

Why We Regret Buying (So Many) Rental Properties
7 snips Feb 12, 2025
Scaling rental properties can lead to unexpected regrets, as personal experiences highlight costly mistakes. Rapid expansion often brings more headaches than benefits, causing cash flow issues. The hosts share tales of significant losses tied to poor strategic decisions and emphasize the importance of stabilizing properties before acquiring more. Effective management practices, like standard operating procedures, are crucial for success. Ultimately, a balanced approach and careful timing are essential to achieve financial goals without overwhelming oneself.
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Tony's Portfolio Growth
- Tony Robinson started with long-term rentals in 2019, acquiring four properties in the first year.
- His scaling accelerated when he transitioned to short-term rentals, growing from 3 to 15 properties in 2021.
Ashley's Portfolio Growth
- Ashley Kehr began with a similar pace, buying one or two properties annually from 2013-2017.
- Her acquisition rate increased significantly after joining BiggerPockets in 2017, including a 10-12 unit portfolio deal.
Role of Luck in Scaling
- While both hosts worked hard, market conditions and luck played significant roles in their rapid scaling.
- Low interest rates, access to partnerships, and timely market entry facilitated faster growth.