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Carolyn Macaulay has a diverse work experience spanning over 30 years. Carolyn began their career at Littlewoods Shop Direct Group, where they worked as a Creative Executive Director for nearly 20 years. After that, they joined GVC Advertising & Design Consultants as an Account Director for two years. Carolyn then moved on to Blacksheep Advertising, where they also held the role of Account Director for three years. Following this, they worked at Fourth Wall Creative as an Account Director for three years. Most recently, they worked at Sonoco-Trident as a Design Manager for three years before joining their current company, Fourth Wall, as an Account Director.

Carolyn Macaulay attended The University of Manchester where they obtained a 2:1 degree in English Literature. Prior to that, they attended Merchant Taylors, Crosby, but the specific degree and field of study are not mentioned.