Steven Rea

Steven Rea is a passionate innovator and operator in the multifamily industry, driven by the belief that housing is one of the most meaningful responsibilities we hold. With over a decade of experience, he bridges property management and technology—integrating generative AI and modern tools to simplify complexity and empower onsite teams.

Steven played a key role in scaling RPM Living’s tech and training systems and led the growth of ResProp’s Texas third-party portfolio to over 6,500 units. Today, he is the founder of Chasing Tomorrow AI, where he’s building guided., a platform reimagining training and onboarding for multifamily teams. He also launched guided.transformations and is developing circle., a professional community for education and innovation in operations.

Steven is on a mission to elevate property management by rethinking how we support teams, adopt technology, and build the future of multifamily.