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Stephen Hollingsworth has a diverse work history in the creative industry. Stephen started their career as an intern at Primo Angeli in 1989 before moving on to work as a Graphic Designer at Sam Smidt, Inc. from 1991 to 1999. In 2002, Hollingsworth joined Beeline Group as a Senior Graphic Designer, where they gained experience in various aspects of graphic design. Stephen then progressed to roles including Design Director, Art Director, and most recently, the Digital Creative Director. In their current position, Hollingsworth is responsible for developing and implementing transformative organizational strategies, specifically focusing on the successful launch of the company's digital business, BeelineDX. Throughout their career, Hollingsworth has demonstrated a talent for developing field insights, formulating digital strategies, and securing high-profile clients.

Stephen Hollingsworth completed their Bachelor of Science degree in Graphic Design at San Jose State University from 1988 to 1991.