Exec Admin Assistant to the Chief Administrator of Education

Oak Hill/Gilead•Hartford, CT

About The Position

Oak Hill has been enhancing the lives of people with disabilities since 1893! We invite you to join our team of highly committed professionals. Founded in 1893 by trailblazer and visionary, Emily Wells Foster, Oak Hill has over 129 years of experience providing the highest quality services to people with varying disabilities. Oak Hill sets the standard, partnering with people with disabilities, to provide services and solutions promoting independence, education, health, and dignity. Executive Assistant to the Chief Administrator Oak Hill Schools Are you a strategic, detail-driven professional who thrives in a fast-paced, mission-centered environment? Do you excel at managing complex priorities while maintaining the highest level of discretion and professionalism? Oak Hill Schools is seeking a dynamic Executive Assistant to the Chief Administrator to serve as a trusted partner, operational leader, and central office anchor supporting our educational mission for students with disabilities. Why This Role Matters This is more than an administrative role — it’s a mission-critical position that directly supports student success. As the Executive Assistant, you will: Serve as a strategic partner to the Chief Administrator Oversee central office operations and front office management Ensure compliance with state regulations and accreditation requirements Support initiatives that sustain and grow student enrollment Help create an environment where classrooms remain focused on learning and achievement Your work enables leadership to focus on advancing educational excellence and reinforcing dignity and lifelong learning opportunities for students.

Requirements

Strong executive-level administrative experience
Exceptional discretion and independent judgment
Advanced proficiency in Microsoft Office Suite
Experience managing confidential information
Ability to prioritize competing demands in a fast-paced environment
Strong analytical and problem-solving skills
Excellent written and verbal communication skills

Responsibilities

Manage a complex and high-priority executive calendar
Prepare confidential reports, correspondence, presentations, and executive communications
Record and distribute meeting minutes
Provide real-time advisory support regarding policy, regulatory, and operational decisions
Supervise the Administrative Assistant
Oversee central office workflow and streamline administrative processes
Maintain accurate records including student enrollment data
Support strategic initiatives aimed at increasing student referrals and census
Coordinate school-wide calendar planning and department scheduling
Maintain accreditation and oversee attestation/re-accreditation processes
Ensure compliance with State agency regulations and internal reporting requirements
Manage purchase orders, invoices, vendor billing compliance, and cost controls
Oversee department inventory and employee equipment distribution/return
Serve as liaison between Oak Hill Schools, public school districts, families, staff, and community partners
Draft professional and confidential communications including reports, notifications, payroll inquiries, and personnel transactions
Manage emergency communications and telecommunications alerts when necessary
Greet and engage stakeholders with professionalism and discretion
Utilize Microsoft Outlook, Excel, PowerPoint, and emerging platforms to organize and leverage data
Develop efficient systems for document management and data retrieval
Improve workflows to enhance operational effectiveness across departments