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Tyler Lewis is the current Head of School at Kimball Union Academy. Prior to that, they were the Head of School at Bishop's College School from June 2015 to June 2019. From June 2006 to June 2015, Tyler was the Director of Admission at Holderness School. Tyler has also worked as a Placement Educational Consultant at Carney, Sandoe & Associates and as a Teacher, Coach, and Admission Associate at Blair Academy.

Tyler Lewis has a MEd from Harvard Graduate School of Education in Leadership and a BA from Colby College in Economics.

Some individuals on their team include Molly Bourne Steffey - Vice Chair, Allison Letourneau - Director, Enrollment Management, and Tricia McKeon - Director, Marketing & Communications.