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Matthew Cacciola has a diverse work experience in the field of design. Matthew worked as a Design Director at Applied Underwriters from February 2023. Prior to that, they worked at S T U D I O as a Design Director & Creative Consultant starting from November 2019. Matthew also co-founded Wing and served as the Chief Creative Officer from May 2021 to August 2022. Matthew co-founded Fair.com and held the position of EVP of Design from July 2016 to November 2019. Before that, Matthew worked as a Design Director at Apple at TBWA\Media Arts Lab from May 2009 to July 2016. Matthew gained experience as a Freelance Designer at Boombang from January 2007 to May 2009, and as a Senior Designer at MC-BrandStudios from May 2007 to December 2008. Matthew started their career as an Art Director at HarperCollins Publishers from February 2006 to March 2007. Matthew also worked as a Designer at McCann Erickson from June 2005 to February 2006, and as a Designer at Landor from January 2004 to August 2004.

Matthew Cacciola obtained a Bachelor of Fine Arts (BFA) degree in Graphic Design from the Academy of Art University, where they studied from 2002 to 2006.