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Jennifer Amigone's work experience starts with their role as a Legislative Aide at the Massachusetts House of Representatives from September 1995 to September 1997. Following this, they worked as a Teacher at Massasoit School from September 1997 to August 1998. Jennifer then joined Teach For America as the Director of the President's Office in 1998, leaving in 1999. From 2000 to 2001, they worked as a Policy Intern at the New York City Independent Budget Office. Jennifer then served as an Analyst in the School Evaluation Services division at Standard & Poor's from June 2001 to June 2003. Jennifer then moved to BPE (Boston) where they worked as the Director of Data & Assessment from October 2003 to December 2016. Most recently, Jennifer has been working as the Director of Research, Assessment and Evaluation at Cambridge Public Schools since December 2016.

Jennifer Amigone completed their Bachelor of Arts degree in English Language and Literature from the University of Massachusetts Amherst, between 1991 and 1995. Jennifer then pursued a Master of Public Administration (M.P.A.) degree in Education Policy Analysis from Columbia | SIPA from 1999 to 2001.