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Gretchen Orendorf has significant work experience in various roles within the retail industry. Gretchen began their career at the Museum of Contemporary Art Chicago as a Store Merchandising Assistant from June 1997 to August 1998. Gretchen then advanced to the position of Store Manager from August 1998 to November 2002. Following this, Gretchen joined Paper Source, Inc, where they worked as a Department Manager Third Party Product from February 2003 to February 2005, and later as a Buyer from February 2005 to July 2015. Gretchen then served as the Director of Merchandising at Blitsy from July 2015 to January 2016. Gretchen's next career move was as a business development professional at Snow & Graham, where they worked from February 2016 to February 2017. Most recently, they have served as the National Sales Manager at Shiraleah since May 2017.

Gretchen Orendorf pursued their Bachelor of Fine Arts degree in Art History at the University of Illinois at Champaign/Urbana from 1990 to 1994.