In this episode, Blake Dailey is chatting with Jeremy about how he went from the Air Force to becoming a successful real estate entrepreneur specializing in short term rentals and boutique hotels. Starting with a VA loan for his first property, Blake quickly learned the benefits of house hacking and leveraged this strategy to acquire multiple properties. His journey led him to the niche of buying houses with guest houses, utilizing short term rentals as a staple of his business model.

Blake talks about how he expanded into the boutique hotel industry, buying and renovating hospitality properties in different markets, including Florida and Tahoe, and eventually venturing into a substantial boutique hotel project in Tennessee. Blake shares insights on the complexities of financing and renovating these properties, the impact of regulations on STRs, and future plans for his business, including hosting the Boutique Hotel Con event.