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Garry Schragenheim's work experience began in 2004 at Gate Hill Day Camp, where they worked as an Athletic Director. In 2012, they joined Dribbl as the Head Basketball Coach. In 2013, they started working at Solomon Schechter Day School of Bergen County, NJ, initially as a Physical Education Teacher and later as the Dean of Students. Garry currently holds both roles at the school.

Garry Schragenheim completed their Bachelor's degree in Exercise Science and Physical Education at Montclair State University from 2007 to 2012. Later, they pursued a Master of Education (MEd) degree in Educational Leadership and Administration, General at St. Thomas Aquinas College from 2015 to 2018.