Mrs. Maddalena earned her Juris Doctorate from the Florida State University College of Law in Tallahassee, Florida where she graduated Cum Laude. She specialized in International Law, achieving the highest possible honors. She also received Book Awards in International & Foreign Legal Research, Asylum and Refugee Law, Immigration Law, Law of the Sea, and Professional Responsibility. She served as Article Selection Editor for the FSU Journal of Transnational Law and Policy, received the International Bar Association Certificate for International Human Rights, and was a competitor in the Willem C. Vis International Commercial Arbitration Moot Court Competition in Vienna, Austria. In her second year, she clerked for the Honorable Ronald W. Flurry of the Second Judicial Circuit of Florida.
After graduating, Mrs. Maddalena was hired as a Staff Attorney for the Fourteenth Judicial Circuit of Florida, where she assisted the circuit judges with legal researching and writing. She worked for the judiciary for three years, focusing primarily on civil litigation. She left the court in 2017 to pursue a career in litigation with Harrison Sale McCloy.