About the position: 

Shady Hill School seeks a motivated and thoughtful Systems Administrator to support the daily management, reliability, and security of the school’s technology systems. The school’s instructional and operational work depends on a stable and well-managed digital environment. Working in close partnership with the Chief Information Officer and the Network Engineer, this role is ideal for a systems professional who is eager to deepen expertise in enterprise platforms, security practices, and hybrid infrastructure within a mission-driven educational setting. The Systems Administrator plays an important role in sustaining a proactive, well-integrated technology ecosystem so that faculty and students can focus fully on teaching and learning. The successful candidate will be detail-oriented, collaborative, service-minded, interested in furthering their technical expertise, and able to maintain a calm presence when working on complex or time-sensitive situations. This is a full-time, in-person, exempt (salaried), 12 month position.

Primary Responsibilities:

• Systems Operations and Platform Management
  • Manage and support daily administration of core IT systems and platforms.
  • Maintain system configurations, permissions, and access controls.
  • Support software updates, version control, and patch deployment processes.
  • Monitor dashboards, alerts, and logs to ensure system performance and uptime.
  • Maintain clear and organized documentation of systems architecture and operational procedures.

• Security and Compliance
  • Support proactive security practices through monitoring, vulnerability scans, and regular system reviews.
  • Assist in responding to alerts and addressing system risks in collaboration with IT leadership.
  • Help maintain compliance with applicable data protection and privacy standards.
  • Contribute to strengthening access control and data governance practices across the school.

• Infrastructure Collaboration
  • Collaborate closely with the Network Engineer to ensure alignment between systems, identity platforms, and underlying network infrastructure.
  • Support integrations between cloud-based platforms and on-premise systems.

• Technical Support and Escalation
  • Evaluate system performance and suggest improvements.
  • Identify opportunities for automation and operational efficiency.
  • Support the long-term sustainability and scalability of the school’s technology environment.

Systems and Platforms Currently in Use:

The Systems Administrator will support platforms such as:

• Jamf Pro (MDM)
• Azure Active Directory
• AD Audit
• Google Workspace & Google Classroom
• Zoom Meeting & Zoom Phone
• Apple Classroom
• Securly
• ConnectWise
• OpenVAS
• OpManager
• IP Manager
• Netradar
• Sophos
• Lansweeper

Experience with comparable enterprise systems is welcome.

Required Qualifications: 

• 2–6 years of experience in systems administration, IT operations, or a related technical role.
• Bachelor’s degree in computer science or related field. 
• Experience supporting identity and access management systems (e.g., Azure AD, Google Workspace).
• Experience with mobile device management platforms (e.g., Jamf or similar).
• Familiarity with security monitoring tools, patch management processes, and vulnerability scanning.
• Solid understanding of networking fundamentals (DNS, DHCP, VLAN concepts, switching, wireless infrastructure), with interest in continuing to build networking depth.
• Demonstrated ability to troubleshoot across systems, accounts, and endpoints.
• Strong documentation, organization, and time management skills.
• Clear and professional communication skills, with the ability to explain technical matters to non-technical audiences.
• Ability to maintain a high level of attention to detail while effectively managing multiple tasks and competing priorities in a fast-paced environment.

Preferred Experience: 

• Experience in a K–8 or mission-driven educational environment.
• Experience supporting hybrid (cloud/on-premise) environments.
• Exposure to scripting or automation (PowerShell, Bash, or similar).

The annual salary range for this position is $80,000 - $95,000. 

To apply: Please send a cover letter and resume to: apply@shs.org. Please be sure to include “Systems Administrator” in the subject line of the email. 

Shady Hill offers competitive salaries and a generous benefits package, including medical, dental and vision insurance plans and paid time off. Employees must be authorized to work in the United States. Shady Hill is an Equal Opportunity/Affirmative Action Employer. For more information on Shady Hill please visit us at www.shs.org.

About Shady Hill School

For over 100 years, Shady Hill has been a leader in progressive elementary and middle school education and teacher training. The year-long central subject study, which emphasizes strong content, the use of primary sources, acquisition of essential skills, and self-discovery, forms the core of our curriculum. As a diverse school, we believe that a varied and inclusive community is an educational and moral imperative that empowers us all. Therefore, we seek to hire faculty and staff who share our vision. We offer a dynamic and supportive work environment, competitive salaries and a generous benefits package. Shady Hill is an Equal Opportunity/Affirmative Action Employer. For more information on Shady Hill please visit us at www.shs.org. Shady Hill offers competitive salaries and a generous benefits package, including medical, dental and vision insurance plans, a school-matched retirement plan and paid time off.

Connections working at Shady Hill School