Executive Assistant to the Head of School

About The Gateway School

For more than 60 years, The Gateway School has transformed the lives of bright children who experience academic difficulty as a result of language-based learning disabilities (e.g., dyslexia, reading and writing disorders), attention-deficit/hyperactivity disorder (ADHD), executive function disorder, or auditory processing difficulties. Located on Manhattan’s Upper West Side, Gateway enrolls approximately 150 students between the ages of 5-14. In small classes with a low student-to-teacher ratio, faculty and therapists meet students where they are, individualize instruction accordingly, and help them to become skilled, strategic, independent learners, capable of successfully advocating for themselves in their lives beyond Gateway.

Position Overview

We seek a highly skilled, experienced professional to provide comprehensive administrative support to the Head of School and Board of Trustees, and to ensure smooth daily operations across the school’s administrative hub. In addition to direct support responsibilities, this role provides critical leadership by supervising two key members of the administrative support team: the School Secretary and the Administrative Assistant to the Division Directors. The ideal candidate will combine a professional, forward-thinking mindset with an enthusiastic dedication to Gateway’s mission and students.

Primary Responsibilities

• Head of School and Board Support: Manage, screen, and respond to the Head of School’s phone calls, troubleshooting inquiries and issues proactively.
• Calendar and Correspondence: Maintain the Head of School’s calendar, organize high-level meetings, and compose, proofread, edit, and prepare correspondence and official documents as needed.
• Board of Trustees Liaison: Schedule all Board of Trustees meetings, coordinate logistical arrangements, and prepare and maintain board-related documents and materials.

• 5+ years of experience as an executive assistant or in a similar role.
• Proven ability to maintain confidentiality and handle sensitive information.
• Excellent communication, organizational, and time management skills.
• Ability to work independently and as part of a team.
• Proficiency in Microsoft Office and Google Suite.