Holly studied English, Psychology and Social Work before embarking on a career in advertising. She worked for Grey Canada before moving to the illustration side of the business. In 2000, she and Rob Scott took over a mid-size Canadian illustration agency called Three in a Box. Over the course of a decade under her leadership, the agency expanded its reach into the US and Europe and became known for producing unusually eye-catching print promotions. It is now the largest illustration agency in the country.
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