What’s it like to build a portfolio in a high-barrier market like San Diego? In this episode of The Turndown, Adam Dailey, real estate investor and accommodation operator, shares how he finds value in overlooked properties and why uncertainty is both a challenge and an opportunity for independent hoteliers.

From running an Olympic hospitality business to building a portfolio in San Diego, Adam shares how his early experience packaging tickets and accommodations sparked a passion for real estate. He talks through the realities of today’s hospitality market—financing challenges, shifting guest behavior, and why service still matters more than ever.

About Cloudbeds

Cloudbeds is hospitality's only intelligent growth engine - a unified platform trusted by the world's most ambitious hoteliers across 150 countries. Built to challenge the limits of outdated tech stacks, Cloudbeds connects operations, revenue, distribution, and guest experience in one powerful, intuitive system. At its core is Signals, hospitality's first AI foundation model, giving hoteliers the power to anticipate demand, run smarter operations, and craft more personal, profitable guest journeys at scale.

Founded in 2012, Cloudbeds has earned top honors from Hotel Tech Report (Top PMS, Hotel Management System, and Channel Manager, 2021--2025), the World Travel Awards (World's Best Hotel PMS Solutions Provider, 2022), and Deloitte's Technology Fast 500 (2024). For more information, visit www.cloudbeds.com.

Paula Carreirao
PR & Partner Marketing Specialist