The Story of How One Investor Lost His Rental Portfolio With Greg Hall (Ep 570)
Rental Income Podcast With Dan Lane
Rental Income Podcast
4.8 • 836 Ratings
🗓️ 21 April 2026
⏱️ 22 minutes
🧾️ Download transcript
Summary
In just three years, Greg built a portfolio of more than 100 rental properties, buying mostly single-family homes in a market about three hours from where he lived. His strategy was simple and effective: buy low, renovate smart, and create quality rentals in solid neighborhoods.
He wasn’t slapping lipstick on properties, he was turning distressed homes into places good tenants actually wanted to live. On paper, everything worked.
But then something happened that most investors never even consider…The city stepped in and started condemning and demolishing his properties.
On this episode, we break down how that’s even possible. What triggers something like this? What happens when you still have a mortgage on a property that no longer exists? And most importantly, how can you protect yourself from a situation like this?
Greg shares the full story, what went wrong, what he would do differently, and how he bounced back. We also talk about how his investing strategy has evolved today, and how he’s approaching risk in a completely different way.
https://rentalincomepodcast.com/episode570
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Transcript
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| 0:00.0 | Inspiring interviews with today's top landlords. |
| 0:04.7 | This is the rental income podcast. |
| 0:07.6 | And now, Dan Lane. |
| 0:09.8 | Greg, tell me what happened. |
| 0:11.2 | You put together a pretty big portfolio of rental properties. |
| 0:16.2 | And you ended up losing most of them? |
| 0:19.4 | That's correct, Dan. |
| 0:20.6 | In the early 2000s, I managed to acquire 100 plus doors. |
| 0:26.3 | And in about a three-year span, I managed to lose 80% of those. |
| 0:32.5 | Well, on the show today, we're going to figure out what happened to Greg to make sure that something like this doesn't happen to you. We'll figure out if maybe Greg was buying the wrong properties, maybe |
| 0:42.5 | getting bad deals, buying in the wrong neighborhoods. We'll get to the bottom of it and figure out |
| 0:47.9 | what happened. Joining us on the show today from Martinsburg, West Virginia is Greg Hall. |
| 0:53.7 | We'll take a quick break to thank our sponsors. |
| 0:56.0 | We'll come right back and we'll talk to Greg. |
| 0:58.5 | I've had tenants break their lease or stop paying rent, and I'm sure you know how expensive |
| 1:03.4 | that can get. |
| 1:04.6 | It's easy for the cost to exceed what you're holding in a security deposit, and that's |
| 1:10.0 | why I started using the guarantors to get coverage that can guarantee my rent, |
| 1:15.1 | allowing me to lease with more confidence. |
| 1:17.9 | And it's not just for worst case scenarios. |
| 1:20.1 | When an applicant is close, but not quite there, and I'm on the fence about approving them, |
| 1:26.0 | the guarantories gives me added peace of mind so that I can move forward without feeling like I'm on the fence about approving them, the guarantors gives me added peace of mind so that I can |
... |
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