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Michael Gregory has a strong background in education and leadership. Michael began their career as a Teacher at Randolph High School in 1995 before moving on to become the Principal at Sparta School District in 2000. Michael held this role for 20 years until 2020, when they transitioned to Director of District Operations at Sparta Area Schools.

Michael Gregory completed their Bachelor of Education (B.Ed.) degree in Elementary Education and Teaching from William Paterson University of New Jersey. Michael attended the university from 2000 to 2004. Prior to that, they obtained a Master of Arts (MA) degree in School Administration and a Bachelor of Arts (BA) degree in Elementary Education from New Jersey City University. Michael attended New Jersey City University from 1997 to 2000.