Cloudbeds

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 the leading platform redefining the concept of PMS for the hospitality industry, serving tens of thousands of properties in more than 150 countries worldwide. Built from the ground up to be masterfully unified and scalable, the award-winning Cloudbeds Platform brings together built-in and integrated solutions that modernize hotel operations & finance, distribution & marketing, guest experience, and revenue & analytics. Founded in 2012, Cloudbeds has been named a top PMS, Hotel Management System and Channel Manager (2021-2025) by Hotel Tech Report, World’s Best Hotel PMS Solutions Provider (2022) by World Travel Awards, and recognized in Deloitte’s Technology Fast 500 in 2024.

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