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Zen and the Art of Real Estate Investing with Jonathan Greene

Turning Short-Term Rental Success into Boutique Hotels with Blake Dailey

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In this episode of Zen and the Art of Real Estate Investing, Jonathan interviews Blake Dailey, a real estate investor who transitioned from active duty military to building a successful investing career. Starting with a single Airbnb over five years ago, Blake now manages a business with 30 employees and 150 short-term rental units. Today, he focuses on boutique hotels, a niche asset class that shares some similarities with short-term rentals but has distinct differences. Blake recently hosted Boutique Hotel Con, a conference dedicated to boutique hotel owners.

Jonathan and Blake Dailey discuss how Blake began investing in real estate while serving in the military and how the systems and processes he learned in the Air Force helped shape his approach to investing. Blake shares his thoughts on the importance of building relationships to find deals, utilizing VA loan benefits as a military or former military member, and taking action despite fear of failure. They also dive into what sets boutique hotels apart from short- and long-term rentals, how Blake sources and finances hotel investments, and the key demographics and amenities he focuses on to ensure success. Blake introduces his Boutique Hotel Mastermind, which offers strategies for transforming rundown hotels into profitable assets.

You’ll hear more from Jonathan and Blake about:

  • Blake outlines the main differences between running an STR operation and a boutique hotel.
  • Boutique hotels offer several advantages over STRs, including higher revenue and profit per property.
  • Networking and relationships are where you find good deals.
  • A clear, long-term vision for growth is the secret to a successful boutique hotel operation.

If you love short-term rentals and have considered how you can grow your business even more, Blake Dailey makes a strong case for boutique hotels.

If you want to learn more about Zen and the Art of Real Estate Investing Podcast, check out https://zenandtheartofrealestateinvesting.com/podcast/179/.