Episode Summary
Executive Summary: Kenneth Cole joined Guy Raz to discuss how lasting brands are built through distinct storytelling, emotional connection, and cause-driven purpose. He advised three founders on balancing distribution vs. brand building: Pedestrian Project should frame foot care as a wellness identity, Israela Kabla should use wholesale as a channel while creating direct customer relationships and a tighter message, and Swing Sculpt should lean into emotional gifting, social proof, and maybe expand beyond golf to other sports and figurative products.
Main Topics: What makes a brand endure in the social-media era (Priority: 5/5): Kenneth Cole argues that brands last when they have a unique narrative, a clear voice, and a customer experience that brings people back repeatedly—not just a one-time sale. Cause and commerce as a business model (Priority: 5/5): Cole explains that social impact should be embedded in the business, not treated as a marketing add-on, citing his work on AIDS advocacy and mental health partnerships. Pedestrian Project: growing foot care as wellness (Priority: 4/5): The caller asked whether to focus on capturing existing category share or expanding the category through education. Cole urged emotional positioning, destigmatization, and making feet feel cared for and celebrated. Israela Kabla: wholesale, direct-to-consumer, and brand storytelling (Priority: 5/5): Cole advised the founder to use wholesale more as a distribution channel than a brand-building engine, while strengthening storytelling, simplifying positioning, and creating direct consumer capture mechanisms. Swing Sculpt: reducing friction for a new, novel product (Priority: 4/5): Cole and Guy recommended emphasizing use cases like Father’s Day and golf trips, adding more proof and demonstration, and possibly expanding into other sports or figurative sculptures. Retail and experiential branding (Priority: 3/5): Cole reflected on opening stores as a way to control storytelling and suggested that brick-and-mortar works best when it is immersive, emotional, and treated partly as a marketing investment.
Key Arguments: A lasting brand needs a unique narrative and voice because social media creates noise and makes everyone a potential competitor. The goal is not just to sell once, but to create an experience that makes customers want to return again and again. Brands should understand what customers want emotionally and give it to them in a form they did not expect. Cause and commerce are stronger together when social purpose is truly embedded in the business model. Wholesale can drive distribution, but it may not build a brand unless it also creates a direct relationship with consumers. For new products, social proof, clear demonstrations, and emotionally resonant use cases reduce buying friction. When a product is novel or abstract, the challenge is to explain the impact or meaning before asking for a purchase. Retail stores can work as immersive storytelling spaces if founders are willing to treat them as brand investments rather than pure profit centers.
Data Points: Kenneth Cole Advice Line return year: 2020 - Guy says Kenneth Cole was last on the show in 2020 when he told his origin story. Current call-in businesses: 3 founders - Kenneth Cole advises Matt J. from Pedestrian Project, Emifa Quaday from Israela Kabla, and Levi Case from Swing Sculpt. Pedestrian Project sales last year: a little over $500,000 - Matt says the foot-care brand did just over half a million in annual sales. Pedestrian Project time in market: a little over 3 years - Matt says the brand has been operating for slightly more than three years. Pedestrian Project retail expansion: nationwide with Sprouts - Matt says the brand recently expanded into Sprouts nationwide. Israela Kabla sales last year: just under $400,000 - Emma says the fashion brand finished the year slightly below $400K. Israela Kabla wholesale mix: 85% wholesale / 15% DTC - Emma says wholesale is the dominant revenue stream. Israela Kabla wholesale margins: 35% to 50% - Emma explains their wholesale margins vary in this range. Standard wholesale markup: 60% markup - Emma says retail partners typically apply a 60% markup. Israela Kabla retail footprint: 8 Nordstrom doors - Emma says the brand is in eight Nordstrom locations across the country. Swing Sculpt social following: 14,000 Instagram followers and 1,000 TikTok followers - Levi says the brand has built organic awareness through social media. Swing Sculpt sales since launch: about $25,000 - Levi says the business has sold roughly $25K since launching last March. Mental health coalition size: 50 of the nation’s largest mental health service providers - Cole describes a coalition he built around mental health access.
Pivotal Quotes: "people will sometimes remember what you said and did, but they'll never forget how you made them feel." — Kenneth Cole: Cole uses this to frame brand-building as emotional connection, especially for Pedestrian Project. "I think that the wholesale side is not performing as much as a marketing channel as you'd hoped. It's more of a distribution channel." — Kenneth Cole: Cole advises Israela Kabla to stop assuming wholesale alone will build direct brand equity. "I think the point isn't that it's actually your swing that you're memorializing, it's the memories and everything that comes with everything you have on a golf course." — Levi Case: Levi explains the emotional angle behind Swing Sculpt to counter objections about people not wanting to see their own swing.
Implications: The episode reinforces that modern founders need sharper positioning, direct customer relationships, and emotionally resonant stories. Distribution can help sales, but brands grow best when they create identity, trust, and a reason to return.
About How I Built This with Guy Raz
Guy Raz interviews the world’s best-known entrepreneurs to learn how they built their iconic brands. In each episode, founders reveal deep, intimate moments of doubt and failure, and share insights on their eventual success. How I Built This is a master-class on innovation, creativity, leadership and how to navigate challenges of all kinds.New episodes release on Mondays and Thursdays. Listen to How I Built This on the Wondery App or wherever you listen to your podcasts. You can lis...