#77: Jake Kloberdanz, One Hope Winery Co-founder — Building “Girl Scout Cookies” for adults, buil...

8 Oct 2024 · 82 min
1:22:01

In this episode of From Startup to Grownup, host Alisa Cohn interviews Jake Kloberdanz, co‑founder and CEO of One Hope Winery. Jake recounts the origin of the company, tracing it back to a 2005 moment in a grocery store where a pink‑ribbon breast‑cancer fundraiser sparked the idea of a wine brand that gives back—what he later called an adult version of Girl Scout cookies. A personal crisis—his friend Morgan’s blood‑cancer diagnosis in 2006—prompted him to incorporate One Hope, secure a winemaker, and launch the first wines while supporting Morgan through treatment. The venture grew from a handful of friends (four men and four women) who left their jobs at Gallo to become co‑founders, eventually stabilizing at six core founders and two advisors. Jake explains how the purpose‑driven model shaped every business decision. Early on the company pledged 50 % of profits to charitable causes, later refining the give‑back structure to 10 % of gross profit for the customer’s chosen cause and 10 % for the host’s cause, enabling wine‑tasting events to fund over 40,000 nonprofits. The brand’s storytelling draws on the “Girl Scout cookie” analogy, positioning wine reps as “cause entrepreneurs” who sell hope‑filled bottles much like scouts sell cookies. Leadership and communication are recurring themes. Jake describes the early lack of hard conversations among the co‑founders, coining phrases like “break short‑term rapport to build long‑term trust” and “hug the cactus” to frame uncomfortable dialogues. He outlines the operational practices that now sustain the culture: Objectives and Key Results (OKRs), a “24‑hour rule” for addressing heated or vented issues, and a focus on authenticity, unity, hope, and empowerment as core values. He stresses that culture is defined by what the organization tolerates. The discussion moves to scaling the business. One Hope employs an omnichannel strategy: direct‑to‑consumer sales (website, wine clubs), a nationwide network of independent wine reps with proprietary software, corporate gifting, and placement in thousands of restaurants and hotels. The company also built a flagship Napa property and is launching an urban winery/pickleball venue to blend food, wine, and sport, extending the give‑back model to local nonprofits. Jake reflects on hiring practices—slow hiring, involving future teammates in interviews, and using informal dinner dates to assess cultural fit. He shares personal leadership growth: learning not to take things personally, embracing vulnerability, listening before reacting, and allowing teammates to fail and recover. He recounts painful moments, such as the pandemic‑driven collapse of in‑person tastings and the strain of over‑staffing early on, emphasizing the need to stay lean until product‑market fit is clear. Finally, Jake offers advice to founders: find purpose, enjoy the daily work, build a trustworthy team, keep the organization lean, and remember that “if you want to go fast, go alone; if you want to go far, go together.” He underscores that One Hope’s true product is hope, delivered through wine, and that the brand’s name encapsulates its mission of “sharing wine and giving hope.”

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