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Jake Guernsey has a diverse work experience. Jake is currently the Co-Founder & CEO of Break The Web Technology Co. since April 2021. Prior to that, they worked at PillDrill, Inc. for seven years from May 2014 to April 2021, where they held the role of VP Marketing & Founding Team Member. Before that, they were the Director of Brand Strategy at Centio Communications from October 2010 to July 2013. In addition, they also worked as Brand and Creative Strategy at Peet's Coffee & Tea from July 2012 to February 2013.

Jake Guernsey completed their education chronologically, starting with their International Baccalaureate (IB) at International High School from 2002 to 2006. Jake then pursued a Bachelor of Arts degree at UCLA, specializing in Comparative Literature and French, from 2006 to 2010. Finally, they attended California College of the Arts, where they obtained an MBA in Design Strategy from 2013 to 2015.