Real estate investing attracts tech entrepreneurs seeking diversified income, but most underestimate the operational complexity. Dupree of Woodbine Development Corporation reveals the economic fundamentals that separate successful hotel investments from expensive mistakes to brand selection and partnership structures. He shares why his company transformed hiring practices to prioritize cultural fit over credentials to build longevity in a high-turnover industry. Tech leaders and aspiring real estate investors gain actionable frameworks for evaluating hotel opportunities and building organizations where cultural alignment drives sustainable performance.
