Superintendent of Schools

Superintendent's Executive Staff

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Ronald G. Cunningham, Deputy Superintendent
Email: rcunningham

Ronald G. Cunningham is the Deputy Superintendent of Schools and started with Charles County Public Schools in 1994 as a regional administrator. In 1997, he was appointed associate superintendent of schools and in 2005 was named as deputy superintendent. Mr. Cunningham began his career in education in 1964 as a social studies teacher at Crossland High School. From 1979 to 1994, he served in various administrative positions in Prince George's County Public Schools, including 10 years as a high school principal. Mr. Cunningham earned his bachelor's degree from Indiana State College in Pennsylvania and his master's degree from Georgetown University. He has lived in Charles County for more than 35 years.

Paul T. Balides, Assistant Superintendent for Finance, Business Administration and Technology
Email: pbalides

Paul T. Balides is the Assistant Superintendent of Finance, Business Administration and Technology which includes responsibility for accounting, budget, procurement, internal audit, food services, technology and classified pension plan management.  He also serves as a trustee on the Maryland Association of Boards of Education for both Workers Compensation and Property and Liability funds He has been with Charles County Public Schools since 1995.  Prior to his career in Charles County, Mr. Balides held senior staff positions at The American University and The Board of Governors of the Federal Reserve System in Washington D.C.  Mr. Balides earned his Bachelor's of Science degree in Business and Economics, and a Masters of Science in Accounting, both from The American University.

Judy W. Estep, Assistant Superintendent of Instruction
Email: jestep

Judy Estep is the assistant superintendent of instruction, serving in a position she has held since 2005. Mrs. Estep began her career as an educator in 1970 as an elementary school teacher in Charles County. She was named as a vice principal at J.P. Ryon Elementary School in 1979 and served as principal at Mt. Hope/Nanjemoy Elementary School from 1980-1987. She was the recipient of the Washington Post Distinguished Educational Leadership Award in 1986. In 1987, Estep accepted a principal position in Fairfax County and later moved to Prince George's County Public Schools. She began as the CCPS director of elementary education in 2003, returning to Charles County Public Schools from Prince George's County where she served as an elementary school principal and a special assistant to the assistant superintendent for curriculum and instruction.

Keith A. Hettel, Assistant Superintendent for Human Resources
Email: khettel

Charles L. Wineland, Assistant Superintendent for Supporting Services
Email: cwineland

Charles L. Wineland is the Assistant Superintendent for Supporting Services, which includes oversight of all facilities and buildings and transportation. Mr. Wineland started his career with Charles County Public Schools in 1964 as a classroom teacher. He taught physical education, driver's education and served as a coach. He worked in pupil transportation, serving as the director of transportation until he was promoted as executive director of supporting services and later named as an assistant superintendent. Mr. Wineland earned his bachelor's degree in physical education and social studies at West Virginia Wesleyan College and his master's of education from Frostburg State University. He also holds a graduate certificate in pupil transportation and Maryland Advanced Professional Certification. An active community volunteer, Mr. Wineland has lived in Charles County for more than 45 years.