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Greg Loudon has extensive work experience as an illustrator, primarily in the healthcare and marketing industries. Greg started their career as a freelance illustrator at McCann HealthCare in 1987 and later worked at AbelsonTaylor in the same role until 2013. Greg then worked as an illustrator at Intouch Solutions and The Sandbox Agency before joining CG Life in 2019. In the same year, they also worked as an illustrator at Sassafras Marketing. In 2016, Greg became the Owner, President, and Chief Fun-Maker of Bottle and Bottega Homewood. Greg continued their entrepreneurial journey in 2021 by becoming the Owner, President, and Chief Fun-Maker of Bottle & Bottega Chicago Downtown South Loop.

Greg Loudon attended the American Academy of Art from 1982 to 1985, where they obtained an Associate's degree in Illustration.