IT Systems Administrator: Windows, Cloud & Security

Community Health Connections; Fitchburg (MA); Hybrid; USD 70,000 - 100,000; Full time

Job summary

Community Health Connections is seeking an IT Systems Administrator to manage day-to-day administration, maintenance, and support of our Windows-based servers, cloud services, and core business applications. The ideal candidate will ensure system reliability, security, and performance while providing strong technical support to internal users in a hybrid on-site environment.

You will work with the IT team to monitor, patch, backup, and secure the infrastructure, manage Microsoft 365 and Azure

Qualifications

• 3–5+ years in systems administration or similar IT role.
• Strong knowledge of Windows Server, Active Directory/Entra ID, Group Policy, DNS/DHCP, and virtualization.
• Experience with Microsoft 365 and Azure AD; endpoint management.

Responsibilities

• Administer and maintain Windows servers, virtualized environments, and storage systems.
• Manage Microsoft 365 services (Exchange Online, SharePoint, OneDrive, Teams, Entra ID/Azure AD).
• Monitor system performance, capacity, availability, and security.
• Apply patches, updates, and configuration changes regularly.
• Maintain and monitor backup and disaster recovery systems.
• Create, modify, and deactivate user accounts, permissions, and security groups.
• Manage access across core systems, applications, and cloud services.
• Enforce identity, MFA, conditional access, and security best practices.
• Provide tier 2/3 support for network issues alongside the network team or MSP.
• Monitor security alerts, logs, and endpoint protection tools.
• Assist with maintaining firewalls, VPN access, and network segmentation.
• Support security audits, compliance requirements, and remediation activities.
• Provide advanced support for escalations from the help desk.
• Troubleshoot issues related to servers, M365, authentication, endpoints, and line of business applications.
• Document processes, solutions, and configuration standards.
• Assist with infrastructure upgrades, migrations, and technology rollouts.
• Improve systems through automation, scripting, or policy enhancements.
• Evaluate and recommend new technologies to strengthen operational efficiency.

Skills

Windows Server

Active Directory/Entra ID

Group Policy

DNS/DHCP

Microsoft 365/Azure AD

Intune

PowerShell scripting

Networking basics

Documentation

Veeam/Datto backups

Tools

Intune

Hyper-V

Veeam

Job description

Community Health Connections is seeking an IT Systems Administrator to manage day-to-day administration, maintenance, and support of our Windows-based servers, cloud services, and core business applications. The ideal candidate will ensure system reliability, security, and performance while providing strong technical support to internal users in a hybrid on-site environment.

You will work with the IT team to monitor, patch, backup, and secure the infrastructure, manage Microsoft 365 and Azure