Making $25,000/Year Cash Flow by Buying the Worst Rental on the Best Block
Real Estate Rookie
BiggerPockets
4.7 • 1.8K Ratings
🗓️ 12 January 2026
⏱️ 54 minutes
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| 0:00.0 | Today's guest did something most investors swear they never do. |
| 0:03.3 | She bought a short-term rental site unseen over her FaceTime while she was literally attending Tony's conference. |
| 0:09.6 | And not just any house. |
| 0:11.1 | This place probably should have come with a hazmat suit. |
| 0:14.4 | We're talking a drug-using previous owner, cooking in the fireplace, code violations, foundation issues, and old electrical fire, |
| 0:22.2 | you name it. Most people would have run, but Alex said, yeah, I'll take it. Now, what she turned |
| 0:27.0 | it into is even more impressive, especially because she was juggling a full-time job, a toddler, |
| 0:31.9 | and a renovation of the balloon from 100K to 200. |
| 0:42.2 | This is the Real Estate Rookie Podcast. |
| 0:43.3 | I'm Ashley Care. |
| 0:44.9 | And I'm Tony J. Robinson. |
| 0:47.9 | And let's give a big warm welcome to Alex. |
| 0:48.9 | Alex, thanks for joining us today. |
| 0:49.9 | Thank you so much. |
| 0:51.0 | So excited to be here. |
| 0:55.7 | So, Alex, you technically became a landlord back in 2020 with your Chicago condo, but you've said you've never felt like a landlord. What actually changed that identity |
| 1:02.1 | for you? Yeah. So my husband, I actually just met my husband and we were moving in together |
| 1:08.7 | and we were living in Chicago and my property that I had |
| 1:13.6 | bought there probably five or six years before that was also a dilapidated condo that had nothing |
| 1:21.0 | had been touched since 1962 when I bought it. So I renovated that condo. It was my primary home for a long time. And then when I moved in with my |
| 1:30.3 | husband, we turned it into a long-term rental. And so it was, I was essentially an accidental landlord, |
| 1:35.4 | which is sort of a trend right now of people that had a property and didn't really quite, you know, |
... |
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