The David Greene Show

The David Greene Show I Strategies, Struggles, and Stories From an STR PM I Episode 144

July 24, 2026·58 min
Episode Description from the Publisher

David is joined by Blaine, a PM of over 40 units throughout Chicago, Florida, and other Midwest cities. Blaine shares how he built his portfolio, and what he’s learned from years of STR management (including why he’s heavily shifted into mid term rentals). The show covers how to immediately spot problematic guests, when to refund money, and which areas tend to have the best guests (and which to avoid). Blaine shares what he’s learned, what he’d do differently, and the top qualities to look for in a PM to trust with your investment. A refreshing look behind the scenes!

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