The Numbers Didn't Work Locally. Here's How He Invested Out Of State With Thomas Hollingsworth (Ep 561)

The Numbers Didn't Work Locally. Here's How He Invested Out Of State With Thomas Hollingsworth (Ep 561)

February 17, 2026 · 23 min · Episode 561

About this episode

Thomas Hollingsworth shares his experience of investing in out of state rental properties to achieve better cash flow.

Thomas lives in a high-cost area where buying rentals locally simply didn’t make sense for cash flow, especially as a newer investor with limited capital. Instead of forcing a bad deal in his backyard, Thomas made the decision to invest out of state. On this episode, he walks us through how he chose the markets he invested in and whether he physically visited the areas before buying. Thomas didn’t just pick one market and hope for the best. Diversification was important to him, so he invested in three different areas. We talk about why he spread out his risk, how he found the properties, and why he focused on homes that needed rehab. He also explains how he built a team from a distance, including how he found contractors and property managers in multiple markets, and whether managing relationships in three different cities was as challenging as it sounds. If you’re thinking about investing out of state but feel nervous about being far from your properties, this episode is packed with practical insight. Thomas shares what worked, what didn’t, and how new investors can protect themselves from getting ripped off by contractors. This is a candid look at building a remote rental…

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Fundrise Income Fund, MidSouth HomeBuyers

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