What does DJay Holdings do?
DJay Holdings LLC is a real estate investment company run by co-founders Dana and Jason Cowles. We acquire undervalued residential properties, renovate them carefully, and exit through fix & flip, long-term rentals, short-term rentals, or wholesale assignments — nationwide, with a strong Central Florida presence and active work in Louisville, Kentucky.
Where do you invest?
Our primary focus is Greater Orlando and Central Florida (including Altamonte Springs, Longwood, and Titusville / Space Coast), plus Louisville, Kentucky. We also review deals elsewhere in the U.S. when the numbers and partnership fit. See our markets pages for more.
How do I sell my house to DJay Holdings?
Reach out via our contact form, email dana@djayholdings.com, or call 407-257-5457. Tell us about the property and your timeline. We aim for fair, professional offers and a clean close — our ethos is that good deals are ones where everyone eats. Learn more on We Buy Houses.
How fast can you close?
Timing depends on the property, title, and your needs. Many seller situations allow a faster path than a traditional retail listing. Share your preferred timeline when you contact us and we will be direct about what we can do.
Do you partner with agents, wholesalers, or other investors?
Yes. We welcome deal flow from agents, wholesalers, and investors. In Louisville we work with partners including REALTOR® Dave Gambol and rehab partner J. Clark Baird / Louisville Investment Property. Introduce a deal through contact or email dana@djayholdings.com.
What is Bonnie View 21?
Bonnie View 21 is our short-term rental property. It is furnished for guests and listed through Evolve. You can read more on the Bonnie View 21 page and on our short-term rentals strategy page.
What is happening with 4019 W Muhammad Ali Blvd in Louisville?
4019 W Muhammad Ali Blvd is an active renovation project in Louisville’s West End — a craftsman-style home we are stabilizing and updating with clean, modern finishes. We do not publish purchase price or ARV on this site. Details and photos are on the property page.
How do rehabs work in Louisville?
In Louisville we lean on local partners for acquisitions and construction so scopes stay realistic and finishes stay consistent. That includes Dave Gambol on the realtor side and J. Clark Baird / Louisville Investment Property on rehab. See the Louisville market page.
Do you only buy fixer-uppers?
Most of our acquisitions need some level of work, but we consider a range of residential situations — inherited homes, tired rentals, vacant properties, and other motivated-seller scenarios. If you are unsure whether it fits, contact us and we will say so plainly.
How can I get in touch?
Email dana@djayholdings.com, call 407-257-5457, or use the form on our Contact page. For brand and lifestyle content from Jason’s clothing line, see Don’t Slip Just Drip on Instagram.