Who We Are:

Jason Caldwell Property Management was built out of experience, not theory. I moved to Florida at the start of COVID, originally investing in my own flips and rental properties. After seeing a real lack of quality management options in the market, I decided to create a service that truly understands both owners and tenants. Since then, I’ve managed up to 300 properties and currently oversee just over 40, focusing on providing hands-on support, reliable maintenance coordination, and clear communication. My specialty is helping out-of-state investors protect their assets and achieve peace of mind through professional, transparent management.

Our Mission

To provide transparent, tech-driven property management that gives investors peace of mind and consistent returns.

Our Vision

Integrity, efficiency, and responsiveness. Treating every property like it’s our own.

Our Approach

Local expertise combined with modern systems for payments, communication, and reporting.

Meet Jason

Jason Caldwell is a licensed Florida Realtor brokered by Dalton Wade Real Estate Group. With years of hands-on experience in real estate investing and property renovations, he understands what landlords truly need. Efficiency, communication, and accountability.