• It is with great pride and enthusiasm, I begin my 9th year here in the Chester Union Free School District as the Assistant Principal at Chester Academy. This will be my 29th year in education, overall. I am excited to begin the new 2022-2023 academic school year. It’s a year in which our district, school administration, faculty and staff are committed to be student centered, future focused and team driven. I am thankful to be able to recognize the greatness and support of the Chester community on a daily basis. But, most of all, I am grateful to continue to work with the students of Chester Academy.

    In my professional journey, I have had the opportunity to teach in a middle school and high school setting by teaching Physical Education, Health, Computers and Spanish. I have held the school administrative positions of Athletic Director, Dean of Students, Summer School Principal, and Assistant Principal. I completed my graduate studies at Manhattan College and received my Masters Degree in Educational Leadership with a certificate in School Administration and Supervision. 

    I look forward to the upcoming school year and to continue to work together with an amazing team at Chester Academy for your sons and daughters. I hope to see you at all of the student events this year. If you need to find me, I will be on the sidelines, in the crowd or just nearby, cheering for all of our students to be successful.


    Rolando Aguilar

  • Rolando Aguilar, Assistant Principal
    Rolando Aguilar
    Chester Academy Assistant Principal
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