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Jessica Straube has a diverse work experience spanning multiple industries. Jessica started their career at Walgreens as an Assistant Manager in 2003. Jessica then moved on to Reader's Digest, where they held roles such as Marketing Coordinator, Assistant Circulation Manager, and Associate Circulation Manager, focusing on target audience identification and strategic marketing plans. Since 2011, Jessica has been working at Cannella Media DTC, LLC, taking on roles such as Senior PBM Scheduler, Scheduling Supervisor, Scheduling Manager, and currently serving as the Director of Media Planning. Their expertise lies in media planning, scheduling, and management.

Jessica Straube attended the University of Wisconsin-Whitewater from 1999 to 2003, where they earned a Bachelor of Business Administration degree with a focus on Marketing, specifically emphasizing Direct and Internet Marketing. Prior to their college education, they attended East High School, but no specific degree or field of study is mentioned. Jessica also obtained a certification in Data Analysis Circuit from the institution General Assembly, although the month and year of completion are not provided.