DiscoverRadical Wealth PlanHow Buying a Failing Business Turned Into a Short-Term Rental Empire
How Buying a Failing Business Turned Into a Short-Term Rental Empire

How Buying a Failing Business Turned Into a Short-Term Rental Empire

Update: 2025-02-24
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Welcome back to Radical Wealth Plan, hosted by Paul Mark Morris and brought to you by Entrepreneur Media. Today, we're talking about an exciting and potentially lucrative area of real estate—short-term rentals. I had the pleasure of sitting down with Josh Rudin and Patryck Swietek, two impressive young investors who have built a thriving business in the short-term rental space. They didn’t just dip their toes in—they went all in, from buying and managing properties to scaling up by acquiring an entire property management company.


Josh started flipping houses at just 19 years old, learning the ropes of real estate investment firsthand. Patryck, on the other hand, comes from a high-tech entrepreneurial background and brought his business expertise into the world of short-term rentals. Together, they’ve built a rapidly growing business, managing dozens of properties and helping others succeed in this space.


In this episode, we cover what it really takes to be successful in short-term rentals, from choosing the right market and property type to standing out in an increasingly competitive field. They share the hard lessons they learned from buying a business, the strategies they use to maximize profitability, and why regulations are actually a good thing when choosing where to invest. Whether you’re looking to get started with your first rental or scale an existing portfolio, there’s a lot to take away from this conversation.


If you’ve ever considered short-term rentals as a path to wealth, or if you just want to hear a great story about two entrepreneurs taking big risks and making them pay off, you won’t want to miss this one.



Timestamps


00:00:00 Introduction


00:01:18 Josh & Patryck


00:02:02 Patryck’s Journey – From Deli Worker to Real Estate Investor


00:05:15 Early Investments and Learning from a Mentor


00:08:02 Leveraging Credit and Buying During Market Lows


00:10:33 Josh’s Background – From Flipping Houses to Short-Term Rentals


00:11:36 Patryck’s Tech Background and Entrepreneurial Journey


00:16:20 Short-Term Rental Market & Airbnb Arbitrage


00:20:35 Forming a Partnership


00:23:22 Acquiring a Property Management Company


00:26:00 Lessons Learned from the Acquisition


00:30:38 Transitioning from Operators to Business Owners


00:35:34 Strategies for Short-Term Rental Success


00:41:09 Understanding Local Regulations and Investment Safety


00:46:40 Properties That Perform Well


00:50:49 Future Plans & Final Takeaways for Aspiring Investors

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How Buying a Failing Business Turned Into a Short-Term Rental Empire

How Buying a Failing Business Turned Into a Short-Term Rental Empire

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