Education Insider recognizes the Top 10 Assistant Superintendents of School 2026, leaders who help translate district priorities into meaningful progress across classrooms, schools and communities. Through curriculum oversight, operational coordination, instructional leadership and staff support, they strengthen the systems that enable students, educators and administrators to succeed. Selected through a defined selection methodology combining editorial evaluation, academic input, and district, educator and community nominations, these professionals reflect excellence in educational leadership, organizational impact, and the trust placed in them by the school community.
Top 10 Assistant Superintendents of School - 2026
Dr. Tracy Stone View Profile
Assistant Superintendent of Instruction and Learning, Navasota Independent School District
Dr. Tracy Stone’s journey in public education is rooted in lived experience and a deep belief in the transformative power of schools. As a first-generation college student, she views education not simply as a profession, but as her pathway out of poverty and a responsibility to ensure others have the same opportunity. That belief has shaped her leadership philosophy of creating opportunity, stewarding success, and building systems that work for students, staff, and communities alike.
Danny Winsor View Profile
Assistant Superintendent, Douglas County School District
Danny Winsor currently serves as the Assistant Superintendent for Douglas County School District (DCSD) where he leads key departments including School Leadership, Pathways and Postsecondary Readiness, Choice Programming, Student Assistance, Activities and Athletics. With over 24 years in education, Danny has held a variety of roles throughout his career, including Executive Director of Schools, Director of Choice Programming, principal, assistant principal, school counselor, teacher, and coach. He has been a valued member of the DCSD community for 18 years and was honored as DCSD Administrator of the Year at the 2018 Apple Awards. A proud DCSD parent, resident, and Colorado native, Danny is deeply committed to the success and growth of the district.
Dr. Garilee Ogden View Profile
Assistant Superintendent of Academics, Marion City Schools
Dr. Garilee Ogden is the Assistant Superintendent of Academics at Marion City Schools, with more than 25 years of leadership experience in public education across New Mexico and Ohio. Her career began in journalism before transitioning into teaching and school leadership.
Charles Powell
Assistant Superintendent, Mercer County Technical Schools
Dr. Charles Powell serves as Superintendent of Mercer County Technical Schools, overseeing district operations, strategy and academic performance. With experience as Assistant and Acting Superintendent, he leads institutional planning and supports program delivery, ensuring alignment across schools while driving student success and operational effectiveness within a technical education environment.
Bill Bradford
Assistant Superintendent, Fayette County Public Schools (KY)
Bill Bradford is an educational leader serving as Assistant Superintendent of School Leadership for Fayette County Public Schools in Kentucky, overseeing school administration, strategic initiatives and principal performance. Bilingual and experienced from classroom teaching to district leadership, he advances equity, engagement and system-wide improvement.
Amy Dittmar
Assistant Superintendent, Ankeny Community School District
Amy Dittmar serves as Assistant Superintendent of Academic Services at Ankeny Community School District, where she drives instructional strategy, curriculum alignment and academic improvement initiatives, supporting high-quality learning outcomes across a dynamic and fast-growing K–12 school system.
Sandra Garcia
Assistant Superintendent, Alum Rock Union Elementary School District
Sandra Garcia works with Alhambra Unified School District, contributing to student-centered programs through thoughtful administration and collaborative engagement. She supports operational effectiveness, coordinates stakeholders and applies organized, detail-driven practices to strengthen school services, compliance and equitable outcomes across the district.
Ken Whittemore
Assistant Superintendent, Fairfield-Suisun Unified School District
Ken Wh works with Fairfield-Suisun Unified School District, supporting district operations through strategic coordination, clear communication and dependable administrative leadership. He collaborates across departments to align policies, improve processes and ensure effective delivery of academic and operational initiatives districtwide.
Michael Hernandez
Assistant Superintendent, Appleton Area School District
Micha Hernandez works with the Appleton Area School District, supporting educational programs through organized administration, cross-team collaboration and clear communication. Known for reliability and attention to detail, they help advance student-focused initiatives, operational efficiency and consistent service across schools districtwide.
Shelly Spaulding
Assistant Superintendent, McKinney ISD
S. Spaulding works with McKinney Independent School District, contributing to effective school operations through strong coordination, clear communication and administrative support. With a focus on consistency and collaboration, they help ensure programs run smoothly and support positive outcomes for students and staff.


