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- Making $25,000/Year Cash Flow by Buying the Worst Rental on the Best Block
Making $25,000/Year Cash Flow by Buying the Worst Rental on the Best Block
This article discusses an investor who bought a run-down property in a desirable area and turned it into a successful short-term rental. Hosts can learn from the story about the importance of location, embracing renovation projects, and leveraging marketing skills for STR success.
Key Insights
- •The property was purchased sight unseen over FaceTime due to the favorable price and location, highlighting the importance of quickly assessing deals.
- •The investor used their marketing background to create a short-term rental with a focus on providing exceptional experiences for guests.
- •The investor's initial long-term rental in Chicago generated $800/month in cash flow, demonstrating the potential of a well-located property.
Action Items
- ✓Consider investing in a property in a desirable location, even if it requires renovations.Effort: mediumImpact: high
- ✓Use your existing skills, such as marketing, to differentiate your listing and create a better guest experience to boost occupancy and revenue.Effort: lowImpact: medium
Tools & Resources
- →Steadily: The article mentions Steadily, the landlord insurance company.
- →The Real Estate Rookie Podcast: The article mentions The Real Estate Rookie Podcast.
- →New Western: The article mentions New Western, a company specializing in wholesaling properties.
Common Mistakes
- ⚠Overestimating renovation costs can lead to financial challenges.
More from Growth & Marketing
Forbes' 2026 Best Vacation Rental Sites highlights the top platforms for hosts. The article likely reviews factors like ease of use, reach, and profitability for different platforms. Understanding platform performance is crucial for hosts looking to optimize their listings and maximize revenue.
Alaska's Point of View is expanding its direct-book vacation rental offerings, providing guests with a new avenue to book stays. This move could increase the visibility of these vacation rentals and offer hosts more control over bookings. It emphasizes the trend towards direct booking strategies.
GuestReady's acquisition of Lightbooking is a significant move in the short-term rental market. The deal, highlighted by PriceLabs' RSU (Revenue Sharing Units), suggests a focus on scaling and potentially innovative revenue models. This could impact other property management companies and hosts looking to expand their portfolios.


