Phone: 540-658-6000


Degrees and Certifications:

Thomas W. Taylor, Ed.D., M.B.A.

Dr. Taylor is a native Washingtonian and graduated from Bethesda-Chevy Chase High School. He grew up in a single-parent household, where he recalls how many of his teachers served as co-parents in his upbringing. The support that Dr. Taylor received from influential teachers inspired him to pursue public education as a career. Dr. Taylor has always wanted to become a teacher to give other kids the same support and opportunities that he received.  Consequently, Dr. Taylor has built his career on the belief that every child deserves access to high quality learning opportunities - not by chance, but by design.

After a distinguished tenure of raising student performance as a social studies teacher in Hampton Roads, Dr. Taylor expanded his impact through school leadership. In 2008, Dr. Taylor became the principal of Charlottesville High School (Charlottesville, Va.) and in 2012 was named the University of Virginia’s Outstanding Alumni Principal for his focus on equity and his work dramatically reducing the school’s dropout rate. He was subsequently appointed Superintendent of Middlesex County Public Schools in the same year, earning recognition as Virginia’s Region III Superintendent of the Year in 2016 for his work in college and career readiness and for leading the first successful 1:1 computing initiative in rural Eastern Virginia.  Stafford County is also part of the Virginia Department of Education’s Region III.

In 2016, Dr. Taylor served Chesterfield County Public Schools as the Executive Director of School Administration/Chief of Schools, Chief Academic Officer, Acting Chief Financial Officer, Acting Chief Operating Officer, and now as Deputy Superintendent. Dr. Taylor’s leadership has led to student academic performance improvements, narrowing of gaps in student access and opportunity, and increases in student support services. In addition to leading the development of the division’s strategic plan “Imagine Tomorrow” and numerous other instructional innovations in the areas of literacy, technology, and serving English language learners, Dr. Taylor is the architect of the district’s proposed bond referendum and FY 2021 Operating Budget ($720M), where he created a differentiated staffing and school funding model to target support for schools with the highest needs. Of his tenure in Chesterfield, Dr. Taylor is proudest of his efforts supervising the school division’s equity work and of a culture emphasizing support and innovation that he helped to create. 

In 2018, Dr. Taylor was recognized by the Chesterfield Association of Educational Office Professionals as the county-wide Administrator of the Year for the reorganization and cultural shift he led in the central office to improve morale. In 2020, Dr. Taylor was recognized by the University Council for Educational Administration with the National Excellence in Educational Leadership Award for his work in building a principal pipeline and talent management system. Carrying forward the impact of the teachers who inspired him, Dr. Taylor was once again recognized by the University of Virginia in 2021, this time for his work as an adjunct professor of school finance with the Lasting Legacy Outstanding Faculty Award in the School of Education and Human Development.

Dr. Taylor holds a master’s degree in educational leadership and a doctorate in education policy studies from the University of Virginia’s School of Education & Human Development and also holds a master’s degree in business administration from the College of William & Mary’s Raymond A. Mason School of Business. Dr. Taylor has been an adjunct professor of Educational Leadership at the University of Virginia for the past eleven years and has been a featured speaker at several national and state meetings for various professional organizations. Dr. Taylor is married to Susan Winslow, a civil engineer who specializes in airport design. They have five children, three of which are school-age and attend high school.