Going Big! with Kevin Gentry

How Josh Grainer Helped Put Virginia Wine on the Map (Lost Mountain Vineyards)

September 28, 2026·50 min
Episode Description from the Publisher

What does it take to build an exceptional craft from the ground up?    In this episode of Going Big!, host Kevin Gentry sits down with Josh Grainer, inaugural winemaker at Lost Mountain Vineyards in Delaplane, Virginia, to explore the unlikely journey that led him into winemaking and the vision behind one of Virginia’s most serious wine projects.   Josh traces his path from growing up around agriculture and studying ecology to a transformative spring break trip to Tuscany, working in restaurant kitchens, and eventually apprenticing under legendary Virginia winemaker Jim Law. He shares how persistence opened a door that initially seemed closed, and how an unexpected opportunity at a young age led him to Lost Mountain.   The conversation goes deeper into the philosophy of craftsmanship, mentorship, risk-taking, and building something exceptional in an unlikely place. At Lost Mountain, a hillside once considered unsuitable for agriculture because of its rocky soil became the foundation for a distinctive approach to Virginia wine. Josh’s story offers lessons for anyone trying to discover their contribution, take a meaningful risk, and spend a lifetime getting better at their craft.

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