What's the Problem?

What's the Problem?
Podcast Description
As the wine industry is in transition, it seems that many are scrambling for solutions. Taking a step back, winemaker Adam Casto is looking to define the problem. Speaking to a wide array of different industry perspectives, he aims to get to the heart of the issue from all angles.
New episodes will be published on Tuesdays at Noon PST, with bonus episodes published on Thursdays. ehlersestate.substack.com
Podcast Insights
Content Themes
Explores an array of topics related to the wine industry, including sustainability, market evolution, diversity initiatives, and historical context, with episodes featuring discussions on the neo prohibitionist movement, the impact of consumer demands, and innovative winemaking practices.

As the wine industry is in transition, it seems that many are scrambling for solutions. Taking a step back, winemaker Adam Casto is looking to define the problem. Speaking to a wide array of different industry perspectives, he aims to get to the heart of the issue from all angles.
New episodes will be published on Tuesdays at Noon PST, with bonus episodes published on Thursdays.
Michael Osborn is a pioneering entrepreneur and respected leader in the American wine industry, best known as the founder of Wine.com, the largest online wine retailer in the United States. With a career that spans more than two decades at the intersection of technology and wine, Osborn has played a pivotal role in reshaping how consumers discover, purchase, and connect with wine.
He launched the company in 1998 under the name eVineyard, driven by a vision to make wine more accessible and the buying experience more intuitive through the power of e-commerce. By 2001, he had acquired the Wine.com domain and began building what would become the most recognized digital wine retailer in the country. As Vice President of Merchandising, Osborn led Wine.com’s product strategy and brand partnerships, curating an extensive catalog of thousands of labels for a generation of online consumers.
In 2025, after nearly three decades with Wine.com, Osborn was appointed Chief Executive Officer of Willamette Valley Vineyards, one of Oregon’s most celebrated wine producers. In this new chapter, he brings his strategic expertise and deep industry relationships to the world of production, with the goal of strengthening the winery’s national brand and advancing its mission of sustainability, hospitality, and quality.
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