Episode 53 with Heidi Greening and Jennifer Stewart

This episode of Sunday Afternoon Smokes was recorded in April 2025 and, for a long time, I believed it had been lost. It turns out it wasn’t. What you’re hearing is a fully unscripted, early-season conversation with two entrepreneurs who build meaningful work in very different corners of the country — and who both understand what it means to carry responsibility, uncertainty, and care for others. My guests are Jennifer Stewart, owner and operator of Wellborn Upstate, and Heidi Greening, co-owner of Homer Inn and Spa. There’s no agenda here and no performance. We talk about entrepreneurship, hospitality, running businesses in demanding environments, and the quieter realities of building a life around work that actually matters. The conversation wanders at times — as early conversations often do — but it’s honest, curious, and grounded in lived experience. For me, this episode carries a deeper personal weight. It captures a moment in time — voices, laughter, cadence — exactly as it was. Some recordings are less about the craft and more about the preservation of presence. This is one of those. Take it as it is: long-form, unfiltered, and real. https://www.homerinnandspa.com/ https://www.instagram.com/homerinnandspa/ https://www.instagram.com/sundayafternoonsmokes/