inclusion as well as significant charitable giving for COVID-19 relief. Most recently, in 2023, Deckers was named on Newsweek's list of America's Greenest Companies and Just Capital's Most Just Companies list.In 2020, Dave was named a 2020 Businessperson of the Year by Fortune, ranking number 13 on their list of top executives. Dave also ranked on the list of Barron's Top CEOs of 2023.Dave has over twenty years of experience in merchandising, concept development and leadership of global retail operations at some of the industry's top brands. Prior to joining Deckers Brands, he held executive leadership roles at Converse, including four years as Vice President of Global Direct-to-Consumer where he successfully guided the expansion of the brand globally, and Timberland, where he led worldwide retail merchandising, marketing, visual and store design as well as the creation of a sustainable line of footwear and apparel.A native of New Hampshire, Dave graduated Cum Laude from Northeastern University with a bachelor's degree in marketing. Now residing in Santa Barbara, Calif., he enjoys spending time outdoors with his wife and two sons.Some Key Takeaways of the Podcast Episode are:1.    Career Evolution: Dave Powers began his career journey with a background in designing apparel and marketing. He transitioned from a rough patch working odd jobs to eventually joining Levi's and later the Gap. His experience ranged from starting in the stores to moving up the ladder, gaining valuable knowledge in merchandising, apparel, and visual marketing.2.    Transition to Footwear: Despite not considering himself a footwear guru initially, Dave found his passion for brands and discovered his knack for merchandising, apparel, and visual marketing during his tenure at Gap. His journey ultimately led him to Deckers, where he became CEO, transitioning from the apparel side to focus on footwear brands.3.    Strategic Moves and Career Choices: Dave's career choices were influenced by both the brand and location. He made decisions based on brand appeal, creative aspirations, and opportunities presented, including moving from Timberland to Converse and finally landing at Deckers, overseeing brands like UGG, Teva, and Hoka.4.    Emphasis on Direct-to-Consumer (DTC): Upon joining Deckers, Dave was tasked with creating a direct-to-consumer function for the company. He highlighted the profitability of e-commerce and UGG stores, focusing on bolstering this aspect of the business, investing in global expansion, and aligning strategies for different brands within Deckers.5.    Hoka's Rise to Success: Hoka, one of Deckers' brands, experienced a significant turning point around 2018. The brand initially focused on run specialty, establishing authenticity in that market before expanding. Its success was driven by a unique combination of comfort, performance, and a growing fan base that ranged from serious athletes to individuals seeking comfort and style.6.    Brand Evolution and Staying Relevant: The discussion highlights the evolution of the UGG brand over its 25 years of existence. To keep the brand fresh, relevant, and appealing, the company focused on leveraging the brand's DNA, introducing new products, and diversifying its marketing strategies. They achieved this by introducing various styles beyond the classic UGG boot, embracing diversity in marketing, and repositioning the brand's image.7.    Marketplace Strategy and Scarcity of Inventory: A significant part of UGG's strategy involves marketplace management and creating scarcity of inventory. By limiting inventory and leveraging the brand's DNA, they've successfully created a demand for their products, ensuring that anything they create with the right UGG DNA and uniqueness sells well.8.    Transition to Direct-to-Consumer (DTC) Model: There's a shift towards a Direct-to-Consumer model (DTC) away from wholesale. The goal is to achieve a 50-50 balance between the two sales channels, emphasizing the importance of having the right partners in wholesale. They aim to attract customers to DTC if they can't find products through traditional wholesale channels.9.    International Expansion: International markets, particularly in Europe and Asia, hold significant potential for growth. The company recognizes the growth opportunities in these markets, particularly in China, and is strategically focused on expanding its presence globally.10. Utilization of PR and Emerging Marketing Trends: The company has found success in PR and authentic marketing strategies, particularly through platforms like TikTok, which has become a significant game-changer, especially for UGG. Additionally, they're exploring innovative marketing techniques like connected TV and sponsorships with events like Ironman and UTMB to gain global reach and authenticity.