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Drew Daff began their work experience in 2011 as a Line Associate at Waterway Gas & Wash. Drew then worked as a High School Intern at Vertical Knowledge in 2014, shadowing professionals and completing a team project. In 2014, they also worked as a Locker Room Attendant at Barrington Country Club, ensuring customer satisfaction. In 2016, they were a Summer Intern at Vertical Knowledge, where they shadowed computer/software engineers and completed various projects in a team environment. In 2017, Drew worked as an Application Development Intern at Vizion Solutions, developing applications and gaining expertise in SQL Server Management Studio. From 2018 to the present, they have been at RoviSys, starting as a Software Engineer I and advancing to a Lead Software Engineer I.

Drew Daff attended Aurora High School from 2010 to 2014. There is no information about the degree or field of study pursued during this time. Subsequently, from 2014 to 2018, Drew pursued a Bachelor's degree in Computer Engineering at Kent State University.