From Chatbots to Business Systems: The Real Evolution of AI in Multifamily

AI is everywhere in multifamily—but are we actually talking about the same thing?In this episode of Tiff Talks Tech, Tiffany sits down with Jacob Carter, Founder & CEO of Nurture Boss and author of AI in Property Management, to explore how AI is evolving beyond chatbots and becoming the operating system behind modern property management.Together, they break down the differences between automation, generative AI, conversational AI, and agentic AI, and discuss why understanding those distinctions is critical for operators and marketers making technology decisions today.Jacob shares why the future of AI isn't about replacing leasing agents—it's about building intelligent business systems that continuously optimize marketing, leasing, and operations behind the scenes. From staffing shortages and centralized leasing to Generative Engine Optimization (GEO) and autonomous marketing, this conversation challenges some of the biggest assumptions the industry still has about AI.