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Justin Guillen has a diverse work experience background. Justin started their career as a cricketer at the Queen's Park Cricket Club in 1986 and later played for the West Indies Cricket Board Inc. (WICB) in 2008. In 2014, they transitioned to the business world and became the Managing Director at EmbroidMe, specializing in promotional marketing. Justin also worked at Fully Promoted as a cricketer, property developer, real estate salesperson, and entrepreneur. In 2017, they joined Heartland Development Company Limited as the Head of Sourcing.

Justin Guillen attended Queen's Royal College from 1997 to 2005. During this time, there is no mention of a degree or field of study. In 2005, they then transferred to Maple Leaf International School, where the information about a degree or field of study is also not provided. Additionally, Justin has obtained a certification as an "Embroidery and promotional branding expert," although details such as the institution and the year of completion are not specified.