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Chico Ann began their work experience as an Account Executive at ABC TV in 1998 and remained in this role until 2001. In 2000, they joined Premier Retail Networks as a VP Strategic Sales, and later became the VP Sales at the same company in 2001.

Chico Ann attended Northeastern University from 1985 to 1990. Although the information does not specify, it is not assumed that Chico Ann obtained a degree or studied a particular field.