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Robert Thompson has a diverse work experience history. Robert started their career as a Summer Worker at the Department of Conservation and Recreation in 2008 and worked there until 2010. From 2010 to 2015, they served as an Apprentice Contractor at Burbine General Contracting. In 2015, they joined Wellington Management as a Quality Assurance Intern and stayed there until 2017. Following that, they worked at Eastern Bank as a Software Quality Assurance Engineer from 2017 to 2019 and currently holds the position of an Information Technology Support Technician at the same company.

Robert Thompson attended Year Up / Cambridge College from 2014 to 2015, where they pursued a Bachelor of Science (B.S.) degree in Information Technology.