Systems Admin( Microsoft 365 Tech Support)

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., 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).

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.