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Jessamine Bushey has extensive work experience in the staffing industry. Jessamine started their career in 1996 as a Staffing Manager at Adecco/TAD Technical, where they worked until 1998. Jessamine then moved on to Adecco, where they served as a Staffing Manager until 1999. From 1999 to 2002, they worked as a Staffing Manager at Accountants Intl. In 2002, they joined Nelson & Associates as a Staffing Manager, and then moved to Ledgent in 2004. At Ledgent, they initially served as a Branch Manager until 2007, before becoming a Market Manager until 2008. In 2008, they joined Roth Staffing as a Market Director, and was later promoted to the position of Market Vice President in 2015.

Jessamine Bushey attended Saint Michael's College, where they pursued a degree in Communications. No specific start year or end year is mentioned, but they received their education in this field from the said institution.