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Michele Sassaman began their work experience in 1997 at Dumont Export Corporation as an Operations-Wholesale Vintage and Premium Clothing. In 2001, they joined What Goes Around Comes Around as Operations/Sales of Vintage Wholesale & Specialty Clothing. Michele then transitioned to the role of Controller in 2003 before becoming the Chief Operating Officer in May 2009.

Michele Sassaman completed their undergraduate education from 1989 to 1994 at Temple University, earning a Bachelor of Science degree in Communication and Media Studies.