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Randy McKay has a long and varied work experience. Randy began their career as an Art Direction Intern at VML in 2011, followed by a Graphic Design Internship at Aeropostale in the same year. In 2012, they worked as a Senior Graphic Designer at CollegeHumor.com, and then as a Freelance Graphic Designer at Food Network in 2014. In 2015, they worked as a Freelance Graphic Designer at Above Average and as a Writer/Performer at The Magnet Theater. In 2016, they began working as an Actor at Story Pirates. In 2020, they worked as a Senior Graphic Designer at both Prank-O and 30 Watt. Theirmost recent role is as Head of Merchandising at CH Media, which they began in 2022.

Randy McKay graduated from Pratt Institute in 2011 with a Bachelor of Arts in Design and Visual Communications, General.