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Alexandra J. Wittmann started their work experience as a Legal Intern at the Barnstable County District Attorney's Office in May 2005. Alexandra J. then interned at the Suffolk County District Attorney's Office, Homicide Unit from October to December 2005. In 2006, Alexandra worked as a Law Clerk at Harmon and Robertson, PC. From 2008 to 2014, they were an Associate at D'Ambrosio Brown LLP. In 2014, they joined American Renal Associates as an Assistant General Counsel until September 2017, when they became a Senior Counsel until October 2021. Alexandra then worked as a VP, Senior Counsel at Community Psychiatry from November 2021 to February 2022. Currently, they hold the position of VP, Senior Counsel at Mindpath Health beginning in February 2022.

Alexandra J. Wittmann attended Suffolk University Law School and graduated with a degree. Alexandra J. also completed their Bachelor of Arts in International Political Economy from Fordham University.