What does it really take to grow a short-term rental business from one unit to over 100 listings—without raising a single dollar from outside investors? In this episode, we sit down with Joshua Hatter, CEO of Curated Vacation Properties and Founding Director of KEYS Collective, who did exactly that.
From building a property management company during COVID to acquiring boutique hotels and navigating commercial financing, this conversation is packed with honest insights, hard lessons, and practical strategies for anyone looking to scale in the world of short-term rentals.
Whether you're just starting out or aiming to take your STR business to the next level, this episode will give you a behind-the-scenes look at what it actually takes to grow sustainably—without giving up equity.
What You’ll Learn:
Why he left corporate America (and what held him back for too long)
How to secure commercial financing without a W2
The difference between DSCR loans and true commercial lending
Key lessons from managing over 100+ properties
How to hire, partner, and build a team that actually scales
- The mindset shifts needed to push through failure, fear, and burnout
- How boutique hotels fit into the future of STR investing
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