Show overview
Evernest Property Management Show has been publishing since 2020, and across the 6 years since has built a catalogue of 185 episodes, alongside 1 trailer or bonus episode. That works out to roughly 120 hours of audio in total. Releases follow a fortnightly cadence.
Episodes typically run thirty-five to sixty minutes — most land between 30 min and 46 min — though episode length varies meaningfully from one episode to the next. None of the episodes are flagged explicit by the publisher. It is catalogued as a EN-language Business show.
The show is actively publishing — the most recent episode landed 4 days ago, with 10 episodes already out so far this year. The busiest year was 2023, with 49 episodes published. Published by Evernest.
From the publisher
If you're a property manager looking to scale your business beyond 300, 500, or even 1,000 doors, you've come to the right place. You might be asking - Is it worth it? How do I do it? Where do I find the money? What about the people? Trust us, we've made every mistake you can think of...then we made some up. Listen in as we describe what worked and what didn't on our journey from 300 to 3,000 houses.
Latest Episodes
View all 185 episodesEpisode 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)
Ep 182Episode 182: The AI Tools Property Managers Are Using in 2026 (Part 1)
There are hundreds of AI tools out there - but what are actual, successful property managers using in 2026? Matthew and Gray invited top property managers to discuss their AI strategies, how to turn pain points into automated processes, and so much more. You'll learn: How Evernest is using Haven AI to solve real-world problems, including fixing a lock box for a resident The secret to creating user-generated content through custom AI bots 24/7 Super-powered hacks for Claude and other popular AI tools that you need to start using today =================================== 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: [email protected] =================================== Production House: Flint Stone Media Copyright of Evernest 2026.
Ep 181Episode 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: [email protected] =================================== Production House: Flint Stone Media Copyright of Evernest 2026.
Ep 180Episode 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: [email protected] =================================== Production House: Flint Stone Media Copyright of Evernest 2026.
Ep 179Episode 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: [email protected] =================================== Production House: Flint Stone Media Copyright of Evernest 2026.
Ep 178Episode 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: [email protected] =================================== Production House: Flint Stone Media Copyright of Evernest 2026.
Ep 177Episode 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: [email protected] =================================== Production House: Flint Stone Media Copyright of Evernest 2026.
Ep 176Episode 176: My Time at Evernest Has Come to an End… | Spencer Sutton
In this milestone episode, Spencer Sutton announces his decision to step away from Evernest after 11 years to return to neverthirst, the nonprofit he founded, despite loving his role and being at the top of his game. Spencer and Matthew reflect on faith, fear, discipline, and why knowing when to leave can be just as important as knowing how to build. You'll Learn: Why staying comfortable might be the most dangerous career move you can make How to know when it's time to leave—even when everything is going right The difference between fear-based decisions and purpose-driven ones Why the way you leave a company can define your legacy more than how you entered =================================== Connect with Matt, Spencer, 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: [email protected] =================================== Production House: Flint Stone Media Copyright of Evernest 2025.
Ep 175Episode 175: How Top Property Managers Retain A-Players (And Why Yours May Quit)
Ensuring your team feels appreciated is critical to long-term success in property management. In this episode, Spencer shares strategies and insight into building a team that lasts the test of time. You'll learn: Why the vision of the business feeds into trust and autonomy How to attract (and keep) A players The importance of creating a scorecard to guide employee behavior and goals =================================== Connect with Matt, Spencer, 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: [email protected] =================================== Production House: Flint Stone Media Copyright of Evernest 2025.
Ep 174Episode 174: Your Legal Wake-Up Call: Lawsuits You Don't See Coming (Fair Housing, ESAs, and More)
Successful property management relies on a robust understanding of the legal landscape, so Spencer and Matthew invited Monica K. Gilroy of the Gilroy Firm onto The Property Management Show. As a subject matter expert in real estate litigation, Monica shares insights into Fair Housing law and common legal pitfalls that could tank your business. You'll learn: How to validate emotional support animals (without getting duped) Updates to reasonable accommodation laws and what all property managers need to know What to know about Fair Housing complaints and where common sense reigns supreme =================================== Connect with Matt, Spencer, and Gray at Evernest: Evernest.co Guest: Monica K. Gilroy, Gilroy Firm Link: Connect with Evernest Link: Evernest YouTube Channel (@ThreeHundredToThreeThousand) (Watch this episode and more!) Visit the Podcast Website: Evernest.co/podcasts Email the Show: [email protected] =================================== Production House: Flint Stone Media Copyright of Evernest 2025.
Ep 173Episode 173: Set Bigger Goals, Close More Doors: The PM Vision Formula for 2026
2026 is on the horizon - are you ready to accomplish your goals? Spencer discusses how to set yourself up for a productive year and build fulfilling targets in this episode of The Evernest Property Management Show. You'll learn: Why you're the hardest person to negotiate with How not feeling worthy of accomplishing your goals is slowing down your success The importance of vision when setting your direction =================================== Connect with Matt, Spencer, 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: [email protected] =================================== Production House: Flint Stone Media Copyright of Evernest 2025.
Ep 172Episode 172: From 0 to 600 Doors: How Jen Ruelens Uses Video to Grow Her PM Business
Want more owners, better leads, and shorter sales cycles? In this episode, Spencer sits down with Jen Ruelens to unpack the five major reasons you need to start creating video content now—or risk getting left behind. Reach out to Jen and learn more via https://holditwithpmjen.com You'll learn: How to leverage the know–like–trust framework to boost your business The most efficient method to leverage video content and fix operational issues How to convert repetitive calls into links that generate business Why authenticity beats fancy gear every time =================================== Connect with Matt, Spencer, and Gray at Evernest: Evernest.co Guest: Jen Ruelens Link: Connect with Evernest Link: Evernest YouTube Channel (@ThreeHundredToThreeThousand) (Watch this episode and more!) Visit the Podcast Website: Evernest.co/podcasts Email the Show: [email protected] =================================== Production House: Flint Stone Media Copyright of Evernest 2025.
Ep 171Episode 171: People Don't Hire a Website... They Hire YOU | Mark Ainley
In this episode, Spencer Sutton sits down with Mark Ainley, co-founder of GC Realty & Development and host of the Straight Up Chicago Investor Podcast, to discuss how video, content, and authenticity build invaluable trust in today's market. You'll learn: How to build a local brand through storytelling Which data and metrics matter for growth (and what doesn't) Why your personality is the most powerful marketing tool at your disposal Masterful ways to leverage AI to improve your business, from hiring better players to closing more deals =================================== Connect with Matt, Spencer, and Gray at Evernest: Evernest.co Guest: Mark Ainley, co-founder of GC Realty & Development and host of the Straight Up Chicago Investor Podcast Link: Connect with Evernest Link: Evernest YouTube Channel (@ThreeHundredToThreeThousand) (Watch this episode and more!) Visit the Podcast Website: Evernest.co/podcasts Email the Show: [email protected] =================================== Production House: Flint Stone Media Copyright of Evernest 2025.
Ep 170Episode 170: The 5 Reasons You Need to Create Video Content (Or Get Left Behind)
How do you become the leading property manager in your market? Spencer Sutton explains how to leverage videos as the ultimate differentiator in property management. You'll learn: The five reasons why you need to be creating video content (and how to get started) How to generate trust via human anchors Marketing secrets to repurpose the content you create and use it to be found by large language models (LLMs) like ChatGPT How storytelling can help your BDMs close more deals with higher conversion rates =================================== Connect with Matt, Spencer, 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: [email protected] =================================== Production House: Flint Stone Media Copyright of Evernest 2025.
Ep 169Episode 169: How to Turn LinkedIn Into a Lead Machine for Your PM Business | Lucas Wollschlager
Former Evernester and founder of Veritas Copy, Lucas Wollschlager, shares strategies most property managers don't know that will unlock more clients and empower you to net better deals - all through your social media presence. Want help from Lucas? Reach out to him on LinkedIn. You'll learn: How to build a content strategy that evolves with your business Whether you have to be an influencer to score clients through social media (hint: no - and we make it so much easier!) The secret behind leveraging your LinkedIn for lead generation How to create a personal brand that pays in spades =================================== Connect with Matt, Spencer, and Gray at Evernest: Evernest.co Guest: Lucas Wollschlager, founder of Veritas Copy Link: Connect with Evernest Link: Evernest YouTube Channel (@ThreeHundredToThreeThousand) (Watch this episode and more!) Visit the Podcast Website: Evernest.co/podcasts Email the Show: [email protected] =================================== Production House: Flint Stone Media Copyright of Evernest 2025.
Ep 168Episode 168: The #1 Lead Magnet Every Property Manager Needs (We've Tested Them All)
In the second episode of our marketing series, Spencer Sutton reflects on how to encourage leads to move down your marketing funnel so you can net more clients. You'll learn: The best lead magnets in property management How to leverage email sequencing to convert more leads Why the fortune is in your follow up The difference between a marketing-qualified lead and a sales-qualified lead =================================== Connect with Matt, Spencer, 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: [email protected] =================================== Production House: Flint Stone Media Copyright of Evernest 2025.
Ep 167Episode 167: The Secret to Ranking #1 as a Property Manager... (Almost Nobody Does This) | Kayleen vonSchondorf
How do you establish an online presence that wins clients? Kayleen vonSchondorf, Director of Marketing at Everrnest, sat down with Spencer Sutton to reveal marketing strategies that property managers need to land more leads, strengthen their brand, and convert clients. You'll learn: What kind of information your website should include to boost your number of qualified leads The importance of building trust through your marketing efforts (and how to do it) How to leverage your industry's pain points to sell your services better Easy technical search engine optimization tips to boost your website's visibility in Google How to create content that answers your customers' questions and gets promoted via ChatGPT and other AI engines =================================== Connect with Matt, Spencer, and Gray at Evernest: Evernest.co Guest: Kayleen vonSchondorf, Director of Marketing at Everrnest Link: Connect with Evernest Link: Evernest YouTube Channel (@ThreeHundredToThreeThousand) (Watch this episode and more!) Visit the Podcast Website: Evernest.co/podcasts Email the Show: [email protected] =================================== Production House: Flint Stone Media Copyright of Evernest 2025.
Ep 166Episode 166: How AI Is Doubling Efficiency and Redefining Property Management
AI is everywhere - including in property management. But will it replace property managers? Jay Berube, Founder of BetterWho, explains how he leverages AI for property management success in his 3,000+ door business. Reach out to Jay by visiting BetterWho.com or emailing [email protected]. You'll learn: Which tools boost efficiency and maximize your profit potential If AI will replace property managers How to create master prompts for your business Why you should think of your long-term success like a road trip - and how to make AI your co-pilot =================================== Connect with Matt, Spencer, and Gray at Evernest: Evernest.co Guest: Jay Berube, Founder of BetterWho Link: Connect with Evernest Link: Evernest YouTube Channel (@ThreeHundredToThreeThousand) (Watch this episode and more!) Visit the Podcast Website: Evernest.co/podcasts Email the Show: [email protected] =================================== Production House: Flint Stone Media Copyright of Evernest 2025.