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Jessa Villavicencio has held various roles in the past, starting with a Customer Service Representative at Advanced Contact Solutions, Inc. in 2007. In 2012, they became an Owner at Threesixtee Clothing and a Billing Consultant at TeleTech. In the same year, they also began working at Upwork, where they held the roles of Agency Manager, Head of Customer Service, Web Researcher, and Virtual Assistant. In 2016, they took on the role of Lead Generation Manager at Insight-Intelligence Marketing Agency and in 2019, they became an Account Manager at Zendrop.

Jessa Villavicencio's education history includes a Bachelor of Science (B.S.) in Nursing Education from Batangas State University from 2005 to 2006, and a Bachelor of Science (BS) in Adult Health Nurse/Nursing from First Asia Institute of Technology and Humanities from 2003 to 2005.