The Retail Pilot

By Ken Pilot

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Category: Management

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Episodes: 104

Description

The Retail Pilot is a series of interviews conducted by Ken Pilot with “Leaders and Legends” of the Retail industry. Ken will focus the conversation on his guests’ career journeys and their greatest career accomplishments and disappointments; gather insight into their leadership styles; learn who inspired them as they progressed through their careers; identify brands they admire; discover challenges they have faced; and talk about where they think Retail is headed and how they are leveraging technology to get there. Hosted on Ausha. See ausha.co/privacy-policy for more information.

Episode Date
Guggenheim Analyst Simeon Siegel: Why Revenue Matters More Than Hype in Retail + 2026 Stock Picks
Mar 13, 2026
The Department Store Crisis: Terry Lundgren & Jan Rogers Kniffen on Saks Global Bankruptcy and What The Future Holds for Department Stores
Feb 24, 2026
Lizanne Kindler Leading A $6 Billion Fashion Empire, The KnitWell Group
Feb 10, 2026
Breaking the Salon Ceiling: How Madison Reed Redefined Hair Color with Amy Errett
Jan 27, 2026
Why Retail Is Holding Up Better Than Expected with Matt Shay
Dec 16, 2025
A Legacy of Style and Innovation with Gene Pressman
Dec 12, 2025
The Evolution of Coach: Lew Frankfort on Culture, Consumers, and Creative Leadership
Nov 25, 2025
Inside Tecovas: The $300 Million Brand Redefining Western Retail
Nov 13, 2025
Clean Beauty Movement: Gregg Renfrew on Reinventing Beauty with Counter
Oct 28, 2025
The Ralph Lauren Way: Storytelling, Style, and Staying Power with David Lauren
Oct 14, 2025
Fashionphile’s Rise: Where Resale Meets Reinvention
Sep 23, 2025
The Saks Effect: Leading the Next Chapter of Luxury With Marc Metrick
Sep 02, 2025
PacSun & the Power of Gen Z: Brieane Olson’s Vision for the Future of Youth Retail
Aug 19, 2025
Why Tattoo Parlors Should Be Nervous: Inside the Rise of Studs with Anna Harman
Aug 05, 2025
The AI Shift: Inside RetailClub’s Industry Movement
Jul 22, 2025
Building La Ligne: How Molly Howard’s Finance Roots Shaped a Fashion Brand
Jul 08, 2025
Commerce, Conviction, and the $10M Check: Scott Friend’s Blueprint for Startup Success
Jun 24, 2025
Make It Happen: Jenny Ming on Leadership, Legacy, and the Power of Starting Smart
Jun 10, 2025
Rebuilding Retail: How Emily Gittins Is Turning Fashion Waste Into Big Business
May 27, 2025
Wall Street to Beauty Icons: Amanda Baldwin’s Blueprint for Building Brands That Last
May 13, 2025
Tariffs: Two Sides Of Trade
May 09, 2025
Inside the Mind of a Luxury CEO: Daniella Vitale’s Lessons on Retail, Resilience, and Reinvention
Apr 29, 2025
Inside Nuts.com: PJ Oleksak’s Journey From Private Equity to CEO
Apr 15, 2025
The Architects Behind Brands You Love: How Red Antler Builds Obsession-Worthy Companies
Apr 01, 2025
From The Studio to the Beauty Industry: John Legend on Music & Entrepreneurship
Mar 25, 2025
From Pottery to Global Design: The Creative Journey of Jonathan Adler
Mar 18, 2025
Power Dressing Reimagined: Sarah LaFleur’s Mission to Simplify Workwear
Mar 04, 2025
Retail Revolution: Dana Telsey on Trends, Tech & the Future of Shopping
Feb 18, 2025
Crafting The Great: A Vision for Modern Vintage with Emily Current and Meritt Elliott
Feb 04, 2025
Unraveling the Fabric of Innovation at Faherty with Alex & Mike Faherty
Jan 21, 2025
Open Air Shopping Innovations: Reimagining Retail with Steve Yalof, President & CEO of Tanger, Inc.
Jan 21, 2025
Rent the Runway 2.0: Redefining the Future of Fashion with Jennifer Hyman
Jan 20, 2025
Cashmere Chronicles: Rachelle Hruska MacPherson and the Lingua Franca Brand
Dec 10, 2024
The Good, The Bad, The Ugly: Jan Kniffen’s Q3 Retail Scorecard
Nov 26, 2024
Disrupting the Health Food Industry One Click at a Time: Thrive Market Founder & CEO, Nick Green
Nov 12, 2024
Unpacking Q3 Consumer Insights With Oliver Chen: Luxury, Beauty, Retail & AI
Oct 30, 2024
Bursting the Skincare Bubble: How Shai Eisenman Set Out to Disrupt the Skincare Industry
Oct 22, 2024
Mickey Drexler: A Mensch and a Mentor at the Helm of Alex Mill
Oct 08, 2024
Simeon Siegel Returns: A Retail Analyst's POV on the State of the Industry
Sep 17, 2024
Tech Talk: Digital Marketing Strategy for Retail Transformation - A Conversation with January Digital Founder & CEO, Vic Drabicky, & Stev...
Sep 10, 2024
Soft Threads, Bold Moves: Mike Natenshon's Journey as the Founder of Marine Layer
Sep 04, 2024
THROWBACK EPISODE - "Burn Rate": How Andy Dunn Built and Exited Bonobos While Confronting Mental Illness
Aug 27, 2024
From Gilt to Glamsquad: Alexandra Wilkis Wilson’s Journey Building Unicorns and Investing in Talent
Aug 20, 2024
Tech Talk: Strengthening Customer Engagement with User-Generated Content (UGC) - A Conversation with brkfst.io Co-Founder & CEO, Joe Yaku...
Aug 13, 2024
Framing Success: Tim Parr on Building CADDIS, the Anti Anti-Aging (Eyewear) Brand
Aug 06, 2024
"Crate Expectations": Leadership Lessons from Crate & Barrel Holdings CEO, Janet Hayes
Jul 30, 2024
THROWBACK EPISODE -- Unveiling the Entrepreneurial Journey of Ryan Babenzien, CEO of Jolie Skin Company
Jul 23, 2024
Style and Substance: Sid and Ann Mashburn's Journey into Retail and Fashion
Jul 16, 2024
Mindy Grossman Returns: How Consello is Creating Authentic and Engaging Brand Experiences
Jul 09, 2024
THROWBACK EPISODE - The Cobbler: How Steve Madden took adversity and personal struggle and built the most recognizable footwear brand in...
Jul 02, 2024
Disrupting the Bedding Industry: Pillow Talk with Scott Tannen, CEO of Boll & Branch
Jun 25, 2024
Ramy Brook Sharp Returns: Growing the Eponymous Brand, Ramy Brook
Jun 19, 2024
Throwback Episode -- The Future of Ear Piercing: Safety and Style with Louisa Schneider, CEO of Rowan
Jun 11, 2024
Leading with Purpose: Hali Borenstein, CEO of Reformation, on Growing a Sustainable Fashion Brand
Jun 04, 2024
Blueprint to Brilliance: Chris Burch on Creating Successful Ventures at Burch Creative Capital
May 28, 2024
Evolution from Fashion Blogger to Designer with Danielle Bernstein, Founder of We Wore What
May 20, 2024
Suited for Success: Revolutionizing Tuxedo Rentals with Andrew Blackmon, Co-Founder & CEO of The Black Tux
May 07, 2024
Live from The University of Michigan MFMS: Gettin' Happy with Peiman Raf, Co-Founder & CEO of Madhappy
Apr 30, 2024
Michelle Wlazlo: Building a Merchandising Strategy for JCPenney's Savvy Shopper
Apr 23, 2024
“Shoe” Business: The Evolution of a Family Brand with Pete Nordstrom
Apr 16, 2024
Beyond the Aisles: Inside Walmart's Fashion Revolution with Denise Incandela
Apr 09, 2024
In Her “Jeans”: The Denim Journey of Amy Williams, CEO of Citizens of Humanity
Apr 02, 2024
Adding It Up With Simeon Siegel: A Top Analyst’s Perspective on Retail
Mar 26, 2024
Nyakio Grieco: Empowering Inclusion and Diversity in the Beauty Industry
Mar 19, 2024
Tommy Hilfiger: The Blueprint for Building an Inclusive Global Brand
Mar 12, 2024
From Chief Underpants Officer to Space Invader: Nick Graham on Innovation and Creativity at Joe Boxer and SPACEONE Industries
Feb 27, 2024
Lori Coulter: Making Waves in Women's Swimwear and Beyond with Summersalt
Feb 21, 2024
An "Intimate" Conversation With Marissa Vosper and Lauren Schwab, Co-Founders of Negative
Feb 06, 2024
Leadership Lessons from a Trailblazer: Jeanne Jackson on Empowering Women, Leading Great Companies, and Adding Strength at the Board Leve...
Jan 30, 2024
Untucked and Unfiltered: Chris Riccobono's Story of Entrepreneurship as the Co-Founder of UNTUCKit
Jan 23, 2024
Stuffed with Wisdom: Sharon Price John on Innovation, Resilience and Leadership at Build-A-Bear Workshop
Jan 16, 2024
Tech Talk: Solving the Retail Staffing Challenge with Mike Meyers, Ron Thurston & Sharonda Weatherspoon
Jan 09, 2024
Buy One, Give One = “BOGO” for the Modern Age: How Dave Heath, CEO & Co-Founder of Bombas, Built a Brand In the Spirit of Giving
Dec 19, 2023
Deckers CEO Dave Powers on Building, Electrifying and "Power"ing Footwear Brands: Uggs, Hoka, Koolaburra, Teva & Sanuk
Dec 12, 2023
Stephen Yalof: Re-Inventing the Retail Outlet Center as the CEO of Tanger, Inc.
Dec 05, 2023
Veronica Beard: The Most Eponymous Brand EVER! How Two Veronicas Took Their Diverse Backgrounds and a Common Passion for Fashion to Creat...
Nov 28, 2023
Terry Lundgren: Leading the Evolution of Department Store Retail and the State of the Industry Today
Nov 14, 2023
Matt Mueller: From Tailor-Made to TaiLOR-Made…Leveraging AI to Drive the Made to Measure Business with Knot Standard
Nov 07, 2023
Stephen Kuhl: From Sofa in a Box to Seamless Home Furnishings - The Burrow Revolution
Oct 31, 2023
Todd Snyder: How a Midwestern Football Player Became one of the Most Successful and Highly Acclaimed Fashion Designers of the 21st Centur...
Oct 23, 2023
Sheryl Clark: Fashion, Passion and Style - The Retail Journey of Boston Proper's President & CEO
Oct 16, 2023
Twinning and Winning - How Alex & Mike Faherty Built the Faherty Brand One Colorful Thread at a Time
Oct 09, 2023
Jan Singer: Retail Wisdom and Insights From One of America's Most Experienced Fashion Retail CEOs
Oct 02, 2023
Nate Checketts: How One Entrepreneur Has Utilized His Business Platform to Focus on the Health and Wellness of Men While Providing Them W...
Sep 25, 2023
Sharon Leite: How Passion, Teamwork and Focus on the Consumer Impacted this CEO's Success in Retail
Sep 19, 2023
Throwback Episode -- Millard "Mickey" Drexler: A candid conversation about the life and career of an actual Retail "Legend" - Part 2
Aug 28, 2023
Throwback Episode --- Millard "Mickey" Drexler: A candid conversation about the life and career of an actual Retail "Legend" - Part 1
Aug 21, 2023
Elevating E-commerce: Unveiling the Secrets of Luxury Brand, Saks.com with CEO Marc Metrick
Aug 14, 2023
Design Alchemy: How Two Friends Named John Transformed the Home Business Landscape Forever
Aug 07, 2023
Innovation and Sustainability: A Conversation with Allbirds Co-founder & CEO, Joey Zwillinger
Jul 31, 2023
The "Queen of Hoops": Jennifer Fisher's journey to building a jewelry brand and her design collaborations with her husband and President,...
Jul 24, 2023
John Merris: Unleashing Innovation in Outdoor Living with Solo Brands
Jul 17, 2023
Sandra Campos: Fashion Industry Leader on Trends, Challenges, and Success
Jul 10, 2023
Empowering Women in Fashion: Deirdre Quinn's Journey to Creating Lafayette 148 New York
Jul 03, 2023
Drew Green's Indochino Creating Custom Clothing for Men and Women
Jun 26, 2023
Fashion Forward: The Visionary Journey of Rob Smith, CEO of The Phluid Project
Jun 05, 2023
Andrea Weiss: Philanthropy, diversity, inclusion and the future of Retail
May 29, 2023
Ramy Brook Sharp: Helping women feel their best every day with eponymous womens fashion brand, Ramy Brook
May 22, 2023
Chris Burch: World renowned entrepreneur and founder of Burch Creative Capital on entrepreneurship, innovation, and the future of the ret...
May 15, 2023
Brian Berger: Innovation, technology and underwear - how a trip to a department store inspired the creation of Mack Weldon, "sharp clothe...
May 01, 2023
Mindy Grossman: Award-winning brand-builder, inspirational leader and strategic visionary shares her inspiring story
Apr 24, 2023
Gary Sheinbaum & Nadia Boujarwah: Innovation and inclusivity in plus-size women's apparel
Apr 17, 2023
Millard "Mickey" Drexler: A candid conversation about the life and career of an actual Retail "Legend" - Part 2
Apr 06, 2023
Millard "Mickey" Drexler: A candid conversation about the life and career of an actual Retail "Legend" - Part 1
Mar 27, 2023