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Jessica Blackwell has been working in the education and learning space since 2007. Jessica began their career as an Americorps Vista at Greater Homewood Community Corporation, followed by a position as a Language Arts Teacher at Baltimore City Public Schools in 2008. In 2010, they joined Words & Numbers as a Learning Architect, Editor, and Assistant Editor. In 2016, they became a Learning Engineer at Wisewire Ed.

Jessica Blackwell received a Bachelor of Arts in English from the University of Notre Dame in 2005, and then went on to receive their Masters in Teaching from The Johns Hopkins University in 2010.