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Kassy Butterfield has a range of experience in various industries. Kassy started their career at Hollister Co. as a Model (Sales Associate) in 2010 before moving on to Pacific Sunwear in 2010. At Pacific Sunwear, they worked their way up from a Brand Representative to Assistant Manager and ultimately became a Store Manager. In 2014, Butterfield transitioned to JCPenney, where they held the positions of Sales Leader and later Human Resources Manager. Their most recent position is Director of Listings and Social Media Marketing at RE/MAX Lake of the Ozarks, which they began in 2023.

Kassy Butterfield's education history includes attending Illinois Central College, but no specific degree or field of study information is available.