Evernest Property Management Show

Matthew Whitaker and Spencer Sutton
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Mar 16, 2026 • 42min

Episode 181: The 550-Door PM Business that Sold for Millions | Mitch Deminski

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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Mar 2, 2026 • 1h 1min

Episode 180: The WHO Hiring Process: Find A-Players, Avoid Bad Hires

In this episode, Matthew Whitaker and Gray Hall discuss the WHO Hiring Process and how it helps companies consistently find A-players while avoiding costly hiring mistakes. They break down the step-by-step framework from scorecards and screening interviews to reference checks, replacing gut decisions with a proven system. You'll learn: How to structure your hiring process to source the best candidate The questions you need to be able to answer about each role to maximize success Why you should ask how the candidate's last 5 bosses would rate them - and how to get the truth =================================== 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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Feb 16, 2026 • 1h 8min

Episode 179: EOS & Traction - Making Order Out of the Chaos in Your PM Business

In this episode of The Evernest Property Management Show, Matthew and Gray reveal the massive secret behind Evernest's success: following Traction by Gino Wickman. They explain how focusing on this program empowers businesses of all industries to streamline decision-making, reduce operational friction, and achieve incredible results. You'll learn: Why everything starts with a solid vision (and why it shouldn't be something that just lives on your office wall) How to break your goals into achievable chunks, from quarterly milestones to three-year objectives Why following a tried-and-tested operating system like Traction empowers you to grow better in the long term =================================== 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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Feb 2, 2026 • 1h 26min

Episode 178: How to Sell (or Buy) a Property Management Company: Our 9-Step Process

Matthew and Gray divulge Evernest's complete process for buying (and selling) a property management company. Whether you're a property manager thinking about your exit or an operator looking to scale faster through acquisitions, this episode walks through the real-world playbook: from finding deals and valuing a PM business, to due diligence, LOIs, financing, closing, and post-close integration. You'll learn: The 9 steps to sell your property management business the right way Marketing tricks that keep you top of mind when someone's selling their PM business When to pull in an NDA - and why How to close the deal (and score the best outcome) =================================== 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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Jan 19, 2026 • 1h 1min

Episode 177: Meet the New Co-Host: The Ops Leader Who's Helped Shape Evernest for 10 Years | Gray Hall

In this episode of The Evernest Property Management Show, Matthew introduces his new co-host, Gray Hall. Gray is Evernest's Vice President of Operations, and he has been with the company for almost 10 years. Now, he's sharing his property management insights. You'll learn: Why selling the vision for your property management company is a risk - but it pays off in terms of staff quality and business outcomes How repeated exposure to Evernest's interview process influenced Gray's success The story behind Gray's first acquisition with Evernest, including what he'd do differently in 2026 =================================== Connect with Matt and Gray at Evernest: Evernest.co Link: Connect with Evernest Link: Follow Spencer's efforts at neverthirst 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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10 snips
Jan 12, 2026 • 34min

Episode 176: My Time at Evernest Has Come to an End… | Spencer Sutton

In a heartfelt milestone, Spencer Sutton shares his decision to leave his successful role to return to his nonprofit, Neverthirst. He discusses the importance of knowing when to leave, even when things are going great. The conversation dives into the contrast between fear-based choices and decisions driven by purpose. Listeners hear about Spencer's journey with Neverthirst and the mission for clean water, emphasizing how a leader's exit can define their legacy just as much as their entrance.
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12 snips
Dec 22, 2025 • 25min

Episode 175: How Top Property Managers Retain A-Players (And Why Yours May Quit)

Learn how to build a lasting team in property management by focusing on appreciation and shared vision. Discover effective strategies for attracting and retaining top talent, like creating outcome-oriented scorecards. Explore the balance between trust and micromanagement, plus essential communication routines that keep everyone on the same page. Find out how offering growth and development opportunities can maintain A-players, and why recognizing achievements is more impactful than just providing incentives.
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Dec 15, 2025 • 39min

Episode 174: Your Legal Wake-Up Call: Lawsuits You Don't See Coming (Fair Housing, ESAs, and More)

Monica K. Gilroy, a trial attorney and founder of the Gilroy Firm, shares her expertise in real estate litigation, focusing on Fair Housing laws. She highlights the latest trends in reasonable accommodations and emotional support animals, providing practical verification tips to avoid fraud. Monica discusses the implications of recent legal changes and common pitfalls for property managers, such as misclassifying vendors and liability concerns. Her insights emphasize the importance of professionalism and common sense in the evolving property management landscape.
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Dec 8, 2025 • 18min

Episode 173: Set Bigger Goals, Close More Doors: The PM Vision Formula for 2026

As 2026 approaches, setting clear, meaningful goals is crucial. Most people fail to set specific targets, often succumbing to quick-fix marketing traps. Spencer argues that self-negotiation is key, revealing how our inner narratives can obstruct success. He highlights common barriers like unworthiness and fear that deter goal-setting. A quarterly review process and identity-based goals are discussed as ways to create lasting change. Finally, he emphasizes the importance of long-term thinking and starting the journey now.
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Dec 1, 2025 • 49min

Episode 172: From 0 to 600 Doors: How Jen Ruelens Uses Video to Grow Her PM Business

Join Jen Ruelens, broker-owner of OneFocus Property Management and a seasoned pro with 20+ years in real estate, as she shares her journey of scaling her business to 600 doors. Jen reveals the power of video content in building trust and securing better leads. Discover her strategies for turning repetitive questions into engaging videos that save time and enhance client relations. Plus, learn why authenticity trumps fancy gear, and how to overcome the fear of being on camera to boost your property management success!

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