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Gregory W. has a diverse work experience spanning multiple industries. Gregory began their career in 2008 as a Swimming Pool Supervisor II at YMCA of Delaware and worked in various roles within the organization until 2017. During this time, they also worked as a Head Lifeguard and Ellis and Associates Lifeguard Instructor at YMCA of Greater Brandywine from 2015 to 2017. In 2014, Gregory worked as a Fullfillment Associate at Amazon, specifically in Inventory Control and Quality Assurance. In 2017, they transitioned to a Member Service Representative role at Planet Fitness, where they stayed until 2018. In the same year, they worked as an Information System Internship at New Castle County (DE) Government. Gregory also worked as a student at IT Works and as an IT Compliance Analyst (Contractor) at MGM Resorts International, both in 2018. Lastly, they currently work as a Systems Engineer at Technologent, starting in December 2018.

Gregory W. completed their education in a chronological order. Gregory obtained their High School Diploma from Christiana High School, where they studied from 2006 to 2010. After high school, they attended Delaware State University from 2010 to 2011, where they pursued Computer Science. Subsequently, they enrolled at Delaware Technical Community College, majoring in Electrical Engineering, from 2012 to 2013.

In addition to their formal education, Gregory W. also obtained several certifications. In 2018, they earned the CompTIA A+ certification from CompTIA. In 2019, they obtained the CompTIA Network+ certification, also from CompTIA. Lastly, in 2023, they received the Cisco Certified Network Associate Routing and Switching (CCNA) certification from Cisco.