Wine and Dine Me Podcast
This is a home to episodes of The Wine and Dine Me Podcast - Reagan’s candid take on hospitality, sophisticated events, leadership, and the standards behind unforgettable experiences. Through conversations with planners, photographers, designers, hospitality leaders, and other creative operators, the podcast offers an honest look at what actually makes something exceptional.
Expect behind-the-scenes perspective, thoughtful conversation, and content rooted in taste, service, and substance.
Alison Hotchkiss
After nearly 25 years in the events industry, Alison Hotchkiss has learned that longevity has far less to do with recognition than with relationships, consistency, adaptability, and how people feel working with you. Reagan sits down with the founder of Alison Events to talk candidly about leadership, building a strong team, collaboration, guest experience, and what it really takes to build a creative business that lasts.
Bryan Rafanelli
Bryan Rafanelli joins The Wine and Dine Me Podcast for a candid conversation about building lifelong client relationships, protecting the guest experience, talking about money with clarity, and staying relevant in an industry that often confuses visibility with true influence.
Laura Somma
In this episode of The Wine and Dine Me Podcast, Reagan sits down with Italy planner Laura Somma to talk about what high-stakes events really require: discretion, directness, and a calm standard that does not bend under pressure. They get into privacy-first logistics, why the most sophisticated hosts crave simplicity, and how multi-country wedding weekends are changing the definition of experience.
Jessica Connolly
Great design isn’t about what photographs well. It’s about how a space works, feels, and moves people. In this episode of The Wine and Dine Me Podcast, Reagan sits down with Jessica Connolly of Social Supply Design to unpack why execution, emotion, and human behavior matter more than aesthetics when scaling a creative business.
Laura Ritchie
Fifteen years in the making, Laura Ritchie’s career is a testament to trusting the process, embracing risk, and designing experiences that go beyond aesthetics. In this episode, we dive into her evolution from catering side gigs to creating some of the most unforgettable weddings in the industry, why she now takes on only four weddings a year, and how she gets clients to fully trust her vision.