System Administrator

Helpdesk Specialist / Junior Systems Administrator

We are seeking a skilled and proactive Helpdesk Specialist / Junior Systems Administrator for a 3-month contract. In this dual-focus role, you will provide top-tier end-user support while handling foundational systems administration tasks, with a heavy emphasis on Microsoft 365 environments. While this position is primarily remote, you will serve our Boston-based team and must live within 30 minutes of Boston to assist with occasional hands-on hardware deployments, equipment imaging, or urgent on-site troubleshooting. Will need to be able to reach office in 30 minutes to support any tech emergencies if needed.

Key Responsibilities:

• End-User Support & Helpdesk
• Serve as the primary point of contact for remote and local employees experiencing technical issues (hardware, software, network, and access).
• Diagnose, troubleshoot, and resolve Tier 1 and Tier 2 helpdesk tickets with a high level of customer service and responsiveness.
• Provision, image, and ship laptops (Windows/Mac) and peripherals for onboarding employees; coordinate the return of equipment for offboarding.
• Junior Systems Administration & M365
• Handle end-to-end Microsoft 365 (Office 365) setups, including creating user accounts, configuring mailboxes, assigning licenses, and setting up distribution groups/shared mailboxes.
• Manage user permissions and access control via Microsoft Entra ID (formerly Azure Active Directory) and/or local Active Directory.
• Configure and troubleshoot M365 applications (Teams, SharePoint, OneDrive, Outlook) for end-users.
• Assist with basic network troubleshooting (VPN connectivity, Wi-Fi, home internet configurations for remote workers).

Required Experience:

• 2+ years of experience in an IT Helpdesk, Technical Support, or Junior SysAdmin role.
• Strong M365 Experience: Proven track record of configuring Office 365 accounts, provisioning mailboxes, and managing basic tenant settings.
• Proficient with Active Directory / Microsoft Entra ID user administration.
• Strong troubleshooting skills across Windows 10/11 and macOS environments.
• Experience utilizing MDM tools (e.g., Intune, Jamf) for device deployment is a major plus.

Location & Contract Requirements:

• Must be physically located within a 30-minute radius of Boston, MA.
• Must have a reliable home internet connection and a dedicated quiet workspace.