Ray Jackson

Ray Jackson is a Baltimore, Maryland native and one of five brothers. He attended Loyola High School and Loyola College in Baltimore, where he began building the foundation for his career in real estate development.

Ray launched his real estate journey as a freshman in college, purchasing his first row home in the Hampden neighborhood with a $5,000 loan from his grandfather, Ray Brown. By the time he graduated, he had successfully acquired and stabilized sixteen additional row homes, primarily serving Loyola students.

Following college, Ray joined DeChairo Properties, where he gained experience managing properties and later expanded into developing gas stations, convenience stores, hotels, and restaurants.

In 2000, Ray founded Stonewall Capital, LLC, leveraging his industry expertise and network to grow a successful development business. Over the past two decades, he has focused primarily on residential development, specializing in land entitlement. Stonewall Capital serves a diverse client base, including local, regional, and national homebuilders, financial institutions, LIHTC developers, and private and institutional investors. In recent years, the firm has expanded into mixed-use developments, with residential components remaining central to its projects.

Ray has demonstrated a strong commitment to community service. He is a former board member of Best Buddies Maryland and currently serves on the board of Baltimore Community Foundation. He was also appointed by Wes Moore to serve on the Maryland Government Efficiency Commission.

Ray resides in Monkton with his wife, Jill. Together, they have three grown children and two grandchildren. In his free time, he enjoys golfing, offshore fishing, and spending time with his family.