Radical Hospitality Show

Scale Faster with Direct Bookings and Group Stays with Tim Ensmann

July 29, 2026·53 min
Episode Description from the Publisher

In this episode, host Zeke Freeman sits down with Tim Ensmann, founder of the Boutique Hotel Fund and managing partner of the Pine Tree Hotel. Tim shares how he went from investing in short-term rentals to building a fast-growing boutique hotel business. Many investors start with short-term rentals, but Tim Ensmann believes boutique hotels create a better path to long-term wealth. In this conversation, he shares how his team transformed an underperforming hotel into a profitable business us...

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