Evernest Property Management Show

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

Are you using your business to meet your emotional needs? Successful investor Mark Brower is here to tell you how that approach will sabotage your growth and what to do instead. You'll learn: How to determine if your self-worth is tied too closely to your professional success (and how that desperation could ruin your progress) Why it's better to tackle one painful situation head-on instead of living with papercuts day in, day out How to avoid moving the goal posts on your dreams so you can continue to build meaningfully The books and resources Mark has used to reframe his mindset The power of focusing on the impact you can make on one person =================================== Connect with Matt, Spencer, and Gray at Evernest: Evernest.co Guest: Mark Brower 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.

What does it take to become a leader who makes an impact? Where do most newbies stumble, and how can you recover? In this episode, Spencer Sutton shares his insights as Evernest's VP of Marketing through the lens of the book, Leader Shift. You'll learn: What makes a true leader (and why falling short will cost you in the long run) How humility fuels growth The three price points of leadership Why you should embrace struggle to evolve in your career How to become a leader worth following =================================== 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.

How well your employees' personalities mesh is among the most underrated aspects of scaling your property management business. That's why Spencer Sutton sat down with Matt White, an Executive Advisor at Culture Index. Culture Index lays out the potential of each employee's personality, allowing companies like Evernest to match each employee's unique strengths to the demands of every role. Reach out to Matt White on LinkedIn for more details. You'll learn: Why success doesn't come down to the work that your company does, but rather the people you lead How identifying personality patterns for various departments leads to greater employee satisfaction and retention What to do when leading someone completely different from you Why hiring people whose internal wiring aligns with role-based personality trends empowers employee growth =================================== Connect with Matt, Spencer, and Gray at Evernest: Evernest.co Guest: Matt White, an Executive Advisor at Culture Index 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.

In this episode, Spencer Sutton shares a detailed roadmap to institutionalize your real estate investor clients and set yourself apart as a growth-focused industry asset. You'll Learn: How to help your clients form a portfolio-based investment strategy to amplify their efforts (and their need for your services) Why a good rehab based on market data and comps is worth the time and money How to uplevel your strategic mindset to become an invaluable consultant The easiest way to lose your clients (and how to retain your contracts) How institutions approach maintenance to reduce churn Why thinking relationally is the secret to growing your property management business =================================== 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.

In this episode of The Evernest Property Management Show, Evernest's Director of Leasing, Brett Drevlow, joins Spencer Sutton and Matthew Whitaker for an in-depth conversation on what's required to lease rental properties in 2025. Brett highlights the importance of overcoming tenant objections, building trust, and using data-driven pricing strategies. His leasing team handles ~350-400 move-ins monthly, communicating mainly via phone and strategically handing off leads through stages from contact center to underwriting and move-in coordination. He emphasizes thorough tenant screening to combat fraud, which ranges from 7-12% of applications, and the need for consistent communication with property managers to inform owners about market trends and pricing adjustments. This discussion underscores leasing as both an art and a science requiring competent, empathetic management to secure quality tenants and protect owner investments. You'll Learn: How to work around the limitations that common comp software misses Why having a pool or a huge yard doesn't mean your property will rent What to do when faced with the most common objections potential renters have The secret to unlocking consistent leases The technology Evernest leverages to maximize its leasing process =================================== Connect with Matt, Spencer, and Gray at Evernest: Evernest.co Guest: Brett Drevlow, Evernest's Director of Leasing 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.

In this episode, Spencer and Matthew sit down with longtime friend and property management veteran Bryan Jenkins, now President of Gentone Property Management. Bryan brings more than 25 years of experience in the industry, from his early days managing corporate housing for Honda executives in Birmingham to building and selling a regional property management company, leading institutional operations at PURE, and now expanding Genstone's multi-service real estate ecosystem. Bryan shares his journey, lessons learned from different market cycles, and why he believes relationships will always be at the heart of property management—even as technology and AI transform the industry. The conversation covers everything from institutional investors and build-to-rent to the boutique operator's future, remote team members, and how AI could reshape the role of property managers. What You'll Learn in This Episode: How Bryan accidentally fell into property management after leaving the military. The early corporate housing boom in Birmingham and how it fueled business growth. Why diversification into C-class and Section 8 housing became essential. Lessons learned managing through the 2008 housing crisis and institutional cycles. The story behind selling his company to PURE and transitioning into institutional management. How Genstone Property Management integrates property services, construction, insurance, and more under one roof. The challenges and opportunities of managing across multiple states and markets. How AI is beginning to impact property management operations and where it might go next. Why boutique property managers and large-scale operators will both thrive, while the "middle" may struggle. Why, even with AI and technology, property management will always be about relationships. Memorable Quotes: "I'm a relationship guy, so it's always about relationships. At the and of the day, our business is still about relationships and I don't think any amount of technology is gonna change that." "It's always best to be the second property manager, not the first." "AI may change the way we operate, but it won't replace the need for trust and communication." =================================== Connect with Matt, Spencer, and Gray at Evernest: Evernest.co Guest: Bryan Jenkins, President of Gentone Property Management 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.

In this episode of The Evernest Property Management Show, host Spencer Sutton interviews Jeremy Tallman and Scott Hallberg of T&H Realty Services to learn how these brothers-in-law have kept their rental property owner churn below 15% while managing 1,200 doors. Looking for one-stop shop property management services in Indiana? Get in touch with T&H Realty Services today. You'll learn: Why churn has become such a big problem in the industry How prioritizing the renewal process has expanded T&H Realty Services' opportunities The secret to retaining owners (hint: refocusing on relationships is key!) How educating property owners on the market and maintenance costs retains business =================================== Connect with Matt, Spencer, and Gray at Evernest: Evernest.co Guests: Jeremy Tallman and Scott Hallberg of T&H Realty Services 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.

In this episode, Spencer Sutton reveals the six brutal truths that he's learned from growing teams so that you can avoid making critical leadership mistakes that could destroy your property management business. You'll learn: Why you're the hardest direct report to manage What the Circle of Insanity is - and how to regain control How to develop discipline Why lifting up the rock and looking at the squiggly things sets your team up for success The understated power of leading with your vision first How culture makes or breaks your business' longevity =================================== 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.

Matthew and Gray sit down with Ray Hespen (Property Meld) to unpack why, in today's market, maintenance execution is one of the biggest levers for NOI. Ray shares fresh data showing how specific maintenance behaviors statistically change renewal rates, why the first 90 days are make-or-break, and how coordinators armed with benchmarks can talk to owners with confidence. We hit alignment of PM/owner incentives, proactive budgeting, and where insurance + AI are taking maintenance next. What you'll learn: Why post-2021 conditions make leasing + maintenance the profit center, not an afterthought. New data: a certain maintenance ops style can measurably lift renewal rates. First 90 days = landmines: failures in HVAC, water, and hot water can spike churn risk ~90%. How communication volume & satisfaction correlate to renewals (over- and under-comm can both hurt). Using data to set realistic NTEs and keep owner trust (no wild estimates). A simple way to budget maintenance so owners expect the spend (and stop feeling "surprised"). Turning a 60-day coordinator into a 20-year vet with benchmarks, history, and vendor fit. The case for aligning incentives around NOI (not just service volume). Why resident quality and past care of a home should influence expectations—and maybe pricing. A peek at insurance-style maintenance and portfolio-level risk in the next 5 years. =================================== Connect with Matt, Spencer, and Gray at Evernest: Evernest.co Guest: Ray Hespen of Property Meld 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.

In this episode of The Evernest Property Management Show, CEO of ProfitCoach Brad Johnson returns to share industry secrets that every property manager should know. Have additional questions? Reach out to Profit Coach on their website or Brad on LinkedIn. You'll Learn: The two most difficult transitions all PMs face when trying to scale How to avoid becoming a business bottleneck Why a gradual transition from being hands-on with every owner to passing issues to your employees works best The importance of uniformity across your property management agreements (PMAs) Plus: Who your first hire should be based on your skillset What people looking for freedom of time and money should do next =================================== Connect with Matt and Spencer at Evernest: Evernest.co Guest: Brad Johnson, CEO of ProfitCoach 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.

In this episode, Evernest heavyweights Matthew Whitaker, Spencer Sutton, and Gray Hall discuss the biggest lessons they've learned from acquiring more than 30 companies. From unexpected challenges during integration to building the right team and managing owner expectations, this conversation dives deep into what it really takes to grow a business through acquisition. You'll Learn: Why an acquisition can feel less exciting and more like buying work - and why it's still worthwhile How building trust with owners can be easy if you're strategic about it What level of business density best empowers success in a new market The importance of creating a dedicated acquisition team Plus: The biggest challenges when working with new rental property owners post-acquisition What to expect when buying a small business and how that impacts employees =================================== Connect with Matt and Spencer 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.

In this episode of The Evernest Property Management Show, hosts Spencer Sutton and Matthew Whitaker chat with Brad Johnson, CEO of Profit Coach. Their conversation delves into the importance of having a solid financial foundation for property management companies, exploring financial performance, revenue generation, and the significance of ancillary services. Brad shares his unique journey into property management, emphasizing the need for clarity in financial goals and the common pitfalls many property managers face. Reach out to Profit Coach on their website or Brad on LinkedIn. You'll Learn: Why the bottom 10% of clients often drain your resources How to focus on value creation to build trust with clients You can have a profitable business with fewer doors How to get ready to sell your business to maximize profits Plus: How ancillary services can significantly boost revenue What questions you must be able to answer to make the most of selling your property management business =================================== Connect with Matt and Spencer at Evernest: Evernest.co Guest: Brad Johnson, CEO of Profit Coach 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.

In this episode of The Evernest Property Management Show, Todd Reid reveals how the 2008 financial crash wiped out his financing, forced mass layoffs, and pushed him into full-time property management. He reveals exactly how he rebuilt from survival mode to a 470-door property management portfolio with actionable steps that any aspiring wealth-builder could follow. Reach out to Todd on LinkedIn or Facebook. You'll learn: How Todd turned a catastrophic bank failure into a thriving business What Todd and Spencer would have done way earlier to make their property management businesses succeed sooner The difference between the adrenaline of finding new deals and the grind of property management + recurring revenue How Todd turned a catastrophic bank failure into a thriving business - and what you can do to get all the glory with less strife and struggle Plus: The importance of community and how it's unlocked opportunities for Spencer and Todd alike Why reaching 1,000 doors no longer appeals to Todd (and what he's focused on instead) =================================== Connect with Matt and Spencer at Evernest: Evernest.co Guest: Todd Reid | Reach out to Todd on LinkedIn or Facebook 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.

Most property managers think their trust accounts are set up correctly, but many are completely wrong - and that can lead to devastating consequences. In this episode of The Evernest Property Management Show, Marshall Fulton from Enterprise Bank breaks down the truth about trust accounts, FDIC insurance, and so much more. Contact Marshall on his LinkedIn or by emailing [email protected]. You'll learn: The two questions every property manager should ask their banker to avoid disaster down the line The most common mistake property managers make (and what to do instead) How property managers within HOAs should approach banks to maximize success Which popular software can handle both property management and HOA needs The one thing the best operators do to scale their business Plus: Why bankers try to keep HOA members out of their software How private equity impacts acquisitions, sales, and purchases in the property management industry =================================== Connect with Matt and Spencer at Evernest: Evernest.co Guest: Marshall Fulton, Enterprise Bank 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.

In this episode of The Evernest Property Management Show, property management owner Trent Ratliff tells host Spencer Sutton how he scaled from 200 to 1,000 doors across Atlanta and Montgomery. You'll discover: How Trent accidentally found himself contributing to the 2008 market crash The one decision that changed Trent's life and led to 1,000 doors owned The type of investors that fueled these industry vets' growth pattern The impact of tariffs on the property management industry Why most property managers get stuck between 400-600 doors (and how to overcome) How Trent leveraged virtual assistance to scale his business The importance of creating a positive work environment to promote growth Why Trent focuses on long-term relationships The need for engaging in your local property management group Plus: Experts' predictions on AI and the property management industry How the "make it right, make it count, make it meaningful" mindset has fueled Trent's business success Why industry-specific coaches are like chiropractors =================================== Connect with Matt and Spencer at Evernest: Evernest.co Guest: Trent Ratliff 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.

In this episode of The Evernest Property Management Show, Spencer Sutton sits down with Courtney Parks, Principal Broker & Director of Operations, Allegiance Property Management, to dive into: How Courtney fell into property management and rose to lead her company What it means to suddenly be the one setting the vision and culture—even when it's not "your" company Why property management desperately needs better PR—and how Courtney is working to elevate the industry The painful (and hilarious) story of the time she accidentally put a new roof on the wrong house—and what it taught her about systems and leadership What makes a great property manager (hint: it's not what you think) The challenge of balancing empathy with boundaries when dealing with owners, residents, and vendors Why Google reviews and word-of-mouth still rule—and how she wins them over one touchpoint at a time How to grow leaders inside your company—even if you're still figuring it out yourself The turning point when she realized it was time to define a mission, core values, and build culture intentionally =================================== Connect with Matt and Spencer at Evernest: Evernest.co Guest: Courtney Parks, Principal Broker & Director of Operations, Allegiance Property Management | Meet Courtney on LinkedIn 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.

In this episode of The Evernest Property Management Show, Spencer and Matthew sit down with longtime friend and recruiter, Dylan Scroggins — Founder of Kalmar Group and property management's unofficial headhunter. They cover: Why your "founder story" doesn't matter to an A-player (and what does) The #1 role property managers get wrong when hiring When it's time to stop hiring from your network and start hiring like a pro The Grinder: a brutal but brilliant interview technique that exposes true talent Why most PMs think they need a "director" before they actually do What great storytelling has to do with great recruiting How to hire someone that makes you nervous (in the best way possible) The mistake of confusing "good at lunch" with "good at the job" How Nick Saban built a dynasty using recruiting as his superpower — and how PM owners can do the same A step-by-step hiring process for teams under 500 doors (including the exact order of interviews) Plus: A hilarious origin story of the term "The Grinder" Spencer and Matthew's keys to finding, landing, and keeping A-players Dylan's worst reason to hire someone — and it's one most PMs fall for =================================== Connect with Matt and Spencer at Evernest: Evernest.co Guest: Dylan Scroggins, Founder of Kalmar Group | Meet Dylan on LinkedIn 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.

What does it really take to build and lead a high-performing property management sales team? In this candid and highly practical episode, Spencer sits down with Evernest's Director of Sales, Hunter Terryn, to pull back the curtain on what makes a killer Business Development Manager (BDM). From early-stage training and culture-fit assessments to playbooks, referral strategies, and what to do when a top performer becomes a liability—this conversation is a masterclass in sales leadership for property management companies. Whether you're a solo operator, a sales leader, or a BDM in the trenches, this episode delivers straight talk and actionable tactics you won't find anywhere else. =================================== Connect with Matt and Spencer at Evernest: Evernest.co Guest: Hunter Terryn, Evernest's Director of Sales Link: The Challenger Sale – Book mentioned on rogue sales archetypes Link: The Book on Rental Property Investing by Brandon Turner – Required reading for Evernest BDMs Link: WHO Interview Method – Used to screen all sales hires Link: Lead Simple – CRM mentioned for call recordings and pipeline tracking 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.

In this episode, Spencer and Matthew pull back the curtain on over a decade of hiring, coaching, and managing salespeople in the property management space. With insights from interviewing hundreds (and hiring over 50!) BDMs, they break down the 8 defining characteristics of top performers—from personality profiles and follow-up discipline to local market mastery and brand representation. Whether you're hiring your first salesperson or leading a growing team, this episode is packed with actionable wisdom to help you build a sales engine that drives long-term growth. =================================== Connect with Matt and Spencer 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.

Thinking about selling your property management business? Whether you're looking to retire, reduce stress, or cash out at the right time, this episode breaks down what you need to know about selling in today's market. Spencer and Matthew take you behind the scenes of Evernest's acquisition strategy and what they look for, red flags that kill deals, and how to position your company for maximum value. Plus, they offer rare insight into the macro market shifts impacting prices, capital access, and why density = profitability in 2025. If you're planning to sell now or 5 years from now, this is a must-listen masterclass in real-world M&A strategy. What You'll Learn in This Episode: ✅ How the M&A landscape has shifted since 2021—and what that means for valuations✅ Why so many property management companies are stuck in a "slog" right now✅ The #1 thing that drives profitability in a market =✅ Red flags that will make Evernest walk away from a deal✅ The 3 P's of every sale: Price, People, and Process✅ How to increase your company's value before selling (even 3–5 years out)✅ Why seller financing is becoming more common in this tight capital market✅ What makes a market or portfolio attractive—and what makes us pass✅ The importance of removing yourself from the center of your business =================================== Connect with Matt and Spencer at Evernest: Evernest.co Link: Connect with Evernest Visit the Podcast Website: Evernest.co/podcasts Email the Show: [email protected] =================================== Production House: Flint Stone Media Copyright of Evernest 2025.

After a short hiatus, The Evernest Property Management Show is back with a brand-new studio and a renewed focus on giving you actionable insights to grow your property management business the right way. In this episode, we get into one of the most difficult things ambitious property managers can do: Scaling a property management company while avoiding the dangerous landmines. Drawing from our experience growing Evernest from 30 to over 20,000 doors, we'll unpack the 7 most common mistakes PMs make when trying to scale. Whether you're just starting your PM company or managing hundreds of doors, this episode is packed with real stories, hard-earned wisdom, and a few laughs along the way. Bonus: Spencer announces a new investor-focused podcast (and casually fires Matthew on-air 👀). =================================== Connect with Matt and Spencer at Evernest: Evernest.co Links & Resources: Connect with Evernest Related Episode: Poplar Acquisition Breakdown Book mentioned: The Hard Thing About Hard Things by Ben Horowitz Visit the Podcast Website: Evernest.co/podcasts Email the Show: [email protected] =================================== Production House: Flint Stone Media Copyright of Evernest 2025.

In this bonus episode of the Evernest Property Management Show, we reflect on the ambitious journey from setting a seemingly impossible goal of 25,000 doors to nearly achieving it, with 23,000 doors under management by December 2024. We also reveal our most recent Poplar Homes and Picket acquisitions, the importance of building relationships in a close-knit industry, and our challenges in the journey. We share insights on setting and pursuing big goals, the evolving role of technology, and our future target of managing 250,000 doors. =================================== Connect with Matt and Spencer at Evernest: Evernest.co Visit the Podcast Website: Evernest.co/podcasts Email the Show: [email protected] =================================== Production House: Flint Stone Media Copyright of Evernest 2025.

In this episode of the Evernest Property Management Show, we discuss the company's journey through 2022 and 2023, focusing on the challenges and strategies implemented to optimize the business during a plateau. We dig into the benefits of having great people over processes and discuss our efforts to raise capital, adapt to market disruptions, and rethink our growth strategy. We also discuss the development of our proprietary software, 'OPEn', to improve operational efficiencies. We also reflect on long-term vision and the importance of communication and patience during plateauing growth, preparing the team for future opportunities and significant acquisitions in late 2023. =================================== Connect with Matt and Spencer at Evernest: Evernest.co Visit the Podcast Website: Evernest.co/podcasts Email the Show: [email protected] =================================== Production House: Flint Stone Media Copyright of Evernest 2025.

In this Evernest Property Management show episode, Spencer Sutton and Matthew Whitaker share challenges they faced and lessons learned from both failure and success. The discussion covers several topics: acquisitions, expanding into new markets like Denver, Atlanta, and Virginia, hiring issues, and staff departures. They also explored the integration of new team members like Tra Griffin, Dan Crumpton, and Graham Robinson and the management of institutional properties. The episode wraps up with lessons from the rapid growth in late 2022 and plans for navigating the business plateau in 2023. =================================== Connect with Matt and Spencer at Evernest: Evernest.co Visit the Podcast Website: Evernest.co/podcasts Email the Show: [email protected] =================================== Production House: Flint Stone Media Copyright of Evernest 2025.

In this episode of The Evernest Property Management Show, Spencer Sutton and Matthew Whitaker continue their journey through Evernest's history, focusing on the early challenges and lessons learned during their expansion into new markets. From hiring talented people and acquiring businesses in Nashville, Chattanooga, and beyond, to navigating integrations and creating scalable processes, this episode is packed with insights about growth, vision, and problem-solving in the property management industry. Tune in for real stories, practical advice, and a behind-the-scenes look at building a nationwide brand. =================================== Connect with Matt and Spencer at Evernest: Evernest.co Visit the Podcast Website: Evernest.co/podcasts Email the Show: [email protected] =================================== Production House: Flint Stone Media Copyright of Evernest 2025.

In this episode, Spencer Sutton and Matthew Whitaker continue sharing Evernest's origin story. Picking up where we left off, this episode explores the early days of the Great Financial Crisis, when managing just 30 homes felt overwhelming, and the path forward seemed uncertain. From losing money on real estate deals to discovering the game-changing potential of International Team Members, this episode covers pivotal moments that shaped Evernest. Don't miss the stories from the early days of Evernest. And be sure to tune in next time to hear how the team helped turn the vision into reality. Subscribe now, and never miss an episode! =================================== Connect with Matt and Spencer at Evernest: Evernest.co Visit the Podcast Website: Evernest.co/podcasts Email the Show: [email protected] =================================== Production House: Flint Stone Media Copyright of Evernest 2025.

In this episode, Matthew and Spencer take a trip down memory lane, sharing the story of how they met and their journey into the world of real estate. They recount the challenges and triumphs of their early days wholesaling houses, offering a behind-the-scenes look at the fast-paced world of real estate during the market's golden years from 2004 up until the Global Financial Crisis of 2008. =================================== Connect with Matt and Spencer at Evernest: Evernest.co Visit the Podcast Website: Evernest.co/podcasts Email the Show: [email protected] =================================== Production House: Flint Stone Media Copyright of Evernest 2025.

In this episode of the Evernest Property Management Show, Spencer and Matthew are joined by Lior Abramovich, Co-Founder & CEO of Blanket, to tackle one of the biggest challenges in property management: owner churn. Lior introduces Blanket's innovative platform designed to transform how property managers engage with their clients. Most property owners don't see their property manager as a trusted advisor—but Blanket is changing that. With investor-focused dashboards, real-time client sentiment insights, and tools that position you as an asset manager, Blanket empowers property managers to retain more doors, grow their portfolios, and boost their brand. Whether you're looking to strengthen client relationships or supercharge your business for growth, this conversation is packed with valuable insights you won't want to miss. =================================== Connect with Matt and Spencer at Evernest: Evernest.co Visit the Podcast Website: Evernest.co/podcasts Guest: Lior Abramovich, Co-Founder and CEO of Blanket Email the Show: [email protected] =================================== Production House: Flint Stone Media Copyright of Evernest 2024.

In this episode of the Evernest Property Management Show, host Spencer Sutton interviews Josh Heintz, a former Evernest team member and current Head of Strategic Partnerships at LendingOne. The conversation explores LendingOne's unique services for real estate investors, the value of building partnerships with property managers, and strategies for navigating today's real estate lending landscape. Josh discusses LendingOne's role in providing tailored lending solutions for real estate investors, including DSCR (Debt Service Coverage Ratio) loans, bridge loans, and portfolio loans. He highlights the company's ability to close deals quickly and efficiently while offering education and resources to both property managers and investors. The discussion also covers current market trends, challenges, and opportunities for property managers to enhance their value to clients through education and strategic partnerships. Josh provides practical advice on how property managers can leverage relationships with LendingOne to offer additional services, reduce client churn, and even earn referral fees. =================================== Connect with Matt and Spencer at Evernest: Evernest.co Visit the Podcast Website: Evernest.co/podcasts Guest: Josh Heintz, Head of Strategic Partnerships at LendingOne Email the Show: [email protected] =================================== Production House: Flint Stone Media Copyright of Evernest 2024.

Spencer Sutton and Matthew Whitaker host Tommy Perfect of Uplift Property Management on the Evernest Property Management Show. Tommy shares his journey from managing a small property management firm to scaling it significantly in San Diego. Key topics include: Entry into Property Management: This started unexpectedly through a church connection and evolved into a partnership. Growth Strategies: Discusses how Uplift manages growth in a challenging market by focusing on professionalism and local expertise. Operational Evolution: Transition from handling all aspects of the business to leadership roles, emphasizing the importance of culture and vision. Challenges at Different Scales: Insights on overcoming growth barriers at various unit thresholds. Leadership and Culture: Scaling requires a strong leadership team and a culture aligned with business values. We hope you enjoy this episode. =================================== Connect with Matt and Spencer at Evernest: Evernest.co Visit the Podcast Website: Evernest.co/podcasts Guest: Tommy Perfect of Uplift Property Management Email the Show: [email protected] =================================== Production House: Flint Stone Media Copyright of Evernest 2024.