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Drew Wittig has extensive work experience in design, holding various roles in different companies. Drew started their career in 2009 as the owner of Drew Wittig Design, where they worked until the present. In 2012, they became the Lead Designer at ThirdLaw Media and held this position until 2015. From 2015 to 2016, they worked as a Visual Designer at AnchorFree. In 2016, they joined Magnit as a Senior Visual Designer and later held positions as Lead Product Designer and Director of Product Design. In 2017, they also became the Lead Designer at ShyftUp, where they worked until 2020. Drew also held the position of VP Creative Director at Noreen Seabrook Handmade Carpets from 2011 to 2015. Overall, Drew Wittig has gained significant experience and expertise in design throughout their career.

Drew Wittig attended Yale School of Management in 2023, where they studied Business Perspectives for Creative Leaders. Prior to that, they obtained a Bachelor of Science (B.S.) degree in Graphic Design from San Francisco Art Institute / New England Art Institute between 2007 and 2008. From 2004 to 2006, Drew studied Fine/Studio Arts, General at Emmanuel College (Boston).