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Damilola A. has a diverse work experience spanning different industries. They started their career as an Intern at WSSC (Washington Suburban Sanitary Commission), where they worked in the IT department. They then moved on to a Sales Manager role at AutoZone, where they worked for two years. After that, they joined Tower Federal Credit Union as an IT Operations Intern. Following their internship, they worked as a Jr Qa Analyst at the U.S. Census Bureau. They then transitioned to Guidehouse as a Test Engineer, where they worked for two years. Currently, they are employed at Classy as a Test Engineer 2.

Damilola A. attended Hammond High School from 2010 to 2014. Following this, they enrolled in Bowie State University from 2015 to 2019, where they studied Computer Technology/Computer Systems Technology. Currently, Damilola A. is pursuing a Master of Science - MS degree in Information Technology at the University of Maryland Global Campus, with no specified end year.