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Kelly Little began their career in 2004 as a Visual Merchandiser at Boathouse. Kelly then joined West 49 in 2008, where they held multiple roles, including Visual Presentation Coordinator and Regional Visual Manager. In 2013, Kelly joined Forever 21 as the National Visual Manager for Canada, providing overall visual leadership and managing field visual merchandisers. In 2015, they returned to West 49 as the Director of Visual Merchandising.

Kelly Little attended Sheridan College from 2005 to 2007, where they studied Visual Merchandising Arts. In 2019, they enrolled in a Diploma course at the Interior Design Institute British Columbia and completed it in 2020, specializing in Interior Design.