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Gwendolyn Aguilar has held a variety of positions in their career. Gwendolyn began as an intern at Arieff Communications in 2008 and then moved on to become a Graphic Designer at Pacific Sun. In 2012, they took on the role of Print Production Designer at Worldwise, Inc. where they created high quality package design during the design process and handled all packaging for production. In 2014, they were an Associate Designer at Foster Farms and a Graphic Production Artist at Overstreet Associates. At Overstreet Associates, they designed print and digital content for major clients. In 2016, they became a Graphic Designer at Maximum Games and in 2022, they were promoted to Senior Graphic Designer at Modus Games, a division of Maximum Games.

Gwendolyn Aguilar received their BFA in Graphic Design from the California College of the Arts. Gwendolyn then went on to receive their California State of Barbering and Cosmetology Certification from San Jose City College in 1996-1997. Lastly, they attended City College of San Francisco in 2003-2004 for General Education.