Adam Dailey: An investor’s mindset behind today’s hospitality deals

The Turndown: The podcast for Hoteliers - Season 3: Episode 5

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 hospitality management system built for ambitious hoteliers who demand more. The Cloudbeds platform unifies operations, distribution, guest experience, and revenue marketing, giving operators a breadth of tools to capture demand, grow direct bookings, optimize pricing, maximize upsell revenue, and act on real-time intelligence within a single system.

Designed to scale with independent hotels, large hotel groups, and multi-property portfolios, Cloudbeds is trusted by tens of thousands of properties in more than 150 countries.  Founded in 2012, Cloudbeds is recognized as a top Hotel Management System, PMS, and Channel Manager — and Best Place to Work — by Hotel Tech Report for eight consecutive years.

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Paula Carreirao

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