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Winston Nolan has a strong background in technical roles, particularly in Magento development and system administration. Winston founded their own company, BUYX Online, where they provided ecommerce and email marketing services. Winston also worked as a senior Magento developer at various companies, including spree.co.za and Touchlab / Media24 (Pty) Ltd. Additionally, Winston has experience as a system administrator and IT manager at LOUIS KAROL Architects, where they managed IT systems and implemented infrastructure improvements. Currently, they are the Global Head of Cloud Center Operations at Spryker.

From 1999 to 2000, Winston Nolan attended Hatfield Business College, but did not obtain a degree or specify a field of study.