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Jess Dropkin has a strong background in medical education and has held various roles in the field. They first joined Medscape in 2005 as the Director of Education and Grant Specialist, working in this position until November 2011. In December 2005, they also started working at WebMD as the Senior Director of Medical Education. In January 2019, they took on the role of Executive Director of Medical Education at Medscape | WebMD. Their most recent position is Vice President of Medscape Education, which they started in February 2023.

Jess Dropkin attended Hofstra University from 1992 to 1996. There is no information available regarding the degree or field of study pursued during this time.