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Matthew Oakley has work experience as a Sales Development Representative at Deque Systems, Inc starting in May 2022. Prior to that, they worked as a Junior Account Executive (Federal) at i3 ICS from February 2019 to April 2022. Before that, they were a Sales Support Representative (Federal) at Apptio from February 2018 to January 2019.

Matthew Oakley received their Bachelor's degree in Business Administration and Management, with a focus on Entrepreneurial Management, from Coastal Carolina University in 2022.