Blake Dailey has acquired over $20M in boutique hotels and short-term rentals across high-demand travel markets.

In this episode, we break down how he finds overlooked deals, why “saturated” markets aren’t what they seem, and how design, amenities, and positioning can completely shift returns.

We also dive into creative financing, building moats, and what it takes to operate at a higher level in real estate and business.

This conversation is about thinking bigger, executing with intention, and building assets that actually compound