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Jessica Anthony began their work experience in 2007 as an Engineering Intern at Walker Parking Consultants. In the same year, they also worked as a Structural Engineering Intern at LeMessurier Consultants. From 2006 to 2008, they served as a Site Supervision and Surveying Intern at The Boston Groundwater Trust. In 2008, they joined Shawmut Design and Construction as a Project Manager until 2013. Jessica then moved on to Callahan Construction Managers, where they started as a Project Executive and eventually became the Director Of Internal Operations in August 2020.

Jessica Anthony attended Wentworth Institute of Technology from 2004 to 2008, where they pursued a Bachelor of Science degree in Civil Engineering Technology.