Alleghany High School Principal Named Virginia's Outstanding High School Principal

Derek Cantrell recognized for leadership in school consolidation, culture-building, and expanding student opportunities

Published on Feb. 9, 2026

Got story updates? Submit your updates here. ›

Derek Cantrell, the principal of Alleghany High School in Virginia, has been named the 2026 Outstanding High School Principal of Virginia by the Virginia Association of Secondary School Principals. Cantrell was recognized for his work in guiding the consolidation of two rival high schools, creating a student-centered culture, and expanding college-level learning opportunities for students.

Why it matters

The award highlights Cantrell's innovative leadership in addressing challenges facing rural schools, such as consolidation and providing equitable access to advanced academics. His work serves as a model for how principals can drive positive change and improve student outcomes, especially in underserved communities.

The details

Under Cantrell's leadership, the consolidated Alleghany High School has seen a 5% increase in daily attendance and a 14% decrease in student behavior referrals. He has also expanded dual enrollment English courses from 40 seats to 154 seats across 10 sections, a 285% increase. Cantrell has also implemented the Cougar Scholars initiative to help students meet verified credit requirements earlier, ensuring they are college- or career-ready by senior year.

  • Cantrell has led Alleghany High School since 2022.
  • He previously served as principal of Covington High School from 2016 to 2022.
  • Cantrell will represent Virginia in the National Association of Secondary School Principals' National Principal of the Year Program.

The players

Derek Cantrell

The principal of Alleghany High School, who has been named the 2026 Outstanding High School Principal of Virginia.

Kim Halterman

The superintendent of Alleghany Highlands Public Schools, who described Cantrell as 'a steady and determined leader who is constantly thinking of ways to help our Appalachia students see their future more brightly and clearly through education.'

Alleghany High School

The unified high school for Alleghany Highlands Public Schools, which continues to expand opportunities through career pathways, dual enrollment, AI-assisted instruction, and its nationally recognized AHA Advancement Programs.

Got photos? Submit your photos here. ›

What they’re saying

“High school can be treacherous, but with the right support, many of us achieve amazing things. Mr. Cantrell and the administration provide the perfect amount of support and opportunities that allow us to feel comfortable in the transition from childhood to adulthood.”

— Anonymous Senior

“He has created chatbots that have helped our academic departments immensely. These innovative tools have helped teachers streamline planning, strengthen instruction, and better support students.”

— Anonymous Teacher

What’s next

Cantrell will represent Virginia in the National Association of Secondary School Principals' (NASSP) National Principal of the Year Program.

The takeaway

Cantrell's leadership in consolidating schools, building a positive school culture, and expanding student opportunities demonstrates how innovative principals can drive meaningful change and improve outcomes, especially in underserved communities.