Ep. 249: Blake Dailey’s Insights on Scaling Wealth through Boutique Hotels

Blake Dailey

Blake Dailey

In the dynamic world of hospitality, boutique hotels have emerged as a symbol of style, personalization, and unique experiences, rising above the standardization typical of large hotel chains. The fascination with boutique hotels stems from their ability to offer guests more than just a place to stay—a boutique hotel immerses its guests in the locality's culture, history, and ambiance.

Meet Blake Dailey,from being a football player at the Air Force Academy to becoming a veteran transitioning into the realm of real estate investing. He discusses his initial foray into real estate through house hacking and gradually moving towards purchasing and operating boutique hotels. Blake highlights the advantages of boutique hotels as an investment, stressing on their operational efficiency, the potential for higher revenue compared to traditional long-term rentals, and less regulatory issues. He also addresses the importance of meeting revenue thresholds for efficient operation and touches on strategies for raising capital, including the future possibility of a boutique hotel fund. Furthermore, Blake introduces Boutique Hotel Con, an event aimed at educating and networking with individuals interested in boutique hotel investing.

What You’ll Learn:

  • Understanding hotel revenue numbers for strategic property valuation and investment advantage.
  • Importance of networking, building relationships, and trust in hotel investment and business success.
  • Maximizing hotel revenues by improving operations, customer service, and making use of digital platforms.
  • Highlighting unique benefits of owning boutique hotels, such as living there for free.
  • And so much more!


00:03:10 Blake Dailey's Origin Story: From Football to Financial Freedom

00:06:54 Blake Dailey's Shift to Boutique Hotels

00:07:41 Exploring the Benefits of Boutique Hotels Over Traditional STRs

00:11:22 The Evolution of Blake's Hotel Investments

00:16:02 A Boutique Hotel Case Study

00:20:21 Innovative Ideas for Enhancing Guest Experience

00:23:27 Renovation Plans for the Boutique Hotel

00:23:30 The Closing Timeline and Initial Challenges

00:23:50 Blake Dailey's Plumbing Nightmares and Renovation Plans

00:25:18 Enhancing the Venue and Lobby

00:26:09 Investment Opportunities and Networking

00:28:15 Operational Improvements

00:33:29 Learning from Experience: Boutique Hotel Insights

00:39:19 Strategies and Surprises

00:45:36 Boutique Hotel Con


How to Connect with Blake Dailey:


Immerse yourself in the world of boutique hospitality with Blake J. Dailey!

Explore the wonders of boutique hotels and hospitality trends by visiting his website at https://www.boutiquehotelcon.com/

Connect with Blake on a professional level and stay updated on industry insights by following him on LinkedIn at https://www.linkedin.com/in/blakejdailey/

For a glimpse into his world and behind-the-scenes moments, follow Blake on Facebook at https://www.facebook.com/blake.dailey.963/ and Instagram at https://www.instagram.com/blakejdailey/

Stay informed about his latest projects and musings by following him on Twitter at https://twitter.com/blakejdailey?lang=en

Dive deeper into the world of boutique hospitality by subscribing to Blake's YouTube channel at https://www.youtube.com/@blakedailey

Whether you're a hotelier, traveler, or simply curious about the hospitality industry, Blake J. Dailey's platforms offer a treasure trove of insights and inspiration. 

Join the conversation and elevate your understanding of boutique hospitality with Blake!


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My name is David Pere, I am an active duty Marine, and have realized that service members and the working class use the phrase “I don't get paid enough” entirely too often. The reality is that most often our financial situation is self-inflicted. After having success with real estate investing, I started From Military to Millionaire to teach personal finance and real estate investing to service members and the working class. As a result, I have helped many of my readers increase their savings gap and increase their chances of achieving financial freedom!

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