
Building a property management company that lasts takes more than hustle; it takes strategy, systems, and a willingness to evolve. In this episode, longtime investor and entrepreneur Mitch Deminski joins Matthew Whitaker and Gray Hall to share how he built a 550+ door property management business, navigated the 2008 housing crash, and ultimately sold his company after decades of steady growth. Mitch's journey is anything but typical. From selling inmate pay phone systems in the telecom industry to becoming a major player in the Columbus real estate market, he explains how a slow-and-steady approach to investing, strong relationships with investors, and operational discipline helped him turn property management into a valuable, sellable asset. You'll learn: Why starting scrappy with room to grow strengthens your real estate investing strategy How to leverage Mitch's "tortoise strategy" (steady accumulation beat chasing flips) The one marketing trick that saved Mitch thousands =================================== Connect with Matt and Gray at Evernest: Evernest.co Link: Connect with Evernest Link: Evernest YouTube Channel (@ThreeHundredToThreeThousand) (Watch this episode and more!) Visit the Podcast Website: Evernest.co/podcasts Email the Show: podcast@evernest.co =================================== Production House: Flint Stone Media Copyright of Evernest 2026.
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Episode 185: The Future of Property Management: Scale Up or Stay Boutique

Episode 184: Building Evernest: The 3 Principles Behind Award-Winning Property Management

Episode 183: How AI Is Changing Property Management: Strategy, Risks & What's Next (Part 2)

Episode 182: The AI Tools Property Managers Are Using in 2026 (Part 1)
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