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Jesse Arroyave started their work experience in 2008 as an Intern at New Jersey SEEDS. In 2009, they interned at Northwestern Mutual. From 2011 to 2013, they worked as a Corporate Sales Representative at FC Dallas, as well as a National Sales trainee at the National Sales Center. In 2013, they joined Expedia, Inc. as a Marketing Associate, where they successfully managed promotional campaigns, aided in business development, and improved market pricing. Since 2014, Jesse has been the Director of Marketing Operations at Refundo, focusing on creating and implementing marketing systems to attract new customers for tax professionals.

Jesse Arroyave attended the Harvard Business School Executive Education program at an unspecified time and did not obtain a degree. From 2007 to 2011, Jesse attended Hamilton College, where they also did not complete a degree. Jesse Arroyave also attended The Masters School, but it is unclear when they attended or if they obtained a degree from that institution.