Peter Lohmann's Podcast Inside Evernest’s 20,000-Door Playbook with Matthew Whitaker
Jan 8, 2026
In this chat, Matthew Whitaker, CEO of Evernest and a pro in property management, dives into scaling operations to 20,000 doors. He addresses challenges in owner communication, advocating for property managers as coordinators. Matthew highlights the importance of a robust tech stack and AI's role in improving service quality. He shares insights on acquiring 17 companies and the structural shifts within Evernest, including the shift from EOS to Scaling Up. Lastly, he discusses market trends, service fit for different owner categories, and the evolving rental landscape.
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Episode notes
Execution First, Communication Second
- Execution reduces the need for communication because when things run well, people don't ask questions.
- Evernest prioritizes operational execution first, then measures communication speed and quality as secondary controls.
Make PMs Orchestrators Not Doers
- Treat property managers as orchestration points who audit and coordinate departments, not do every task.
- Measure response speed and the quality (back-and-forths) of outbound communication to owners and residents.
Stop Churn By Swapping PMs Internally
- When an owner is unhappy, offer an internal property manager switch before they churn to another company.
- Selling the new PM as a better fit can recover a meaningful percentage of at-risk owners.
