Episode Details

What happens when a bakery pivot turns into a full-blown Airbnb empire? In this episode, we sit down with Andrew Llewellyn, an entrepreneur who went from scooping ice cream and selling blueberry muffins to running high-end short-term rentals in Louisville, Kentucky at the heart of bourbon country. Andrew shares how one property purchase changed everything, the systems he uses to run his Airbnb portfolio like a boutique hotel, and why creating memorable experiences for guests (from bachelor parties to corporate retreats) is the real key to success in hospitality. You’ll learn how to spot opportunities others overlook, why experiences drive premium pricing, and what it takes to scale a short-term rental business beyond just “Airbnb side hustle” into a serious, sustainable venture. Whether you’re curious about boutique hotels, real estate investing, or building a hospitality brand that stands out, Andrew’s story is packed with takeaways you can apply right now.

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Previous Guests Include:

Brandon Turner, Tarek El Moussa, Henry Washington, Rich Somers, Mikey Taylor, Tom Wheelright, David Greene, Tony J. Robinson,

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