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Evernest Property Management Show

by Matthew Whitaker and Spencer Sutton · 193 episodes

BusinessEntrepreneurshipInvesting

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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.

Latest episodes

  1. Falling Behind on Your Goals? What to Do Before the Year Ends

    In this episode, Matthew Whitaker and Gray Hall break down what to do when your property management company is off track on its annual goals heading into Q4, using Evernest's own E…

    32 min
  2. Churn Reduction Strategies: Offboarding Forms, Phone Calls, and NPS

    In this episode, Matthew Whitaker and Gray Hall sit down with Evernest's VP of Property Management, Reese Hamilton, to break down how Evernest built a weekly churn meeting, why off…

    43 min
  3. The PM Maintenance Playbook: In-House Technicians, Vendors, and Turns

    In this episode, Matthew Whitaker and Gray Hall break down how Evernest runs its maintenance and repairs operation, drawing on real numbers, including 35 in-house technicians, a $3…

    49 min
  4. Selling Your Property Management Company? Here's What Buyers Actually Look For

    In this episode, Matthew Whitaker and Gray Hall break down what buyers actually look for when acquiring a property management company, drawing on lessons learned from 33 acquisitio…

    54 min
  5. Masterminds, Advisors & Boards: What Property Management Owners Need

    In this episode, Matthew Whitaker and Gray Hall break down the different types of outside influence that can help property management business owners make better decisions, stay ac…

    32 min
  6. Rental Leasing Trends Property Managers Need to Know

    In this episode, Matthew Whitaker is joined by Brett Drevlow, Director of Leasing at Evernest, Bryan Shaw, Pricing Manager at Evernest, and Juan Burgos, CEO of Haven, to break down…

    57 min
  7. The Next Era of Property Management: AI, Acquisitions & Scale

    In this episode, Dylan Scroggins of Kalmar Group sits down with Matthew Whitaker, founder and CEO of Evernest, to talk about building a property management company, acquisitions, A…

    39 min
  8. Huddle, Level 10, Same Page: The Only 3 Meetings Every PM Company Needs

    In this episode, Matthew Whitaker and Gray Hall discuss the three meetings every property management company needs to improve communication, create accountability, and keep teams a…

    49 min
  9. Why Micromanaging Is A Good Thing: The 3 Misconceptions About Managing People

    In this episode of the Evernest Property Management Show, Matthew Whitaker breaks down the 3 biggest misconceptions about managing people that hold leaders back as they grow their…

    27 min
  10. The Future of Property Management: Scale Up or Stay Boutique

    In this episode, Matthew Whitaker and Gray Hall discuss where property management is headed, how AI is reshaping the industry, and why companies may need to choose between building…

    43 min
  11. Building Evernest: The 3 Principles Behind Award-Winning Property Management

    This reflective episode pulls back the curtain on what it's really taken to build Evernest from startup grind to award-winning national operator - spouses' sacrifice, near-missed p…

    44 min
  12. How AI Is Changing Property Management: Strategy, Risks & What's Next (Part 2)

    AI is moving faster than any tech we've seen; if you aren't building a strategy, you're already behind. That's why Matthew Whitaker and Gray Hall invited experts Ray Hespen (CEO of…

    56 min
  13. 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 strat…

    58 min
  14. 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 entreprene…

    42 min
  15. 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 br…

    1 h 01
  16. 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…

    1 h 07
  17. 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 operat…

    1 h 26
  18. 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 c…

    1 h 00
  19. 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 ro…

    34 min
  20. 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…

    25 min
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