Masters of Scale
Masters of Scale

What's the hidden business behind your business? w/Rent the Runway's Jenn Hyman

Rent the Runway co-founder Jenn Hyman knows: Behind every successful business is another business backstage, one you might not expect. Rent the Runway is known for creating a glamorous "closet in the cloud,” but as Hyman explains, it achieved unicorn status by mastering a few less glamorous bus

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WaitWhat HostJen Hyman Guest

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Episode Summary

Executive Summary: The episode argues that the most successful companies master the “business behind the business” — the operational, logistical, and data systems that make a consumer-facing brand possible. Using Rent the Runway and its founder Jen Hyman as the main case study, Reid Hoffman shows how early investment in infrastructure, relationships, and data can create durable advantage and even new revenue streams.

Main Topics: The business behind the business (Priority: 5/5): Reid frames scale as depending on hidden systems: logistics, operations, HR, data, and infrastructure. These back-end layers often determine whether a public-facing brand can grow without breaking. Rent the Runway as a logistics and data company (Priority: 5/5): Jen Hyman explains that Rent the Runway is not just fashion retail; it is a technology and operations business built around dry cleaning, inventory management, returns, repair, and customer data. Early founder instincts and relationship-building (Priority: 4/5): Hyman’s path from journalism to intrapreneurship at Starwood and then Rent the Runway shows a strong instinct for spotting cultural shifts and building the partnerships needed to launch a new model. Operations as competitive advantage (Priority: 4/5): The episode details the complexity of setting up, maintaining, and moving the circus tent analogy and the real Rent the Runway warehouse model to show that execution and specialized labor are core to differentiation. Data as a growth engine (Priority: 5/5): Rent the Runway captures rich, repeated customer and inventory data that improves operations, informs product decisions, and enables partnerships and co-manufacturing with designers. Trust, labor, and customer experience (Priority: 4/5): Both brands emphasize that reliability and consistency are essential. Rent the Runway’s service depends on skilled hourly workers and end-to-end quality control; failures in operations immediately damage customer trust.

Key Arguments: Founders should build systems before crises force them to. A company’s hidden operations can be its true moat, not just its visible product. Rent the Runway succeeded because it treated fashion as a tech-and-ops business from day one. Relationships with incumbents and industry gatekeepers can secure permission to scale. Data from usage and returns can improve product design, inventory efficiency, and partner relationships. Skilled hourly labor is as strategically important as executive talent in operational businesses. If the back-end system fails, the customer-facing brand loses trust immediately.

Data Points: Businesses using a PEO can grow faster: Twice as fast - Quoted in the ad copy for DEAL/PEO services at the beginning and later in the episode. Tour duration / launch concept for Kevin Bernardos Circus: 30-minute circus musical - Kevin described the early show format he created after leaving Ringling Brothers. Circus setup time: 4 hours - Kevin said his smaller tent could be put up in four hours compared with weeks for larger circuses. Tent stakes: 66 stakes - 22 poles with 3 stakes each on the circus tent. Rent the Runway corporate employee mix: 80% engineers, data scientists, product managers - Jen Hyman emphasized the company’s tech-heavy staffing. First C-level data hire: Within first 10 employees - Hyman said the chief data officer was hired very early. Starwood honeymoon registry pitch: $2 million - Hyman asked Starwood’s president for funding to launch the honeymoon registry. Launch year of Rent the Runway: November 2009 - The episode jumps ahead to the company’s high-profile launch. New York Times business section launch impact: 100,000 brand new signups - The launch generated major press attention and signups. Department store customer behavior: 70% - Neiman Marcus president Jim Gold said customers returning dresses after keeping tags on happened 70% of the time. Rental pricing relative to retail: 5% to 10% of the price - Hyman proposed renting designer dresses at a fraction of retail cost. Customer data frequency: 100+ times a year - Hyman contrasted Rent the Runway’s ongoing customer feedback with traditional retail’s few annual data points. Traditional retailer data frequency: 4 times a year - Hyman said a best-in-class apparel retailer may only get data quarterly after sales. Company valuation: $1 billion - Hyman referenced the company’s valuation as it continued to scale. Warehouse software disruption: Weeks of cancellations and service disruptions - A new software and racking system caused major operational problems in the fall. Customer remediation after disruption: $200 and cash - Hyman said the company issued refunds and cash compensation to affected customers. AWS cloud market share: 48% - Reid used AWS as an example of a back-end system turned standalone platform.

Pivotal Quotes: "I want to create memories for them there that will draw them back year after year." — Kevin Bernardos: Kevin explains why the circus experience and the business behind it are worth the effort. "The customer experience of Rent the Runway is not the website or an app. That is easy. The customer experience is receiving back millions of units of worn clothing, capturing data on those units, restoring them to perfect condition, dry cleaning them, repairing them, reassembling them with new units and shipping them out." — Jen Hyman: Hyman defines the real operational core of the company. "I had this very long-term point of view that we were going to build this closet in the cloud and that the relationships with the industry would be critically important." — Jen Hyman: Hyman explains why she prioritized industry relationships from the beginning.

Implications: Listeners should treat operations, data, and relationships as strategic assets, not overhead. For scale, the hidden system often becomes the moat—and sometimes the next business.

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About Masters of Scale

On Masters of Scale, iconic business leaders share lessons and strategies that have helped them grow the world's most fascinating companies. Founders, CEOs, and dynamic innovators join candid conversations about their triumphs and challenges with a set of luminary hosts, including founding host Reid Hoffman (LinkedIn co-founder and Greylock partner). From navigating early prototypes to expanding brands globally, Masters of Scale provides priceless insights to help anyone grow their dream ente...

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