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Jessica DeOliviera has a diverse work experience in various roles related to sales, design, marketing, and event styling. Jessica started their career in 2005 as a Home Organizer & Interior Stager at Los Altos Professional Moving & Staging, where they worked until 2010. During this time, they also worked as a Visual Display Coordinator at Anthropologie for a brief period in 2010. In 2010, they started their own freelance business called JD Designs, where they worked as a Marketing & Graphic Designer until 2012. Jessica then worked as an Account Executive at The Sliding Door Company from 2012 to 2014. In 2014, they joined Da Vinci Marble, initially as an Interior Design Consultant and later progressed to the roles of Director of Sales & Design and VP of Sales & Design. Jessica held these positions until the present. Additionally, from 2010 to 2017, Jessica worked as an Interior Stylist at JD Interior Styling. Jessica also worked as a Marketing/Event Assistant & Stylist at Crystal Springs Catering & Events from 2009 to 2011.

Jessica DeOliviera attended the University of Oregon from 2004 to 2006, where they studied Psychology. Jessica then transferred to the Art Institute of California-San Francisco and graduated from there in 2010 with a Bachelor of Applied Science (BASc) degree in Fashion Marketing & Business Management. In 2007, they also briefly studied Fashion Marketing at Nuova Accademia Di Belle Arti Milano.