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

Casper: Philip Krim

In the early 2000's, Philip Krim launched an e-commerce business out of his college dorm, selling everything from window blinds to eczema cream to yes, mattresses. Years later, inspired by online successes like Warby Parker and Harry's, Philip and his partners launched Casper, a DTC compan

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Guy Raz | Wondery HostPhilip Krim Guest

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Episode Summary

Executive Summary: Philip Krim recounts Casper’s origin from his early e-commerce ventures and mattress industry experience to building a direct-to-consumer sleep brand. The episode covers Casper’s rapid rise, unboxing-driven branding, product iteration, fundraising, expansion into retail and content, and the challenges of competition, litigation, and a rocky IPO.

Main Topics: Philip Krim’s early entrepreneurial path (Priority: 5/5): Krim describes growing up around business, starting e-commerce ventures in college, and learning the mechanics of dropshipping, online marketing, and cash-efficient operations before Casper. Why mattresses were ripe for disruption (Priority: 5/5): The transcript explains how the mattress industry was opaque, brand-driven, hard to compare, and slow to adopt e-commerce, creating an opening for direct-to-consumer disruption. Founding Casper and building the product (Priority: 5/5): Krim met co-founders through a New York accelerator, brought in designer Jeff Chapin, and iterated dozens of prototypes to create a compressed mattress designed for comfort and easy shipping. Launch, unboxing, and viral growth (Priority: 5/5): Casper differentiated itself by branding the unboxing experience, creating shareable packaging and a customer journey that helped drive early online traffic and sales. Scaling pains, fundraising, and competition (Priority: 5/5): The company faced manufacturing bottlenecks, shipping delays, and then a wave of fast-follow competitors, forcing Casper to raise capital and build defensible advantages in distribution and product. Brand expansion and public-market challenges (Priority: 4/5): Casper expanded into retail stores, partnerships, content, and broader sleep products, but its IPO timing was difficult and the company’s public valuation fell sharply after listing.

Key Arguments: Direct-to-consumer works best when the product, website experience, and brand are all tightly designed together, not just when a company sells online. The mattress industry was especially vulnerable to disruption because consumers couldn’t easily compare products, prices, or quality in stores. Casper’s unboxing experience was not just marketing; it became a major driver of organic sharing and traffic. A strong brand alone is not enough—Casper had to keep improving the product and later expand distribution through retail and partnerships. Competition quickly made the online mattress category more confusing than the old retail model, undermining the original simplicity advantage. Going public and operating at scale requires patience; short-term valuation swings do not necessarily define the long-term business. The company’s higher-level goal was to become a sleep brand, not merely a mattress seller. Content around sleep was intended to create more frequent customer engagement between infrequent mattress purchases.

Data Points: Initial Casper launch year: 2014 - Casper was founded and launched as a DTC mattress brand in 2014. US mattress sales volume: about 20 million mattresses per year - Krim cites this as the size of the annual U.S. mattress market. U.S. mattress market value: $16-$18 billion - The total annual spend on mattresses in the U.S. was described in this range. Casper early revenue target: $1.8 million - The company’s first-year sales target was reached in roughly two months. Casper first-day sales: dozens of mattresses / about 40 mattresses - The launch day generated sales far beyond expectations. Casper seed round: $1.85 million - Ben Lerer led the seed financing after trying a demo bed. Series A: about $13 million+ - Casper later raised a large Series A after proving early traction. 2019 financing valuation: $1.1 billion - Casper raised $100 million in 2019 at a unicorn valuation. IPO valuation: about $500 million - The market valued Casper at less than half the prior private valuation when it went public. Current market cap mentioned: about $300+ million - The transcript notes Casper’s later market capitalization was around this level. Casper gross profit margin: north of 50% - Krim says the business remains a high-margin category with strong gross profit margin. Casper store count: 70 retail stores - Krim cites the company’s retail footprint as part of its distribution strategy. Trial period: 100 days - Casper expanded its mattress trial period to 100 days, a now-common industry practice. Original trial period: 40 days - The company initially offered a shorter trial window before extending it. Employees: about 350 HQ employees plus several hundred retail employees - Krim describes the company’s scale at the time of the interview. Early founder count: 5 co-founders - Philip Krim plus Gabe Flateman, Luke Sherwin, Neil Parikh, and Jeff Chapin. Launch date: April 22, 2014 - The founding team chose a fixed launch date and committed to it.

Pivotal Quotes: "I never expected to see so many competitors come at us from so many different angles, and that so many of them would just try to copy what we were doing and be fast followers" — Philip Krim: Krim reflects on how quickly the DTC mattress category became crowded after Casper’s launch. "if we don't do this, someone will do that. And won't that just kill you?" — Luke Sherwin: This was the push that convinced Krim to leave hesitation behind and launch Casper. "we want to build the world's first sleep brand" — Philip Krim: Krim explains Casper’s broader ambition beyond mattresses.

Implications: Casper shows how DTC success depends on more than online sales: product, logistics, brand, and distribution must all evolve. The case also warns that category pioneers can quickly lose their edge when fast followers copy the model.

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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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