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Kay Winkley has over 16 years of work experience in the retail industry. Kay began their career in 2004 as a Deputy Manager in the Kidswear Department at Zara. In 2007, they moved to TOPSHOP TOPMAN as a Deputy Brand Manager. From 2010 to 2012, they worked at Visage Group as a Merchandiser. In 2012, they joined Meller Designs Ltd as an Asst Merchandiser. From 2013 to 2019, they worked at GAME Digital PLC in various roles such as 3rd Party SW Buyer, Buyer - Microsoft, Assistant Category Manager - Microsoft, and Assistant Category Manager - Nintendo. In 2019, they joined Microsoft as an XBOX Category Manager - EMEA. Currently, they are the EVP of Commercial Trading and Senior Buyer at Green Man Gaming.

Kay Winkley attended Bury Grammar School (Girls) from 1992 to 2000. Kay then went on to Nottingham Trent University, where they earned a Bachelor of Arts (B.A.) in Business Economics in 2004.