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March 20, 2025 50 mins

In this episode, Dom sits down with Jay McKee, founder and CEO of Lessen, to discuss that draws on Jay's extensive background in property management and services. Jay shares insights into the lessons learned from building large-scale maintenance networks and the technology driving the next phase of operational efficiency.

Key topics include:

  • The creation of Lessen, driven by a need to streamline maintenance operations, leveraging lessons learned from single-family rental operations to create a more scalable, efficient model.
  • How single-family rental operations provide valuable insights for multifamily, particularly managing without onsite staff, relying instead on centralized coordination and AI-driven dispatching.
  • How tech enables better decision-making for staffing and vendor allocation, allowing operators to balance in-house technicians with third-party service providers.
  • The growth of "work order avoidance" as an important lever for improvement, with AI-driven diagnostics helping to reduce unnecessary service calls by up to 30% for some operators.


This season of Tech Talk with 20for20 is brought to you by our season sponsors are Snappt⁠ - Fraud Detection and Income Verification and Best Egg Flexible Rent.

To get access to the latest 20for20 articles, papers and news about forthcoming events, subscribe to our blog at 20for20.com.

Connect with Dom Beveridge (Principal, 20for20) via LinkedIn, or email to dom@20for20.com.

Our theme, “Beautiful Geometry” by Phish Funk is licensed under a Attribution-NonCommercial 3.0 International License.

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