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

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.