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Cheryl Best has work experience as a Communications/Admin Officer/Rep for French Speaking Countries at the Caribbean Association of Industry and Commerce. Cheryl also worked as an Executive Assistant to the Sector Head Financial Services at Ansa McAL Limited, as well as an Executive Assistant to Chip Sa Gomes, the Sector Head Financial Services.

Cheryl Best attended St. Joseph's Convent in St. Joseph, where they studied Business Administration, Management and Operations. However, the specific start and end year of their education at this institution is unknown. Additionally, Cheryl obtained a certification in Management - Administrative Assistant from the UWI School of Business and Applied Studies Limited, also known as ROYTEC. The exact month and year when they obtained this certification is unspecified.