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Oliver Stephen has worked as an Apprentice Software Engineer at Eagle TG, LLC since 2022, an Assistant Basketball Coach at Southern Illinois Storm since 2022, a Camp Counselor at McKendree University since 2019, and a Camp Counselor at a Local High School since 2017.

Oliver Stephen attended Southwestern Illinois College from 2017 to 2019, where they pursued General Education Studies. Oliver then transferred to McKendree University, where they completed a Bachelor of Science in Computer Information Systems / Cyber Defense in 2022.