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Roosevelt Denzell Henderson has a diverse work experience history. Roosevelt Denzell started their career as a Summer Research Intern at Micronic Technologies in 2015. Roosevelt Denzell then went on to work at The University of Virginia's College at Wise as a Student Athlete and later as a Campus Security staff member from 2013 to 2017. In 2017, they joined Lockheed Martin as a GeoSpatial Intelligence Systems Engineer and transitioned to the role of Operations Systems Engineer from 2019 to 2021. Roosevelt Denzell subsequently worked at Booz Allen Hamilton as a Cloud Operations Engineer and later as a Lead Cloud Systems Integrator from 2021 to 2022. Additionally, they served as an Adjunct Professor at Montgomery College from 2021 to 2022. Currently, they hold the position of Lead Systems Engineer at Two Six Technologies starting from 2022.

Roosevelt Denzell Henderson attended Potomac Falls High School from 2009 to 2010 and then James Madison High School from 2010 to 2013. Roosevelt Denzell later pursued a Bachelor of Science (B.S.) degree in Management Information Systems from The University of Virginia's College at Wise from 2013 to 2017. In addition to their formal education, they obtained certifications in CompTIA Security+ from CompTIA in May 2020 and SAFe 5 Agilist from Scaled Agile, Inc. in November 2021.