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Diana O'Shea has a diverse work experience spanning from 2008 to the present. Diana started their career at MGK, where they worked as a Technical Marketing Specialist from May 2008 to October 2011. Diana then transitioned into the role of Account Manager at MGK, where they worked from October 2011 to January 2021. In 2021, Diana joined Safe Reflections Inc. as a Strategic Market Manager and worked there until May 2022. Currently, they are employed at Dorn as a Senior Engagement Manager, starting from May 2022.

Diana O'Shea obtained their Bachelor of Arts degree in Marketing and Business Administration from Augsburg University. Diana attended the university from 2005 to 2007.