Built by Investors, for Investors
Rent Prosper wasn’t founded to simply manage tasks; it was built to solve the real-world challenges of rental ownership. Our founders, Dan and Josh, began managing properties in Orlando in 2008, initially operating parallel companies just a quarter-mile apart.
In 2018, after years of individual success flipping hundreds of homes and managing large-scale portfolios for national REITs, they officially merged their operations to create Rent Prosper, LLC. Because we are landlords ourselves, we understand that an investment property is more than a dollar amount—it is an asset that represents your future security and freedom.
The Rent Prosper Way
We operate under a proven system we call "The RENTPROSPER Way". This isn't just a slogan; it is a disciplined approach to management that prioritizes long-term asset performance over short-term convenience. We manage every property as if it were our own, making data-driven decisions that minimize expenses and maximize total returns.
Our Core Values
Do the Right Thing: Integrity is at the heart of every decision.
Loyal & Reliable: We are committed to the long-term success of our clients.
Problem Solvers: We proactively address challenges before they impact your bottom line.
Continuous Improvement: We constantly refine our systems to deliver better results.
What Makes Us Unique
Unlike traditional property management firms that act as "middlemen," Rent Prosper is a vertically integrated organization. We don’t just coordinate work; we execute it.
In-House Expertise: We employ over 40 full-time W2 staff members, including specialized teams for accounting, maintenance, HVAC, and renovations.
Specialized Departments: Our Maintenance Department handles tenant-occupied repairs with certified technicians, while our Renovations Department focuses exclusively on vacant property turns and capital improvements.
Condo Specialization: We have deep expertise in condominium management, currently sitting on eight condo boards and managing units in over 100 communities.
Performance-Driven Results: Our disciplined screening process leads to a 99% eviction-free rate month-over-month.
Our Scale and Reach
Headquartered in Winter Park, Rent Prosper serves property owners across Orange, Seminole, Osceola, and Brevard counties. Today, we proudly manage over 1,200 doors, ranging from single-family homes to large multi-family portfolios.
Whether you are an "accidental landlord" with a single unit or a growth-minded investor with a large portfolio, our systems are built to scale with you.
A Professional Relationship Built for the Long Term
We are not a discount property management company. We pride ourselves on creating strong, prosperous relationships with clients who value the quality, transparency, and peace of mind that comes with professional, full-service management.
Ready to experience the Rent Prosper difference? Contact our team today at 407-449-7887 or email hello@rentprosper.com.