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In this episode, entrepreneur and WineFi founder Callum Woodcock shares how wine is evolving from a luxury hobby into a powerful alternative investment class. From data-driven wine portfolios to building a fintech startup in a traditional industry, this conversation dives deep into innovation, entrepreneurship, and smart investing. Callum reveals how WineFi is democratizing wine investment, using machine learning and 39+ data variables to identify investment-grade wines and help investors build long-term portfolios. He also shares honest insights about startup life, mentorship, hiring great teams, and what it really takes to build a sustainable business. Whether you're an entrepreneur, investor, or wine enthusiast, this episode offers valuable lessons on building a modern business and thinking differently about wealth. In this episode: • How wine became a serious alternative investment • Why revenue models matter more than ideas in startups • Building a fintech business in an unregulated market • The role of mentors, advisors, and great hiring • Using data and AI to transform traditional industries • Real talk on startup growth, leadership, and resilience Subscribe for more conversations with visionary founders, investors, and leaders shaping the future of business. To connect Callum - / callumwoodcock I hope you enjoy this episode! Give it a like, share, and subscribe to not miss the content coming your way weekly. – Mark and the Who's Your Captain podcast team Connect with Mark Francis on LinkedIn: / mark-francis-78b3061 Visit The Uspire Partnership website here: https://theuspirepartnership.com Preview Mark's book here: https://www.book2look.com/book/5PLGQa... Listen to Who's Your Captain on the following Platforms: Spotify: https://open.spotify.com/show/097OvlL... Apple: https://podcasts.apple.com/us/podcast... Amazon: https://music.amazon.com/podcasts/c61... #WhosYourCaptain #MarkFrancis #LeadershipPodcast #ExecutiveCoaching #BusinessLeadership #Mentorship #LeadershipDevelopment #PurposeDrivenLeadership #TransformationalLeadership #BusinessGrowth #ExecutiveThinking #Leadership Hosted by Mark Francis, founder of The Uspire Partnership and former senior leader at Burberry and Tesco, this podcast provokes fresh thinking, energises purpose, and transforms how leaders perform. With over 25 years of experience in learning and development, organisational change, and executive coaching, Mark brings deep insight to every conversation. He's worked across retail, FMCG, logistics, and professional services, helping leaders and organisations unlock potential and drive meaningful transformation. Whether you're building a business, leading a team, or navigating your own path, you'll discover practical wisdom and inspiration from those who know what it takes to steer the ship. If you're a business leader, entrepreneur, or professional looking to elevate your leadership, find inspiration from great mentors, or understand what drives transformational performance, this podcast will give you the insights and energy to chart your own course with confidence.