Technical Support Engineer III / Systems Admin (Microsoft 365 Tech Support)

We are seeking a skilled and proactive Systems Administrator (Microsoft 365 Technical Support) for a 3-month contract engagement. This role combines Helpdesk Support and Junior Systems Administration responsibilities, with a strong focus on Microsoft 365 environments.

The ideal candidate will provide exceptional end-user support while managing core Microsoft 365 administrative tasks, including account provisioning, mailbox management, licensing, and access control. This position is primarily remote; however, candidates must reside within 30 minutes of Boston, MA to provide occasional on-site support for hardware deployments, system imaging, and urgent technical issues.

Key Responsibilities

End-User Support & Helpdesk

• Act as the primary technical support contact for remote and local employees.
• Diagnose, troubleshoot, and resolve Tier 1 and Tier 2 hardware, software, network, and access issues.
• Ensure high-quality customer service and timely ticket resolution.
• Provision, image, configure, and ship laptops (Windows and Mac) and peripherals for new hires.
• Coordinate and manage equipment returns during employee offboarding.

Microsoft 365 & Systems Administration

• Perform end-to-end Microsoft 365 administration, including:
  • User account creation and management
  • Mailbox configuration
  • License assignment
  • Distribution group and shared mailbox management
• Manage user access and permissions through Microsoft Entra ID (Azure AD) and/or Active Directory.
• Configure and troubleshoot Microsoft 365 applications including:
  • Microsoft Teams
  • Outlook
  • SharePoint
  • OneDrive
• Assist with endpoint management and device deployment activities.
• Troubleshoot VPN connectivity, Wi-Fi issues, and remote access challenges.

Required Qualifications

• 2+ years of experience in IT Helpdesk, Technical Support, Desktop Support, or Junior Systems Administration roles.
• Strong hands-on experience administering Microsoft 365 (Office 365) environments.
• Experience provisioning users, configuring mailboxes, assigning licenses, and managing M365 services.
• Proficiency with Microsoft Entra ID (Azure AD) and/or Active Directory administration.
• Strong troubleshooting skills across Windows 10/11 and macOS platforms.
• Excellent communication and customer service skills.
• Ability to work independently in a remote environment.

Preferred Qualifications

• Microsoft 365 / Office 365 Certification.
• Experience with Microsoft Intune, Jamf, or other Mobile Device Management (MDM) solutions.
• Exposure to endpoint deployment, device lifecycle management, and basic networking concepts.

Location Requirements

• Must be located within a 30-minute commute of Boston, MA.
• Must have a reliable high-speed internet connection and a dedicated home office/workspace.