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DeShaun Diggs has vast work experience in the sales field. DeShaun started their career in 1997 as the VP Sales, Special Markets, at Gear for Sports. DeShaun then moved to Gemline in 2005, where they held the position of District Manager, Special Markets, until 2010. In the same company, they later became the Director of Field Sales, West, which was their most recent role.

DeShaun Diggs completed their undergraduate studies in Marketing from Drake University between the years 1990 and 1994, earning a Bachelor of Science degree during this period.