S3 E06: Daniel Cunningham, CEO of Leonardo247

In this episode, Dom speaks with Daniel Cunningham, CEO ofLeonardo247, about the evolving role of AI in maintenance and the realities of centralization. Daniel shares his experiences from both the operator and technology side, offering insights into how automation and data-driven decision-making are reshaping the industry.

Key topics include:

• Daniel’s experience as an asset manager led to the creation of Leonardo247, a task-based compliance platform designed to guide on-site teams and ensure consistent execution of policies and procedures.
• AI-driven work order triage is already proving its value, with solutions like Connect 24-7 reducing work order volume by offloading troubleshooting and administrative tasks from maintenance teams.
• How large language models (LLMs) are making it possible to extract insights from previously unstructured information in work orders, inspections, and technician notes.
• Why fully centralized maintenance is impractical for most multifamily operators, as geographic challenges and logistical inefficiencies outweigh the potential benefits.
• What a hybrid approach to centralization may look like, with specific skill sets like HVAC or electrical work being shared across properties.
• The shift toward staffless properties is gaining traction, with advancements in self-service leasing, AI-powered maintenance triage, and centralized property management reducing the need for on-site administrative roles.

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