Show Notes
Welcome to Episode 11 of Uncorked, the Cult Wines podcast. Tom Gearing, Co-founder and CEO of Cult Wines, is joined by Jonathan Stevenson, EVP of Cult Wines North America, with special guest Damon Segal, an entrepreneur, marketing strategist and AI specialist, and a passionate fine wine collector.
AI is changing how we search, decide and buy across everyday life. In this episode, we bring that lens to wine, looking at how AI could support buying decisions, build consumer confidence, and reshape parts of the industry, from provenance and fraud detection to vineyard practices.
📌 What’s covered in Episode 11:
Meet Damon Segal Damon Segal arrives with a rare overlap of worlds. He has spent years working in technology, marketing and AI, and he is also a committed fine wine collector. He talks about encountering artificial intelligence and machine learning in an earlier, more developer-led phase, then watching the tools become dramatically more usable as large language models brought AI into everyday workflows. That shift pushed him to experiment in a hands-on way, building processes that save time, surface patterns and help him think more clearly about decisions.
Wine is where it gets personal. Damon describes how buying can feel emotional and subjective, especially when you are trying to buy well and not just buy more. To add a bit more structure to his collecting, he built a simple setup that begins with his tasting history. He exports his purchase ratings, gives an AI assistant clear instructions about what he likes and what he is trying to achieve, then tests it against real merchant lists to see what the tool flags and why.
Follow Damon Segal: Instagram: @wineguide101 • Website: wineguide101.com
Data is the real edge A recurring theme is that anyone can ask the same generic questions and get generic answers. Damon argues the edge comes from unique data and clean systems. The conversation moves to how internal datasets, trusted pricing information and personal preference signals can make AI genuinely useful rather than generic.
AI for everyday wine confidence The conversation zooms out from collectors to everyday buyers. Tom raises the reality that most people are choosing under pressure, with limited knowledge and too many options. The group discuss how AI could help by taking in context such as budget, food and preferences, then narrowing the field. A simple example comes up, what to buy that goes well with a mushroom risotto at around £20.
Provenance, fraud & what technology could fix Collectors care about provenance, and the episode spends time on what AI might do here, particularly using computer vision and pattern recognition to support fraud detection. Damon talks about the idea of a traceable passport for a bottle, and how tech could help buyers make decisions based on history and trust, not only price.
Vineyards, robots & the next decade The episode also looks beyond buying into production. Damon discusses the direction of robotics and sensors, and what that could mean for harvesting and vineyard management, especially in difficult terrain.
Overrated or undervalued Jonathan runs a quick game of overrated or undervalued across wine and technology topics. It is fast, slightly provocative, and a good way to surface opinions without turning the episode into a lecture. Sweet wines get a moment, including Tom’s anecdote about tasting 1900 Yquem, and Damon’s mention of styles such as Vin Santo and Canadian ice wine. The calls are best heard in the episode itself.
Episode 11 explores where AI can genuinely help, where it can mislead, and how wine still relies on context, judgment, and trust. Damon’s perspective as both an AI practitioner and a wine collector makes for a grounded conversation, with practical ideas and sharp questions about what the industry may look like in the future.
👉 Subscribe for more Uncorked episodes and fine wine insights every month.
More from Uncorked: A Cult Wines Podcast
🍷 How are tariffs reshaping the US fine wine market? Who is actually collecting wine in America today? And can the industry solve its access problem before the next generation walks away?
🍷 Is the fine wine market finally turning? Where is liquidity returning? And after more than two years of correction, could flat really be the new up?
🍷 What can the wine industry learn from Taylor Swift? Is fine wine really an investment? And why might France's most protected traditions be its biggest weakness?
🍷 Is English wine finally having its moment? Can the UK sell as much wine as it can now make? And why is vineyard tourism booming right on our doorstep? In Episode 14 of Uncorked, Tom Gearing and Jonathan Stevenson welcome Alice Griffiths, wine writer, columnist and passionate advocate for English and Welsh wine, for a lively deep dive into one of the UK's most exciting wine categories. This episode heads much closer to home. Drawing on Alice's two decades in agriculture and her full-time career championing homegrown wine, the conversation explores cellar doors, vineyard trails, still wines, Welsh producers, social media, supermarkets and even a Guinness World Record attempt involving 80 vineyards in seven days. Alice shares where to start if you want to visit English vineyards, why tourism is becoming a genuine hospitality opportunity rather than a novelty, and what the next stage of the industry really depends on. Together, the panel discusses the English wine boom, the challenge of selling enough of it, and how supermarkets, cellar doors and vineyard visits can each become a doorway into the category.
🍷 Is wine still culturally relevant? What makes someone become a collector? And how can the fine wine trade connect with the next generation?