Assistant Principal

Welcome to the 2025–2026 School Year!

It is with great enthusiasm that I welcome you to the 2025–2026 school year! A new year brings new opportunities, renewed energy, and the excitement of what’s possible when we work together to support our students.

I am honored to begin my 11th year in the Chester Union Free School District and to continue serving as Assistant Principal at Chester Academy. With three decades of experience in education, I remain as passionate and committed as ever to fostering a school environment that is student-centered, future-focused, and team-driven.

Over the course of my career, I’ve had the privilege of teaching a range of subjects—Physical Education, Health, Computers, and Spanish—and serving in various leadership roles, including Athletic Director, Assistant Principal, Dean of Students, and Summer School Principal. My graduate studies at Manhattan College helped prepare me for this journey, and it’s one I continue to embrace wholeheartedly.

One of the greatest joys of my role is the daily interaction with the students of Chester Academy. Their curiosity, resilience, and spirit continue to inspire me. I’m also grateful to work alongside a talented and committed team of administrators, educators and to be part of a school community that values growth, collaboration, and excellence.

As we look ahead to a year filled with learning, exploration, and achievement, I hope to see you at many school events and activities. Whether I’m on the sidelines, in the audience, or greeting students in the hallways, please know that I’m here to support and celebrate all of our students as they pursue their goals.

Thank you for your continued trust and partnership. Let’s make 2025–2026 a year to remember

Sincerely, 

Rolando Aguilar 
Assistant Principal 
Chester Academy