Lead Systems Administrator: Cloud, Security, Automation

Deerfield Academy; Deerfield (MA); On-site; USD 95,000 - 135,000; Full time

Benefits offered by this job

Sign-on bonus

Health insurance

Dental & Vision insurance

403(b) retirement plan

Paid time off

Tuition remission

Fitness center access

Dining hall meals

Job summary

Deerfield Academy is seeking a seasoned IT Infrastructure Engineer to administer and secure our server environment across on‑prem and cloud. You will lead vulnerability and patch management, automate routine tasks, and manage identity services including Hybrid AD and Entra ID.

The role requires strong Windows/Linux administration, virtualization experience, and MS 365 expertise. You will collaborate with IT teams on projects, provide on‑call support, and help ensure reliable, secure operations

Qualifications

• Bachelor's degree in CS/IT/Cybersecurity or related field.
• 5-7 years of enterprise systems/infrastructure experience.
• Experience in educational/nonprofit organizations preferred.
• Certifications such as Microsoft, VMware, CompTIA Server+/Security+, AZ-104, VCP, CISSP preferred.
• Strong Windows Server and Linux administration in on‑prem and cloud.
• Experience with virtualization: VMware vSphere, Hyper‑V, Nutanix, Proxmox or KVM.
• Automation and scripting with PowerShell, Python, Bash or similar.
• Knowledge of Microsoft 365, Entra ID/Azure AD, AD, GPO, MFA, identity management.
• Experience administering Exchange Online, Teams, SharePoint Online, OneDrive.
• Monitoring, logging, backup, DR platforms experience.
• Cybersecurity frameworks and hardening practices knowledge.
• DNS/DHCP, certificate services, networking basics knowledge.
• Troubleshooting Windows/macOS/365/auth/endpoint issues.
• Strong communication, documentation, and collaboration skills.
• Commitment to diversity, equity, inclusion, and belonging.
• Ability to handle confidential information with discretion.

Responsibilities

• Administer on‑premises and cloud server infrastructure (Windows/Linux).
• Lead vulnerability management program and remediation tracking.
• Manage patch management for servers and apps.
• Develop automation solutions to improve efficiency and reliability.
• Administer identity and access management (Hybrid AD, Entra ID, SSO, MFA).
• Configure and support Microsoft 365 services (Exchange Online, Teams, SharePoint, OneDrive).
• Collaborate on DNS, DHCP, certificate services, and authentication systems.
• Monitor performance, availability, capacity, and security using monitoring tools.
• Research and implement infrastructure technologies to improve reliability and user experience.
• Support incident response, eDiscovery, and security investigations.
• Develop and maintain backup, recovery, and disaster recovery solutions.
• Create and maintain technical documentation and standards.
• Participate in ITS projects and on‑call rotation.
• Provide Tier 2 support for complex workstation/OS/auth/endpoint issues.
• Perform additional duties as assigned.

Skills

Analytical thinking

Multitasking

Communication

Education

Bachelor's degree in CS/IT/Cybersecurity

Tools

Windows Server

Linux

VMware vSphere

Hyper-V

Nutanix

Proxmox

KVM

PowerShell

Python

Bash

Entra ID/Azure AD

Microsoft 365

Exchange Online

Teams

SharePoint Online

Job description

Deerfield Academy is seeking a seasoned IT Infrastructure Engineer to administer and secure our server environment across on‑prem and cloud. You will lead vulnerability and patch management, automate routine tasks, and manage identity services including Hybrid AD and Entra ID.

The role requires strong Windows/Linux administration, virtualization experience, and MS 365 expertise. You will collaborate with IT teams on projects, provide on‑call support, and help ensure reliable, secure operations