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Matt O'Brien has a diverse and extensive work experience, beginning in 2008 when they became a Freelance Designer for Self Employed. In 2011, they joined theBowery Magazine as a Creative Sgt at Arms. In 2014, they became a Designer for The Whole Creative, a Sydney based boutique agency. In 2017, they Co-Founded Tell Your Friends You Love Them. Most recently in 2021, they became the Brand Marketing Manager for Heaps Normal.

Matt O'Brien completed a Bachelor of MultiMedia Design from Swinburne University of Technology in 2006, with a field of study in Illustration and Type. Matt then went on to receive a First Class Honours in MultiMedia Design from the same university in 2007, with a field of study in User Centered Design.