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Evernest Property Management Show

Author: Matthew Whitaker and Spencer Sutton

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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.
176 Episodes
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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.
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: podcast@evernest.co =================================== 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: podcast@evernest.co =================================== 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: podcast@evernest.co =================================== 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: podcast@evernest.co =================================== 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: podcast@evernest.co =================================== 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: podcast@evernest.co =================================== 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: podcast@evernest.co =================================== 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: podcast@evernest.co =================================== 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: podcast@evernest.co =================================== 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: podcast@evernest.co =================================== 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 jay@betterwho.com. 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: podcast@evernest.co =================================== 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: podcast@evernest.co =================================== 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: podcast@evernest.co =================================== 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: podcast@evernest.co =================================== 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: podcast@evernest.co =================================== 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: podcast@evernest.co =================================== 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: podcast@evernest.co =================================== 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: podcast@evernest.co =================================== 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: podcast@evernest.co =================================== Production House: Flint Stone Media Copyright of Evernest 2025.
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