Cyndy Jean serves as the Associate Head of School at Hackley School. Throughout her career, she has taught at every level of a K-12 classroom, first as a second-grade teacher, then teaching English in fifth, seventh, and eleventh grades. She has served as a senior leader for over ten years, beginning her leadership career as a Middle School Division Director. In addition to her work in the classroom, Cyndy has supported several student clubs and has coached field hockey at the middle and high school levels. Cyndy has recently earned her doctorate degree at the University of Pennsylvania, Penn Graduate School of Education. Her research centers on the leadership pipeline of Black women working in historically and predominantly White institutions. Her dissertation titled, “Soulwork: The Critical Role of Black Women Leaders in Developing Social Cohesion within Predominantly White Independent Schools” is a focus on organizational structure, intersectional theory, and ethnographic evidence. Cyndy is also a graduate of Amherst College, Fordham University, and Teachers College, Columbia University. She has completed several Fellowships including the National Association of Independent Schools Aspiring Heads Program and serves on the Board of Tree of Life Orphanage and FAFHA, two non-profit organizations serving and educating children in Source Matelas and Port-au-Prince, Haiti. She is also on the Executive Board of Jack and Jill of America, Inc., Westchester Chapter, and has recently begun to design a non-profit focused on supporting educational leaders. Cyndy is the proud mother of two, Zadie (7) and Zion (6) and she loves to cook, travel, and sing whenever she gets the chance!

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