
Episode 58. Steven Rea - Founder at Chasing Tomorrow A.I.
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Steven Rea is a multifamily innovator with over a decade of experience at the intersection of property management and technology.
He believes that providing people with their homes is one of the industry’s greatest responsibilities—and that it goes beyond operations to building communities, empowering teams, and delivering better outcomes.
At RPM Living, he helped build the tech stack, training systems, and business development strategy during the company’s transition to managing Class A properties.
At ResProp, he scaled the Texas third-party portfolio from zero to 6,500 units while advising on proptech and operational innovation.
Now, as the founder of Chasing Tomorrow AI, Steven is launching guided., a platform designed to revolutionize training and onboarding in multifamily.
His mission is to simplify complexity, accelerate adoption of new technologies, and equip teams to meet the future with confidence.