The Twenty Minute VC (20VC)
The Twenty Minute VC (20VC)

20VC: Casper Founder Philip Krim on The Right Way To Think About Marketing Channel Diversification, When To Accept Strategic Investors & How To Successfully Build Out Your Exec Team

Philip Krim is the Founder & CEO @ Casper, the global sleep company that launched in 2014 offering perfect mattresses directly to consumers. Since then they have raised over $239m in funding from the likes of NEA, Lerer Hippeau, IVP, Norwest Venture partners and even include Leonardo Di Caprio o

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Philip Krim Guest

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Episode Summary

Executive Summary: Philip Krim explains Casper’s origin from a shared belief that sleep is underappreciated and mattress buying is broken, then defends Casper’s move into retail, broader sleep products, and strategic investment. He emphasizes that growth comes from product innovation, channel diversification, and aligned capital, while warning that complexity and misaligned partners are the biggest risks.

Main Topics: Casper’s founding thesis and origin story (Priority: 5/5): Krim traces his startup path back to college and explains Casper was built to improve the poor mattress-buying experience by treating sleep as a holistic wellness category. Retail expansion and omnichannel strategy (Priority: 5/5): He argues retail is not dead, only poorly executed, and says Casper stores help educate consumers, build awareness, and drive growth alongside online sales. Economics of stores vs. D2C (Priority: 4/5): Krim compares online and physical retail economics, noting that stores shift spend from digital marketing to storefront and landlord costs while strengthening brand building and acquisition. Product expansion and sleep ecosystem (Priority: 5/5): He defends Casper’s broader product line as a natural extension of its mission to be the global sleep brand, highlighting pillows, sheets, temperature, light, and sound as critical sleep variables. Competitive landscape and category discipline (Priority: 4/5): Krim says weaker D2C mattress competitors struggled due to overreliance on a few acquisition channels and weaker product execution, while Casper diversified and invested in real innovation. Capital strategy, strategics, and hiring (Priority: 4/5): He explains why Target was a strong strategic investor, why round size should match company maturity, and why hiring a strong CFO early is crucial for scaling and IPO readiness. CEO role and founder mindset (Priority: 3/5): Krim frames the CEO job as building the executive team and ensuring adequate capitalization, while stressing patience, alignment, and staying even-keeled under pressure.

Key Arguments: Retail is not dying; bad retail is dying, and Casper believes physical stores can create better education and customer experience than digital alone. The direct-to-consumer model was never meant to be digital-only; for high-consideration products like mattresses, customers still want to touch and feel before buying. Casper’s stores help the business by acting as brand-building and customer acquisition channels, especially because markets with stores are growing faster. The mattress category is fundamentally attractive: demand is durable, predictable, and large, which supports Casper’s long-term thesis. Casper’s broader product line is not a lack of focus; it reflects a holistic sleep strategy in which mattresses, sheets, and pillows all affect sleep quality. Real product innovation takes time to show up in consumer perception, so Casper’s investments in design and engineering create durable differentiation. Diversifying acquisition channels matters because dependence on Facebook or Google becomes risky as competition increases. Strategic investors can be highly valuable if motivations are aligned, but they can also create hidden risks and misaligned incentives. Hiring the right executive team, especially a CFO with public-company and multi-channel experience, is essential for scaling and preparing for IPO. Founders should optimize for investor alignment and company fit, not just valuation or fundraising speed.

Data Points: Funding raised: Over $239 million - Total capital raised by Casper mentioned in the intro Founding year: 2014 - Casper launched in 2014 as a direct-to-consumer mattress company Retail footprint at time of interview: 20 locations - Casper’s existing stores across the US and Canada Planned store expansion: Over 200 stores in the next three years - Krim discusses the company’s aggressive retail rollout Target markets with stores growing faster: Markets with stores outperform markets without stores - Used to support the case for physical retail expansion Consumer demand for mattresses: 20 million Americans - Krim cites annual mattress purchase volume in the US Annual mattress market size: Over $15 billion - Krim describes the scale of the mattress category Casper Labs team size: About 50 folks - Engineering/science/design group in San Francisco developing new products 2017 growth: Banner year - Krim says 2017 was very strong for Casper Q2 2018 vs Q2 2017: Q2 2018 was stronger - Evidence of accelerating growth in 2018 Q1 2018 vs Q1 2017: Q1 2018 was stronger - Used to show year-over-year momentum Q2 2018 vs Q1 2018: Q2 2018 beat Q1 2018 - Shows sequential acceleration Public-company CFO experience: Last 10 years as CFO of public companies - Greg McFarland’s background 3 months free offer: Lattice free for 3 months - Podcast sponsor promotion for listeners

Pivotal Quotes: "Retail done poorly is on the way out." — Philip Krim: Explaining why Casper is expanding stores despite headlines about the death of retail "You have to go build the business that you want to build with the team that you have." — Philip Krim: Quickfire reflection on founder mindset and execution under constraints "It’s much more important to find the right investors than to optimize just around price." — Philip Krim: Advice on fundraising and strategic alignment

Implications: For founders, Casper is a playbook for combining D2C, retail, and strategic capital without losing brand focus. For retail brands, it shows stores can still win when they educate, differentiate, and integrate with online channels.

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