From Hims & Hers to POCA: Hilary Coles Lessons From A 2nd Time Founder

Hilary Coles is the co-founder of POCA, a better-for-you coffee and matcha syrup, and a co-founder of Hims & Hers. At Hims & Hers, she helped redefine the modern healthcare landscape by pairing design-led branding and consumer intuition with a sharp instinct for cultural moments. Over nearly eight years, she helped grow it from an idea into a 2,000-person public company.

With POCA, short for “pocket café,” Hilary is bringing that same eye to sweetness. POCA is a pocket-sized, zero-calorie flavored syrup with a boost of fiber, made to sweeten coffee, matcha, or any snack without the sugar crash, aftertaste, or bloating of typical sugar-free options. Launched in February 2026 with co-founder Emily, POCA is built around the joy of the “little treat” and the small rituals that make a day feel good. It’s a deliberate pushback against an over-optimized, biohacking-obsessed wellness culture.

In this episode, Hilary shares why she left the company she co-founded and took a year to rediscover herself. She explains why POCA leads with joy instead of fiber, and why its sachet format is both a design choice and a margin strategy. She also talks about how limited flavor drops are driving early growth, and she gives an honest look at building a cap table of operators as a second-time founder.

In this episode:

  • From Hims & Hers to POCA: why Hilary left the company she co-founded, the year she took to figure out who she was without it, and how a lifelong love of sugar became Polka.

  • Building smart from day one: why she chose sachets for margin and portability, why Polka leads with indulgence over function, and how limited flavor drops drive DTC, TikTok Shop, and the new Amazon launch.

  • Fundraising as a second-time founder: building a cap table with Offline Ventures and operator angels, treating investors as partners, and her advice to question everything and never copy someone else’s playbook.

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From Fashion to Food: A Second-Time Founder On How She's Reinventing Gelatin