
Evernest Property Management Show Episode 166: How AI Is Doubling Efficiency and Redefining Property Management
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Oct 20, 2025 In this engaging discussion, Jay Berube, Founder of BetterWho and a seasoned property management expert, reveals how AI is transforming the industry. He explores the balance between automation and human roles, explaining that AI won't replace property managers but enhance their capabilities. Jay shares insights on maximizing efficiency through clear processes, the importance of robust systems, and how to harness AI for better decision-making. Plus, he introduces 'Betty Who,' an AI tool designed to streamline operational processes and enhance team performance.
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Rapid Growth From Taking A Chance
- Jay grew his property management business from zero to 350 doors in 24 months by taking chances on renting out speculator properties.
- That early hustle exposed him to many operational mistakes that taught him scalable business lessons.
Two-Check Rent System Failure
- Early processes forced tenants to write two checks and required staff to mail owner checks, creating inefficiency and liability.
- Jay admitted he didn't know better then and learned the need for scalable systems the hard way.
Process Waste Drives Profit Loss
- Most inefficiency in property management comes from undocumented processes and duplicated efforts, not just poor people.
- Fixing process inefficiencies directly improves profitability and team capacity.


