How I Built This with Guy Raz
How I Built This with Guy Raz

Advice Line with Jenn Hyman of Rent The Runway

Rent the Runway co-founder and CEO Jenn Hyman joins Guy on the Advice Line to answer questions from three early-stage entrepreneurs. Plus, Jenn’s take on how letting go of ego helps business leaders stay in the game. First, we meet Sara near Cape Cod, who’s wondering how much her customers actually

Featured Speakers

Guy Raz | Wondery HostJen Hyman Guest

Topics Discussed

Episode Summary

Executive Summary: Guy Raz and Jen Hyman advise three founders on scaling niche consumer brands. Themes include using customer data over assumptions, managing unit economics, leveraging communities and partnerships, and choosing distribution channels that match product behavior. Jen stresses product-market fit, repeat purchase, and ego-free persistence, while each founder gets actionable growth and fundraising advice.

Main Topics: Rent the Runway’s evolution and public-company mindset (Priority: 5/5): Jen Hyman explains how Rent the Runway has shifted from special-event rentals to a broader subscription and discovery platform, and why staying in the game matters more than external valuation or stock-price volatility. Validating the value of local, handmade branding for East G. Right (Priority: 5/5): Sarah Bell asks whether customers truly care that her marine-rope jewelry is artisanally made locally. Jen advises using direct customer conversations and A/B testing to determine whether the local story drives purchases or just sounds nice. Margin pressure and scalability in handcrafted products (Priority: 5/5): The discussion focuses on East G. Right’s labor-heavy production model and the challenge of scaling without destroying margins. Advice includes raising prices through testing, expanding into higher-margin product lines, and reducing reliance on low-margin labor. Bootstrapping to $1M with Swear Hair (Priority: 5/5): Carrie Sporer seeks a path from $300K revenue to $1M so she can raise capital. Advice centers on improving repeat purchase, focusing on retention, and using gyms, hot yoga studios, and community sampling to drive efficient growth. Investability and distribution for apparel brand Chabela (Priority: 5/5): Chabella Gomez asks what angel investors want in apparel. The advice emphasizes relationship-based funding networks, partnerships with established brands for distribution or licensing, and creating visual social content to demonstrate product benefits. Community-based marketing as a growth lever (Priority: 4/5): Across all founders, Guy and Jen repeatedly recommend leaning into tightly defined communities—sailing clubs, fitness studios, workwear buyers, and fashion networks—to build trust, awareness, and repeat demand more efficiently than broad paid advertising.

Key Arguments: Customers usually buy based on how a product looks, feels, and fits price expectations; mission-driven stories like local or sustainable production rarely drive the purchase alone. Small-scale customer conversations can be more useful than large surveys for understanding why people buy and what they value. If labor costs are 50% of product cost, the business model is under severe margin pressure and must be redesigned through pricing, product mix, or production changes. Repeat customers are the economic engine in beauty and consumer brands; retention can matter more than acquisition for reaching the next revenue milestone. Partnerships with established retailers, studios, or brands can provide distribution, credibility, and working capital that early-stage founders lack. Niche communities can be powerful growth channels when products are tailored to their identity and status signals, such as sailing clubs or boutique fitness groups. Rent the Runway’s shift toward revenue-sharing with designers shows how a platform can become a marketing channel and lower inventory risk. Founders should be willing to test pricing, content, and channel strategy quickly rather than relying on assumptions or waiting for permission.

Data Points: Rent the Runway age: 15 years - Jen Hyman says the company is celebrating its 15-year anniversary. Rent the Runway public-company milestone: 2021 - The company went public in 2021. Female leadership milestone: First company in history to go public with a female CEO, COO, and CFO - Jen highlights the company’s IPO leadership composition. East G. Right sales: Over $50,000 annually - Sarah Bell says the brand is above the $50K mark. East G. Right labor cost share: Roughly 50% of product cost - Sarah explains labor is the largest cost in handcrafted rope jewelry. Swear revenue: Around $300,000 last year - Carrie Sporer reports prior-year sales. Swear repeat rate: About 20% last year - Carrie says repeat purchases are improving but still modest. Swear acquisition threshold for investors: $1 million trailing revenue - Carrie says investors want a million in trailing revenue before funding. Chabela annual sales: Under $75,000 - Chabella Gomez shares current revenue scale. Chabela return rate: 0% - Chabella says no items have been returned so far. Typical funding advice for price testing: 50/50 A-B testing split - Jen recommends showing half of users one price and half another to measure conversion impact. Recommended repeat-revenue goal for Swear: $400,000 - Guy suggests building much of the next revenue step from repeat buyers. Recommended remaining revenue goal for Swear: $300,000 - Guy suggests the rest come from community-oriented partnerships and hustling.

Pivotal Quotes: "The person who stays in the game the longest wins." — Jen Hyman: Jen reflects on public-company scrutiny and founder resilience. "The product is king." — Jen Hyman: Jen argues that customers buy based on product appeal more than origin story. "Don't ask permission." — Guy Raz: Guy advises the Swear founder to sample products directly at fitness studios to generate trial and repeat usage.

Implications: For consumer founders, the episode reinforces that traction comes from real customer demand, repeat behavior, and smart channel choices—not just compelling narratives. Community-specific marketing, partnership-driven distribution, and disciplined unit economics are essential to scale.

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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...

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